UPTOWN FUNK ~ Upscale Delight!

UPTOWN FUNK ~ Newly Renovated 3 Bed/2.5 Bath Townhome in Old Town Location with Parking! Modern Functionality Meets Tropical Zen!

Location

624 B Fleming St.
33040 Key West , FL
United States
24° 33' 25.9812" N, 81° 48' 2.0808" W
See map: Google Maps
Florida US

UPTOWN FUNK ~ Upscale Delight!

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Key West 2025 Vacation

Reviewed by Dorothy H. on 2025-03-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice townhome in a central location.
Manager response on 2025-08-26 - Response from Best of Key West Rentals
We truly appreciate your review Dorothy! It makes us happy to know you loved this home and its location, we’d be delighted to host you again anytime.

Uptown Funk

Reviewed by Scott M. on 2024-12-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This was our second year staying at Uptown Funk for the month of November and it was excellent. From the cozy layout to the convenient location, it was perfect for us and a few friends to unwind and enjoy all that Key west has to offer. From the week of offshore racing to the fantastic talent at Key West Comedy Club, and all the fantastic places to dine it was a blast! We have been coming to Key West for decades and really enjoyed this spot. Best Of Key West was very helpful with the booking process as well as their concierge service who made our stay more interesting. As owners of several investment rental properties in CT., it is refreshing to have a company manage their properties this well. We will most certainly be returning to Key West!
Manager response on 2024-12-15 - Response from Best of Key West Rentals
Thank you for your fantastic review Scott. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Steps

Reviewed by mary r. on 2023-03-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
It was a great location. Very clean and comfortable.
Manager response on 2023-03-02 - Response from Best of Key West Rentals
Thank you for this short but sweet five star review Mary, we hope to have the pleasure to host you again next time you visit the island.

UPTOWN FUNK ~ Newly Renovated 3 BR Townhome in Old Town with Parking!

Unit Code: UF

UPTOWN FUNK ~ Upscale Delight!

UPTOWN FUNK ~ Newly Renovated 3 Bed/2.5 Bath Townhome in Old Town Location with Parking! Modern Functionality Meets Tropical Zen!
IMMACULATE UPSCALE DELIGHT… Embrace the island vibes and immerse yourself in the Key West spirit in this enchanting 3 story coastal contemporary townhome. Centered in the heartbeat of Old Town - the upbeat and lively district of the Conch Republic - this dreamy abode is just steps to high end galleries, museums and all the best nightlife action. It is also tucked away as your peaceful sanctuary. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS & AMENITIES… Sip your morning brew and plan your day's excursions on the cozy front patio couch and chairs as balmy breezes awaken your senses. As you enter the home, you are greeted by a living area that combines modern whimsy with functionality. Relax on the oversized sectional and enjoy the large Apple TV (Sonos speakers in all rooms) for your bingeworthy viewing pleasure. A table for 4 is located in this space so you can dine while you view. The large picture window floods the space with sultry island sunshine. A powder room is situated on the first floor for your convenience. As you enter the sparkling and immaculate white kitchen, let your culinary cravings be satisfied with all the modern conveniences and appliances your inner chef desires. The Smeg refrigerator and toaster oven will delight your nostalgic heart and the cabinets are fully stocked with everything you'll need to concoct delicious meals for your loved ones. SLEEPING ARRANGEMENTS… Travel up the staircase to the second floor, which offers two rooms, one with a queen bed and the other with two twin beds (trundle). The queen room has an ample closet for hanging clothes and storage. The twin room features abundant natural light from two french doors that open to a viewing veranda for welcoming the day. It has a full size closet for hanging clothes and storage. A shared bathroom on this floor offers a tiled glass-door shower with a large mirror and single sink. On the third floor lies the primary room with a plush king bed. Recessed windows allow volumes of vibrant sunshine to brighten your mood. A dresser and built in drawers provide storage for your valuables and clothing. Unwind at night with your large Apple TV and cooling ceiling fan. A full bathroom with a shower/tub combination and washer dryer station lie across the hall. OUTDOOR LIVING… Grill up your fresh catch of the day as you sip on your cocktail beneath the stars. This home is just a short bike ride to all the beloved Key West attractions. PARKING... This home offers parking for one vehicle. PETS... This is a pet friendly home and a pet fee is required. Please make sure to check the box that you are bringing a pet when booking, and include size, breed, and age of the pet in Comments/Special Requests. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). FIND YOUR ZEN…
December 2025
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DatesPrice
12/12/2025 - 12/31/2025$258 /nt
01/01/2026 - 01/31/2026$536 /nt
02/01/2026 - 02/28/2026$637 /nt
03/01/2026 - 03/31/2026$543 /nt
04/01/2026 - 04/30/2026$304 /nt
05/01/2026 - 09/30/2026$233 /nt
10/01/2026 - 10/31/2026$250 /nt
11/01/2026 - 11/30/2026$268 /nt
12/01/2026 - 12/12/2026$286 /nt
5.0000
(5 Review)

Key West 2025 Vacation

February 2025
, Quincy, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice townhome in a central location.

Manager's Response

We truly appreciate your review Dorothy! It makes us happy to know you loved this home and its location, we’d be delighted to host you again anytime.

Uptown Funk

November 2024
, Centerbrook, CT United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our second year staying at Uptown Funk for the month of November and it was excellent. From the cozy layout to the convenient location, it was perfect for us and a few friends to unwind and enjoy all that Key west has to offer. From the week of offshore racing to the fantastic talent at Key West Comedy Club, and all the fantastic places to dine it was a blast! We have been coming to Key West for decades and really enjoyed this spot. Best Of Key West was very helpful with the booking process as well as their concierge service who made our stay more interesting. As owners of several investment rental properties in CT., it is refreshing to have a company manage their properties this well. We will most certainly be returning to Key West!

Manager's Response

Thank you for your fantastic review Scott. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

What a perfect stay at Uptown Funk!

February 2023
, Silver Spring, MD USA

Overall
5

What an incredible stay at Uptown Funk! The house is perfectly outfitted and beautifully decorated. It had absolutely everything we needed for a peaceful, relaxing, and ideal vacation. It's in an incredible location-easily walkable to everything--with comfortable beds, luxurious housewares, and tons of charm. We had plenty of room and privacy for our group and would not hesitate to book there again!

Manager's Response

Thank you for your wonderful review Mimi! It was a pleasure hosting you, thank you for being our guest!

Steps

January 2023
, highland hgts, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

It was a great location. Very clean and comfortable.

Manager's Response

Thank you for this short but sweet five star review Mary, we hope to have the pleasure to host you again next time you visit the island.

Uptown Funk

January 2023
, St Louis, MO USA

Overall
5

We are seasoned monthly renters for Key West. We've been renting the month of January for 12 years now and have stayed in all the desirable areas (Casa Marina, Seaport District, Old Town, Mid Town, Upper Duval, Lower Duval, you get the point. And we have stayed in various styles of homes of which all had their own private pools. This was the first January ever that we flew down so did not have a car and the first time we rented a property that did not have a pool. Due to the amazing location of this townhouse, we did not miss either! So let's start there. This is by far the best location of any property we have ever rented. Everything you need is literally just steps away, yet being tucked away on a one-way street you feel like you are in quiet suburbia. The grocery store (Fausto's) is about a 90 second walk down the street. Great restaurants are just as close. Our favorite two spots (Date and Thyme and Old Town Bakery are just up the street). The Funky Rooster Coffee House and Wine Bar is about a five minute walk away and getting to the water is only another minute or two from there. We also rented bikes for our stay which put the entire island at our fingertips. As for the townhouse itself, big props to whoever designed it as they thought of everything. The feel is very island chic with a kitchen that looks like it should be on a magazine cover. The primary bedroom / bathroom with laundry is upstairs (extremely well done) but the walk up is nothing and the rooms up there are bright and airy (two skylights) and very spacious. The bedroom has room darkening shades on the skylights and the bed is as comfortable as they come! Such a nice retreat. Two more bedrooms with a shared bath on the second floor are good sized too and one has a small balcony giving you views of palm trees and the patio below. Speaking of, we spent a lot of time out on the private front patio and had our breakfast and lunch out there nearly every day. There are three other townhomes here and everyone has their own patio out front. We met all the neighbors during our stay and that is part of why we enjoyed this place so much. Such nice neighbors and very respectful of space and sound. This is not a loud party place. The neighbors are full time residents, pretty much stay to themselves but could not have been more friendly. One has an older dog named Simba who we got to know well and we still check up on her today. All in all, I cannot recommend this place enough. Just don't book it for January as this will be our new spot until we finally buy something :)

Manager's Response

Thank you for this wonderful review Adam, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you for another warm winter month!

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3 Bed
2.5 Baths
Sleeps 6

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GOOD VISIBILITY ~ Oceanfront!

GOOD VISIBILITY ~ Renovated and Charming 4 Bedroom, 3 Bathroom Condo w/ Community Pool, Tennis Courts, Stunning Ocean Views and 1 Parking Spot!

Location

1500 Atlantic Blvd. #408
33040 Key West , FL
United States
24° 32' 58.452" N, 81° 46' 52.788" W
See map: Google Maps
Florida US

GOOD VISIBILITY ~ Oceanfront!

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Views forever!

Reviewed by JULIE A. on 2024-04-12
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Excellent!
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.

Wonderful vacation

Reviewed by Kelly H. on 2024-05-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We enjoyed our stay here, the views were amazing . This was one of the most relaxing vacations we have had. The home is beautiful and we would definitely stay here again!
Manager response on 2024-07-22 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us! We would love to welcome you back!

Very nice condo with great views. Very convenient to Old Town.

Reviewed by Holly B. on 2025-09-29
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice and easy to deal with. Gave very easy and simple instructions on checking in and checking out. Someone met us initially to get us in the condo and gave tour of the condo and where to park. All was very helpful
Manager response on 2025-09-30 - Response from Best of Key West Rentals
Holly, we’re grateful for your glowing review! It was such a pleasure to host you, and we’re already looking forward to your return to the island.

We will be back!

Reviewed by Michelle f. on 2025-10-03
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The condo was clean and the location was perfect!
Manager response on 2025-10-06 - Response from Best of Key West Rentals
Michelle, thanks so much for the lovely feedback! We’re happy to hear you enjoyed the property and would love to host you again in the future.

Beautiful ocean views

Reviewed by Unknown on 2025-10-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This is a well appointed condo with amazing sunrise views. It is a quick drive out uber ride to all the fun activities in key west. Property manager and staff were wonderful. I would definitely return.
Manager response on 2025-10-16 - Response from Best of Key West Rentals
Catherine, we’re grateful for your glowing review! It was such a pleasure to host you, and we’re already looking forward to your return to the island.

Highly recommend

Reviewed by Tom V. on 2024-06-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Exceptional, clean and spacious condo on the water and conveniently located to all attractions
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for your incredible review! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

The pictures don't lie on this one!

Reviewed by Unknown on 2024-06-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The condo was large, bright and clean. We enjoyed the balcony the most. Amazing views and walking distance to the best beach we found. The pool was basically private for our group our entire trip. Checking out at 10 am was a little rough but I'm sure they need that time to clean so it's just as perfect for the next guest. Beds are a little firm for us but that's a personal preference. Also would recommend adding a baking sheet to the nicely appointed kitchen. Overall, we had a great time and were extremely pleased with our choice of accomodations.
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

High-Quality Vacation Spot!

Reviewed by Christopher D. on 2024-08-25
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our recent stay at this vacation rental was nothing short of exceptional. From the moment we booked, the property manager, Dan, went above and beyond to ensure our comfort. Traveling with our mothers, both in their 80s, meant we needed some specific necessities. Dan was incredibly responsive and accommodating, arranging for our Amazon order to be ready and waiting upon our arrival. His professionalism and attentiveness truly set the tone for a wonderful stay.
The property itself exceeded our expectations. The rental was just as described—if not better! It was spacious, impeccably clean, and beautifully maintained. The grounds of the condo development were well-kept, with daily cleaning ensuring everything was always pristine. We particularly enjoyed the two stunning pools, which we had almost exclusively to ourselves throughout our stay—an unexpected luxury!
Everything about our experience was flawless. We would definitely stay here again and highly recommend this property to others seeking a relaxing and high-quality vacation spot.
Manager response on 2025-05-23 - Response from Best of Key West Rentals
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Key West 50th Birthday Trip

Reviewed by Sjonna B. on 2024-09-08
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The condo was wonderful. It was clean, in a great location, and had all of the amenities one would want while staying away from home. Dan was very responsive and we were able to get in earlier than expected. Thanks for making our birthday week a good one.
Manager response on 2025-05-23 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Vaca for me

Reviewed by JENNY C. on 2024-09-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Awesome rental. Only downfall was the pool on the east end. It was like getting into a hot tub the water was so hot. Doesn’t need to be heated in September with the temperature was a 100 or more.
Manager response on 2025-05-23 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Very NICE place!

Reviewed by Mary S. on 2024-09-21
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This is a lovely condominium. Just a scene in the online pictures. It was clean and nicely laid out. Our only complaint is that the hot water for showers never got more than lukewarm. We contacted the property manager and he came out but advised that the thermostat was set at 140 and left it at that. Quiet part of town, located just off of Higgs beach (about a 3 minute walk). Definitely need a car or golf cart to get around. We enjoyed our stay. One last thing, beware of biting bugs on patio. Definitely use bug spray.
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for your thoughtful review! We're so glad to hear you enjoyed the condo's layout, cleanliness, and peaceful location near Higgs Beach. We appreciate your feedback regarding the hot water and patio bugs—your insights help us ensure the best experience for all future guests. It was a pleasure hosting you, and we’d love to welcome you back on your next visit to Key West!

Good Visibility

Reviewed by Penny C. on 2025-02-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The property was beautiful and the pictures are accurate. We had plenty of room and a great view each morning. The property manager kept in touch via text, but we encountered no issues.
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for the kind review! We're so glad you enjoyed the space, the view, and that everything met your expectations. It's great to hear communication was smooth—even better that no issues came up! We'd love to host you again in the future.

Spectacular view!

Reviewed by Gabriela G. on 2025-09-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Spent a week in this beautiful condo with the most amazing view. The condo had everything we could have needed, checking in was a breeze and the boat was very responsive. We already decided to come back and will definitely stay here again!
Manager response on 2025-09-25 - Response from Best of Key West Rentals
Gabriela, what a joy to read your review—thank you so much! We’re so glad you loved your time in Key West and can’t wait to have you back on the island soon.

Beautiful, looks just like pictures

Reviewed by Unknown on 2022-12-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Property manager answered any questions immediately. Place was clean and decorated nicely. Limited supply of paper towels, TP and no spices or cooking oil in fridge so prepare for that.
Manager response on 2023-01-26 - Response from Best of Key West Rentals
We are so happy you found this property and its views ideal for your get away in Key West Bonnie. We do offer a limited amount of toiletries to help our guests get situated upon arrival. We hope you'll stay with us again next time you visit!

Wonderful Stay

Reviewed by Stan W. on 2023-01-31
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had a blast. The management was very quick to respond to requests or issues. Easy place to stay without any inconveniences. We'll be back.
Manager response on 2023-02-28 - Response from Best of Key West Rentals
Thank you for this wonderful review Stan, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Great Condo

Reviewed by Sherrie M. on 2022-06-21
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This condo is exactly what they say it is. Everything was great including the property manager and its a very quiet neighborhood.
Manager response on 2022-06-28 - Response from Best of Key West Rentals
Thank you for your fantastic review Bill & Sherrie. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Perfect week

Reviewed by John B. on 2022-12-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Beautiful Unit after their recent upgrade.
Manager response on 2022-12-05 - Response from Best of Key West Rentals
Thank you for your review John. We are so thrilled to hear how much you loved this home and hope to see you again!

Awesome!

Reviewed by Unknown on 2023-04-19
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We enjoyed everything!
Manager response on 2023-09-26 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us Connie! We would love to welcome you back!

Perfect spot

Reviewed by Erick S. on 2023-06-30
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Absolutely loved this clean and well appointed spot. Quiet and away from the madness of Duvall St. yet close enough if that’s what you want to do! Private pool is nice. A few “full time” residents that love to get into your business and point out that they know your short term renting.
Besides that, a great spot. We will be back!
Manager response on 2023-09-26 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West Erick. We look forward to welcoming you again soon!

The entire package!

Reviewed by Karen T. on 2023-06-26
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Loved the four-bedroom condo. Perfect size for our eight person family including a baby. The outside was comfy and Omg what a beautiful view. Love the private gated community. Love the decor brand new stunning state of the art kitchen! Not one negative thing to say the ocean directly in front not swimmable, but that was brought to our attention before booking! Love the property manager Shwna I believe. So wonderful and helpful.
Our Concierge was Beth who we are obsessed with super professional. Loved everything about it.!
Manager response on 2023-09-26 - Response from Best of Key West Rentals
Thank you for this wonderful review Karen, we are so glad you enjoyed the property so much! We look forward to welcoming you again next time you are in Key West.

great view

Reviewed by Dania S. on 2023-06-22
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
we had a wonderful stay! There were eight of us, and there was plenty of room. The apartment is well equipped and very clean. The view is beautiful!
Manager response on 2023-09-26 - Response from Best of Key West Rentals
Thank you for your review Dania. We are so thrilled to hear how much you loved this home and hope to see you again!

Friend’s Vacation

Reviewed by Jack M. on 2023-11-14
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The property was beautiful. 3 couples rented this unit. It was clean and very well maintained and had all the amenities you could wan. The view was spectacular! The property manager Shana was so attentive and helpful. A bit off all the major activities, but we loved the quiet. Rented a golf cart to get around. Would highly recommend this unit.
Manager response on 2024-02-28 - Response from Best of Key West Rentals
Thank you for this great review Jack! We are thrilled you enjoyed the property and hope to host you again in the future!

January stay

Reviewed by Beth B. on 2024-01-21
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The front bathroom fan is extremely loud, the ice maker doesn’t work and the door to the patio sticks and is extremely hard to open, but the overall cleanliness was very satisfactory, beautiful view, great location.
Manager response on 2024-02-21 - Response from Best of Key West Rentals
Beth we are glad you enjoyed the beautiful views at this home! We checked on the ice maker and it looks like it was turned off, please don't hesitate to reach out to your property manager, they will fix any issue to make your stay as perfect as they can. The fan is powerful to avoid humidity from creating mildew. *** for the sliding doors, they are hurricane resistant so a bit heavier than your usual sliding doors. We would love to have you stay with us again next time you visit Key West!
Manager response on 2024-02-21 - Response from Best of Key West Rentals
Beth we are glad you enjoyed the beautiful views at this home! We checked on the ice maker and it looks like it was turned off, please don't hesitate to reach out to your property manager, they will fix any issue to make your stay as perfect as they can. The fan is powerful to avoid humidity from creating mildew. *** for the sliding doors, they are hurricane resistant so a bit heavier than your usual sliding doors. We would love to have you stay with us again next time you visit Key West!

Spectacular Visibility!

Reviewed by Gretchen K. on 2023-12-26
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We stayed mid-December and could see sunrise in the morning and sunset in the evening. The deck view is amazing with the ocean right below. All the rooms were clean, very spacious, and super comfortable. We loved all the amenities especially the small handy ones like spices for cooking, beach towels, and laundry detergent. The two pools were very warm and looked directly out onto the ocean with a tennis court that was also marked for pickle ball. The covered parking garage was perfect for parking our bikes, scooters, and golf cart. My favorite was being able to hear the sounds of the ocean all the time.
Manager response on 2024-02-28 - Response from Best of Key West Rentals
Thank you for your incredible review Gretchen! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

Unit Code: GD

GOOD VISIBILITY ~ Oceanfront!

