LA CASA ROSADA ~ Pretty in Pink!

LA CASA ROSADA ~ Adorable & Perfectly Located 2 BR, 2.5 Ba Bahama Village Home w/ Private Hot Tub and Steps to Everything!

Location

1103 Thomas St.
33040 Key West , FL
United States
24° 32' 55.428" N, 81° 48' 2.088" W
See map: Google Maps
Florida US

LA CASA ROSADA ~ Pretty in Pink!

Request More Information

Excellent Company with Beautiful Properties

Reviewed by Lisa R. on 2024-10-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Amazing Best company I have have ever rented from in 20yrs of traveling. Beautiful places with everything you need to enjoy your vacation. Just bring your swing suit and clothes!
Manager response on 2024-10-07 - Response from Best of Key West Rentals
Thank you for your fantastic review Lisa. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Lovely spot

Reviewed by Unknown on 2024-11-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The house is nice, very clean, and in great condition in an excellent location.
Manager response on 2024-11-18 - Response from Best of Key West Rentals
Thank you for your wonderful review Lori. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

LA CASA ROSADA ~ Perfectly Located 2 BR, 2.5 Ba Home w/ Private Hot Tub!

Unit Code: LR

LA CASA ROSADA ~ Pretty in Pink!

LA CASA ROSADA ~ Adorable & Perfectly Located 2 BR, 2.5 Ba Bahama Village Home w/ Private Hot Tub and Steps to Everything!
YOUR ISLAND TREASURE AWAITS... This cozy 2 bedroom 2.5 bath island sanctuary is nestled in the charming area of Bahama Village, a community known for its colorful Bahamian-style architecture and panoramic water views from the 19th century Key West Lighthouse. Enjoy close proximity to many popular open-air restaurants serving island-inspired fare, coconut-laden cocktails and live music. This home provides every creature comfort you'll need and is a short distance from lively Duval Street and sun-drenched beaches. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... As you enter this adorable pink retreat, the cozy living area greets you and invites you to kick off your sandals and stay a while. A comfy sleeper couch and cushioned seating envelops you while you enjoy diversion on the large wall-mounted tv and cool off from your day's adventures in paradise. Continue down the hallway where you'll find a laundry closet and a powder room for your comfort and convenience, then enter the dine-in kitchen (table for 4) and enjoy meal prep in this clean and fully equipped and stocked kitchen. This property is equipped with a Ring Doorbell located next to the front door of the home. SLEEPING ARRANGEMENTS... Travel upstairs where you'll find two bedrooms, each with their own private shower bathroom. The primary features a king bed and the second bedroom offers a queen. Both are equipped with wall-mounted tvs and storage closets for your belongings. OUTDOOR LIVING... You will love the quaint side yard hangout that offers a private hot tub, sunbathing loungers, an outside shower and 4 bicycles. A small porch gives entry to the kitchen area. PETS... Pets are considered and a pet fee is required. Please leave the size and breed in the comments when inquiring. 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... Enjoy the convenience of an off street graveled parking space for 1 vehicle. 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). SUN-FILLED PLEASURES AWAIT YOU....
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 06/30/2026$143 /nt
07/01/2026 - 07/31/2026$179 /nt
08/01/2026 - 09/30/2026$161 /nt
10/01/2026 - 10/31/2026$215 /nt
11/01/2026 - 11/30/2026$233 /nt
12/01/2026 - 12/31/2026$250 /nt
01/01/2027 - 01/31/2027$411 /nt
02/01/2027 - 02/28/2027$429 /nt
03/01/2027 - 03/31/2027$411 /nt
04/01/2027 - 04/30/2027$233 /nt
05/01/2027 - 05/29/2027$179 /nt
5.0000
(6 Review)

Lovely spot

November 2024
, Sugarloaf Key, FL US

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

The house is nice, very clean, and in great condition in an excellent location.

Manager's Response

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

Excellent Company with Beautiful Properties

October 2024
, United States

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

Amazing Best company I have have ever rented from in 20yrs of traveling. Beautiful places with everything you need to enjoy your vacation. Just bring your swing suit and clothes!

Manager's Response

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

Perfection!

February 2024

Overall
5

We already loved Key West but this home was so inviting, it made our stay so enjoyable! The location is perfect.The only time we got in the car was to get visitors from the airport! We were able to walk everywhere from Mallory to the Southernmost Point, to Ft Zach State Park and the entire waterfront area. The bikes made for some fun afternoons as well! The home was well equipped and very comfortable. Great workspace for remote work as well.The side garden area was fantastic for morning coffee, a read in the shade and cool evening hot tubs! The neighborhood pool is only 2 blocks away and was a great spot for a cooling off. We would absolutely love to stay here again.

Manager's Response

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

Best Location!