GOOD VISIBILITY ~ Renovated and Charming 4 Bedroom, 3 Bathroom Condo w/ Community Pool, Tennis Courts, Stunning Ocean Views and 1 Parking Spot!
YOUR OCEANFRONT OASIS AWAITS... This remarkable and magical retreat is sure to provide all the R & R you need to refresh your soul. Peacefully located in Key West Beach Club community just minutes to downtown and Duval Street. This sweet and newly renovated haven encompasses every conceivable amenity you could desire while in Paradise. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE PLEASE NOTE... This home has a 6 night minimum as required by the HOA of the community. The renter will be asked to send photos of all adult guests upon booking as required by the HOA. DETAILS AND AMENITIES... Located at the top floor of this desirable community, this unit is sure to take your breath away as soon as you walk through the front door. Find a bright and open space with natural lighting pouring through a multitude of windows with cool tile and hardwood flooring throughout and soaring ceilings creating a cheery gathering space. A fully equipped kitchen allows for seamless mealtime prep with convenient bar top seating for 4 and an indoor dining table for 6. Cozy living room furnishings are steps away with a TV and breathtaking views of your ocean front porch beyond. Enjoy a writing desk for those working remotely! This home is 0.2 miles from Higgs Beach and 0.8 miles from Smathers Beach. SLEEPING ARRANGEMENTS... Find a primary suite steps from the living area with a king bed, TV, en suite bathroom with a shower and direct access to the outdoor balcony. Another king guest room resides on the 1st level with a TV and hallway bathroom nearby with a shower. Head up to the 2nd floor to find a room with 2 twins that can convert to a king with a TV and another king guest bedroom - both with TVs and a shared hallway bathroom with a shower. A sofa sleeper occupies the living area for additional sleeping arrangements. OUTDOOR LIVING... Catch a breath of fresh air out on your private and spacious outdoor balcony with priceless views of the sparkling, turquoise ocean beyond. Enjoy plentiful seating as you hear the tranquil ocean waves below and soak up island life. Two pools reside on property with a community grill, tennis court, fitness area and elevators to this unit. This property is just a stone's throw to White St. Pier, Salute on the Beach restaurant and a short drive, bike ride or Uber into town. Higgs Beach is down the walking path from this community 0.4 miles and Smathers Beach is 1 mile in the other direction! Pickle ball and tennis courts are across the street from Higgs Beach. PARKING... There is access to one parking spot on property, and plenty of street parking is available in this area for any additional vehicles. No vehicles over 18' long or over 80" wide. PETS... This is not a pet-friendly home. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. Guests are only allowed to check-in on premises between 8:00 A.M. and 11:00 P.M. AN UNMATCHED EXPERIENCE...
December 2025
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January 2026
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February 2026
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Age 18 and under.
DatesPrice
12/12/2025 - 12/12/2025$366 /nt
12/13/2025 - 12/13/2025$302 /nt
12/14/2025 - 12/14/2025$415 /nt
12/15/2025 - 12/15/2025$344 /nt
12/16/2025 - 12/16/2025$322 /nt
12/17/2025 - 12/17/2025$354 /nt
12/18/2025 - 12/18/2025$376 /nt
12/19/2025 - 12/19/2025$464 /nt
12/20/2025 - 12/20/2025$474 /nt
12/21/2025 - 12/21/2025$548 /nt
12/22/2025 - 12/22/2025$603 /nt
12/23/2025 - 12/23/2025$629 /nt
12/24/2025 - 12/24/2025$673 /nt
12/25/2025 - 12/25/2025$890 /nt
12/26/2025 - 12/26/2025$1,022 /nt
12/27/2025 - 12/27/2025$1,155 /nt
12/28/2025 - 12/28/2025$1,406 /nt
12/29/2025 - 12/29/2025$1,543 /nt
12/30/2025 - 12/30/2025$1,580 /nt
12/31/2025 - 12/31/2025$1,632 /nt
01/01/2026 - 01/01/2026$1,322 /nt
01/02/2026 - 01/02/2026$847 /nt
01/03/2026 - 01/03/2026$660 /nt
01/04/2026 - 01/04/2026$637 /nt
01/05/2026 - 01/05/2026$696 /nt
01/06/2026 - 01/06/2026$650 /nt
01/07/2026 - 01/07/2026$625 /nt
01/08/2026 - 01/08/2026$697 /nt
01/09/2026 - 01/09/2026$883 /nt
01/10/2026 - 01/10/2026$908 /nt
01/11/2026 - 01/11/2026$806 /nt
01/12/2026 - 01/12/2026$691 /nt
01/13/2026 - 01/13/2026$725 /nt
01/14/2026 - 01/14/2026$726 /nt
01/15/2026 - 01/15/2026$965 /nt
01/16/2026 - 01/16/2026$1,260 /nt
01/17/2026 - 01/17/2026$1,450 /nt
01/18/2026 - 01/18/2026$1,237 /nt
01/19/2026 - 01/19/2026$977 /nt
01/20/2026 - 01/20/2026$963 /nt
01/21/2026 - 01/21/2026$898 /nt
01/22/2026 - 01/22/2026$967 /nt
01/23/2026 - 01/23/2026$1,046 /nt
01/24/2026 - 01/24/2026$1,068 /nt
01/25/2026 - 01/25/2026$844 /nt
01/26/2026 - 01/26/2026$953 /nt
01/27/2026 - 01/27/2026$1,050 /nt
01/28/2026 - 01/28/2026$1,081 /nt
01/29/2026 - 01/29/2026$1,160 /nt
01/30/2026 - 01/30/2026$1,224 /nt
01/31/2026 - 01/31/2026$810 /nt
02/01/2026 - 02/01/2026$1,000 /nt
02/02/2026 - 02/02/2026$972 /nt
02/03/2026 - 02/03/2026$986 /nt
02/04/2026 - 02/04/2026$1,043 /nt
02/05/2026 - 02/05/2026$1,150 /nt
02/06/2026 - 02/06/2026$1,223 /nt
02/07/2026 - 02/07/2026$1,264 /nt
02/08/2026 - 02/09/2026$1,158 /nt
02/10/2026 - 02/10/2026$1,247 /nt
02/11/2026 - 02/11/2026$1,302 /nt
02/12/2026 - 02/12/2026$1,397 /nt
02/13/2026 - 02/13/2026$1,562 /nt
02/14/2026 - 02/14/2026$1,653 /nt
02/15/2026 - 02/15/2026$1,540 /nt
02/16/2026 - 02/16/2026$1,535 /nt
02/17/2026 - 02/17/2026$1,428 /nt
02/18/2026 - 02/18/2026$1,475 /nt
02/19/2026 - 02/19/2026$1,550 /nt
02/20/2026 - 02/20/2026$1,595 /nt
02/21/2026 - 02/21/2026$1,603 /nt
02/22/2026 - 02/22/2026$1,506 /nt
02/23/2026 - 02/23/2026$1,495 /nt
02/24/2026 - 02/24/2026$1,470 /nt
02/25/2026 - 02/25/2026$1,476 /nt
02/26/2026 - 02/26/2026$1,505 /nt
02/27/2026 - 02/27/2026$1,515 /nt
02/28/2026 - 02/28/2026$1,498 /nt
03/01/2026 - 03/01/2026$1,404 /nt
03/02/2026 - 03/02/2026$1,379 /nt
03/03/2026 - 03/03/2026$1,348 /nt
03/04/2026 - 03/04/2026$1,372 /nt
03/05/2026 - 03/05/2026$1,419 /nt
03/06/2026 - 03/06/2026$1,445 /nt
03/07/2026 - 03/07/2026$1,503 /nt
03/08/2026 - 03/08/2026$1,428 /nt
03/09/2026 - 03/09/2026$1,411 /nt
03/10/2026 - 03/10/2026$1,390 /nt
03/11/2026 - 03/11/2026$1,430 /nt
03/12/2026 - 03/12/2026$1,486 /nt
03/13/2026 - 03/13/2026$1,520 /nt
03/14/2026 - 03/14/2026$1,559 /nt
03/15/2026 - 03/15/2026$1,470 /nt
03/16/2026 - 03/16/2026$1,447 /nt
03/17/2026 - 03/17/2026$1,419 /nt
03/18/2026 - 03/18/2026$1,445 /nt
03/19/2026 - 03/19/2026$1,489 /nt
03/20/2026 - 03/20/2026$1,503 /nt
03/21/2026 - 03/21/2026$1,438 /nt
03/22/2026 - 03/22/2026$1,315 /nt
03/23/2026 - 03/23/2026$1,255 /nt
03/24/2026 - 03/24/2026$1,228 /nt
03/25/2026 - 03/25/2026$1,256 /nt
03/26/2026 - 03/26/2026$1,312 /nt
03/27/2026 - 03/27/2026$1,344 /nt
03/28/2026 - 03/28/2026$1,439 /nt
03/29/2026 - 03/29/2026$1,298 /nt
03/30/2026 - 03/30/2026$1,381 /nt
03/31/2026 - 03/31/2026$1,152 /nt
04/01/2026 - 04/01/2026$1,195 /nt
04/02/2026 - 04/02/2026$1,307 /nt
04/03/2026 - 04/03/2026$1,266 /nt
04/04/2026 - 04/04/2026$1,234 /nt
04/05/2026 - 04/05/2026$1,155 /nt
04/06/2026 - 04/06/2026$1,132 /nt
04/07/2026 - 04/07/2026$1,020 /nt
04/08/2026 - 04/08/2026$1,044 /nt
04/09/2026 - 04/09/2026$1,138 /nt
04/10/2026 - 04/10/2026$1,251 /nt
04/11/2026 - 04/11/2026$1,111 /nt
04/12/2026 - 04/12/2026$1,000 /nt
04/13/2026 - 04/13/2026$962 /nt
04/14/2026 - 04/14/2026$938 /nt
04/15/2026 - 04/15/2026$960 /nt
04/16/2026 - 04/16/2026$1,027 /nt
04/17/2026 - 04/17/2026$1,098 /nt
04/18/2026 - 04/18/2026$1,178 /nt
04/19/2026 - 04/19/2026$979 /nt
04/20/2026 - 04/20/2026$933 /nt
04/21/2026 - 04/21/2026$925 /nt
04/22/2026 - 04/22/2026$974 /nt
04/23/2026 - 04/23/2026$1,121 /nt
04/24/2026 - 04/24/2026$1,200 /nt
04/25/2026 - 04/25/2026$1,085 /nt
04/26/2026 - 04/26/2026$916 /nt
04/27/2026 - 04/27/2026$804 /nt
04/28/2026 - 04/28/2026$786 /nt
04/29/2026 - 04/29/2026$835 /nt
04/30/2026 - 04/30/2026$980 /nt
05/01/2026 - 05/01/2026$1,052 /nt
05/02/2026 - 05/02/2026$1,057 /nt
05/03/2026 - 05/03/2026$863 /nt
05/04/2026 - 05/04/2026$791 /nt
05/05/2026 - 05/05/2026$766 /nt
05/06/2026 - 05/06/2026$819 /nt
05/07/2026 - 05/07/2026$981 /nt
05/08/2026 - 05/08/2026$1,041 /nt
05/09/2026 - 05/09/2026$1,024 /nt
05/10/2026 - 05/10/2026$901 /nt
05/11/2026 - 05/11/2026$831 /nt
05/12/2026 - 05/12/2026$793 /nt
05/13/2026 - 05/13/2026$826 /nt
05/14/2026 - 05/14/2026$991 /nt
05/15/2026 - 05/15/2026$1,090 /nt
05/16/2026 - 05/16/2026$1,063 /nt
05/17/2026 - 05/17/2026$842 /nt
05/18/2026 - 05/18/2026$736 /nt
05/19/2026 - 05/19/2026$765 /nt
05/20/2026 - 05/20/2026$774 /nt
05/21/2026 - 05/21/2026$937 /nt
05/22/2026 - 05/22/2026$1,200 /nt
05/23/2026 - 05/23/2026$1,206 /nt
05/24/2026 - 05/24/2026$1,044 /nt
05/25/2026 - 05/25/2026$983 /nt
05/26/2026 - 05/26/2026$761 /nt
05/27/2026 - 05/27/2026$772 /nt
05/28/2026 - 05/28/2026$932 /nt
05/29/2026 - 05/29/2026$1,023 /nt
05/30/2026 - 05/30/2026$1,028 /nt
05/31/2026 - 05/31/2026$859 /nt
06/01/2026 - 06/01/2026$801 /nt
06/02/2026 - 06/02/2026$852 /nt
06/03/2026 - 06/03/2026$784 /nt
06/04/2026 - 06/04/2026$962 /nt
06/05/2026 - 06/05/2026$1,090 /nt
06/06/2026 - 06/06/2026$1,100 /nt
06/07/2026 - 06/07/2026$913 /nt
06/08/2026 - 06/08/2026$777 /nt
06/09/2026 - 06/09/2026$765 /nt
06/10/2026 - 06/10/2026$832 /nt
06/11/2026 - 06/11/2026$904 /nt
06/12/2026 - 06/12/2026$1,107 /nt
06/13/2026 - 06/13/2026$1,111 /nt
06/14/2026 - 06/14/2026$884 /nt
06/15/2026 - 06/15/2026$825 /nt
06/16/2026 - 06/16/2026$818 /nt
06/17/2026 - 06/17/2026$844 /nt
06/18/2026 - 06/18/2026$1,051 /nt
06/19/2026 - 06/19/2026$1,064 /nt
06/20/2026 - 06/20/2026$1,109 /nt
06/21/2026 - 06/21/2026$910 /nt
06/22/2026 - 06/22/2026$828 /nt
06/23/2026 - 06/23/2026$831 /nt
06/24/2026 - 06/24/2026$868 /nt
06/25/2026 - 06/25/2026$1,019 /nt
06/26/2026 - 06/26/2026$1,069 /nt
06/27/2026 - 06/27/2026$1,071 /nt
06/28/2026 - 06/28/2026$851 /nt
06/29/2026 - 06/29/2026$831 /nt
06/30/2026 - 06/30/2026$883 /nt
07/01/2026 - 07/01/2026$935 /nt
07/02/2026 - 07/02/2026$1,234 /nt
07/03/2026 - 07/03/2026$1,289 /nt
07/04/2026 - 07/04/2026$1,305 /nt
07/05/2026 - 07/05/2026$1,096 /nt
07/06/2026 - 07/06/2026$882 /nt
07/07/2026 - 07/07/2026$876 /nt
07/08/2026 - 07/08/2026$904 /nt
07/09/2026 - 07/09/2026$1,034 /nt
07/10/2026 - 07/10/2026$1,095 /nt
07/11/2026 - 07/11/2026$1,096 /nt
07/12/2026 - 07/12/2026$868 /nt
07/13/2026 - 07/13/2026$860 /nt
07/14/2026 - 07/14/2026$851 /nt
07/15/2026 - 07/15/2026$876 /nt
07/16/2026 - 07/16/2026$1,014 /nt
07/17/2026 - 07/17/2026$1,104 /nt
07/18/2026 - 07/18/2026$1,133 /nt
07/19/2026 - 07/19/2026$902 /nt
07/20/2026 - 07/20/2026$873 /nt
07/21/2026 - 07/21/2026$920 /nt
07/22/2026 - 07/22/2026$938 /nt
07/23/2026 - 07/23/2026$1,074 /nt
07/24/2026 - 07/24/2026$1,172 /nt
07/25/2026 - 07/25/2026$1,206 /nt
07/26/2026 - 07/26/2026$1,357 /nt
07/27/2026 - 07/27/2026$1,278 /nt
07/28/2026 - 07/28/2026$1,266 /nt
07/29/2026 - 07/29/2026$1,269 /nt
07/30/2026 - 07/30/2026$1,467 /nt
07/31/2026 - 07/31/2026$1,430 /nt
08/01/2026 - 08/01/2026$1,409 /nt
08/02/2026 - 08/02/2026$1,161 /nt
08/03/2026 - 08/03/2026$839 /nt
08/04/2026 - 08/04/2026$825 /nt
08/05/2026 - 08/05/2026$853 /nt
08/06/2026 - 08/06/2026$1,014 /nt
08/07/2026 - 08/07/2026$1,145 /nt
08/08/2026 - 08/08/2026$1,169 /nt
08/09/2026 - 08/09/2026$919 /nt
08/10/2026 - 08/10/2026$845 /nt
08/11/2026 - 08/11/2026$822 /nt
08/12/2026 - 08/12/2026$846 /nt
08/13/2026 - 08/13/2026$1,023 /nt
08/14/2026 - 08/14/2026$1,143 /nt
08/15/2026 - 08/15/2026$1,123 /nt
08/16/2026 - 08/16/2026$828 /nt
08/17/2026 - 08/17/2026$717 /nt
08/18/2026 - 08/18/2026$656 /nt
08/19/2026 - 08/19/2026$647 /nt
08/20/2026 - 08/20/2026$807 /nt
08/21/2026 - 08/21/2026$939 /nt
08/22/2026 - 08/22/2026$932 /nt
08/23/2026 - 08/23/2026$660 /nt
08/24/2026 - 08/24/2026$571 /nt
08/25/2026 - 08/26/2026$539 /nt
08/27/2026 - 08/27/2026$713 /nt
08/28/2026 - 08/28/2026$849 /nt
08/29/2026 - 08/29/2026$844 /nt
08/30/2026 - 08/30/2026$571 /nt
08/31/2026 - 08/31/2026$459 /nt
09/01/2026 - 09/01/2026$465 /nt
09/02/2026 - 09/02/2026$469 /nt
09/03/2026 - 09/03/2026$637 /nt
09/04/2026 - 09/04/2026$977 /nt
09/05/2026 - 09/05/2026$980 /nt
09/06/2026 - 09/06/2026$729 /nt
09/07/2026 - 09/07/2026$628 /nt
09/08/2026 - 09/08/2026$374 /nt
09/09/2026 - 09/09/2026$388 /nt
09/10/2026 - 09/10/2026$576 /nt
09/11/2026 - 09/11/2026$740 /nt
09/12/2026 - 09/12/2026$776 /nt
09/13/2026 - 09/13/2026$542 /nt
09/14/2026 - 09/14/2026$464 /nt
09/15/2026 - 09/15/2026$443 /nt
09/16/2026 - 09/16/2026$499 /nt
09/17/2026 - 09/17/2026$684 /nt
09/18/2026 - 09/18/2026$834 /nt
09/19/2026 - 09/19/2026$847 /nt
09/20/2026 - 09/20/2026$580 /nt
09/21/2026 - 09/21/2026$468 /nt
09/22/2026 - 09/22/2026$412 /nt
09/23/2026 - 09/23/2026$462 /nt
09/24/2026 - 09/24/2026$637 /nt
09/25/2026 - 09/25/2026$781 /nt
09/26/2026 - 09/26/2026$802 /nt
09/27/2026 - 09/27/2026$544 /nt
09/28/2026 - 09/28/2026$436 /nt
09/29/2026 - 09/29/2026$383 /nt
09/30/2026 - 09/30/2026$444 /nt
10/01/2026 - 10/01/2026$624 /nt
10/02/2026 - 10/02/2026$774 /nt
10/03/2026 - 10/03/2026$797 /nt
10/04/2026 - 10/04/2026$545 /nt
10/05/2026 - 10/05/2026$442 /nt
10/06/2026 - 10/06/2026$398 /nt
10/07/2026 - 10/07/2026$470 /nt
10/08/2026 - 10/08/2026$683 /nt
10/09/2026 - 10/09/2026$924 /nt
10/10/2026 - 10/10/2026$976 /nt
10/11/2026 - 10/11/2026$721 /nt
10/12/2026 - 10/12/2026$619 /nt
10/13/2026 - 10/13/2026$520 /nt
10/14/2026 - 10/14/2026$577 /nt
10/15/2026 - 10/15/2026$780 /nt
10/16/2026 - 10/16/2026$1,166 /nt
10/17/2026 - 10/17/2026$1,190 /nt
10/18/2026 - 10/18/2026$934 /nt
10/19/2026 - 10/19/2026$821 /nt
10/20/2026 - 10/20/2026$784 /nt
10/21/2026 - 10/21/2026$838 /nt
10/22/2026 - 10/22/2026$1,034 /nt
10/23/2026 - 10/23/2026$1,202 /nt
10/24/2026 - 10/24/2026$1,232 /nt
10/25/2026 - 10/25/2026$1,150 /nt
10/26/2026 - 10/26/2026$682 /nt
10/27/2026 - 10/27/2026$676 /nt
10/28/2026 - 10/28/2026$742 /nt
10/29/2026 - 10/29/2026$940 /nt
10/30/2026 - 10/30/2026$1,649 /nt
10/31/2026 - 10/31/2026$1,656 /nt
11/01/2026 - 11/01/2026$1,417 /nt
11/02/2026 - 11/02/2026$1,300 /nt
11/03/2026 - 11/03/2026$1,294 /nt
11/04/2026 - 11/04/2026$1,370 /nt
11/05/2026 - 11/05/2026$1,867 /nt
11/06/2026 - 11/06/2026$2,100 /nt
11/07/2026 - 11/07/2026$2,150 /nt
11/08/2026 - 11/08/2026$1,487 /nt
11/09/2026 - 11/09/2026$1,379 /nt
11/10/2026 - 11/10/2026$1,104 /nt
11/11/2026 - 11/11/2026$1,076 /nt
11/12/2026 - 11/12/2026$1,042 /nt
11/13/2026 - 11/13/2026$1,163 /nt
11/14/2026 - 11/14/2026$1,198 /nt
11/15/2026 - 11/15/2026$954 /nt
11/16/2026 - 11/16/2026$826 /nt
11/17/2026 - 11/17/2026$816 /nt
11/18/2026 - 11/18/2026$870 /nt
11/19/2026 - 11/19/2026$1,036 /nt
11/20/2026 - 11/20/2026$1,144 /nt
11/21/2026 - 11/21/2026$1,192 /nt
11/22/2026 - 11/22/2026$930 /nt
11/23/2026 - 11/23/2026$1,129 /nt
11/24/2026 - 11/24/2026$1,103 /nt
11/25/2026 - 11/25/2026$1,147 /nt
11/26/2026 - 11/26/2026$1,295 /nt
11/27/2026 - 11/27/2026$1,391 /nt
11/28/2026 - 11/28/2026$1,424 /nt
11/29/2026 - 11/29/2026$846 /nt
11/30/2026 - 11/30/2026$734 /nt
12/01/2026 - 12/01/2026$721 /nt
12/02/2026 - 12/02/2026$780 /nt
12/03/2026 - 12/03/2026$979 /nt
12/04/2026 - 12/04/2026$1,127 /nt
12/05/2026 - 12/05/2026$1,187 /nt
12/06/2026 - 12/06/2026$962 /nt
12/07/2026 - 12/07/2026$933 /nt
12/08/2026 - 12/08/2026$893 /nt
12/09/2026 - 12/09/2026$906 /nt
12/10/2026 - 12/10/2026$1,118 /nt
12/11/2026 - 12/11/2026$1,188 /nt
12/12/2026 - 12/12/2026$1,286 /nt
4.9200
(25 Review)

Beautiful ocean views

October 2025
, Summerville, SC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is a well appointed condo with amazing sunrise views. It is a quick drive out uber ride to all the fun activities in key west. Property manager and staff were wonderful. I would definitely return.

Manager's Response

Catherine, we’re grateful for your glowing review! It was such a pleasure to host you, and we’re already looking forward to your return to the island.

Very nice condo with great views. Very convenient to Old Town.

September 2025
, Rocky Face, GA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice and easy to deal with. Gave very easy and simple instructions on checking in and checking out. Someone met us initially to get us in the condo and gave tour of the condo and where to park. All was very helpful

Manager's Response

Holly, we’re grateful for your glowing review! It was such a pleasure to host you, and we’re already looking forward to your return to the island.

We will be back!

September 2025
, Duluth, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The condo was clean and the location was perfect!

Manager's Response

Michelle, thanks so much for the lovely feedback! We’re happy to hear you enjoyed the property and would love to host you again in the future.

Spectacular view!

September 2025
, Studio City, CA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Spent a week in this beautiful condo with the most amazing view. The condo had everything we could have needed, checking in was a breeze and the boat was very responsive. We already decided to come back and will definitely stay here again!

Manager's Response

Gabriela, what a joy to read your review—thank you so much! We’re so glad you loved your time in Key West and can’t wait to have you back on the island soon.

Beautiful unit, a few things to note

July 2025
, Corralitos , CA United States

Overall
4
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
3

The unit and view were absolutely incredible. The pools were amazing and very quiet. The complex was well maintained and we appreciated the grocery carts and luggage racks. A few things to note, the unit once had a lanai that has now been enclosed and is being used for storage such as towels and pool supplies. This was once the secondary downstairs bedrooms outside access, the slider still remains, but cannot be opened due to the items on the other side and has curtains that remain permanently closed, leaving the bedroom with no natural light. Also, as other reviews have stated, the bathroom for that room has no hot water (it doesn’t get more than luke warm). The stairs to the second floor are very steep and honestly quite dangerous. Lastly, the AC dripped terribly. It left puddles on the floor under some of the vents and in other areas (such as the master bedroom) the dripping sound made sleeping difficult. Lastly, we requested an early check-in as our flight arrived early in the morning. Although the unit was unoccupied the previous day before our stay, the unit was not made available to us early as requested. Also, you have to meet the property manager there to get keys and door code. I prefer a contactless check-in and found that part unnecessary.

Good Visibility

January 2025
, Loudon, TN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The property was beautiful and the pictures are accurate. We had plenty of room and a great view each morning. The property manager kept in touch via text, but we encountered no issues.

Manager's Response

Thank you for the kind review! We're so glad you enjoyed the space, the view, and that everything met your expectations. It's great to hear communication was smooth—even better that no issues came up! We'd love to host you again in the future.

Very NICE place!

September 2024
, Henryville, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is a lovely condominium. Just a scene in the online pictures. It was clean and nicely laid out. Our only complaint is that the hot water for showers never got more than lukewarm. We contacted the property manager and he came out but advised that the thermostat was set at 140 and left it at that. Quiet part of town, located just off of Higgs beach (about a 3 minute walk). Definitely need a car or golf cart to get around. We enjoyed our stay. One last thing, beware of biting bugs on patio. Definitely use bug spray.

Manager's Response

Thank you for your thoughtful review! We're so glad to hear you enjoyed the condo's layout, cleanliness, and peaceful location near Higgs Beach. We appreciate your feedback regarding the hot water and patio bugs—your insights help us ensure the best experience for all future guests. It was a pleasure hosting you, and we’d love to welcome you back on your next visit to Key West!

Vaca for me

September 2024
, WESLEY CHAPEL, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Awesome rental. Only downfall was the pool on the east end. It was like getting into a hot tub the water was so hot. Doesn’t need to be heated in September with the temperature was a 100 or more.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West 50th Birthday Trip

August 2024
, CEDAR RAPIDS, IA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The condo was wonderful. It was clean, in a great location, and had all of the amenities one would want while staying away from home. Dan was very responsive and we were able to get in earlier than expected. Thanks for making our birthday week a good one.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

High-Quality Vacation Spot!

August 2024
, Orangeburg, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our recent stay at this vacation rental was nothing short of exceptional. From the moment we booked, the property manager, Dan, went above and beyond to ensure our comfort. Traveling with our mothers, both in their 80s, meant we needed some specific necessities. Dan was incredibly responsive and accommodating, arranging for our Amazon order to be ready and waiting upon our arrival. His professionalism and attentiveness truly set the tone for a wonderful stay.
The property itself exceeded our expectations. The rental was just as described—if not better! It was spacious, impeccably clean, and beautifully maintained. The grounds of the condo development were well-kept, with daily cleaning ensuring everything was always pristine. We particularly enjoyed the two stunning pools, which we had almost exclusively to ourselves throughout our stay—an unexpected luxury!
Everything about our experience was flawless. We would definitely stay here again and highly recommend this property to others seeking a relaxing and high-quality vacation spot.

Manager's Response

Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

The pictures don't lie on this one!

June 2024
, Bixby, OK US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The condo was large, bright and clean. We enjoyed the balcony the most. Amazing views and walking distance to the best beach we found. The pool was basically private for our group our entire trip. Checking out at 10 am was a little rough but I'm sure they need that time to clean so it's just as perfect for the next guest. Beds are a little firm for us but that's a personal preference. Also would recommend adding a baking sheet to the nicely appointed kitchen. Overall, we had a great time and were extremely pleased with our choice of accomodations.

Manager's Response

Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Highly recommend

May 2024
, Shrewsbury, MA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Exceptional, clean and spacious condo on the water and conveniently located to all attractions

Manager's Response

Thank you for your incredible review! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Wonderful vacation

May 2024
, Fort Myers Beach, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoyed our stay here, the views were amazing . This was one of the most relaxing vacations we have had. The home is beautiful and we would definitely stay here again!

Manager's Response

We are so happy to read you had such a good stay with us! We would love to welcome you back!

Views forever!

April 2024
, United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Excellent!

Manager's Response

Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.

January stay

January 2024
, Adams, NE Unknown

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

The front bathroom fan is extremely loud, the ice maker doesn’t work and the door to the patio sticks and is extremely hard to open, but the overall cleanliness was very satisfactory, beautiful view, great location.

Manager's Response

Beth we are glad you enjoyed the beautiful views at this home! We checked on the ice maker and it looks like it was turned off, please don't hesitate to reach out to your property manager, they will fix any issue to make your stay as perfect as they can. The fan is powerful to avoid humidity from creating mildew. *** for the sliding doors, they are hurricane resistant so a bit heavier than your usual sliding doors. We would love to have you stay with us again next time you visit Key West!

Spectacular Visibility!

December 2023
, Mogadore, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

We stayed mid-December and could see sunrise in the morning and sunset in the evening. The deck view is amazing with the ocean right below. All the rooms were clean, very spacious, and super comfortable. We loved all the amenities especially the small handy ones like spices for cooking, beach towels, and laundry detergent. The two pools were very warm and looked directly out onto the ocean with a tennis court that was also marked for pickle ball. The covered parking garage was perfect for parking our bikes, scooters, and golf cart. My favorite was being able to hear the sounds of the ocean all the time.

Manager's Response

Thank you for your incredible review Gretchen! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Friend’s Vacation

October 2023
, Westfield, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The property was beautiful. 3 couples rented this unit. It was clean and very well maintained and had all the amenities you could wan. The view was spectacular! The property manager Shana was so attentive and helpful. A bit off all the major activities, but we loved the quiet. Rented a golf cart to get around. Would highly recommend this unit.

Manager's Response

Thank you for this great review Jack! We are thrilled you enjoyed the property and hope to host you again in the future!

great view

June 2023
, Merritt Island, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

we had a wonderful stay! There were eight of us, and there was plenty of room. The apartment is well equipped and very clean. The view is beautiful!

Manager's Response

Thank you for your review Dania. We are so thrilled to hear how much you loved this home and hope to see you again!

Perfect spot

June 2023
, Gilbert, AZ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Absolutely loved this clean and well appointed spot. Quiet and away from the madness of Duvall St. yet close enough if that’s what you want to do! Private pool is nice. A few “full time” residents that love to get into your business and point out that they know your short term renting.
Besides that, a great spot. We will be back!

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Erick. We look forward to welcoming you again soon!

The entire package!

June 2023
, Palm Beach Gardens, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

Loved the four-bedroom condo. Perfect size for our eight person family including a baby. The outside was comfy and Omg what a beautiful view. Love the private gated community. Love the decor brand new stunning state of the art kitchen! Not one negative thing to say the ocean directly in front not swimmable, but that was brought to our attention before booking! Love the property manager Shwna I believe. So wonderful and helpful.
Our Concierge was Beth who we are obsessed with super professional. Loved everything about it.!

Manager's Response

Thank you for this wonderful review Karen, we are so glad you enjoyed the property so much! We look forward to welcoming you again next time you are in Key West.

Awesome!

April 2023
, Hannibal, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoyed everything!

Manager's Response

We are so happy to read you had such a good stay with us Connie! We would love to welcome you back!

Wonderful Stay

January 2023
, Henderson, NV US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a blast. The management was very quick to respond to requests or issues. Easy place to stay without any inconveniences. We'll be back.

Manager's Response

Thank you for this wonderful review Stan, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Beautiful, looks just like pictures

December 2022
, Dayton, MN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Property manager answered any questions immediately. Place was clean and decorated nicely. Limited supply of paper towels, TP and no spices or cooking oil in fridge so prepare for that.

Manager's Response

We are so happy you found this property and its views ideal for your get away in Key West Bonnie. We do offer a limited amount of toiletries to help our guests get situated upon arrival. We hope you'll stay with us again next time you visit!

Perfect week

November 2022
, Vernon Hills, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Beautiful Unit after their recent upgrade.

Manager's Response

Thank you for your review John. We are so thrilled to hear how much you loved this home and hope to see you again!

Great Condo

June 2022
, BATTLE CREEK, NE US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This condo is exactly what they say it is. Everything was great including the property manager and its a very quiet neighborhood.

Manager's Response

Thank you for your fantastic review Bill & Sherrie. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Leave a Review
4 Bed
3 Baths
Sleeps 8

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OFF COURSE ~ Charming!

OFF COURSE ~ Incredibly Located 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Heated Pool and Off Street Parking!

Location

540 Porter Ln.
33040 Key West , FL
United States
24° 33' 12.5064" N, 81° 48' 18.8136" W
See map: Google Maps
Florida US

OFF COURSE ~ Charming!

Request More Information

Key West Wow!

Reviewed by Andrea P. on 2023-04-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The condo unit was lovely and immaculate. It was ideally located to most activities and attractions. The neighborhood and grounds were nicely landscaped and the gated neighborhood felt safe and was quiet at night. The pool was lovely although a bit small and crowded when we went. The rental staff was helpful. Overall, staying here was a wonderfully relaxing experience. We would certainly stay here again.
Manager response on 2023-12-05 - Response from Best of Key West Rentals
Thank you for your review Andrea. We are so thrilled to hear how much you loved this home and hope to see you again!

Truman

Reviewed by Glenn D. on 2023-04-28
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Well kept unit. Good location. Nice pool
Recommend
Manager response on 2023-12-05 - Response from Best of Key West Rentals
Thank you for your wonderful review Glenn. We are thrilled you loved this home and hope to host you again soon!

Island LIfe in Key West

Reviewed by David M. on 2024-07-28
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
I took our 7yo twins and my wife for our first trip to Key West. Had a wonderful time. The property was perfect, the concierge service provided great insights for activities for the kids. Strongly recommend
Manager response on 2025-05-23 - Response from Best of Key West Rentals
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Outstanding

Reviewed by Mark G. on 2025-03-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Unit was clean and well maintained
Manger provided excellent service
Manager response on 2025-08-04 - Response from Best of Key West Rentals
Thanks so much for the lovely feedback Mark! We’re happy to hear you enjoyed the property and would love to host you again in the future.

Clean and Close to everything!

Reviewed by Unknown on 2025-09-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our family of 6 had a wonderful time here. Very clean! It was walking distance to a lot of places. Would definitely stay here again.
Manager response on 2025-09-05 - Response from Best of Key West Rentals
That is awesome that your large family had such a great time in Key West! We are thrilled that you loved the home and its location!

Top Notch Accomodations

Reviewed by David W. on 2023-06-23
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
In a great location, it is a beautiful, comfortable little condo with a great vibe. The decor is great and everything was clean and fresh when we arrived. The management company (Truman & Co./Best Of Key West Rentals) was absolutely fabulous. Hope to stay there again, with the same management!
Manager response on 2023-12-05 - Response from Best of Key West Rentals
Thank you for your wonderful review David. We enjoyed hosting you and hope to see you back in Key West again soon!

Truman Annex Dream!

Reviewed by Walter and Melissa M. on 2023-08-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We’ve stayed at dozens of hotels and VRBO’s in Key West over the years, but this was absolutely hands down the best place we’ve ever stayed!
My wife and son loved the location, and it’s close as to old town and Duval Street. We spent every morning at Ft. Zachary Taylor
Beach which is only a few minute drive and then enjoyed the pool in the afternoon. The townhouse itself was spotless when we arrived and had everything we could have wanted. The beds were great and having en-suite bathrooms on each was perfect. I cannot recommend this unit enough! We had the best time in Key West
And can’t wait to stay here again.
Manager response on 2023-12-05 - Response from Best of Key West Rentals
Thank you for this wonderful review Walter and Melissa, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Great Place! Beautifully decorated.

Reviewed by Meg N. on 2023-10-19
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Loved Off Course. The place was immaculate and had everything we needed.
Manager response on 2023-12-05 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us Randy and Meg! We would love to welcome you back!

Our best rental in Key West everQ

Reviewed by Unknown on 2024-01-25
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Beautifully appointed home.
The agents responded quickly to any questions that we had.
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Very nice

Reviewed by Cheryl V. on 2024-02-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The duplex met all my needs. It was decorated like a beach bungalow. The staff was very helpful and friendly. The location was perfect. Only thing I didn’t like was how close your neighbors are on each side. Not much privacy.
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Outstanding

Reviewed by Mark G. on 2024-03-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Excellent
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Perfect Location

Reviewed by Michael G. on 2024-04-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The condo was perfect for our family of 4. It was clean, well equipped and the location was central to everything. We can’t wait to come back next year!
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for this wonderful review, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Off course fantastic

Reviewed by Mark G. on 2024-04-14
Recommend to Others
Property condition
Location
Cleanliness
Overall satisfaction
Excellent loved the property and location
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.

Summer retreat

Reviewed by Unknown on 2024-07-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The house was very nice,new appliances,very clean and best location in Key West. Property management team very professional.
Manager response on 2024-07-22 - Response from Best of Key West Rentals
Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Comfortable and Convenient

Reviewed by Unknown on 2023-01-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had an amazing stay at this townhome. Everything we needed was provided including beach towels. The beds were comfortable. The shower pressure was great. The rental is very well maintained. We rented bikes but barely used them as the location was super convenient to all our plans. The neighborhood is beautiful and safe. The rental agency was very responsive.
Manager response on 2023-01-26 - Response from Best of Key West Rentals
Thank you for your review Nonna, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.

Beautiful Property in ideal location.

Reviewed by Unknown on 2023-01-30
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This was a beautiful rental in a secure location close to Duvall Street.
The layout was great with two comfortable bedrooms. We loved all the
Patio’s and decks . The furnishing were above expectations! Don’t miss out on this one.
Manager response on 2023-02-27 - Response from Best of Key West Rentals
Thank you for your fantastic review Dorothy. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

A place in paradise.

Reviewed by Unknown on 2023-02-27
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great place in key west.
Manager response on 2023-02-27 - Response from Best of Key West Rentals
Thank you for your wonderful review Paul. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

540 Porter Lane

Reviewed by Pepper S. on 2023-01-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice townhouse in center of town. Located within walking distance of all the action, but also a quiet get-away from the action.
Manager response on 2023-01-26 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West Pepper. We hope you'll stay with us again next time you visit!

Family Vacation

Reviewed by Unknown on 2023-04-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had a great experience with this property. The property is very well maintained and in a great location to access all Key West has to offer.
Manager response on 2023-12-05 - Response from Best of Key West Rentals
Thank you for your wonderful review Jon. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Melton Spring Break '23

Reviewed by Jeremy M. on 2023-04-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
It was a great experience for our family. Very spacious, clean, and with great amenities. Very close to all of the attractions, but quiet and removed.
Manager response on 2023-12-05 - Response from Best of Key West Rentals
Thank you for this great review Jeremy! We are thrilled you enjoyed the property and hope to host you again in the future!

OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!

Unit Code: OF

OFF COURSE ~ Charming!

OFF COURSE ~ Incredibly Located 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Heated Pool and Off Street Parking!
PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nights if your arrival is 12/22 or before. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... Enter this sparkling, cozy abode through the front gate where a small porch with seating invites you for morning java and sultry island breezes. As you enter, a fully-equipped kitchen greets you which includes an electric stove, microwave, refrigerator, coffee maker, toaster oven, and kitchen bar area. Gather, drink and dine around the dining table for 4, then settle in the adjacent living room on your cozy sofa (pulls out as a sleeper) or cushioned chair and enjoy movies on a large flat-screen tv. Two sets of french doors welcome in the warmth and sunshine of tropical living and open to your private patio with grill and outdoor seating for 4. A convenient powder room is also located in the living area. SLEEPING ARRANGEMENTS... Travel up the stairs to two en-suite guest rooms when you're ready to rest and refresh for the next day's adventures. The primary bedroom features a king bed with dresser, small flat screen tv, a large closet for storage and hanging clothes and also includes a make-up vanity, ironing board, and iron. The private bathroom is equipped with a glass-door shower and sink cabinet with storage drawers. Open your french door to your own enchanting small terrace with two chairs and a table for quiet conversation or a date with your favorite novel. Walk down the upstairs hallway to the second bedroom which features a queen bed, flat screen tv, storage closet for hanging clothes and an additional dresser inside. The private bathroom offers a shower/tub combination and sink cabinet with storage drawers. The washer/dryer closet sits between the two bedrooms in the upstairs hallway. OUTDOOR LIVING... Walk through the living area french doors to your private outdoor area with seating for 4 and a gas grill, which is the perfect cocktail spot or for dining under the twinkling stars. Take a stroll through this attractive community which is just right around the corner from Fort Zachary Taylor State Park, Harry Truman’s Little White House and Truman Annex’s Waterfront Park. Swimming in the heated community pool is a great way to wash off the day and it's just around the corner from the unit. There is a cabana with restrooms in the pool area and plenty of lounging chairs for your sunbathing pleasure. PARKING... This home does offer covered parking for one vehicle. No vehicle length over 18’ long, including trailer hitches, or 80” wide is allowed on property. PETS... This is not a pet friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum) as of Dec 23, 2025. We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.
December 2025
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Age 18 and under.
DatesPrice
12/12/2025 - 12/12/2025$201 /nt
12/13/2025 - 12/13/2025$218 /nt
12/14/2025 - 12/14/2025$190 /nt
12/15/2025 - 12/15/2025$163 /nt
12/16/2025 - 12/16/2025$155 /nt
12/17/2025 - 12/17/2025$173 /nt
12/18/2025 - 12/18/2025$182 /nt
12/19/2025 - 12/19/2025$248 /nt
12/20/2025 - 12/20/2025$251 /nt
12/21/2025 - 12/21/2025$255 /nt
12/22/2025 - 12/22/2025$281 /nt
12/23/2025 - 12/23/2025$284 /nt
12/24/2025 - 12/24/2025$319 /nt
12/25/2025 - 12/25/2025$383 /nt
12/26/2025 - 12/26/2025$433 /nt
12/27/2025 - 12/27/2025$480 /nt
12/28/2025 - 12/28/2025$575 /nt
12/29/2025 - 12/29/2025$607 /nt
12/30/2025 - 12/30/2025$617 /nt
12/31/2025 - 12/31/2025$632 /nt
01/01/2026 - 01/01/2026$506 /nt
01/02/2026 - 01/02/2026$358 /nt
01/03/2026 - 03/28/2026$572 /nt
03/29/2026 - 03/31/2026$536 /nt
04/01/2026 - 04/30/2026$411 /nt
05/01/2026 - 07/31/2026$197 /nt
08/01/2026 - 08/01/2026$523 /nt
08/02/2026 - 08/02/2026$422 /nt
08/03/2026 - 08/03/2026$318 /nt
08/04/2026 - 08/04/2026$312 /nt
08/05/2026 - 08/05/2026$323 /nt
08/06/2026 - 08/06/2026$385 /nt
08/07/2026 - 08/07/2026$436 /nt
08/08/2026 - 08/08/2026$443 /nt
08/09/2026 - 08/09/2026$345 /nt
08/10/2026 - 08/10/2026$312 /nt
08/11/2026 - 08/11/2026$300 /nt
08/12/2026 - 08/12/2026$308 /nt
08/13/2026 - 08/13/2026$374 /nt
08/14/2026 - 08/14/2026$427 /nt
08/15/2026 - 08/15/2026$426 /nt
08/16/2026 - 08/16/2026$318 /nt
08/17/2026 - 08/17/2026$283 /nt
08/18/2026 - 08/18/2026$267 /nt
08/19/2026 - 08/19/2026$274 /nt
08/20/2026 - 08/20/2026$345 /nt
08/21/2026 - 08/21/2026$403 /nt
08/22/2026 - 08/22/2026$404 /nt
08/23/2026 - 08/23/2026$301 /nt
08/24/2026 - 08/24/2026$272 /nt
08/25/2026 - 08/25/2026$262 /nt
08/26/2026 - 08/26/2026$264 /nt
08/27/2026 - 08/27/2026$334 /nt
08/28/2026 - 08/28/2026$393 /nt
08/29/2026 - 08/29/2026$395 /nt
08/30/2026 - 08/30/2026$294 /nt
08/31/2026 - 08/31/2026$257 /nt
09/01/2026 - 09/01/2026$306 /nt
09/02/2026 - 09/02/2026$309 /nt
09/03/2026 - 09/03/2026$377 /nt
09/04/2026 - 09/04/2026$480 /nt
09/05/2026 - 09/05/2026$485 /nt
09/06/2026 - 09/06/2026$392 /nt
09/07/2026 - 09/07/2026$355 /nt
09/08/2026 - 09/08/2026$248 /nt
09/09/2026 - 09/09/2026$252 /nt
09/10/2026 - 09/10/2026$320 /nt
09/11/2026 - 09/11/2026$374 /nt
09/12/2026 - 09/12/2026$380 /nt
09/13/2026 - 09/13/2026$289 /nt
09/14/2026 - 09/14/2026$252 /nt
09/15/2026 - 09/15/2026$233 /nt
09/16/2026 - 09/16/2026$252 /nt
09/17/2026 - 09/17/2026$318 /nt
09/18/2026 - 09/18/2026$372 /nt
09/19/2026 - 09/19/2026$382 /nt
09/20/2026 - 09/20/2026$293 /nt
09/21/2026 - 09/21/2026$260 /nt
09/22/2026 - 09/22/2026$248 /nt
09/23/2026 - 09/23/2026$271 /nt
09/24/2026 - 09/24/2026$336 /nt
09/25/2026 - 09/25/2026$393 /nt
09/26/2026 - 09/26/2026$402 /nt
09/27/2026 - 09/27/2026$311 /nt
09/28/2026 - 09/28/2026$274 /nt
09/29/2026 - 09/29/2026$245 /nt
09/30/2026 - 09/30/2026$281 /nt
10/01/2026 - 10/01/2026$343 /nt
10/02/2026 - 10/02/2026$405 /nt
10/03/2026 - 10/03/2026$415 /nt
10/04/2026 - 10/04/2026$322 /nt
10/05/2026 - 10/05/2026$283 /nt
10/06/2026 - 10/06/2026$264 /nt
10/07/2026 - 10/07/2026$285 /nt
10/08/2026 - 10/08/2026$356 /nt
10/09/2026 - 10/09/2026$438 /nt
10/10/2026 - 10/10/2026$451 /nt
10/11/2026 - 10/11/2026$356 /nt
10/12/2026 - 10/12/2026$315 /nt
10/13/2026 - 10/13/2026$277 /nt
10/14/2026 - 10/14/2026$293 /nt
10/15/2026 - 10/15/2026$370 /nt
10/16/2026 - 10/16/2026$507 /nt
10/17/2026 - 10/17/2026$516 /nt
10/18/2026 - 10/18/2026$426 /nt
10/19/2026 - 10/19/2026$386 /nt
10/20/2026 - 10/20/2026$374 /nt
10/21/2026 - 10/21/2026$393 /nt
10/22/2026 - 10/22/2026$464 /nt
10/23/2026 - 10/23/2026$520 /nt
10/24/2026 - 10/24/2026$530 /nt
10/25/2026 - 10/25/2026$496 /nt
10/26/2026 - 10/26/2026$323 /nt
10/27/2026 - 10/27/2026$316 /nt
10/28/2026 - 10/28/2026$332 /nt
10/29/2026 - 10/29/2026$402 /nt
10/30/2026 - 10/30/2026$987 /nt
10/31/2026 - 10/31/2026$991 /nt
11/01/2026 - 11/01/2026$906 /nt
11/02/2026 - 11/02/2026$865 /nt
11/03/2026 - 11/03/2026$862 /nt
11/04/2026 - 11/04/2026$878 /nt
11/05/2026 - 11/05/2026$939 /nt
11/06/2026 - 11/06/2026$988 /nt
11/07/2026 - 11/07/2026$997 /nt
11/08/2026 - 11/08/2026$911 /nt
11/09/2026 - 11/09/2026$856 /nt
11/10/2026 - 11/10/2026$437 /nt
11/11/2026 - 11/11/2026$425 /nt
11/12/2026 - 11/12/2026$410 /nt
11/13/2026 - 11/13/2026$450 /nt
11/14/2026 - 11/14/2026$459 /nt
11/15/2026 - 11/15/2026$367 /nt
11/16/2026 - 11/16/2026$320 /nt
11/17/2026 - 11/17/2026$315 /nt
11/18/2026 - 11/18/2026$332 /nt
11/19/2026 - 11/19/2026$388 /nt
11/20/2026 - 11/20/2026$422 /nt
11/21/2026 - 11/21/2026$437 /nt
11/22/2026 - 11/22/2026$345 /nt
11/23/2026 - 11/23/2026$402 /nt
11/24/2026 - 11/24/2026$394 /nt
11/25/2026 - 11/25/2026$413 /nt
11/26/2026 - 11/26/2026$469 /nt
11/27/2026 - 11/27/2026$510 /nt
11/28/2026 - 11/28/2026$526 /nt
11/29/2026 - 11/29/2026$334 /nt
11/30/2026 - 11/30/2026$292 /nt
12/01/2026 - 12/01/2026$282 /nt
12/02/2026 - 12/02/2026$298 /nt
12/03/2026 - 12/03/2026$362 /nt
12/04/2026 - 12/04/2026$409 /nt
12/05/2026 - 12/05/2026$424 /nt
12/06/2026 - 12/06/2026$339 /nt
12/07/2026 - 12/07/2026$301 /nt
12/08/2026 - 12/08/2026$294 /nt
12/09/2026 - 12/09/2026$305 /nt
12/10/2026 - 12/10/2026$383 /nt
12/11/2026 - 12/11/2026$413 /nt
12/12/2026 - 12/12/2026$450 /nt
4.9615
(26 Review)

Clean and Close to everything!

August 2025
, Belle Haven, VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our family of 6 had a wonderful time here. Very clean! It was walking distance to a lot of places. Would definitely stay here again.

Manager's Response

That is awesome that your large family had such a great time in Key West! We are thrilled that you loved the home and its location!

Outstanding

February 2025
, Rehoboth Beach, DE Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Unit was clean and well maintained
Manger provided excellent service

Outstanding

February 2025
, Rehoboth Beach, DE Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Unit was clean and well maintained
Manger provided excellent service

Manager's Response

Thanks so much for the lovely feedback Mark! We’re happy to hear you enjoyed the property and would love to host you again in the future.

Island LIfe in Key West

July 2024
, Dallas, TX US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I took our 7yo twins and my wife for our first trip to Key West. Had a wonderful time. The property was perfect, the concierge service provided great insights for activities for the kids. Strongly recommend

Manager's Response

Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Summer retreat

June 2024
, Chattanooga, TN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house was very nice,new appliances,very clean and best location in Key West. Property management team very professional.

Manager's Response

Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Perfect Location

March 2024
, Louisville, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The condo was perfect for our family of 4. It was clean, well equipped and the location was central to everything. We can’t wait to come back next year!

Manager's Response

Thank you for this wonderful review, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Perfect Location

March 2024
, Louisville, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The condo was perfect for our family of 4. It was clean, well equipped and the location was central to everything. We can’t wait to come back next year!

Manager's Response

Thank you for this wonderful review, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Off course fantastic

March 2024
, Rehoboth Beach, DE Unknown

Overall
5
Cleanliness
5
Location
5
Property condition
5

Excellent loved the property and location

Manager's Response

Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.

Off course fantastic

March 2024
, Rehoboth Beach, DE Unknown

Overall
5
Cleanliness
5
Location
5
Property condition
5

Excellent loved the property and location

Manager's Response

Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.

Outstanding

February 2024
, Rehoboth Beach, DE Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Excellent

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Outstanding

February 2024
, Rehoboth Beach, DE Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Excellent

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Very nice

January 2024
, Smithville, MO US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The duplex met all my needs. It was decorated like a beach bungalow. The staff was very helpful and friendly. The location was perfect. Only thing I didn’t like was how close your neighbors are on each side. Not much privacy.

Manager's Response

Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

Our best rental in Key West everQ

January 2024
, Cape Elizabeth, ME US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Beautifully appointed home.
The agents responded quickly to any questions that we had.

Manager's Response

Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!

Great Place! Beautifully decorated.

October 2023
, Woodbury, MN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved Off Course. The place was immaculate and had everything we needed.

Manager's Response

We are so happy to read you had such a good stay with us Randy and Meg! We would love to welcome you back!

Great Place! Beautifully decorated.

October 2023
, United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved Off Course. The place was immaculate and had everything we needed.

Manager's Response

We are so happy to read you had such a good stay with us Randy and Meg! We would love to welcome you back!

Truman Annex Dream!