May 2023
, New Jersey

Overall
5

The Pink House on Thomas Street is definitely worth the stay! It is centrally located from all major spots. 20 minute walk to Fort Zachary Beach and 5 minutes to Southernmost Point!The house itself is stylish and well maintained.The hot tub at the house was amazing after a long day of shopping and fun on Duval Street.The community pool is steps away from the house and there is great dining options right down the street. Next time my family is back in Key West, we will be staying at the Pink House!

Manager's Response

Thank you for your wonderful review Michael. It was a pleasure hosting you and we can't wait to welcome you again next time you visit paradise!

True Island Vibe

April 2023
, Pennsylvania

Overall
5

Loved staying at La Casa Rosada! It is in the perfect location, great neighborhood and super close to everything! The house is decorated so nicely and has every accommodation available!Bikes, hot tub, relaxing fire pit! Truly achieved that relaxing, island vibe that I was seeking!With two full main bathrooms, perfect place for two couples to share! Hot tub was amazing! We will definitely be heading back again soon!!

Manager's Response

Thank you for this wonderful review Courtney, 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.

Close to the beach

March 2023
, Virginia

Overall
5

This house is the perfect getaway! The owners have provided everything you need to enjoy your time in Key West. We were able to drop off our luggage and quickly take off on the bikes and explore. The location is perfect as well. A quick bike ride to a local beach was almost a daily event. We would then return and relax in the private yard. The home itself has all the best amenities - with a true Key West vibe.It's all the extras that make this place special!We will be back!

Manager's Response

Thank you for your wonderful review Lillie. It was a pleasure hosting you and we look forward to welcoming you again next time you visit paradise!

Leave a Review
2 Bed
2.5 Baths
Sleeps 6

Search Availability

THE SWEET LIFE ~ Treat Yourself!

THE SWEET LIFE ~ Pet Friendly, Adorable and Perfectly Located 2 BR/1 Ba Condo Just Steps to Everything w/ Community Pool!

Location

204-2 Southard St.
33040 Key West , FL
United States
24° 33' 8.496" N, 81° 48' 17.2584" W
See map: Google Maps
Florida US

THE SWEET LIFE ~ Treat Yourself!

Request More Information

Excellent

Reviewed by Jim M. on 2023-07-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Location was 2 short blocks from Duval at Southard. Gated condo community with lush landscaping. Fenced deck and rear courtyard area. Shared front porch with settee. Inside, all the amenities of home. Melanie was wonderful. Love Marcella who caretakes the outside. Will absolutely stay here again.
Manager response on 2023-12-13 - Response from Best of Key West Rentals
Thank you for this wonderful review Jim, 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.

Truman VRBO

Reviewed by Unknown on 2023-11-14
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great location
Manager response on 2023-12-13 - 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 Denise. We hope you'll stay with us again next time you visit!

Just super in every way.

Reviewed by Louise C. on 2025-09-29
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
From booking, to staying, to memories made, just a wonderful property. A very pretty property..beautifully presented and spotlessly clean. The bed was so comfortable and lovely quality bedding. The Sweet Life provided everything we needed. We loved the location too... really quiet and peaceful with a well kept private terrace and great pool area but also within a few minutes walk to bars, restaurants and the park. We hired bikes and cycled to the beach too...
Best of Key West were always there to help if we had any questions. Will be back for sure X
Manager response on 2025-09-30 - Response from Best of Key West Rentals
Louise,your kind words mean the world to us! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.

Awesome Retreat!

Reviewed by Carol M. on 2025-11-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great location that felt like home away from home!
Manager response on 2025-11-12 - Response from Best of Key West Rentals
Carol, we’re so glad you had a great time with us, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.

Best Month In Paradise

Reviewed by Kimberlee K. on 2024-03-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great location. Car not needed within walking distance to everything. Property was clean and appointed with things needed to make your stay comfortable. The property manager took care of any questions that we had.
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for your review. We are so thrilled to hear how much you loved this home and hope to see you again!

Wonderful Accomodations in a Prime Location

Reviewed by Thomas T. on 2024-03-14
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
What a wonderful experience we had here at The Sweet Life. This was our first stay at the Shipyard and certainly won't be our last. Thank you to our wonderful host, Melanie for all your help in making our stay so enjoyable.
Manager response on 2024-07-18 - 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!

March birthday trip

Reviewed by Christian C. on 2024-03-25
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The rental was very clean, organized, and had a fully equipped kitchen. The deck and porch are were very clean and well maintained. The pool is clean and close to the unit. The beach and park are just a short walk from the rental. The check out instructions were clear and easy to follow. Parking was close to the unit and all of the codes were given prior to arrival, which made it very easy. The host was easily accessible through a text and a quick response to each inquiry.
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for this great review Christian! We are thrilled you enjoyed the property and hope to host you again in the future!