July 2023
, Cape Coral, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We’ve stayed at dozens of hotels and VRBO’s in Key West over the years, but this was absolutely hands down the best place we’ve ever stayed!
My wife and son loved the location, and it’s close as to old town and Duval Street. We spent every morning at Ft. Zachary Taylor
Beach which is only a few minute drive and then enjoyed the pool in the afternoon. The townhouse itself was spotless when we arrived and had everything we could have wanted. The beds were great and having en-suite bathrooms on each was perfect. I cannot recommend this unit enough! We had the best time in Key West
And can’t wait to stay here again.

Manager's Response

Thank you for this wonderful review Walter and Melissa, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Top Notch Accomodations

June 2023
, Tacoma, WA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

In a great location, it is a beautiful, comfortable little condo with a great vibe. The decor is great and everything was clean and fresh when we arrived. The management company (Truman & Co./Best Of Key West Rentals) was absolutely fabulous. Hope to stay there again, with the same management!

Manager's Response

Thank you for your wonderful review David. We enjoyed hosting you and hope to see you back in Key West again soon!

Truman

April 2023
, Pompano Beach, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Well kept unit. Good location. Nice pool
Recommend

Manager's Response

Thank you for your wonderful review Glenn. We are thrilled you loved this home and hope to host you again soon!

Family Vacation

April 2023
, Grand Rapids, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a great experience with this property. The property is very well maintained and in a great location to access all Key West has to offer.

Manager's Response

Thank you for your wonderful review Jon. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Family Vacation

April 2023
, Grand Rapids, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a great experience with this property. The property is very well maintained and in a great location to access all Key West has to offer.

Manager's Response

Thank you for your wonderful review Jon. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Melton Spring Break '23

March 2023
, Evansville , IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

It was a great experience for our family. Very spacious, clean, and with great amenities. Very close to all of the attractions, but quiet and removed.

Manager's Response

Thank you for this great review Jeremy! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West Wow!

March 2023
, Sylvania , OH US

Overall
5
Services from rental manager
4
Cleanliness
4
Location
3
Property condition
3

The condo unit was lovely and immaculate. It was ideally located to most activities and attractions. The neighborhood and grounds were nicely landscaped and the gated neighborhood felt safe and was quiet at night. The pool was lovely although a bit small and crowded when we went. The rental staff was helpful. Overall, staying here was a wonderfully relaxing experience. We would certainly stay here again.

Manager's Response

Thank you for your review Andrea. We are so thrilled to hear how much you loved this home and hope to see you again!

A place in paradise.

January 2023
, Corydon, KY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place in key west.

Manager's Response

Thank you for your wonderful review Paul. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Beautiful Property in ideal location.

January 2023
, Clarksboro, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was a beautiful rental in a secure location close to Duvall Street.
The layout was great with two comfortable bedrooms. We loved all the
Patio’s and decks . The furnishing were above expectations! Don’t miss out on this one.

Manager's Response

Thank you for your fantastic review Dorothy. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

540 Porter Lane

January 2023
, Mount Airy, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice townhouse in center of town. Located within walking distance of all the action, but also a quiet get-away from the action.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Pepper. We hope you'll stay with us again next time you visit!

Comfortable and Convenient

December 2022
, Huntingdon Valley, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had an amazing stay at this townhome. Everything we needed was provided including beach towels. The beds were comfortable. The shower pressure was great. The rental is very well maintained. We rented bikes but barely used them as the location was super convenient to all our plans. The neighborhood is beautiful and safe. The rental agency was very responsive.

Manager's Response

Thank you for your review Nonna, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.

Leave a Review
2 Bed
2.5 Baths
Sleeps 6

Search Availability

SOUTHARD SUNSET ~ Sweet Escape!

SOUTHARD SUNSET ~ First Floor, 2 Bedroom, 1 Bath Condo in Perfect Old Town Location Near All the Action with Community Pool!

Location

102-10 Southard Street
33040 Key West , FL
United States
24° 33' 9.6732" N, 81° 48' 19.9224" W
See map: Google Maps
Florida US

SOUTHARD SUNSET ~ Sweet Escape!

Request More Information

Key West Perfect

Reviewed by Unknown on 2023-05-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
One of the very best places we have ever stayed. Great location, clean and sooo comfortable. The management staff (Whitney) made it perfect. Thank you.
Manager response on 2023-08-02 - Response from Best of Key West Rentals
Thank you for sharing a review of your recent experience Carsten. Our team here at Best of Key West Rentals is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We hope you’ll visit us again soon!

Nice rental

Reviewed by Theresa R. on 2023-06-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great for a family rental.
Manager response on 2023-08-02 - Response from Best of Key West Rentals
We are so happy to read you and your family had such a good stay with us Theresa! We would love to welcome you back!

Loved our stay!

Reviewed by Quinn B. on 2025-04-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Location was perfect ... would highly recommend.
I was a little worried this would be too small for us, but it worked out perfect! We stayed here w/ our two daughters- 12 and 14. We rented bikes for the week and were able to easily get anywhere we wanted. The Truman Annex neighborhood is adorable!
Manager response on 2025-07-28 - Response from Best of Key West Rentals
Thank you so much for your lovely review! We're so glad to hear the space worked out perfectly for your family and that you enjoyed exploring Key West by bike—such a fun way to take in the island. The Truman Annex truly is a charming neighborhood, and we’re happy you loved it as much as we do. We’d love to welcome you back anytime!

A hidden treasure in the Shipyard Condominiums at Truman Annex!

Reviewed by William S. on 2025-07-29
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
As advertised. No surprises. Great location. Beautiful gardens throughout the community and backyard. If you’re looking for a comfy and perfect location for short term or long term stay then this is your place. Very smooth communication with Team Zintmaster. You’ll quickly understand why they’re the best in Key West!

Key West Truman annex rental

Reviewed by Dennis C. on 2025-10-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We enjoyed our stay at the Truman annex rental. The condo was clean, well organized. The air conditioning working very well and the availability of laundry was a plus. It is good walking distance to most everything that we wanted to do.
Manager response on 2025-10-23 - Response from Best of Key West Rentals
Dennis, thanks so much for the lovely feedback! We’re happy to hear you enjoyed the property and would love to host you again in the future.

Great location

Reviewed by Leslie B. on 2023-07-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We just spent a week in Key West and had a very good experience. The condo was just as pictured. It was clean when we arrived. The best part is the location. We walked to Duval St daily and didn’t have to worry about finding parking. Lots of restaurants nearby.
Manager response on 2023-08-02 - Response from Best of Key West Rentals
Thank you for your wonderful review Leslie. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great Property

Reviewed by Randy S. on 2023-12-31
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We were so pleased with the location. Property was perfect for my family of four.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West Vacation

Reviewed by David L. on 2024-03-31
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great and perfect location
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for this short but sweet five star review David, we hope to have the pleasure to host you again next time you visit the island.

Love Key West

Reviewed by Rebecca S. on 2024-04-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great condo in Truman Annex. Very clean and comfortable. Easy walk to downtown/ restaurants or rent a bike and explore! There is so much to see! Property manager provided seamless check in and was readily available should a question arise. Enjoyed our stay. Thank you.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Nice location close to Duval and Mallory Square.

Reviewed by Unknown on 2024-04-12
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The property description is accurate, it is close to Duval and Mallory Sts. The location had broken tiles covered by a rug in the bedroom. The landscaping outside could use some clean up and maintenance in the back yard.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay Sheri. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Perfect little escape

Reviewed by Debra L. on 2024-05-22
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The condo was lovely! Just the perfect size for us. Good location to pool and walking distance to Duvall and surrounding areas. Property manager was super helpful and very reachable. An overall perfect trip! If I had any complaint, it would be that the parking space is a little far away but when you eat and drink alot, the extra steps are good!
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your wonderful review Debra. We are thrilled you loved this home and hope to host you again soon!

Convenient location-cheerful property

Reviewed by Cynthia G. on 2024-07-14
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The condo was very convenient to everything we wanted to do. Walking distance to most things which was great since parking is almost non existent anywhere in Key West.
Condo itself was small but comfortable-plenty big for was excellent which was definitely needed. Beach towles were supplied and beds comfortable. The complex itself is very well maintained. Would rent this property again.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
We are so happy to read you had such a good stay with us Cynthia! We would love to welcome you back!

Fantastic Stay!

Reviewed by Jeffrey M. on 2024-08-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The place was great and conveniently located. It was very clean and had everything we needed. The shower was awesome!

Just Off Duval October Review

Reviewed by Unknown on 2024-10-31
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We've stayed at this condo before. Great location and well maintained. Would recommend to anyone looking for a vacation rental in this area.
Manager response on 2025-05-23 - Response from Best of Key West Rentals
Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Nice place in a good location

Reviewed by Gentry M. on 2022-11-28
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice place in a centrally located part of Key West. You can get most anywhere of interest on the "touristy" part of the island by bike, which you can rent and have delivered right to the door. Off the beaten path enough to get away from the busiest tourist and bar centers but close enough if you want to go and explore those areas. You'll need a car if you want to get groceries.
Manager response on 2022-12-08 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West Gentry. We hope you'll stay with us again next time you visit! Please reach out to us prior to arrival so our concierge can get you all the groceries you need!

Great location!

Reviewed by Unknown on 2022-11-21
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This place is in a great location from Duval and Fort Zachary beach, but quiet as well. Nice amenities with well stocked kitchen. Beach accessories, towels and grill. The patio was lovely to enjoy a cup of coffee or cocktail. The pool was wonderful! The property manager checked in on us to make sure we were taken care of as well.
Manager response on 2022-12-08 - Response from Best of Key West Rentals
Thank you for your review Rebecca. We are so thrilled to hear how much you loved this home and hope to see you again!

Key west

Reviewed by Diane R. on 2023-03-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great location
Manager response on 2023-08-02 - Response from Best of Key West Rentals
Thank you for your review Diane. We are so thrilled to hear how much you loved this home and hope to see you again!

Great Stay

Reviewed by Unknown on 2022-11-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We were very pleased with our stay. The house was in great shape, well equipped and the Truman annex is an excellent location on Key West. The check-in and check-out process was very smooth.
Manager response on 2022-12-08 - Response from Best of Key West Rentals
Thank you for this great review Christopher! We are thrilled you enjoyed the property and hope to host you again in the future!

Great vacation!

Reviewed by Gordon B. on 2022-12-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great location! Quiet but can walk to restaurants, museums, and beach. Condo very clean and in excellent condition. Beach towels and 2 beach chairs were provided along with a fishing pole. The property management was very responsive to any questions.
Manager response on 2022-12-08 - Response from Best of Key West Rentals
Thank you for your wonderful review Bonnie. We enjoyed hosting you and hope to see you back in Key West again soon!

Great vacation spot!

Reviewed by Unknown on 2023-03-20
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This condo is in a great central area - walkable to the Zachary Taylor state park and beach (beautiful) and all the tourist sites and restaurants in town. We really enjoyed the outdoor space - very quiet and shady in the morning. Would suggest getting an outdoor umbrella for shade in the afternoon. We used the beach chairs but they are very old and rusty - recommend replacing. 1 bathroom was hard at times but we knew this when we reserved. Property management was very professional and excellent with communication. Would recommend!
Manager response on 2023-08-02 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your getaway in Key West Elieen. We are sending your suggestions to our team as we always thrive to improve our guests' stay. We hope you'll stay with us again next time you visit!

Location of course

Reviewed by michael i. on 2023-02-27
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Southard Sunset is in the Shipyard of Truman Annex. You can"t find a more perfect location. Walking distance to wonderful restaurants, 1 block to Duval street, short walk to Fort Zackary. The condo itself was as advertised, check in process was seamless, the condo was spotless, and comfortable. The neighborhood is beautiful and quiet. The condo manager was helpful and was available for any questions we had. Overall, we were very pleased and had a wonderful time in Key West.
Manager response on 2023-02-28 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West Michael. We hope you'll stay with us again next time you visit!

Incredible spot

Reviewed by Unknown on 2023-02-27
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This is such an amazing location if you want to do anything at all in Old Town--a 2 minute walk from Green Parrot, a 10-minute walk from the beach at Fort Zach. This place has a very serviceable kitchen too (we made 4 of 7 meals in it.)

If you do need anything, it's easy to get resolved. For example, the grill is electric and we couldn't find the extension cord for it, but the property manager responded to a text really quickly with the info we needed.
Manager response on 2023-02-28 - Response from Best of Key West Rentals
Thank you for your review, we are so glad the property met your needs while staying with us Philip. We hope you'll stay with us again next time you visit Key West.

SOUTHARD SUNSET~2 Bedroom 1st Floor Unit in Truman Annex w/ Shared Pool!

Unit Code: SOS

SOUTHARD SUNSET ~ Sweet Escape!

SOUTHARD SUNSET ~ First Floor, 2 Bedroom, 1 Bath Condo in Perfect Old Town Location Near All the Action with Community Pool!
PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nights if your arrival is 12/22 or before. COMFORT AND VALUE IN TRUMAN ANNEX… This two bedroom first floor condominium is located in The Shipyard, a neighborhood of the coveted Truman Annex in the heart of Old Town Key West! Enjoy this comfortable ground floor front porch to sit and take in the passersby in true Key West fashion while you sip your coffee or relax with a glass of wine. With a preferred location and in exceptional condition, this little gem has a remodeled kitchen and bathroom and is located on the ground floor for your convenience. Throw your cares to the wind as you unwind in this charming, tree-shrouded neighborhood with walking paths and lanes. You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! The Shipyard also offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... Comfort and functionality greet you as you enter this delightful abode. The fully equipped kitchen has everything you need to create a delicious meal for your loved ones, with a full size refrigerator, dishwasher, microwave, oven/stove and mini island. Gather around the dining table for 4 and then curl up on the couch in the adjacent living area to watch your favorite shows and movies. SLEEPING ARRANGEMENTS… Unwind from your day of island fun in one of the two comfy bedrooms. There is a twin bedroom that can be converted to a king if desired and a second room with a queen bed. Both rooms offer a clothing dresser, small flat screen tv and storage/hanging closets. Enjoy a shared hallway bathroom with a large glass-door shower and a washer/dryer closet adjacent to it. OUTDOOR LIVING… Open the French door to the fenced private patio, inviting sultry breezes and Key West sunshine inside. This wonderful extension to the living space has a table for four where you can have your morning coffee or enjoy a cocktail after a long day of exploring. Fire up the grill and cook your fresh catch of the day! PARKING... This home does offer parking for one vehicle (vehicle cannot exceed 18 ft), but oversized trucks and extra large SUVs are not permitted and will have to park outside of this community. PETS... This is not a pet friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum) as of Dec 23, 2025. We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. COME STAY A WHILE...
December 2025
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Age 18 and under.
DatesPrice
12/12/2025 - 12/21/2025$186 /nt
12/22/2025 - 12/22/2025$188 /nt
12/23/2025 - 12/23/2025$191 /nt
12/24/2025 - 12/24/2025$214 /nt
12/25/2025 - 12/25/2025$257 /nt
12/26/2025 - 12/26/2025$290 /nt
12/27/2025 - 12/27/2025$322 /nt
12/28/2025 - 12/28/2025$386 /nt
12/29/2025 - 12/29/2025$407 /nt
12/30/2025 - 12/30/2025$414 /nt
12/31/2025 - 12/31/2025$425 /nt
01/01/2026 - 03/31/2026$373 /nt
04/01/2026 - 04/30/2026$304 /nt
05/01/2026 - 07/31/2026$161 /nt
08/01/2026 - 08/01/2026$359 /nt
08/02/2026 - 08/02/2026$293 /nt
08/03/2026 - 08/03/2026$219 /nt
08/04/2026 - 08/04/2026$216 /nt
08/05/2026 - 08/05/2026$222 /nt
08/06/2026 - 08/06/2026$266 /nt
08/07/2026 - 08/07/2026$299 /nt
08/08/2026 - 08/08/2026$306 /nt
08/09/2026 - 08/09/2026$239 /nt
08/10/2026 - 08/10/2026$215 /nt
08/11/2026 - 08/11/2026$207 /nt
08/12/2026 - 08/12/2026$211 /nt
08/13/2026 - 08/13/2026$257 /nt
08/14/2026 - 08/15/2026$294 /nt
08/16/2026 - 08/16/2026$219 /nt
08/17/2026 - 08/19/2026$205 /nt
08/20/2026 - 08/20/2026$239 /nt
08/21/2026 - 08/21/2026$277 /nt
08/22/2026 - 08/22/2026$278 /nt
08/23/2026 - 08/23/2026$208 /nt
08/24/2026 - 08/26/2026$205 /nt
08/27/2026 - 08/27/2026$230 /nt
08/28/2026 - 08/28/2026$270 /nt
08/29/2026 - 08/29/2026$271 /nt
08/30/2026 - 08/31/2026$205 /nt
09/01/2026 - 09/01/2026$210 /nt
09/02/2026 - 09/02/2026$212 /nt
09/03/2026 - 09/03/2026$260 /nt
09/04/2026 - 09/04/2026$330 /nt
09/05/2026 - 09/05/2026$332 /nt
09/06/2026 - 09/06/2026$268 /nt
09/07/2026 - 09/07/2026$244 /nt
09/08/2026 - 09/09/2026$223 /nt
09/10/2026 - 09/10/2026$240 /nt
09/11/2026 - 09/11/2026$281 /nt
09/12/2026 - 09/12/2026$284 /nt
09/13/2026 - 09/16/2026$223 /nt
09/17/2026 - 09/17/2026$238 /nt
09/18/2026 - 09/18/2026$280 /nt
09/19/2026 - 09/19/2026$286 /nt
09/20/2026 - 09/23/2026$223 /nt
09/24/2026 - 09/24/2026$252 /nt
09/25/2026 - 09/25/2026$295 /nt
09/26/2026 - 09/26/2026$301 /nt
09/27/2026 - 09/27/2026$234 /nt
09/28/2026 - 09/30/2026$223 /nt
10/01/2026 - 10/01/2026$258 /nt
10/02/2026 - 10/02/2026$304 /nt
10/03/2026 - 10/03/2026$311 /nt
10/04/2026 - 10/04/2026$242 /nt
10/05/2026 - 10/07/2026$223 /nt
10/08/2026 - 10/08/2026$268 /nt
10/09/2026 - 10/09/2026$328 /nt
10/10/2026 - 10/10/2026$338 /nt
10/11/2026 - 10/11/2026$266 /nt
10/12/2026 - 10/12/2026$235 /nt
10/13/2026 - 10/14/2026$223 /nt
10/15/2026 - 10/15/2026$276 /nt
10/16/2026 - 10/16/2026$380 /nt
10/17/2026 - 10/17/2026$388 /nt
10/18/2026 - 10/18/2026$319 /nt
10/19/2026 - 10/19/2026$290 /nt
10/20/2026 - 10/20/2026$281 /nt
10/21/2026 - 10/21/2026$295 /nt
10/22/2026 - 10/22/2026$349 /nt
10/23/2026 - 10/23/2026$391 /nt
10/24/2026 - 10/24/2026$398 /nt
10/25/2026 - 10/25/2026$372 /nt
10/26/2026 - 10/26/2026$241 /nt
10/27/2026 - 10/27/2026$236 /nt
10/28/2026 - 10/28/2026$250 /nt
10/29/2026 - 10/29/2026$300 /nt
10/30/2026 - 10/30/2026$740 /nt
10/31/2026 - 10/31/2026$744 /nt
11/01/2026 - 11/01/2026$680 /nt
11/02/2026 - 11/02/2026$649 /nt
11/03/2026 - 11/03/2026$647 /nt
11/04/2026 - 11/04/2026$659 /nt
11/05/2026 - 11/05/2026$704 /nt
11/06/2026 - 11/06/2026$740 /nt
11/07/2026 - 11/07/2026$748 /nt
11/08/2026 - 11/08/2026$683 /nt
11/09/2026 - 11/09/2026$642 /nt
11/10/2026 - 11/10/2026$328 /nt
11/11/2026 - 11/11/2026$319 /nt
11/12/2026 - 11/12/2026$307 /nt
11/13/2026 - 11/13/2026$337 /nt
11/14/2026 - 11/14/2026$343 /nt
11/15/2026 - 11/15/2026$276 /nt
11/16/2026 - 11/16/2026$240 /nt
11/17/2026 - 11/17/2026$236 /nt
11/18/2026 - 11/18/2026$248 /nt
11/19/2026 - 11/19/2026$290 /nt
11/20/2026 - 11/20/2026$316 /nt
11/21/2026 - 11/21/2026$329 /nt
11/22/2026 - 11/22/2026$259 /nt
11/23/2026 - 11/23/2026$300 /nt
11/24/2026 - 11/24/2026$295 /nt
11/25/2026 - 11/25/2026$308 /nt
11/26/2026 - 11/26/2026$352 /nt
11/27/2026 - 11/27/2026$382 /nt
11/28/2026 - 11/28/2026$394 /nt
11/29/2026 - 11/29/2026$251 /nt
11/30/2026 - 12/02/2026$223 /nt
12/03/2026 - 12/03/2026$272 /nt
12/04/2026 - 12/04/2026$306 /nt
12/05/2026 - 12/05/2026$318 /nt
12/06/2026 - 12/06/2026$254 /nt
12/07/2026 - 12/07/2026$227 /nt
12/08/2026 - 12/08/2026$223 /nt
12/09/2026 - 12/09/2026$228 /nt
12/10/2026 - 12/10/2026$287 /nt
12/11/2026 - 12/11/2026$310 /nt
12/12/2026 - 12/12/2026$337 /nt
4.8800
(25 Review)

Key West Truman annex rental

October 2025
, Hopedale, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoyed our stay at the Truman annex rental. The condo was clean, well organized. The air conditioning working very well and the availability of laundry was a plus. It is good walking distance to most everything that we wanted to do.

Manager's Response

Dennis, thanks so much for the lovely feedback! We’re happy to hear you enjoyed the property and would love to host you again in the future.

A hidden treasure in the Shipyard Condominiums at Truman Annex!

July 2025
, Jeffersonville, IN Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

As advertised. No surprises. Great location. Beautiful gardens throughout the community and backyard. If you’re looking for a comfy and perfect location for short term or long term stay then this is your place. Very smooth communication with Team Zintmaster. You’ll quickly understand why they’re the best in Key West!

Loved our stay!

March 2025
, Burnsville, MN United States

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Location was perfect ... would highly recommend.
I was a little worried this would be too small for us, but it worked out perfect! We stayed here w/ our two daughters- 12 and 14. We rented bikes for the week and were able to easily get anywhere we wanted. The Truman Annex neighborhood is adorable!

Manager's Response

Thank you so much for your lovely review! We're so glad to hear the space worked out perfectly for your family and that you enjoyed exploring Key West by bike—such a fun way to take in the island. The Truman Annex truly is a charming neighborhood, and we’re happy you loved it as much as we do. We’d love to welcome you back anytime!

Just Off Duval October Review

October 2024
, Hartford, WI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We've stayed at this condo before. Great location and well maintained. Would recommend to anyone looking for a vacation rental in this area.

Manager's Response

Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Fantastic Stay!

August 2024
, Hardtner, KS US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The place was great and conveniently located. It was very clean and had everything we needed. The shower was awesome!

Fantastic Stay!

August 2024
, Hardtner, KS US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The place was great and conveniently located. It was very clean and had everything we needed. The shower was awesome!

Convenient location-cheerful property

June 2024
, Ringwood, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The condo was very convenient to everything we wanted to do. Walking distance to most things which was great since parking is almost non existent anywhere in Key West.
Condo itself was small but comfortable-plenty big for was excellent which was definitely needed. Beach towles were supplied and beds comfortable. The complex itself is very well maintained. Would rent this property again.

Manager's Response

We are so happy to read you had such a good stay with us Cynthia! We would love to welcome you back!

Perfect little escape

May 2024
, Rome, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The condo was lovely! Just the perfect size for us. Good location to pool and walking distance to Duvall and surrounding areas. Property manager was super helpful and very reachable. An overall perfect trip! If I had any complaint, it would be that the parking space is a little far away but when you eat and drink alot, the extra steps are good!

Manager's Response

Thank you for your wonderful review Debra. We are thrilled you loved this home and hope to host you again soon!

Nice location close to Duval and Mallory Square.

April 2024
, SCHUYLKILL HAVEN, PA United States

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

The property description is accurate, it is close to Duval and Mallory Sts. The location had broken tiles covered by a rug in the bedroom. The landscaping outside could use some clean up and maintenance in the back yard.

Manager's Response

Thank you for your feedback on your recent stay Sheri. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Love Key West

March 2024
, Seekonk, MA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Great condo in Truman Annex. Very clean and comfortable. Easy walk to downtown/ restaurants or rent a bike and explore! There is so much to see! Property manager provided seamless check in and was readily available should a question arise. Enjoyed our stay. Thank you.

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Key West Vacation

March 2024
, Montague, PEI Canada

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
4

Great and perfect location

Manager's Response

Thank you for this short but sweet five star review David, we hope to have the pleasure to host you again next time you visit the island.

Great Property

December 2023
, Springfield, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We were so pleased with the location. Property was perfect for my family of four.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Great location

July 2023
, Dripping Springs, TX US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We just spent a week in Key West and had a very good experience. The condo was just as pictured. It was clean when we arrived. The best part is the location. We walked to Duval St daily and didn’t have to worry about finding parking. Lots of restaurants nearby.

Manager's Response

Thank you for your wonderful review Leslie. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Nice rental

May 2023
, Chagrin Falls , OH US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Great for a family rental.

Manager's Response

We are so happy to read you and your family had such a good stay with us Theresa! We would love to welcome you back!

Key West Perfect

April 2023
, Marana, AZ United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

One of the very best places we have ever stayed. Great location, clean and sooo comfortable. The management staff (Whitney) made it perfect. Thank you.

Manager's Response

Thank you for sharing a review of your recent experience Carsten. Our team here at Best of Key West Rentals is committed to providing high-quality guest service, and we’re thrilled to hear that we made a good impression on you. We hope you’ll visit us again soon!

Great vacation spot!

March 2023
, Hinesburg, VT United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

This condo is in a great central area - walkable to the Zachary Taylor state park and beach (beautiful) and all the tourist sites and restaurants in town. We really enjoyed the outdoor space - very quiet and shady in the morning. Would suggest getting an outdoor umbrella for shade in the afternoon. We used the beach chairs but they are very old and rusty - recommend replacing. 1 bathroom was hard at times but we knew this when we reserved. Property management was very professional and excellent with communication. Would recommend!

Manager's Response

We are so happy you found this property and its location ideal for your getaway in Key West Elieen. We are sending your suggestions to our team as we always thrive to improve our guests' stay. We hope you'll stay with us again next time you visit!

Location of course

February 2023
, emerald isle, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Southard Sunset is in the Shipyard of Truman Annex. You can"t find a more perfect location. Walking distance to wonderful restaurants, 1 block to Duval street, short walk to Fort Zackary. The condo itself was as advertised, check in process was seamless, the condo was spotless, and comfortable. The neighborhood is beautiful and quiet. The condo manager was helpful and was available for any questions we had. Overall, we were very pleased and had a wonderful time in Key West.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Michael. We hope you'll stay with us again next time you visit!

Key west

February 2023
, St. Henry, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location

Manager's Response

Thank you for your review Diane. We are so thrilled to hear how much you loved this home and hope to see you again!

Key west

February 2023
, St. Henry, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location

Manager's Response

Thank you for your review Diane. We are so thrilled to hear how much you loved this home and hope to see you again!

Incredible spot

February 2023
, Brooklyn, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is such an amazing location if you want to do anything at all in Old Town--a 2 minute walk from Green Parrot, a 10-minute walk from the beach at Fort Zach. This place has a very serviceable kitchen too (we made 4 of 7 meals in it.)

If you do need anything, it's easy to get resolved. For example, the grill is electric and we couldn't find the extension cord for it, but the property manager responded to a text really quickly with the info we needed.

Manager's Response

Thank you for your review, we are so glad the property met your needs while staying with us Philip. We hope you'll stay with us again next time you visit Key West.

Great vacation!

November 2022
, Boynton Beach, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location! Quiet but can walk to restaurants, museums, and beach. Condo very clean and in excellent condition. Beach towels and 2 beach chairs were provided along with a fishing pole. The property management was very responsive to any questions.

Manager's Response

Thank you for your wonderful review Bonnie. We enjoyed hosting you and hope to see you back in Key West again soon!

Great vacation!

November 2022
, Boynton Beach, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location! Quiet but can walk to restaurants, museums, and beach. Condo very clean and in excellent condition. Beach towels and 2 beach chairs were provided along with a fishing pole. The property management was very responsive to any questions.

Manager's Response

Thank you for your wonderful review Bonnie. We enjoyed hosting you and hope to see you back in Key West again soon!

Nice place in a good location

November 2022
, Whiteville, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice place in a centrally located part of Key West. You can get most anywhere of interest on the "touristy" part of the island by bike, which you can rent and have delivered right to the door. Off the beaten path enough to get away from the busiest tourist and bar centers but close enough if you want to go and explore those areas. You'll need a car if you want to get groceries.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Gentry. We hope you'll stay with us again next time you visit! Please reach out to us prior to arrival so our concierge can get you all the groceries you need!

Great location!

November 2022
, Sagamore Hills , OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

This place is in a great location from Duval and Fort Zachary beach, but quiet as well. Nice amenities with well stocked kitchen. Beach accessories, towels and grill. The patio was lovely to enjoy a cup of coffee or cocktail. The pool was wonderful! The property manager checked in on us to make sure we were taken care of as well.

Manager's Response

Thank you for your review Rebecca. We are so thrilled to hear how much you loved this home and hope to see you again!

Great Stay

October 2022
, Baltimore, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We were very pleased with our stay. The house was in great shape, well equipped and the Truman annex is an excellent location on Key West. The check-in and check-out process was very smooth.

Manager's Response

Thank you for this great review Christopher! We are thrilled you enjoyed the property and hope to host you again in the future!

Leave a Review
2 Bed
1 Bath
Sleeps 4

Search Availability

SOUL OF THE SEA ~ Pure Bliss!

SOUL OF THE SEA ~ Charming and Updated 3 Bedroom, 3 Bathroom Home in Casa Marina District with Heated Pool & Off Street Parking! Idyllic Abode For Outside and Inside Entertaining!

Location

1118 Seminary Street
33040 Key West , FL
United States
24° 33' 8.1252" N, 81° 47' 21.3288" W
See map: Google Maps
Florida US

SOUL OF THE SEA ~ Pure Bliss!

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Fabulous Vacation

Reviewed by Sam S. on 2025-02-09
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Centrally located in a secure area. Close to grocery store and restaurants. Great house, extremely up to date and clean. The upstairs and downstairs washer and dryers were a great help. The pool is a little small, but great for kids. I taught my 3 year old granddaughter to swim in this pool.
Manager response on 2025-02-10 - Response from Best of Key West Rentals
We sincerely appreciate your thoughtful review Sam. It was a privilege to host you and your family, we look forward to welcoming you back to our paradise destination to make more core memories!

Refreshing oasis

Reviewed by Connie F. on 2024-03-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This house was in a great location. We could walk everywhere. The house was newly renovated in a bright, clean, classy way. We loved the floor plan. Two masters and two family rooms were amazing. The back yard is very small with little sun. If you enjoy laying out this would not work. If you enjoy being outside sitting around a cocktail pool to relax the outside space is perfect.
Manager response on 2024-03-15 - Response from Best of Key West Rentals
Thank you for this wonderful review Connie, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

SOUL OF THE SEA ~ Charming 3 BR, 3 Ba Home w/ Pool and Parking!

Unit Code: SOUL

SOUL OF THE SEA ~ Pure Bliss!

SOUL OF THE SEA ~ Charming and Updated 3 Bedroom, 3 Bathroom Home in Casa Marina District with Heated Pool & Off Street Parking! Idyllic Abode For Outside and Inside Entertaining!
HISTORIC ISLAND CHARM... Located in the Casa Marina Area of Old Town which is known for lovely and sophisticated homes, this unmatched retreat is no exception. Modern architectural elegance emanates from every corner, inviting you to bask in serenity and escape reality. Winner of the Ceramic Star from the Historic Florida Keys Foundation, your idyllic abode is filled with expansive entertaining space both inside and out. Enter through your white picket gated fence onto the delightful covered porch where your day begins with a morning coffee and an island song in your heart. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES.. Thoughtfully designed and well appointed, the open-concept living-room, kitchen and dining area offers endless possibilities and dramatic ceiling heights. The kitchen includes every modern convenience with a gorgeous island with seating for 4, hood, gas stove top and sparkling stainless appliances. Dine on your fresh catch at the rectangular dining table that seats 8, then revel in your favorite tv shows from the inviting modern couch or plush seating on your large tv. Oversized windows invite Key West natural light in, coaxing you to your backyard oasis, just beyond the large sliding glass doors. SLEEPING ARRANGEMENTS... The first bedroom resides just off the entrance hallway, a delightful space with two twin beds that can be converted to a king, TV, dressers, hanging closet and bathroom with quartz sink vanity and tiled shower, which can be entered from the hallway also. The second bedroom is also located on the entrance hallway and includes a plush king bed, TV, dressers and hanging closets, and a private bathroom with large tiled shower. Travel up the steps to the vaulted bonus room and primary suite. A perfect entertaining space, this intimate living area hosts a sitting area with TV and a workspace. Travel down the hallway that offers closets, storage drawers and a washer/dryer space. The bedroom is outfitted with a king bed, TV, storage cabinet and a luxurious bathroom with a shower and jet soaking tub. POOL AND OUTDOOR LIVING... Sink into outdoor seating and table for 4 on your patio under the stars or stretch out in one of the lounge chairs and gaze into your private sparkling pool (heated in winter months). Lush landscaping and balmy breezes surround you, captivating your island soul. Fire up the gas grill for your outdoor feast with a crafted cocktail in hand. This home is walking distance to the Key West Artisan Market and Higgs Beach so you can enjoy ocean views and pickle ball courts at your leisure. PARKING... One larger off street parking is provided. PETS... This is NOT a pet friendly home, and the owners do not make exceptions. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation.
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DatesPrice
12/12/2025 - 12/31/2025$298 /nt
01/01/2026 - 01/31/2026$750 /nt
02/01/2026 - 02/28/2026$844 /nt
03/01/2026 - 03/31/2026$641 /nt
04/01/2026 - 04/30/2026$536 /nt
05/01/2026 - 09/30/2026$358 /nt
10/01/2026 - 10/31/2026$411 /nt
11/01/2026 - 11/30/2026$447 /nt
12/01/2026 - 12/12/2026$536 /nt
5.0000
(3 Review)

Fabulous Vacation

December 2024
, Knoxville, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Centrally located in a secure area. Close to grocery store and restaurants. Great house, extremely up to date and clean. The upstairs and downstairs washer and dryers were a great help. The pool is a little small, but great for kids. I taught my 3 year old granddaughter to swim in this pool.

Manager's Response

We sincerely appreciate your thoughtful review Sam. It was a privilege to host you and your family, we look forward to welcoming you back to our paradise destination to make more core memories!

Refreshing oasis

February 2024
, Leawood, Ks United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house was in a great location. We could walk everywhere. The house was newly renovated in a bright, clean, classy way. We loved the floor plan. Two masters and two family rooms were amazing. The back yard is very small with little sun. If you enjoy laying out this would not work. If you enjoy being outside sitting around a cocktail pool to relax the outside space is perfect.

Manager's Response

Thank you for this wonderful review Connie, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Refreshing oasis

February 2024
, Leawood, Ks United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house was in a great location. We could walk everywhere. The house was newly renovated in a bright, clean, classy way. We loved the floor plan. Two masters and two family rooms were amazing. The back yard is very small with little sun. If you enjoy laying out this would not work. If you enjoy being outside sitting around a cocktail pool to relax the outside space is perfect.

Manager's Response

Thank you for this wonderful review Connie, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

Leave a Review
3 Bed
3 Baths
Sleeps 6

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SEA FOREVER ~ Ocean View Gem!

SEA FOREVER ~ Incredibly Located Ocean View 3 Bedroom, 3.5 Bathroom Gated Home with Parking, Sundeck, Pool Just Steps to the Southernmost Point of the United States! When Only The Finest in Paradise Will Satisfy Your Soul!

Location

1317 Whitehead St.
33040 Key West , FL
United States
24° 32' 48.552" N, 81° 47' 51.468" W
See map: Google Maps
Florida US

SEA FOREVER ~ Ocean View Gem!

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A Neverending Parade of Characters

Reviewed by Thomas B. on 2023-03-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We spent a great February at Sea Forever. The house was all that we could hope for, with wonderful porches and decks so that we could maximize outdoor time. The location was in sight of the Southernmost Point landmark, which drew crowds of entertaining folks every day. The kitchen was well-equipped, making cooking very easy. I do wish the layout had been a bit more friendly for multiple cooks, but we worked around it. Bedrooms were comfy and functional, especially the Master, with its extra sitting area. Furnishings were in good repair and attractive, though I found the sofa and dining room chairs a challenge to get comfortable. Parking for 2 cars ended up manageable (try Louisa for a close 2nd space), and the manager of the house was very responsive to any issues that arose. We even got a new W&D mid stay! All-in-all this house was everything that we hoped for, and we would not hesitate to return!
Manager response on 2023-03-20 - Response from Best of Key West Rentals
Thank you for your fantastic review Thomas. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

SEA FOREVER ~ Downtown Ocean View Home w/ 3 BR, 3.5 Ba w/ Pool!

Unit Code: SF

SEA FOREVER ~ Ocean View Gem!

SEA FOREVER ~ Incredibly Located Ocean View 3 Bedroom, 3.5 Bathroom Gated Home with Parking, Sundeck, Pool Just Steps to the Southernmost Point of the United States! When Only The Finest in Paradise Will Satisfy Your Soul!
MODERN TROPICAL JEWEL WITH STUNNING OCEAN VIEWS… This contemporary and spacious custom-built gated home will beguile your senses, luring you inside with the finest of amenities and stunning design. Just a stone's throw away from the infamous Southernmost Buoy, you are truly seated in the heart of paradise in this small gated community. Designer finishes and top-of-the-line fixtures can be found throughout and will soothe and spoil your inner pleasure-seeker. This vibrant and bustling area is ideal for those looking for all the excitement and frivolity of Key West and may not be ideal for those guests who are particularly sensitive to outdoor noises. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Lush landscaping beckons you onto the front porch where you can sit and sip your morning java while marveling over the exquisite view of the Atlantic Ocean. Enter your retreat and pass by a powder room before entering the Great Room. The crisp white-out kitchen comes complete with quartz waterfall-counter island, stainless steel appliances, walls of impact-resistant windows with loads of island sunshine spilling in to brighten your spirits. There is a desk area with a window view that adjoins the kitchen. Enjoy your fresh catch at the dining table with for 4, then scoot across the room to collapse on the roomy sectional and binge on your favorite shows with a nearby Sonos speaker system (also in all bedrooms). SLEEPING ARRANGEMENTS: One downstairs bedroom is just off the living area and has two cozy twin beds (can be converted to a king), with matching bedside tables and reading lamps, large tv, clothing dresser, and hanging closet. The private bathroom features custom floor-to-ceiling tile, glass-door shower with single sink vanity. Travel up the stairs to access two more bedrooms. The first offers a plush queen bed, large TV and a bathroom with floor-to-ceiling tile shower/tub. The third bedroom has a luxurious king bed and sitting area. Two large TVs offer viewing in bed and sitting area. Enjoy another ocean view from your room! A huge walk-in closet stores your clothing and the bathroom offers a double sink vanity, floor-to-ceiling tile and a large glass-door shower with rain shower head. A laundry closet with stacked washer/dryer is included. OUTDOOR LIVING… Lush foliage surrounds the home exterior and lures you outside to your private dipping pool (heated in the winter months), outdoor shower, gas grill and sun lounging chairs. A rooftop terrace and two levels of front porches with seating look out to unobstructed views of the glorious Atlantic vista. PARKING... There is one designated parking space for this home. BOOKING DATES: This home is only available as a monthly rental (28 night min). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. PETS... Dogs that are 30 lbs and under are permitted and a pet fee is required. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).
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DatesPrice
12/12/2025 - 12/31/2025$358 /nt
01/01/2026 - 01/31/2026$679 /nt
02/01/2026 - 02/28/2026$844 /nt
03/01/2026 - 03/31/2026$713 /nt
04/01/2026 - 04/30/2026$536 /nt
05/01/2026 - 09/30/2026$411 /nt
10/01/2026 - 10/31/2026$429 /nt
11/01/2026 - 11/30/2026$447 /nt
12/01/2026 - 12/12/2026$536 /nt
5.0000
(2 Review)

Perfect vacation rental

March 2023
, Lebanon, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything was perfect...the home, location, weather, rental staff. Couldn't have been better. Loved it

Manager's Response

Thank you for this wonderful review Sheila, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.

A Neverending Parade of Characters

February 2023
, SMITHFIELD, VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We spent a great February at Sea Forever. The house was all that we could hope for, with wonderful porches and decks so that we could maximize outdoor time. The location was in sight of the Southernmost Point landmark, which drew crowds of entertaining folks every day. The kitchen was well-equipped, making cooking very easy. I do wish the layout had been a bit more friendly for multiple cooks, but we worked around it. Bedrooms were comfy and functional, especially the Master, with its extra sitting area. Furnishings were in good repair and attractive, though I found the sofa and dining room chairs a challenge to get comfortable. Parking for 2 cars ended up manageable (try Louisa for a close 2nd space), and the manager of the house was very responsive to any issues that arose. We even got a new W&D mid stay! All-in-all this house was everything that we hoped for, and we would not hesitate to return!

Manager's Response

Thank you for your fantastic review Thomas. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Leave a Review
3 Bed
3.5 Baths
Sleeps 6

Search Availability

LATITUDE ADJUSTMENT ~ Perfection!

LATITUDE ADJUSTMENT ~ Immaculate 3 Bedroom, 3.5 Bathroom in Desirable Casa Marina District with Pool and Parking!

Location

1311 Villa Mill Alley
33040 Key West , FL
United States
24° 32' 58.308" N, 81° 47' 38.112" W
See map: Google Maps
Florida US

LATITUDE ADJUSTMENT ~ Perfection!

Request More Information

Great House for a Family

Reviewed by Unknown on 2021-07-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great house - outstanding pool and deck. Warm wood floors and high quality bathrooms (except for the master) are highlights.
Manager response on 2021-09-13 - Response from Best of Key West Rentals
Thank you for your review James, we enjoyed hosting you and hope to see you back soon!

Better than the Pictures!

Reviewed by Monica M. on 2021-09-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Latitute Adjustment has been the best home we have rented in all the years of vacationing the Florida keys. To our pleasant surprise the pictures Do Not do it justice. This house is very spacious, and the back yard is Gorgeous! The location is a close bike ride or walk to Duval.
This is our second time renting from Truman and CO. and the entire team is amazing. Our property manager was very responsive.
Manager response on 2021-09-13 - Response from Best of Key West Rentals
Thank you for this wonderful review Monica, we are so glad you enjoyed the property so much and look forward to welcoming you again next time you are in Key West.

Great stay despite problems.

Reviewed by Unknown on 2021-11-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Rented Latitude Adjustments: Excellent house. Had a water leak in the main room, mid-stay. Truman asked us to move to a new house that was fairly similar in size and a good location. Overall happy with their response to the issue.
Manager response on 2021-11-18 - Response from Best of Key West Rentals
Thank you for taking the time to review your stay with us Robert, it was unfortunate the leak happened during your stay but we were glad to be able to host you in another one of our wonderful homes. It is all fixed up now so Shana and the entire Best of Key West Rentals team hope to welcome you again at Latitude Adjustment next time you visit the island!

Perfect June vacation

Reviewed by Unknown on 2022-07-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
By far the nicest house we’ve rented in the last five years. The kitchen was FULLY equipped and the entire home was perfect. The street was a dead end so consequently was very quiet but still close to Duval. The furniture and arrangements were changed all for the better. Definitely would rent again.
Manager response on 2022-07-15 - Response from Best of Key West Rentals
Thank you for your incredible review! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Outstanding Home

Reviewed by Geoffrey M. on 2023-06-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We have rented several homes in Key West and this was the best property we have had. The bedrooms and bathrooms are large and comfortable and the kitchen is amazing. The backyard and pool area are perfect for a group.
Manager response on 2023-09-26 - Response from Best of Key West Rentals
Thank you for sharing a review of your recent experience Geoffrey. We are thrilled you loved this home and hope to host you and your group again soon!

5 star accommodations

Reviewed by Unknown on 2020-12-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our month long stay at Latitude Adjustment was perfect for our family. The location of the house is ideal for everything in KW. The house itself was great. Nicely done with all amenities provided. In addition, the backyard and pool were very spacious and provided a relaxing tropical atmosphere. This is a great property that I would recommend to anyone.
Manager response on 2020-12-14 - Response from Best of Key West Rentals
Thank you for the glowing review. We enjoyed hosting you in Paradise and hope to see you again soon!

Best Street in Key West- Great House- lots of privacy

Reviewed by David P. on 2021-03-20
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Loved they house, pool, privacy, kitchen, and living area. 2 blocks to the southern most point on private dead end street. Plenty of storage and a great pantry off of the kitchen! Bathrooms were all very nice except for the master bedroom, which was the only bathroom that wasn't amazing. Window treatments and bedroom furnishings were blah, but other than that 5 stars! Hope to come back next year :)
Manager response on 2021-03-30 - Response from Best of Key West Rentals
Thank you for your review. We appreciate your feedback and hope to have the opportunity to host you again in Paradise!

LATITUDE ADJUSTMENT ~ Prestigious 3 Bedroom, 3.5 Bathroom Home with Pool!

Unit Code: LAT

LATITUDE ADJUSTMENT ~ Perfection!

LATITUDE ADJUSTMENT ~ Immaculate 3 Bedroom, 3.5 Bathroom in Desirable Casa Marina District with Pool and Parking!
UNMATCHED ISLAND RETREAT… Tucked away within one of the island’s most impressive lanes in the Casa Marina district, this retreat is sure to offer optimal serenity from your everyday reality. An expansive estate revealing a classy blend of luxurious details and everyday comforts, your Key West escape is sure to be spent to the fullest. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Pull up to a convenient off-street parking space and step into this generous, open layout with wood flooring throughout. Mesmerizing at a glance, exceptional décor and precise finishes reveal pure perfection. A bright gourmet kitchen offers top of the line stainless steel appliances with gorgeous custom cabinetry and a build in bar for happy hour. Come together among cozy living room furnishings and a flat screen smart TV with a powder room nearby. Cheery natural light pours in through multiple French doors creating an inviting indoor outdoor space. A desk lies in the upstairs hallway for those working remotely. Enjoy cable TV in the flex room off the living room and smart TVs throughout the rest of the house! This property is equipped with a Ring Doorbell located next to the front door of the home. SLEEPING ARRANGEMENTS… Totaling 3 bedrooms and 3.5 bathrooms, this home allows ample space and privacy for all your guests. Follow the stairs to the second level to find two guest rooms outfitted with king beds connected by a jack and jill bathroom with a shower. Down the hall is the primary suite with a king bed, flat screen TV and a private en suite full bathroom with a tub/shower combo. All upstairs rooms have access to an oversized balcony overlooking the lush outdoor oasis below. A convenient laundry room resides on the second level hallway. Off the downstairs Great Room is another living space with a sleeper sofa, TV and an en suite bathroom with a glass shower. OUTDOOR LIVING… Step out to a covered back porch with vibrant garden views surrounding a heated, lagoon shaped pool, dining table for 8, flat screen TV and outdoor shower. Unwind as your sip on your crafted cocktail and turn up the music on the Sonos system before you hop in to town for a taste of all the action! PARKING... There is off street parking for your convenience. PETS... No pets please. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). FIND YOUR LATITUDE ADJUSTMENT…
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DatesPrice
12/12/2025 - 12/31/2025$484 /nt
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02/01/2026 - 02/28/2026$901 /nt
03/01/2026 - 03/31/2026$764 /nt
04/01/2026 - 04/30/2026$572 /nt
05/01/2026 - 07/31/2026$465 /nt
08/01/2026 - 09/30/2026$358 /nt
10/01/2026 - 10/31/2026$411 /nt
11/01/2026 - 11/30/2026$447 /nt
12/01/2026 - 12/12/2026$536 /nt
4.9000
(10 Review)

Outstanding Home

May 2023
, Spring, TX US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We have rented several homes in Key West and this was the best property we have had. The bedrooms and bathrooms are large and comfortable and the kitchen is amazing. The backyard and pool area are perfect for a group.

Manager's Response

Thank you for sharing a review of your recent experience Geoffrey. We are thrilled you loved this home and hope to host you and your group again soon!

Perfect June vacation

June 2022
, Augusta , GA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

By far the nicest house we’ve rented in the last five years. The kitchen was FULLY equipped and the entire home was perfect. The street was a dead end so consequently was very quiet but still close to Duval. The furniture and arrangements were changed all for the better. Definitely would rent again.

Manager's Response

Thank you for your incredible review! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Perfect June vacation

June 2022
, Augusta , GA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

By far the nicest house we’ve rented in the last five years. The kitchen was FULLY equipped and the entire home was perfect. The street was a dead end so consequently was very quiet but still close to Duval. The furniture and arrangements were changed all for the better. Definitely would rent again.

Manager's Response

Thank you for your incredible review! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Perfect June vacation

June 2022
, Augusta, GA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

By far the nicest house we’ve rented in the last five years. The kitchen was FULLY equipped and the entire home was perfect. The street was a dead end so consequently was very quiet but still close to Duval. The furniture and arrangements were changed all for the better. Definitely would rent again.

Manager's Response

Thank you for your incredible review! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Great stay despite problems.

October 2021
, Westerville, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Rented Latitude Adjustments: Excellent house. Had a water leak in the main room, mid-stay. Truman asked us to move to a new house that was fairly similar in size and a good location. Overall happy with their response to the issue.

Manager's Response

Thank you for taking the time to review your stay with us Robert, it was unfortunate the leak happened during your stay but we were glad to be able to host you in another one of our wonderful homes. It is all fixed up now so Shana and the entire Best of Key West Rentals team hope to welcome you again at Latitude Adjustment next time you visit the island!

Great stay despite problems.

October 2021
, Westerville, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Rented Latitude Adjustments: Excellent house. Had a water leak in the main room, mid-stay. Truman asked us to move to a new house that was fairly similar in size and a good location. Overall happy with their response to the issue.

Manager's Response

Thank you for taking the time to review your stay with us Robert, it was unfortunate the leak happened during your stay but we were glad to be able to host you in another one of our wonderful homes. It is all fixed up now so Shana and the entire Best of Key West Rentals team hope to welcome you again at Latitude Adjustment next time you visit the island!

Better than the Pictures!

July 2021
, Clearwater, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Latitute Adjustment has been the best home we have rented in all the years of vacationing the Florida keys. To our pleasant surprise the pictures Do Not do it justice. This house is very spacious, and the back yard is Gorgeous! The location is a close bike ride or walk to Duval.
This is our second time renting from Truman and CO. and the entire team is amazing. Our property manager was very responsive.

Manager's Response

Thank you for this wonderful review Monica, we are so glad you enjoyed the property so much and look forward to welcoming you again next time you are in Key West.

Great House for a Family

June 2021
, New York, NY United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

Great house - outstanding pool and deck. Warm wood floors and high quality bathrooms (except for the master) are highlights.

Manager's Response

Thank you for your review James, we enjoyed hosting you and hope to see you back soon!

Best Street in Key West- Great House- lots of privacy

February 2021
, Norfolk, VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved they house, pool, privacy, kitchen, and living area. 2 blocks to the southern most point on private dead end street. Plenty of storage and a great pantry off of the kitchen! Bathrooms were all very nice except for the master bedroom, which was the only bathroom that wasn't amazing. Window treatments and bedroom furnishings were blah, but other than that 5 stars! Hope to come back next year :)

Manager's Response

Thank you for your review. We appreciate your feedback and hope to have the opportunity to host you again in Paradise!

5 star accommodations

November 2020
, Dellwood, MN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our month long stay at Latitude Adjustment was perfect for our family. The location of the house is ideal for everything in KW. The house itself was great. Nicely done with all amenities provided. In addition, the backyard and pool were very spacious and provided a relaxing tropical atmosphere. This is a great property that I would recommend to anyone.

Manager's Response

Thank you for the glowing review. We enjoyed hosting you in Paradise and hope to see you again soon!

Leave a Review
3 Bed
3.5 Baths
Sleeps 6

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NEWTON'S NEST ~ Charming!

NEWTON'S NEST ~ Adult Only, Charming First Floor Unit--1 Bedroom, 1 Bathroom Condo with Updated Kitchen in The Meadows Neighborhood with Community Pool! The Perfect Tranquil Yet Social Oasis!

Location

1203 Newton St. #1
33040 Key West , FL
United States
24° 33' 31.5" N, 81° 47' 33.612" W
See map: Google Maps
Florida US

NEWTON'S NEST ~ Charming!

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Excellent place to stay

Reviewed by Russ B. on 2024-02-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
clean ,quiet , nicley decorated and the host and managers were had excellent communication.I highly recommend staying here to enjoy your Key West experience.
Manager response on 2024-02-15 - Response from Best of Key West Rentals
Thank you for your fantastic review Russ. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

NEWTON'S NEST ~ Adult Only, 1 Bedroom, 1 Bath Condo w/ Shared Pool!

Unit Code: NN

NEWTON'S NEST ~ Charming!

NEWTON'S NEST ~ Adult Only, Charming First Floor Unit--1 Bedroom, 1 Bathroom Condo with Updated Kitchen in The Meadows Neighborhood with Community Pool! The Perfect Tranquil Yet Social Oasis!
SIMPLISTIC ELEGANCE... Enjoy easy tropical living in this quiet refuge located within Old Town where you can roost and immerse yourself in island joy.  A charming adult only hideaway located tucked in serene surroundings with the opportunity to fully live like a local! This one bedroom condo has been lovingly restored to envelop you in all its simple charm. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Come unwind in this cozy layout on the first floor with delightful accents and vintage Dade County walls throughout. Large windows attract incredible natural lighting in this cheery space with comfortable furnishings and a flat screen TV for lazy afternoons. Perch the doors open to a light filled sunroom to get lost in your favorite novel. A fully equipped kitchen allows for all your meal prep and cocktail crafting. SLEEPING ARRANGEMENTS… A queen guest room features a comfy canopy bed and plush bedding with a TV for a perfect night's sleep. A very stylish en suite bathroom will wash your cares away which offers a shower. This unit also has its own private washer and dryer. OUTDOOR LIVING… A second entrance from the kitchen area takes you out to your outdoor tropical oasis. Steps away you will find a friendly community pool with plenty of loungers to soak up the island rays and seating to dine al fresco. Park your bike on the side of the building and stroll in town to meet old friends and new.  PETS... Pets are not considered at this home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) PARKING... This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates. BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last).  We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more.  They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). AUTHENTIC KEY WEST...
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DatesPrice
12/12/2025 - 12/31/2025$114 /nt
01/01/2026 - 01/31/2026$250 /nt
02/01/2026 - 02/28/2026$281 /nt
03/01/2026 - 04/30/2026$215 /nt
05/01/2026 - 07/31/2026$136 /nt
08/01/2026 - 09/30/2026$125 /nt
10/01/2026 - 11/30/2026$136 /nt
12/01/2026 - 12/12/2026$197 /nt
5.0000
(1 Review)

Excellent place to stay

December 2023
, Coral Gables, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

clean ,quiet , nicley decorated and the host and managers were had excellent communication.I highly recommend staying here to enjoy your Key West experience.

Manager's Response

Thank you for your fantastic review Russ. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Leave a Review
1 Bed
1 Bath
Sleeps 2

Search Availability

THE QUARTERDECK ~ Vibrant!

THE QUARTERDECK ~ 2B/1B with Porch Views, Community Pool & Lively Decor in an Amazing Location!

Location

620 Thomas Street, Unit 275
33040 Key West , FL
United States
24° 33' 8.496" N, 81° 48' 17.244" W
See map: Google Maps
Florida US

THE QUARTERDECK ~ Vibrant!

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Key west vacation

Reviewed by William T. on 2021-10-26
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
my experience in key west was very relaxing and satisfying.
Manager response on 2021-11-09 - Response from Best of Key West Rentals
Thank you for your review William, we are glad you enjoyed your stay and hope to welcome you again next time you visit Key West!

Key West Vacation

Reviewed by Barbi B. on 2025-02-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice condo. It was a great location with easy access to all of old town. The Conceirge service was very helpful and response. We were very pleased to the overall experience.
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for the kind review! We're so glad you enjoyed the condo and found the location convenient for exploring Old Town. It’s great to hear the concierge service was helpful and responsive—we’re happy they made your stay even smoother. We’d love to welcome you back for another great Key West getaway!

Quarterdeck review

Reviewed by Janet A. on 2025-06-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had a nice visit. The onsite parking was definitely a plus. The central location made walking around quite easy. It’s usually nice to have a few things in the cupboards like salt and pepper, garlic salt oil and vinegar, coffee filters......
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for your review! We're glad to hear you had a nice visit and that the parking and central location made your stay more convenient. We appreciate your suggestion about stocking a few basic pantry items—it's helpful feedback, and we’ll certainly keep it in mind. We’d love to host you again on your next trip to Key West!

Quarterdeck was awesome

Reviewed by Michele Y. on 2024-01-23
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Everything was wonderful! Place was super clean, cozy and perfect!
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Great stay!

Reviewed by Unknown on 2024-01-31
Recommend to Others
Property condition
Location
Cleanliness
Overall satisfaction
We loved the location!
Manager response on 2024-07-19 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Reasonably priced unit in Truman Annex

Reviewed by John D. on 2024-03-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We stayed in the Quarterdeck for a month. We had two issues when we arrived that Truman & Company responded to immediately; the plumbing issue was resolved in less than 24 hours while the cable box issue took 3 days but that was because we had to wait for an appointment with the cable company. We loved the location, however, the rental unit needs some updating. The living room sofa needs to be replaced. The mattresses in both bedrooms are beginning to sag in the middle. The bathroom lacks counterspace and storage; the faucet in the shower was the plumbing issue and had to be replaced. The kitchen was adequate. The vacuum didn't pick up the dirt on the floor. All in all we enjoyed our stay and Truman & Company was wonderful to work with.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for taking the time to rate your stay John. We are so glad that you enjoyed your time spent at this home despite the few setbacks. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Always a NiceStay at the Shipyard

Reviewed by Robert T. on 2024-03-27
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very clean and nicely renovated. Pleased with the property manager. She was very helpful throughout our stay .
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your wonderful review Robert. We enjoyed hosting you and hope to see you back in Key West again soon!

Good Stay

Reviewed by Crystal A. on 2024-03-27
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
It was a great stay. I would have loved it way more if some of trees were cut back just a little. It was very clean.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay Crystal. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Super Clean Rental in Truman Annex

Reviewed by Unknown on 2024-07-29
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This was in a great location - simple accommodations with excellent location. The only negative was not about this particular condo - just the overall complex - the pool is super small and basic for the number of condos in the Shipyard. We were here during a slow time of year and the pool was super crowded with no chairs available - says only 25 person capacity...the overall occupancy of the complex is in the hundreds at least. I recommend this property for the cleanliness and the location, not for the amenities of the overall complex.
Manager response on 2025-05-23 - Response from Best of Key West Rentals
Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great little getaway

Reviewed by Autumn C. on 2024-09-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This apartment was cute and great for our getaway! the two decks were so nice, the community had a pool and well maintained walking trails. The kitchen was spacious and the beds comfortable.
Manager response on 2025-05-23 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Quarter deck unit

Reviewed by Peggy W. on 2024-12-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This is a 2 bedroom 1 bath unit. Perfect for my husband and I. Plenty of room to spread out. Having a kitchen saves money on having to eat out all the time so that’s a big plus for us. The 2 balconies are also a nice bonus. The place was very clean and tidy. Beds were very comfortable. The area is right by Fort Zachary so it’s quiet but yet on,y a couple blocks from Duval where all the activities are. I would highly recommend this place you won’t be disappointed.
Manager response on 2025-05-23 - Response from Best of Key West Rentals
Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Great Key West Location

Reviewed by Michael V. on 2025-01-08
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Nice quiet condo just a few blocks off Duval and from the waterfront. Plenty of space for a couple or family with one child. Best of Key West Rentals was great in setting up excursions and tours.
Manager response on 2025-05-23 - Response from Best of Key West Rentals
We are delighted to read your wonderful review. We hope to host you again soon and welcome you back to Key West.

Great Stay! Beautiful location

Reviewed by Julie P. on 2019-04-22
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very much enjoyed our stay at the Quarterdeck. Location had a view of the water where we watched cruise ships come by periodically. Quick walk across to the park or even Fort Zachary Taylor. Only a couple blocks off of Duval. Don't miss Blue Heaven for breakfast or Blue Macaw for appetizers (lobster spinach dip was fantastic). Quarterdeck had all ammenities we needed and was clean and bright. Pool area was perfect where we met lots of great people each day. Brian with management kept in touch to make sure we had everything we needed and was able to get us a later checkout so we didn't have to spend more time at the airport. We can't wait to return!
Manager response on 2019-04-23 - Response from Best of Key West Rentals
Dear Kimberly, Thank you for your wonderful review on The Quarterdeck. We are so happy to hear how much you enjoyed this perfectly located condo in the Truman Annex Community. There are several amazing surrounding restaurants so we are glad to hear that you were able to take advantage of the convenience of walking to one of the best on the island. Thank you for being our guest and please come back and see us soon! Best Regards, Wendy Zintsmaster and Team

Excellent experience!!

Reviewed by Unknown on 2019-09-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Renting this property was an excellent experience. The property was exactly as described in person. Brian, the Property Manager, was so nice and professional to work with. We’d highly recommend this property to rent while in Key West. It was so easy for us to walk everywhere while in Key West. We’ll definitely rent again.
Manager response on 2019-09-25 - Response from Best of Key West Rentals
Dear Julie, Thank you for your incredible review on The Quarterdeck! We are so thrilled to hear how much you loved this condo in the Shipyard community. We enjoyed having you and hope to see you back soon! Best Regards, Wendy Zintsmaster and Team

FANTASY FEST

Reviewed by Tina P. on 2019-11-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The Quarterdeck holds no surprises. The condo is exactly as pictured online. It was very clean, well kept and had everything you would need.The property is full of lush landscape and palm trees...very tranquil. We were able to watch the beautiful sunsets and float preparations for the Fantasy Fest parade from the back balcony. Brian, the property manager, was incredibly helpful. Thank you, Brian we loved it.
Manager response on 2019-11-07 - Response from Best of Key West Rentals
Dear Tina, Thank you for a wonderful review on your recent stay. We are so thrilled that this home was so perfect during your Fantasy Fest visit. We look forward to hosting you again in Paradise one day! Best Regards, Wendy Zintsmaster and Team

Awesome stay !!

Reviewed by Tracy S. on 2019-08-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had an awesome time at The Quarterdeck, the Truman Annex is full of lush landscape and palm trees and is very peaceful.We were able to watch the cruise ships come into dock as we sat on the rear balcony. We were close to everything. The apartment was very clean and had everything you would need for your stay. Management, Concierge team and Brian were all very helpful and willing to assist. We can't wait to return, we loved it.
Manager response on 2019-08-11 - Response from Best of Key West Rentals
Dear Tracey, Thank you for your incredible review! We are thrilled to hear how much you loved the Truman Annex area and this beautiful condo. We enjoyed hosting you in Paradise and hope to see you back soon! Best Regards, Wendy Zintsmaster and Team

really enjoyable break

Reviewed by Unknown on 2019-08-14
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The Quarterdeck, is a little area of peace and tranquilty, The property is placed in an area where it is very easy to access all the places you need to visit within walk ing distance.sea,shops, restuarnts and local attractions.The actual property is very well maintained, clean, fresh and has everything and more that you need in a break, Even down to a washing machine and tumble dryer. I would recommend this property to any one, it suits a group of friens, couples and families. the pool is wonderful to
Manager response on 2019-08-15 - Response from Best of Key West Rentals
Dear Andrew, Thank you for your wonderful review on The Quarterdeck! We are so thrilled to hear how much you enjoyed this condo in the Shipyard community. We enjoyed hosting you and hope to see you back soon! Best Regards, Wendy Zintsmaster and Team

March 2021

Reviewed by James S. on 2021-04-03
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Had a great stay. Just can’t see the sunset anymore but the park is nice
Manager response on 2021-04-22 - Response from Best of Key West Rentals
Thank you for your review. We enjoyed hosting you in Paradise again and hope to see you next year!

Key west break

Reviewed by Melanie K. on 2020-12-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This unit was close to everything. It was an easy walk to anything locally. It was clean and well equipped. The washer dryer was a plus. It is a short walk to the state park beach. The gated community is a plus.
Manager response on 2020-12-30 - Response from Best of Key West Rentals
Thank you for your review! We hope to see you again soon!

Can't wait to return!

Reviewed by Timothy M. on 2021-11-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This was our first stay at a condo and we loved it. The location was perfect, not far from Duval and centrally located to almost everything on the island. Check in/out instructions were timely and easy to follow. The grounds and pool area are clean and well maintained. The pool was a little cool, but the bravest of us managed to get in it. We would definitely recommend this property.
Manager response on 2021-11-19 - Response from Best of Key West Rentals
Thank you for your review Timothy! We are thrilled you enjoyed your stay so much and look forward to welcoming you again next time you come to Key West!

Another great stay at "The Quarterdeck"

Reviewed by Steve D. on 2021-12-20
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We have been staying at this condo for many years now and enjoy the closeness to all of the activities in KW. Brian and Kim at Truman and Company are always a pleasure to work with. We will be back for another great stay at The Quarterdeck next year.
Manager response on 2021-12-21 - Response from Best of Key West Rentals
Thank you for your wonderful review Stephen, we are thrilled you enjoyed another stay and look forward to welcoming you again next year!

Cute unit!

Reviewed by Dannen L. on 2021-12-26
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great place to stay. Quite and relaxing but still close to the downtown area.
Manager response on 2022-01-11 - Response from Best of Key West Rentals
Thank you for your review Dannen, we enjoyed hosting you at The Quarterdeck!

Location was great, we rather be in a lower unit

Reviewed by DeVon B. on 2021-11-22
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Overall the unit was clean.
Bedding was less than updated, thin sheets, old
mattress and burnt holes in blankets.
Manager response on 2021-11-23 - Response from Best of Key West Rentals
Thank you for your review DeVon, we are glad you enjoyed the location of the property, we would love to help you find a main floor unit next time you visit the island. As for the bedding, we are in the process of renewing all the linens. We hope to host you again in the future!

Shipyard condominium

Reviewed by Sandra S. on 2022-06-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Liked the location of the unit. Nice amenities at the Truman Annex park complex. Great amenities in unit!
Manager response on 2022-06-21 - Response from Best of Key West Rentals
Thank you for your review Sandra. We are so thrilled to hear how much you loved this home and hope to see you again!

Pat Ricker

Reviewed by Patrick R. on 2021-12-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice and clean
Manager response on 2021-12-10 - Response from Best of Key West Rentals
Thank you for your review Pat, we are thrilled you enjoyed your stay and hope to welcome you again next time you visit Key West!

Great location!

Reviewed by Sarah S. on 2022-06-26
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This was our 2nd time staying in the Truman Annex Condos. We love this location. Quiet area and walking distance to everything.
Manager response on 2022-07-29 - Response from Best of Key West Rentals
Thank you for this great review Sarah! We are thrilled you enjoyed your stay and hope to host you again in the future!

Cute Condo Near Lots of Key West Action

Reviewed by John S. on 2022-04-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Staying at the Quarterdeck was a treat! The condo is clean and well appointed with everything you need for a great vacation. The Truman Annex location is near lots of great attractions in downtown Key West, and the condo center itself is nice.
Manager response on 2022-04-28 - Response from Best of Key West Rentals
Thank you for your wonderful review John. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great location

Reviewed by Lisa N. on 2022-04-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great location to explore Key West. Easy walk or bike ride to beaches, restaurants and attractions. We chose because on second floor, but that does mean steps. We knew we would enjoy covered deck areas and always feels more private on second level than ground level.

Would not recommend bringing kids. Association has many restrictions at pool and Key West beaches are small. Not a lot of activities in town for them. Shops, restaurants and bars cater to adult customers.
Manager response on 2022-04-28 - Response from Best of Key West Rentals
Thank you for this great review Lisa! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West 2022

Reviewed by Patti O. on 2022-05-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our rental experience was great. Everything went smoothly with no issues at all. Check in and check out was easy.
Manager response on 2022-05-13 - Response from Best of Key West Rentals
Thank you for your wonderful review Patti. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Key West Paradise

Reviewed by Misty B. on 2023-02-20
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The condo was very nice! So convenient to walk anywhere! We loved our vacation in Key West!!!
Manager response on 2023-02-27 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West Misty. We hope you'll stay with us again next time you visit!

Perfect location. Great unit.

Reviewed by Sherri W. on 2022-07-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We chose this unit because of it’s location and it’s amenities. We were able to walk to most everything. Free, assigned parking is a huge perk in Key West! We spent most sunsets on the Truman waterfront. The farmer’s market was great! Loved the street corn and plants we bought. We enjoyed the peaceful mornings and evenings on the balcony.
Manager response on 2022-07-29 - Response from Best of Key West Rentals
Thank you for your wonderful review Sherri. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great place to stay in a perfect location on the island

Reviewed by Kim H. on 2023-01-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Nice & clean beautiful place to stay. It was the perfect place on the island for everything we wanted to do. I would highly recommend unless climbing a steep set of steps is hard for you as this is a second floor condo. The second floor has 2 balconies which is a plus. You can sit on the back balcony and watch the iguanas sunning.
Manager response on 2023-02-27 - Response from Best of Key West Rentals
Thank you for this great review Kim! We are thrilled you enjoyed the property and hope to host you again in the future!

Our stay at Shipyard condominiums

Reviewed by Unknown on 2023-03-28
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice place. Helpful property managers
Manager response on 2023-11-08 - Response from Best of Key West Rentals
Thank you for your review Joni. We are thrilled you loved this home and hope to host you again soon!

Great Property

Reviewed by Geralyn L. on 2023-05-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
LOVED the location! We walked to everything! Only negative is the steep stairway to living area. Rough for carrying luggage up & down.
Manager response on 2023-11-08 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West Geralyn. We hope you'll stay with us again next time you visit!

May vacation at the Quarterdeck

Reviewed by Joseph T. on 2023-06-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
My wife and I had a great vacation. The unit was ready early and everything was spotless and as expected. We have stayed at the Shipyard in the past because of the location and amenities. Everything is in easy walking distance.The manager was in constant communication through the app and we would highly recommend any future renters to add it to their devices.
Our only issue was that the shower faucet was difficult to operate and needs to be repaired.
Manager response on 2023-11-08 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay Joe. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will relay back to our team. Thank you again and please reach out to us for your next Key West vacation!

Would Do It Again

Reviewed by Jim J. on 2023-12-20
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Nice place. Great location. I had one issue - the sheets on the beds were microfiber not cotton, very uncomfortable.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
Thank you for your review James, all our sheets are 100% Cotton. We use California Design Den for all our units' bed linens. We will double check in case microfiber sheets made their way to the unit by mistake and rectify. We hope you'll come visit again soon!

Private and Secure

Reviewed by Patricia A. on 2023-09-28
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
My husband and I stayed in the Quarterdeck for 2 weeks beginning August 19th. We like this unit because it is an end unit and seems very quiet. Also, there is a secure place to park your car and the parking lot is gated. Just a couple of blocks away and you are walking distance to restaurants and things to do in Old Town. The condo has an excellent kitchen area and a very good washer/dryer. It is a second floor unit so only downside is if you can’t climb stairs. I would rent this unit again when coming back to Key West.
Manager response on 2023-11-08 - Response from Best of Key West Rentals
Thank you for this great review Patricia! We are thrilled you enjoyed the property and hope to host you again in the future!

Great stay in Truman!

Reviewed by Unknown on 2024-01-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Perfect for our winter stay in beautiful Key West! Location and condo were ideal for our party of 3.
Manager response on 2024-07-19 - Response from Best of Key West Rentals
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Comfy and quiet

Reviewed by Tom P. on 2021-05-19
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Not fancy but quiet, clean and great location to access all the fun of Old Town Key West. No car needed!. Pool was very nice with plenty of lounge chairs and umbrellas. Brian, the property manager, is very helpful and accommodating. Will certainly stay again.
Manager response on 2021-06-01 - Response from Best of Key West Rentals
Thank you for your review. We are so happy you had a great time and hope to see you again!

wonderful stay

Reviewed by Unknown on 2021-07-31
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice rental...clean and well maintained. Walking distance from so much in Key West...had a car, but barely used it.
Manager response on 2021-08-04 - Response from Best of Key West Rentals
Thank you for your wonderful review. We hope to see you again soon!

Very nice unit in a great location.

Reviewed by Dorothy H. on 2021-08-12
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very clean and very well equipped unit in a great central location in old Key West. All check-in and check-out information clearly communicated ahead of time. Staff very responsive and helpful. I will look to book with them again on my next visit to Key West.
Manager response on 2021-08-17 - Response from Best of Key West Rentals
Dorothy we are so happy your stay at The Quarterdeck was so great! Thank you for choosing to stay with us during your vacation in Key West, we hope to see you again soon!

THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Unit in The Shipyard!

Unit Code: QD

THE QUARTERDECK ~ Vibrant!

THE QUARTERDECK ~ 2B/1B with Porch Views, Community Pool & Lively Decor in an Amazing Location!
PLEASE BE AWARE... We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nights if your arrival is 12/22 or before. COMFORT AND VALUE IN TRUMAN ANNEX… This newly renovated 2nd floor two bedroom condo is located in The Shipyard, a neighborhood of Truman Annex in the heart of Old Town Key West! Colorful, fun patterns fill the rental with life while the furnishings provide a comfortable gathering space for your group. The sunny deck overlooks the distance views of the ocean through the lush trees but can also be a shady retreat with the help of an awning.  This unit is accessed via one flight of stairs. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE FURNISHINGS… The Quarterdeck’s open floor plan and ample seating provides the perfect space for your group to enjoy together. Curl up on the couch and watch a movie on the flat screen, gather around the dining table to play a game or cook together in the fully equipped kitchen! SLEEPING ARRANGEMENTS… Both guest rooms have a comfortable queen bed with extra drawers built into the bed frames for maximum storage space! Each room has a closet with lots of hanging space a flat screen TV, tile throughout and new paint for a fresh, clean feel.  DETAILS AND AMENITIES… Settled in the manicured, gated community of The Shipyard, this location offers guests a peaceful spot to relax just a block from all the action! You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! The Shipyard also offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Parking is always an issue in Old Town, but this condo comes with its own designated parking space (vehicle cannot exceed 18 ft.) OUTDOOR LIVING… Open the French doors to the back deck letting in the great breezes and sun rays that fill the space throughout the day. This wonderful extension to the living space has a table for two where you can have your morning coffee or enjoy a cocktail after a long day of exploring. On hot summer days pull out the awning to push back the sun so you can enjoy the views without sitting in the direct sunlight. PETS... The is not a pet friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean BOOKING DATES... This home is only available as a monthly rental (28 night minimum) as of Dec 23, 2025. We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. PARKING! This home does offer parking for one vehicle (cannot exceed 18 ft), but oversized trucks and extra large SUV's are not permitted and will have to park outside of this community. CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! COME STAY A WHILE...
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Age 18 and under.
DatesPrice
12/12/2025 - 12/12/2025$125 /nt
12/13/2025 - 12/13/2025$137 /nt
12/14/2025 - 12/14/2025$120 /nt
12/15/2025 - 12/15/2025$102 /nt
12/16/2025 - 12/16/2025$98 /nt
12/17/2025 - 12/17/2025$108 /nt
12/18/2025 - 12/18/2025$114 /nt
12/19/2025 - 12/19/2025$156 /nt
12/20/2025 - 12/20/2025$158 /nt
12/21/2025 - 12/21/2025$161 /nt
12/22/2025 - 12/22/2025$196 /nt
12/23/2025 - 12/23/2025$199 /nt
12/24/2025 - 12/24/2025$223 /nt
12/25/2025 - 12/25/2025$267 /nt
12/26/2025 - 12/26/2025$302 /nt
12/27/2025 - 12/27/2025$335 /nt
12/28/2025 - 12/28/2025$401 /nt
12/29/2025 - 12/29/2025$425 /nt
12/30/2025 - 12/30/2025$237 /nt
12/31/2025 - 12/31/2025$442 /nt
01/01/2026 - 03/31/2026$304 /nt
04/01/2026 - 04/30/2026$286 /nt
05/01/2026 - 07/31/2026$161 /nt
08/01/2026 - 08/01/2026$374 /nt
08/02/2026 - 08/02/2026$304 /nt
08/03/2026 - 08/03/2026$228 /nt
08/04/2026 - 08/04/2026$223 /nt
08/05/2026 - 08/05/2026$231 /nt
08/06/2026 - 08/06/2026$276 /nt
08/07/2026 - 08/07/2026$311 /nt
08/08/2026 - 08/08/2026$318 /nt
08/09/2026 - 08/09/2026$248 /nt
08/10/2026 - 08/10/2026$223 /nt
08/11/2026 - 08/11/2026$215 /nt
08/12/2026 - 08/12/2026$220 /nt
08/13/2026 - 08/13/2026$267 /nt
08/14/2026 - 08/14/2026$306 /nt
08/15/2026 - 08/15/2026$305 /nt
08/16/2026 - 08/16/2026$227 /nt
08/17/2026 - 08/17/2026$202 /nt
08/18/2026 - 08/18/2026$191 /nt
08/19/2026 - 08/19/2026$196 /nt
08/20/2026 - 08/20/2026$248 /nt
08/21/2026 - 08/21/2026$288 /nt
08/22/2026 - 08/22/2026$289 /nt
08/23/2026 - 08/23/2026$216 /nt
08/24/2026 - 08/24/2026$195 /nt
08/25/2026 - 08/25/2026$187 /nt
08/26/2026 - 08/26/2026$188 /nt
08/27/2026 - 08/27/2026$239 /nt
08/28/2026 - 08/28/2026$281 /nt
08/29/2026 - 08/29/2026$282 /nt
08/30/2026 - 08/30/2026$210 /nt
08/31/2026 - 08/31/2026$185 /nt
09/01/2026 - 09/01/2026$220 /nt
09/02/2026 - 09/02/2026$221 /nt
09/03/2026 - 09/03/2026$271 /nt
09/04/2026 - 09/04/2026$342 /nt
09/05/2026 - 09/05/2026$345 /nt
09/06/2026 - 09/06/2026$281 /nt
09/07/2026 - 09/07/2026$254 /nt
09/08/2026 - 09/08/2026$193 /nt
09/09/2026 - 09/09/2026$197 /nt
09/10/2026 - 09/10/2026$248 /nt
09/11/2026 - 09/11/2026$293 /nt
09/12/2026 - 09/12/2026$296 /nt
09/13/2026 - 09/13/2026$226 /nt
09/14/2026 - 09/14/2026$196 /nt
09/15/2026 - 09/15/2026$182 /nt
09/16/2026 - 09/16/2026$197 /nt
09/17/2026 - 09/17/2026$247 /nt
09/18/2026 - 09/18/2026$290 /nt
09/19/2026 - 09/19/2026$298 /nt
09/20/2026 - 09/20/2026$228 /nt
09/21/2026 - 09/21/2026$203 /nt
09/22/2026 - 09/22/2026$193 /nt
09/23/2026 - 09/23/2026$211 /nt
09/24/2026 - 09/24/2026$262 /nt
09/25/2026 - 09/25/2026$307 /nt
09/26/2026 - 09/26/2026$313 /nt
09/27/2026 - 09/27/2026$242 /nt
09/28/2026 - 09/28/2026$214 /nt
09/29/2026 - 09/29/2026$191 /nt
09/30/2026 - 09/30/2026$218 /nt
10/01/2026 - 10/01/2026$268 /nt
10/02/2026 - 10/02/2026$317 /nt
10/03/2026 - 10/03/2026$323 /nt
10/04/2026 - 10/04/2026$252 /nt
10/05/2026 - 10/05/2026$221 /nt
10/06/2026 - 10/06/2026$205 /nt
10/07/2026 - 10/07/2026$222 /nt
10/08/2026 - 10/08/2026$278 /nt
10/09/2026 - 10/09/2026$341 /nt
10/10/2026 - 10/10/2026$352 /nt
10/11/2026 - 10/11/2026$278 /nt
10/12/2026 - 10/12/2026$246 /nt
10/13/2026 - 10/13/2026$217 /nt
10/14/2026 - 10/14/2026$229 /nt
10/15/2026 - 10/15/2026$288 /nt
10/16/2026 - 10/16/2026$396 /nt
10/17/2026 - 10/17/2026$403 /nt
10/18/2026 - 10/18/2026$332 /nt
10/19/2026 - 10/19/2026$302 /nt
10/20/2026 - 10/20/2026$292 /nt
10/21/2026 - 10/21/2026$307 /nt
10/22/2026 - 10/22/2026$362 /nt
10/23/2026 - 10/23/2026$407 /nt
10/24/2026 - 10/24/2026$414 /nt
10/25/2026 - 10/25/2026$388 /nt
10/26/2026 - 10/26/2026$252 /nt
10/27/2026 - 10/27/2026$246 /nt
10/28/2026 - 10/28/2026$259 /nt
10/29/2026 - 10/29/2026$313 /nt
10/30/2026 - 10/30/2026$770 /nt
10/31/2026 - 10/31/2026$774 /nt
11/01/2026 - 11/01/2026$708 /nt
11/02/2026 - 11/02/2026$674 /nt
11/03/2026 - 11/03/2026$673 /nt
11/04/2026 - 11/04/2026$685 /nt
11/05/2026 - 11/05/2026$732 /nt
11/06/2026 - 11/06/2026$770 /nt
11/07/2026 - 11/07/2026$776 /nt
11/08/2026 - 11/08/2026$709 /nt
11/09/2026 - 11/09/2026$667 /nt
11/10/2026 - 11/10/2026$341 /nt
11/11/2026 - 11/11/2026$332 /nt
11/12/2026 - 11/12/2026$320 /nt
11/13/2026 - 11/13/2026$352 /nt
11/14/2026 - 11/14/2026$358 /nt
11/15/2026 - 11/15/2026$287 /nt
11/16/2026 - 11/16/2026$250 /nt
11/17/2026 - 11/17/2026$246 /nt
11/18/2026 - 11/18/2026$259 /nt
11/19/2026 - 11/19/2026$302 /nt
11/20/2026 - 11/20/2026$329 /nt
11/21/2026 - 11/21/2026$342 /nt
11/22/2026 - 11/22/2026$270 /nt
11/23/2026 - 11/23/2026$313 /nt
11/24/2026 - 11/24/2026$307 /nt
11/25/2026 - 11/25/2026$322 /nt
11/26/2026 - 11/26/2026$366 /nt
11/27/2026 - 11/27/2026$398 /nt
11/28/2026 - 11/28/2026$410 /nt
11/29/2026 - 11/29/2026$262 /nt
11/30/2026 - 11/30/2026$227 /nt
12/01/2026 - 12/01/2026$221 /nt
12/02/2026 - 12/02/2026$232 /nt
12/03/2026 - 12/03/2026$282 /nt
12/04/2026 - 12/04/2026$319 /nt
12/05/2026 - 12/05/2026$331 /nt
12/06/2026 - 12/06/2026$264 /nt
12/07/2026 - 12/07/2026$236 /nt
12/08/2026 - 12/08/2026$228 /nt
12/09/2026 - 12/09/2026$238 /nt
12/10/2026 - 12/10/2026$299 /nt
12/11/2026 - 12/11/2026$322 /nt
12/12/2026 - 12/12/2026$352 /nt
4.7143
(56 Review)

Quarterdeck review

May 2025
, Santee, CA United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a nice visit. The onsite parking was definitely a plus. The central location made walking around quite easy. It’s usually nice to have a few things in the cupboards like salt and pepper, garlic salt oil and vinegar, coffee filters......

Manager's Response

Thank you for your review! We're glad to hear you had a nice visit and that the parking and central location made your stay more convenient. We appreciate your suggestion about stocking a few basic pantry items—it's helpful feedback, and we’ll certainly keep it in mind. We’d love to host you again on your next trip to Key West!

Key West Vacation

February 2025
, Chesterfield, MO US

Overall
4
Services from rental manager
4
Cleanliness
4
Location
5
Property condition
4

Very nice condo. It was a great location with easy access to all of old town. The Conceirge service was very helpful and response. We were very pleased to the overall experience.

Manager's Response

Thank you for the kind review! We're so glad you enjoyed the condo and found the location convenient for exploring Old Town. It’s great to hear the concierge service was helpful and responsive—we’re happy they made your stay even smoother. We’d love to welcome you back for another great Key West getaway!

Great Key West Location

December 2024
, Roanoke, VA United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Nice quiet condo just a few blocks off Duval and from the waterfront. Plenty of space for a couple or family with one child. Best of Key West Rentals was great in setting up excursions and tours.

Manager's Response

We are delighted to read your wonderful review. We hope to host you again soon and welcome you back to Key West.

Quarter deck unit

December 2024
, Batavia, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is a 2 bedroom 1 bath unit. Perfect for my husband and I. Plenty of room to spread out. Having a kitchen saves money on having to eat out all the time so that’s a big plus for us. The 2 balconies are also a nice bonus. The place was very clean and tidy. Beds were very comfortable. The area is right by Fort Zachary so it’s quiet but yet on,y a couple blocks from Duval where all the activities are. I would highly recommend this place you won’t be disappointed.

Manager's Response

Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Great little getaway

August 2024
, Stroudsburg, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This apartment was cute and great for our getaway! the two decks were so nice, the community had a pool and well maintained walking trails. The kitchen was spacious and the beds comfortable.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

Super Clean Rental in Truman Annex

July 2024
, Key West, FL United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was in a great location - simple accommodations with excellent location. The only negative was not about this particular condo - just the overall complex - the pool is super small and basic for the number of condos in the Shipyard. We were here during a slow time of year and the pool was super crowded with no chairs available - says only 25 person capacity...the overall occupancy of the complex is in the hundreds at least. I recommend this property for the cleanliness and the location, not for the amenities of the overall complex.

Manager's Response

Thank you for your wonderful review. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Good Stay

March 2024
, Shelbyville, IN Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

It was a great stay. I would have loved it way more if some of trees were cut back just a little. It was very clean.

Manager's Response

Thank you for your feedback on your recent stay Crystal. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Always a NiceStay at the Shipyard

March 2024
, New Hope, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Very clean and nicely renovated. Pleased with the property manager. She was very helpful throughout our stay .

Manager's Response

Thank you for your wonderful review Robert. We enjoyed hosting you and hope to see you back in Key West again soon!

Reasonably priced unit in Truman Annex

January 2024
, Harrisburg, PA US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3

We stayed in the Quarterdeck for a month. We had two issues when we arrived that Truman & Company responded to immediately; the plumbing issue was resolved in less than 24 hours while the cable box issue took 3 days but that was because we had to wait for an appointment with the cable company. We loved the location, however, the rental unit needs some updating. The living room sofa needs to be replaced. The mattresses in both bedrooms are beginning to sag in the middle. The bathroom lacks counterspace and storage; the faucet in the shower was the plumbing issue and had to be replaced. The kitchen was adequate. The vacuum didn't pick up the dirt on the floor. All in all we enjoyed our stay and Truman & Company was wonderful to work with.

Manager's Response

Thank you for taking the time to rate your stay John. We are so glad that you enjoyed your time spent at this home despite the few setbacks. We appreciate your feedback that we will rely back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

Quarterdeck was awesome

January 2024
, Ford City, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything was wonderful! Place was super clean, cozy and perfect!

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!

Great stay!

January 2024
, Scarborough, ME United States

Overall
5
Cleanliness
5
Location
5
Property condition
5

We loved the location!

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Great stay in Truman!

December 2023
, Fisherville KY, KY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Perfect for our winter stay in beautiful Key West! Location and condo were ideal for our party of 3.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!

Would Do It Again

November 2023
, West Lawn, PA US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice place. Great location. I had one issue - the sheets on the beds were microfiber not cotton, very uncomfortable.

Manager's Response

Thank you for your review James, all our sheets are 100% Cotton. We use California Design Den for all our units' bed linens. We will double check in case microfiber sheets made their way to the unit by mistake and rectify. We hope you'll come visit again soon!

Would Do It Again

November 2023
, West Lawn, PA Unknown

Overall
4
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

Nice place. Great location. I had one issue - the sheets on the beds were microfiber not cotton, very uncomfortable.

Manager's Response

Thank you for your review James, all our sheets are 100% Cotton. We use California Design Den for all our units' bed linens. We will double check in case microfiber sheets made their way to the unit by mistake and rectify. We hope you'll come visit again soon!

Private and Secure

August 2023
, Noblesville, IN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My husband and I stayed in the Quarterdeck for 2 weeks beginning August 19th. We like this unit because it is an end unit and seems very quiet. Also, there is a secure place to park your car and the parking lot is gated. Just a couple of blocks away and you are walking distance to restaurants and things to do in Old Town. The condo has an excellent kitchen area and a very good washer/dryer. It is a second floor unit so only downside is if you can’t climb stairs. I would rent this unit again when coming back to Key West.

Manager's Response

Thank you for this great review Patricia! We are thrilled you enjoyed the property and hope to host you again in the future!

May vacation at the Quarterdeck

May 2023
, Forked River, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

My wife and I had a great vacation. The unit was ready early and everything was spotless and as expected. We have stayed at the Shipyard in the past because of the location and amenities. Everything is in easy walking distance.The manager was in constant communication through the app and we would highly recommend any future renters to add it to their devices.
Our only issue was that the shower faucet was difficult to operate and needs to be repaired.

Manager's Response

Thank you for your feedback on your recent stay Joe. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will relay back to our team. Thank you again and please reach out to us for your next Key West vacation!

Great Property

April 2023
, Palatine, IL US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

LOVED the location! We walked to everything! Only negative is the steep stairway to living area. Rough for carrying luggage up & down.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Geralyn. We hope you'll stay with us again next time you visit!

Great Property

April 2023
, Palatine, IL US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

LOVED the location! We walked to everything! Only negative is the steep stairway to living area. Rough for carrying luggage up & down.

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Geralyn. We hope you'll stay with us again next time you visit!

Our stay at Shipyard condominiums

March 2023
, Chillicothe, IL US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice place. Helpful property managers

Manager's Response

Thank you for your review Joni. We are thrilled you loved this home and hope to host you again soon!

Key West Paradise

February 2023
, Eagle Mountain, UT United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The condo was very nice! So convenient to walk anywhere! We loved our vacation in Key West!!!

Manager's Response

We are so happy you found this property and its location ideal for your get away in Key West Misty. We hope you'll stay with us again next time you visit!

Great place to stay in a perfect location on the island

January 2023
, Evansville, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice & clean beautiful place to stay. It was the perfect place on the island for everything we wanted to do. I would highly recommend unless climbing a steep set of steps is hard for you as this is a second floor condo. The second floor has 2 balconies which is a plus. You can sit on the back balcony and watch the iguanas sunning.

Manager's Response

Thank you for this great review Kim! We are thrilled you enjoyed the property and hope to host you again in the future!

Great place to stay in a perfect location on the island

January 2023
, Evansville, Indiana United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice & clean beautiful place to stay. It was the perfect place on the island for everything we wanted to do. I would highly recommend unless climbing a steep set of steps is hard for you as this is a second floor condo. The second floor has 2 balconies which is a plus. You can sit on the back balcony and watch the iguanas sunning.

Manager's Response

Thank you for this great review Kim! We are thrilled you enjoyed the property and hope to host you again in the future!

Great place to stay in a perfect location on the island

January 2023
, Evansville, Indiana United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice & clean beautiful place to stay. It was the perfect place on the island for everything we wanted to do. I would highly recommend unless climbing a steep set of steps is hard for you as this is a second floor condo. The second floor has 2 balconies which is a plus. You can sit on the back balcony and watch the iguanas sunning.

Manager's Response

Thank you for this great review Kim! We are thrilled you enjoyed the property and hope to host you again in the future!

Perfect location. Great unit.

July 2022
, North Port, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We chose this unit because of it’s location and it’s amenities. We were able to walk to most everything. Free, assigned parking is a huge perk in Key West! We spent most sunsets on the Truman waterfront. The farmer’s market was great! Loved the street corn and plants we bought. We enjoyed the peaceful mornings and evenings on the balcony.

Manager's Response

Thank you for your wonderful review Sherri. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great location!

June 2022
, Kill Devil Hills, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our 2nd time staying in the Truman Annex Condos. We love this location. Quiet area and walking distance to everything.

Manager's Response

Thank you for this great review Sarah! We are thrilled you enjoyed your stay and hope to host you again in the future!

Shipyard condominium

May 2022
, Palm Harbor, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
3

Liked the location of the unit. Nice amenities at the Truman Annex park complex. Great amenities in unit!

Manager's Response

Thank you for your review Sandra. We are so thrilled to hear how much you loved this home and hope to see you again!

Key West 2022

April 2022
, Wilmington, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our rental experience was great. Everything went smoothly with no issues at all. Check in and check out was easy.

Manager's Response

Thank you for your wonderful review Patti. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Great location

April 2022
, Harrison, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Great location to explore Key West. Easy walk or bike ride to beaches, restaurants and attractions. We chose because on second floor, but that does mean steps. We knew we would enjoy covered deck areas and always feels more private on second level than ground level.

Would not recommend bringing kids. Association has many restrictions at pool and Key West beaches are small. Not a lot of activities in town for them. Shops, restaurants and bars cater to adult customers.

Manager's Response

Thank you for this great review Lisa! We are thrilled you enjoyed the property and hope to host you again in the future!

Cute Condo Near Lots of Key West Action

April 2022
, Philadelphia, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Staying at the Quarterdeck was a treat! The condo is clean and well appointed with everything you need for a great vacation. The Truman Annex location is near lots of great attractions in downtown Key West, and the condo center itself is nice.

Manager's Response

Thank you for your wonderful review John. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Another great stay at "The Quarterdeck"

December 2021
, Lebanon, NH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We have been staying at this condo for many years now and enjoy the closeness to all of the activities in KW. Brian and Kim at Truman and Company are always a pleasure to work with. We will be back for another great stay at The Quarterdeck next year.

Manager's Response

Thank you for your wonderful review Stephen, we are thrilled you enjoyed another stay and look forward to welcoming you again next year!

Another great stay at "The Quarterdeck"

December 2021
, Lebanon, NH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We have been staying at this condo for many years now and enjoy the closeness to all of the activities in KW. Brian and Kim at Truman and Company are always a pleasure to work with. We will be back for another great stay at The Quarterdeck next year.

Manager's Response

Thank you for your wonderful review Stephen, we are thrilled you enjoyed another stay and look forward to welcoming you again next year!

Another great stay at "The Quarterdeck"

December 2021
, Lebanon, NH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We have been staying at this condo for many years now and enjoy the closeness to all of the activities in KW. Brian and Kim at Truman and Company are always a pleasure to work with. We will be back for another great stay at The Quarterdeck next year.

Manager's Response

Thank you for your wonderful review Stephen, we are thrilled you enjoyed another stay and look forward to welcoming you again next year!

Pat Ricker

November 2021
, Stevensville, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice and clean

Manager's Response

Thank you for your review Pat, we are thrilled you enjoyed your stay and hope to welcome you again next time you visit Key West!

Pat Ricker

November 2021
, Stevesnville, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice and clean

Manager's Response

Thank you for your review Pat, we are thrilled you enjoyed your stay and hope to welcome you again next time you visit Key West!

Cute unit!

November 2021
, Windsor, CA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place to stay. Quite and relaxing but still close to the downtown area.

Manager's Response

Thank you for your review Dannen, we enjoyed hosting you at The Quarterdeck!

Location was great, we rather be in a lower unit

November 2021
, SOUTH SAINT PAUL, MN US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
2

Overall the unit was clean.
Bedding was less than updated, thin sheets, old
mattress and burnt holes in blankets.

Manager's Response

Thank you for your review DeVon, we are glad you enjoyed the location of the property, we would love to help you find a main floor unit next time you visit the island. As for the bedding, we are in the process of renewing all the linens.

We hope to host you again in the future!

Can't wait to return!

November 2021
, Berwick, ME US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our first stay at a condo and we loved it. The location was perfect, not far from Duval and centrally located to almost everything on the island. Check in/out instructions were timely and easy to follow. The grounds and pool area are clean and well maintained. The pool was a little cool, but the bravest of us managed to get in it. We would definitely recommend this property.

Manager's Response

Thank you for your review Timothy! We are thrilled you enjoyed your stay so much and look forward to welcoming you again next time you come to Key West!

Key west vacation

September 2021
, MASSAPEQUA PARK, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

my experience in key west was very relaxing and satisfying.

Manager's Response

Thank you for your review William, we are glad you enjoyed your stay and hope to welcome you again next time you visit Key West!

Very nice unit in a great location.

August 2021
, Mississauga, ON CA

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very clean and very well equipped unit in a great central location in old Key West. All check-in and check-out information clearly communicated ahead of time. Staff very responsive and helpful. I will look to book with them again on my next visit to Key West.

Manager's Response

Dorothy we are so happy your stay at The Quarterdeck was so great! Thank you for choosing to stay with us during your vacation in Key West, we hope to see you again soon!

wonderful stay

July 2021
, Arvada, CO United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Very nice rental...clean and well maintained. Walking distance from so much in Key West...had a car, but barely used it.

Manager's Response

Thank you for your wonderful review. We hope to see you again soon!

wonderful stay

July 2021
, Arvada, CO US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Very nice rental...clean and well maintained. Walking distance from so much in Key West...had a car, but barely used it.

Manager's Response

Thank you for your wonderful review. We hope to see you again soon!

Comfy and quiet

May 2021
, Moscow, ID US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Not fancy but quiet, clean and great location to access all the fun of Old Town Key West. No car needed!. Pool was very nice with plenty of lounge chairs and umbrellas. Brian, the property manager, is very helpful and accommodating. Will certainly stay again.

Manager's Response

Thank you for your review. We are so happy you had a great time and hope to see you again!

March 2021

March 2021
, Kirkwood, MO US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Had a great stay. Just can’t see the sunset anymore but the park is nice

Manager's Response

Thank you for your review. We enjoyed hosting you in Paradise again and hope to see you next year!

March 2021

March 2021
, Kirkwood, MO Unknown

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Had a great stay. Just can’t see the sunset anymore but the park is nice

Manager's Response

Thank you for your review. We enjoyed hosting you in Paradise again and hope to see you next year!

Key west break

December 2020
, BLUFFTON , SC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This unit was close to everything. It was an easy walk to anything locally. It was clean and well equipped. The washer dryer was a plus. It is a short walk to the state park beach. The gated community is a plus.

Manager's Response

Thank you for your review! We hope to see you again soon!

FANTASY FEST

October 2019
, North Smithfield, RI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Quarterdeck holds no surprises. The condo is exactly as pictured online. It was very clean, well kept and had everything you would need.The property is full of lush landscape and palm trees...very tranquil. We were able to watch the beautiful sunsets and float preparations for the Fantasy Fest parade from the back balcony. Brian, the property manager, was incredibly helpful. Thank you, Brian we loved it.

Manager's Response

Dear Tina,


Thank you for a wonderful review on your recent stay. We are so thrilled that this home was so perfect during your Fantasy Fest visit. We look forward to hosting you again in Paradise one day!


Best Regards,


Wendy Zintsmaster and Team

Excellent experience!!

September 2019
, Farmington, MN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Renting this property was an excellent experience. The property was exactly as described in person. Brian, the Property Manager, was so nice and professional to work with. We’d highly recommend this property to rent while in Key West. It was so easy for us to walk everywhere while in Key West. We’ll definitely rent again.

Manager's Response

Dear Julie,


Thank you for your incredible review on The Quarterdeck! We are so thrilled to hear how much you loved this condo in the Shipyard community. We enjoyed having you and hope to see you back soon!


Best Regards,


Wendy Zintsmaster and Team

really enjoyable break

August 2019
, Cardiff, GB

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Quarterdeck, is a little area of peace and tranquilty, The property is placed in an area where it is very easy to access all the places you need to visit within walk ing distance.sea,shops, restuarnts and local attractions.The actual property is very well maintained, clean, fresh and has everything and more that you need in a break, Even down to a washing machine and tumble dryer. I would recommend this property to any one, it suits a group of friens, couples and families. the pool is wonderful to

Manager's Response

Dear Andrew,


Thank you for your wonderful review on The Quarterdeck! We are so thrilled to hear how much you enjoyed this condo in the Shipyard community. We enjoyed hosting you and hope to see you back soon!


Best Regards,


Wendy Zintsmaster and Team

Awesome stay !!

June 2019
, Huddersfield, WYK United Kingdom

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had an awesome time at The Quarterdeck, the Truman Annex is full of lush landscape and palm trees and is very peaceful.We were able to watch the cruise ships come into dock as we sat on the rear balcony. We were close to everything. The apartment was very clean and had everything you would need for your stay. Management, Concierge team and Brian were all very helpful and willing to assist. We can't wait to return, we loved it.

Manager's Response

Dear Tracey,


Thank you for your incredible review! We are thrilled to hear how much you loved the Truman Annex area and this beautiful condo. We enjoyed hosting you in Paradise and hope to see you back soon!


Best Regards,


Wendy Zintsmaster and Team

Great Stay! Beautiful location

April 2019
, Stanton, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very much enjoyed our stay at the Quarterdeck. Location had a view of the water where we watched cruise ships come by periodically. Quick walk across to the park or even Fort Zachary Taylor. Only a couple blocks off of Duval. Don't miss Blue Heaven for breakfast or Blue Macaw for appetizers (lobster spinach dip was fantastic). Quarterdeck had all ammenities we needed and was clean and bright. Pool area was perfect where we met lots of great people each day. Brian with management kept in touch to make sure we had everything we needed and was able to get us a later checkout so we didn't have to spend more time at the airport. We can't wait to return!

Manager's Response

Dear Kimberly,


Thank you for your wonderful review on The Quarterdeck. We are so happy to hear how much you enjoyed this perfectly located condo in the Truman Annex Community. There are several amazing surrounding restaurants so we are glad to hear that you were able to take advantage of the convenience of walking to one of the best on the island. Thank you for being our guest and please come back and see us soon!


Best Regards,


Wendy Zintsmaster and Team

Great Stay! Beautiful location

April 2019
, Hastings, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very much enjoyed our stay at the Quarterdeck. Location had a view of the water where we watched cruise ships come by periodically. Quick walk across to the park or even Fort Zachary Taylor. Only a couple blocks off of Duval. Don't miss Blue Heaven for breakfast or Blue Macaw for appetizers (lobster spinach dip was fantastic). Quarterdeck had all ammenities we needed and was clean and bright. Pool area was perfect where we met lots of great people each day. Brian with management kept in touch to make sure we had everything we needed and was able to get us a later checkout so we didn't have to spend more time at the airport. We can't wait to return!

Manager's Response

Dear Kimberly,


Thank you for your wonderful review on The Quarterdeck. We are so happy to hear how much you enjoyed this perfectly located condo in the Truman Annex Community. There are several amazing surrounding restaurants so we are glad to hear that you were able to take advantage of the convenience of walking to one of the best on the island. Thank you for being our guest and please come back and see us soon!


Best Regards,


Wendy Zintsmaster and Team

I would rent this property again with absolutely NO hesitation!

October 2018

Overall
5

Our stay at this property was excellent! Everything was very clean and in good working order. I don't know about any of the TV's because we never turned any of them on. It is a very comfortable and inviting place to stay. I was very impressed with how nice and modern the kitchen is as well as the washer and dryer. The beds were comfortable. The pillows are not firm enough for my taste but pillows are pretty personal. The pool and the grounds were amazing - always very clean and neat. In a nutshell I would highly recommend this property to anyone!

Great location. Nice condo.

September 2018

Overall
5

The condo had everything we needed. Great location. We could walk everywhere. Thanks

Clean, bright and great location!

June 2018

Overall
5

The property was clean, bright, and well-maintained. The location was perfect! We rented bikes and everything was easily accessible especially Fort Zachary (best beach and great sunsets) and many restaurants. The property management team was top notch - incredibly responsive to all of our questions before arrival and they sent a text message on arrival day with additional contact information.

Very nice place to stay in Key West!

December 2016

Overall
5

We had a wonderful week in Key West. Quarterdeck was just what we needed, clean, secure, and in a quiet area. Brian the property manager was very attentive to our needs and concerns. Beds are firmer than we are accustomed to. There was construction outside, but we were not bothered as we were not there much during the day. We would stay here again if we return to Key West in the near future.

Wonderful retreat in the middle of Key West

September 2015

Overall
5

We had an absolutely wonderful stay at the Quarterdeck, thank you so much! The house is furnished beautiful and extremely well kept, it has all amenities that one needs and it is in an absolutely beautiful neighborhood. We loved it so much, we would have liked to stay there for good. On top of that, everything that you want to see is within walking distance, so you can leave the car in the parking lot. The check-in and check-out process was very easy. All in all, we had a lovely time and immediately felt at home. There is no way the property could improve. It was excellent! Don't change anything! Regarding activities we enjoyed very much just walking aroung old Key West, where every single house is so beautiful. We also took a tour on the conch train, which was very informative, visited the Audubon and Hemmingway houses, the shipwreck and butterfly museum. We loved to dine at Caroline's and the Hard Rock Caf. We also took a boat tour to the dolphins and snokeled the reef. I would recommend this vacation and especially this property to all my friends!

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2 Bed
1 Bath
Sleeps 4

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SEAPORT SANCTUARY ~ Romantic!

SEAPORT SANCTUARY ~ Cozy 1B Cottage with a Heated Pool That is Located in the Seaport District!

Location

308 Margaret Street #3
33040 Key West , FL
United States
24° 33' 38.34" N, 81° 47' 59.46" W
See map: Google Maps
Florida US

SEAPORT SANCTUARY ~ Romantic!

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February Warmth

Reviewed by George W. on 2019-03-03
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Been coming to Key West for years for February to break p winter
Manager response on 2019-03-04 - Response from Best of Key West Rentals
Dear George, Thank you for your review on your recent stay at Seaport Sanctuary. We are so happy to hear that you had another wonderful visit in Key West. We loved having you as our guest and hope to see you again soon in Paradise! Best Regards, Wendy Zintsmaster and Team

Living the Key West Life

Reviewed by Lottie B. on 2019-04-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
I’ve been coming down to Key West for the past twenty years and have rented many houses over this time. Over the years, we have stayed in the Seaport area since this feels more like a way of life and not just a few days of vacation. This particular rental location was fabulous! A one-bedroom big enough for 2-3 people with all the necessary amenities. We used the gas BBQ and shared pool many times during our stay. Upon our arrival, everything was clean and easy to access all areas. Since we rented for one month, the scheduled mid-cleanup gave us more time to use the pool.
These units are individually owned so some owners are always around if you need information about the area and what is available to you as “A Local”. People are always friendly in Key West. This goes without saying, the staff at Best of Key West Rentals is wonderful. They are all very professional, helpful and understanding. During our stay, the A/C stopped working on a Sunday evening. We called our management staff and they had someone there within an hour, who was also able to fix our problem. Staff informed us every step of the way about what to do upon arrival and departure.
We would definitely recommend this property and any other properties which are managed by Best of Key West Rentals.
Manager response on 2019-04-08 - Response from Best of Key West Rentals
Dear Lottie, Thank you for your wonderful 5 star review on Seaport Sanctuary! We are so thrilled that you loved this incredible vacation rental in the Seaport area of Key West. The amenities and location of this home made for a perfect Key West retreat. We appreciate you being so understanding of the a/c issue and allowing us to rectify the issue quickly. We look forward to your next return to Key West! Best Regards, Wendy Zintsmaster and Team

Back in Key West

Reviewed by Wlliam H. on 2024-06-29
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
I was back to this place for the second time, and it was wonderful like before. the location is great close enough to get where you want on foot but far enough away to be quiet. Everything was clean and in good shape. Everyone including Whitney was great and very accommodating, even special needs. I am looking forward to coming back and would recommend it to anyone. Willim
Manager response on 2024-06-30 - Response from Best of Key West Rentals
Thank you for your review William, we are so glad the property met your needs while staying with us. We look forward to your next stay with us, thank you for being our guest!

My 3rd. Time

Reviewed by Wlliam H. on 2025-01-12
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This was my 3rd.time staying here. As always the place was great, the location is wonderful and I would recommend it to everyone. This time I want to go over the staff, Kim, Melanie and especially Whitney were fantastic.The wi-fi started to act up on a Friday. I let them know thinking it would be Monday before anyone would be out. They came right out and had it fixed in an hour. I was completely blown away. Then the weather started messing with my schedule with cancelled flights. They worked with the owners and were able to accommodate my changing schedule. I was really impressed. I thank all of you for everything.
Manager response on 2025-01-13 - Response from Best of Key West Rentals
Thank you for your incredible review William! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Awesome

Reviewed by vicki k. on 2020-01-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very clean,great location and good neighbors.
Manager response on 2020-01-02 - Response from Best of Key West Rentals
Dear Vicky, Thank you for your wonderful review. We are thrilled to hear how much you loved this home and we hope to see you back again soon. Best Regards, Wendy Zintsmaster and Team

A great little place!

Reviewed by Unknown on 2021-06-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We used this property for extra space for family and guests during a month's stay in Key West. It was wonderfully comfortable and quiet, while still be close to everything.
Manager response on 2021-06-16 - Response from Best of Key West Rentals
Thank you for your review Russel, we are so glad the property met your needs and your guest felt comfortable while staying with us. We hope you'll stay with us again next time you visit Key West.

seaoort snctuary

Reviewed by mary r. on 2021-07-21
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great location Perfect for one or two people
Manager response on 2021-09-03 - Response from Best of Key West Rentals
Thank you for your wonderful review. We hope to see you again soon!

Perfect location

Reviewed by Kaltra K. on 2021-09-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Super cute, cozy place, close to everything. Location was the biggest bonus during our stay. The place is small, ideal for 2 to 3 people, and is very simple. The pool is a nice extra feature, well maintained and clean. There is a grill on the side for cooking and eating outside. The owners were very responsive, and the manager of the place was most helpful with anything we needed. Made a big difference. Overall a pleasant stay.
Manager response on 2021-09-07 - Response from Best of Key West Rentals
Kaltra we are delighted you enjoyed your stay so much and look forward to welcoming you again next time you visit the island!

Best Find in Key West

Reviewed by Julie K. on 2022-01-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We were blown away by this little gem. Perfect location. Easy walk and bike to anywhere on the island. We did have a car and had NO problem finding street parking although you really don't need a car. Rental contact is spot on and quick to respond. Nicest people you will ever meet.
Manager response on 2022-01-11 - Response from Best of Key West Rentals
Thank you for this wonderful review Julie we are thrilled you enjoyed your stay and hope to host you again next time you visit the island!

Great little cottage! Privacy in the middle of the action!

Reviewed by Unknown on 2023-11-28
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
I would stay again. I spent the month in this cottage and loved almost every minute. One issue during the stay and the rental company fixed it immediately!!! Five stars!
Manager response on 2023-12-04 - Response from Best of Key West Rentals
Thank you for your fantastic review Robert. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Key West Month

Reviewed by Wlliam H. on 2024-01-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
My stay was wonderful, really comfortable, great location, far enough away to be quiet but close enough to walk anywhere in minutes. Whitney and the staff wre very helpful.
Manager response on 2024-01-08 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay William. We are so glad that you enjoyed your time spent at Seaport Sanctuary. We hope to welcome you again next time you need some Key West Sunshine!

Seaport Sanctuary

Reviewed by STEVE S. on 2024-04-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Everything went smoothly. Whitney responded to anything we needed. The neighborhood was friendly Good location and had a very nice cat, Woody.
Manager response on 2024-04-17 - Response from Best of Key West Rentals
Thank you for this great review Steve! We are thrilled you enjoyed the property and hope to host you again in the future!

SEAPORT SANCTUARY ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!

Unit Code: SY

SEAPORT SANCTUARY ~ Romantic!

SEAPORT SANCTUARY ~ Cozy 1B Cottage with a Heated Pool That is Located in the Seaport District!
A QUIET BUNGALOW IN THE HISTORIC SEAPORT... Private one bedroom home in the heart of Old Town.  A great place for a couple's getaway where you can live like a local.  Located in a serene setting off the main streets and surrounded by other "cigar" cottages.  A shared, heated, community pool is a great place to cool off or sit and enjoy a cocktail. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE FURNISHINGS... Newly decorated throughout with the feel of home.  Nicely equipped kitchen to cook your favorite meals.  There is a high top table with storage for wine glasses galore so our wine lover won't run out!  Flat screen tvs in both the living room and bedroom.   SLEEPING ARRANGEMENTS..... Queen bedroom just beyond the living area also has a separate entrance to the house for a quiet couple's hideaway.  Queen size pull out couch in the living room to accommodate your overnight guests. DETAILS AND AMENITIES... You are next door to one of Key West's favorite diners, Harpoon Harry's.  You are just a across the street from the Historic Seaport with all of their quaint shops and restaurants.  Walk just down the street to and hop on a sunset cruise or water excursions! Explore the island and really get the feel for being a local. Youtube TV is provided for your enjoyment on lazy days inside. POOL AND OUTDOOR LIVING... Enjoy the quiet and hidden community pool with lounge chairs to relax.  You have an outdoor patio area next to the cottage with a gas grill so you can dine alfresco. Pets are not considered at this home. PETS... This is not a pet-friendly home. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable) PARKING... This home does not have designated parking but there is on street parking in the surrounding neighborhood.  Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily and monthly rates, and is only 1 block away. BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception. CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival! CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund. Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s). GREAT LOCATION!
December 2025
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DatesPrice
12/12/2025 - 12/31/2025$119 /nt
01/01/2026 - 01/31/2026$215 /nt
02/01/2026 - 02/28/2026$245 /nt
03/01/2026 - 03/31/2026$204 /nt
04/01/2026 - 04/30/2026$179 /nt
05/01/2026 - 09/30/2026$125 /nt
10/01/2026 - 10/31/2026$143 /nt
11/01/2026 - 11/30/2026$179 /nt
12/01/2026 - 12/12/2026$197 /nt
4.8125
(16 Review)

My 3rd. Time

December 2024
, North Chestrfield , VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was my 3rd.time staying here. As always the place was great, the location is wonderful and I would recommend it to everyone. This time I want to go over the staff, Kim, Melanie and especially Whitney were fantastic.The wi-fi started to act up on a Friday. I let them know thinking it would be Monday before anyone would be out. They came right out and had it fixed in an hour. I was completely blown away. Then the weather started messing with my schedule with cancelled flights. They worked with the owners and were able to accommodate my changing schedule. I was really impressed. I thank all of you for everything.

Manager's Response

Thank you for your incredible review William! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

Back in Key West

May 2024
, North Chestrfield , VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I was back to this place for the second time, and it was wonderful like before. the location is great close enough to get where you want on foot but far enough away to be quiet. Everything was clean and in good shape. Everyone including Whitney was great and very accommodating, even special needs. I am looking forward to coming back and would recommend it to anyone. Willim

Manager's Response

Thank you for your review William, we are so glad the property met your needs while staying with us. We look forward to your next stay with us, thank you for being our guest!

Seaport Sanctuary

March 2024
, Portland, OR United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything went smoothly. Whitney responded to anything we needed. The neighborhood was friendly Good location and had a very nice cat, Woody.

Manager's Response

Thank you for this great review Steve! We are thrilled you enjoyed the property and hope to host you again in the future!

Seaport Sanctuary

March 2024
, Portland, OR United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything went smoothly. Whitney responded to anything we needed. The neighborhood was friendly Good location and had a very nice cat, Woody.

Manager's Response

Thank you for this great review Steve! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West Month

December 2023
, North Chestrfield , VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My stay was wonderful, really comfortable, great location, far enough away to be quiet but close enough to walk anywhere in minutes. Whitney and the staff wre very helpful.

Manager's Response

Thank you for your feedback on your recent stay William. We are so glad that you enjoyed your time spent at Seaport Sanctuary. We hope to welcome you again next time you need some Key West Sunshine!

Key West Month

December 2023
, North Chestrfield , VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My stay was wonderful, really comfortable, great location, far enough away to be quiet but close enough to walk anywhere in minutes. Whitney and the staff wre very helpful.

Manager's Response

Thank you for your feedback on your recent stay William. We are so glad that you enjoyed your time spent at Seaport Sanctuary. We hope to welcome you again next time you need some Key West Sunshine!

Great little cottage! Privacy in the middle of the action!

October 2023
, Westerville, OH United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

I would stay again. I spent the month in this cottage and loved almost every minute. One issue during the stay and the rental company fixed it immediately!!! Five stars!

Manager's Response

Thank you for your fantastic review Robert. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Great little cottage! Privacy in the middle of the action!

October 2023
, Westerville, OH United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

I would stay again. I spent the month in this cottage and loved almost every minute. One issue during the stay and the rental company fixed it immediately!!! Five stars!

Manager's Response

Thank you for your fantastic review Robert. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Best Find in Key West

December 2021
, Traverse City, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We were blown away by this little gem. Perfect location. Easy walk and bike to anywhere on the island. We did have a car and had NO problem finding street parking although you really don't need a car. Rental contact is spot on and quick to respond. Nicest people you will ever meet.

Manager's Response

Thank you for this wonderful review Julie we are thrilled you enjoyed your stay and hope to host you again next time you visit the island!

Perfect location

July 2021
, Dorchester, MA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Super cute, cozy place, close to everything. Location was the biggest bonus during our stay. The place is small, ideal for 2 to 3 people, and is very simple. The pool is a nice extra feature, well maintained and clean. There is a grill on the side for cooking and eating outside. The owners were very responsive, and the manager of the place was most helpful with anything we needed. Made a big difference. Overall a pleasant stay.

Manager's Response

Kaltra we are delighted you enjoyed your stay so much and look forward to welcoming you again next time you visit the island!

seaoort snctuary

June 2021
, highland hgts, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Great location Perfect for one or two people

Manager's Response

Thank you for your wonderful review. We hope to see you again soon!

A great little place!

May 2021
, Alexandria, VA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We used this property for extra space for family and guests during a month's stay in Key West. It was wonderfully comfortable and quiet, while still be close to everything.

Manager's Response

Thank you for your review Russel, we are so glad the property met your needs and your guest felt comfortable while staying with us. We hope you'll stay with us again next time you visit Key West.

Awesome

December 2019
, Sugar Creek, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very clean,great location and good neighbors.

Manager's Response

Dear Vicky,


Thank you for your wonderful review. We are thrilled to hear how much you loved this home and we hope to see you back again soon.


Best Regards,


Wendy Zintsmaster and Team

Living the Key West Life

March 2019
, Chicago, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I’ve been coming down to Key West for the past twenty years and have rented many houses over this time. Over the years, we have stayed in the Seaport area since this feels more like a way of life and not just a few days of vacation. This particular rental location was fabulous! A one-bedroom big enough for 2-3 people with all the necessary amenities. We used the gas BBQ and shared pool many times during our stay. Upon our arrival, everything was clean and easy to access all areas. Since we rented for one month, the scheduled mid-cleanup gave us more time to use the pool.
These units are individually owned so some owners are always around if you need information about the area and what is available to you as “A Local”. People are always friendly in Key West. This goes without saying, the staff at Best of Key West Rentals is wonderful. They are all very professional, helpful and understanding. During our stay, the A/C stopped working on a Sunday evening. We called our management staff and they had someone there within an hour, who was also able to fix our problem. Staff informed us every step of the way about what to do upon arrival and departure.
We would definitely recommend this property and any other properties which are managed by Best of Key West Rentals.

Manager's Response

Dear Lottie,


Thank you for your wonderful 5 star review on Seaport Sanctuary! We are so thrilled that you loved this incredible vacation rental in the Seaport area of Key West. The amenities and location of this home made for a perfect Key West retreat. We appreciate you being so understanding of the a/c issue and allowing us to rectify the issue quickly. We look forward to your next return to Key West!


Best Regards,


Wendy Zintsmaster and Team

February Warmth

February 2019
, Easton, PA US

Overall
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Been coming to Key West for years for February to break p winter

Manager's Response

Dear George,


Thank you for your review on your recent stay at Seaport Sanctuary. We are so happy to hear that you had another wonderful visit in Key West. We loved having you as our guest and hope to see you again soon in Paradise!


Best Regards,


Wendy Zintsmaster and Team

Great stay!

September 2017

Overall
5

Great little house, and grounds. The location is great, and is easy to get anywhere on the island you need to. We had one issue with the A/C during our stay, but Brian the property manager had it taken care of within 2 hours. We had an excellent stay, and would return again.

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1 Bed
1 Bath
Sleeps 4

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