Last Vacation to Key West

Reviewed by Cecile F. on 2024-04-29
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We rented the Condo at Shipyard because of the walkability factor. It was cozy and sufficient for a 1 week stay. It was clean and nicely decorated. We came to Key West to purchase a house, which we did, so we are now on our way to becoming Freshwater Conch's. I texted with Melanie and communication with her was great. So nice! I did use the pool at Shipyard which was nice. This is a two bedroom with queen beds and one bath so great for a family for a relaxing vacay! Thanks Melanie... It will be great to meet you!
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for your fantastic review Cecile. It was a pleasure hosting you and we look forward to sharing this beautiful island now that you were promoted to the local's club! Welcome Home!

Best Rental

Reviewed by Susan N. on 2024-09-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This is the best rental I've ever had! Just the right size for 2 sisters looking for a little getaway. Great location within walking distance of almost everything on the lower half of the island. The beds were comfy, the kitchen well-equipped, and a nice living area to watch movies in at the end of a busy, sunny day. Everything was nice and clean and in good order. The unit had a washer/dryer and beach towels and plenty of linens were furnished. We are looking forward to renting again in the future.
Manager response on 2025-04-22 - Response from Best of Key West Rentals
Wow! Susa, thank you so much for the glowing review! We're absolutely thrilled to hear this was the best rental you’ve ever had. It sounds like you and your sister made the most of your getaway, and we’re so glad the space, amenities, and location suited you perfectly. We truly appreciate your kind words and can’t wait to welcome you back for another stay in the future!

Our place was great! Near everything we wanted to see.

Reviewed by Linda C. on 2024-10-22
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Place was as shown on pictures, clean and great location.
Manager response on 2025-04-22 - Response from Best of Key West Rentals
Linda we are so glads you enjoyed the location of the condo so much. We hope to welcome you again soon!

Very nice condo.

Reviewed by Matthew V. on 2025-02-13
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice place, as described. Quiet, Very convenient location.
Manager response on 2025-04-22 - Response from Best of Key West Rentals
Matthew, thank you for your feedback! We’re so glad to hear you enjoyed the quiet atmosphere and convenient location. It’s great to know everything met your expectations. We hope to welcome you back again soon!

Liven it up at The Sweet Life

Reviewed by Kimberlee K. on 2025-03-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We spent the month of February in 2024 and 2025 in this location. We are booked for 2026 also. The location is perfect to get to anywhere in Key West on foot, there’s also a shuttle called the Duval Loop which will take you anywhere free on the island. The property is appointed with everything you need. The condo was very clean. Any questions we had the property manager was very attentive. We can’t wait to get back to Paradise in 2026.
Manager response on 2025-04-22 - Response from Best of Key West Rentals
Thank you so much for your kind words Kimberlee and for being such a loyal guest! We're thrilled to hear that you’ve enjoyed both of your February stays and already have 2026 on the calendar, that means the world to us. It’s great to know the location, amenities, and cleanliness met your expectations, and that our team was able to assist you when needed. We can’t wait to welcome you back to your slice of Paradise in 2026!

THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool!

Unit Code: SWE

THE SWEET LIFE ~ Treat Yourself!

THE SWEET LIFE ~ Pet Friendly, Adorable and Perfectly Located 2 BR/1 Ba Condo Just Steps to Everything w/ Community Pool!
PLEASE BE ADVISED IF BOOKING THIS UNIT FOR AUGUST 2026: The Shipyard Pool will be closed starting August 1, 2026, for the Pool Deck Replacement Project. The HOA expects the project to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. There is no other pool available at the Shipyard, so we have adjusted our rates to offset the inconvenience. CUTE CONDO IN STEPS FROM IT ALL… This 2 bedroom, 1 bath ground level flat is located in The Shipyard, a neighborhood of the coveted Truman Annex in the heart of Old Town Key West! You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! Throw your cares to the wind as you unwind in this charming, tree-shrouded neighborhood with walking paths and lanes. This cozy downstairs unit has everything you'll need for your stay in paradise! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... Enter through the white picket fence and you are greeted by a lovely front porch with sitting area where you can sip coffee and plan your island adventures for the day. The flowing floor plan offers a spacious and lovely living and dining area that offer rest and relaxation after a day in the sultry sun and balmy breezes of the island. Whip up your favorite recipes in the fully equipped and stocked kitchen that overlooks the living area. A dining table for 4 sits next to the kitchen where you can enjoy cozy meals with your loved ones. A comfy couch, plush cushioned chairs and smart tv in the living area provide the perfect resting spot for bingeing on your latest shows and movies. A stacked laundry closet sits just off the living area for your convenience. Open the French Doors to your sweet backyard oasis. SLEEPING ARRANGEMENTS… The first queen bedroom is on the left as you enter the home. It offers a spacious hanging closet, smart tv, and a clothing dresser for your belongings. The primary bedroom also has a queen bed, smart tv, large hanging closet and clothing dresser, and is adjacent to the full bathroom, where you can wash off the day in the shower/tub combination. OUTDOOR LIVING… The Shipyard offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Open the French door in the living area to the delightful private deck, a shaded retreat outfitted for unwinding and refreshment. 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 a pet friendly home with a required pet fee. Please include the size and breed when inquiring. 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). 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. 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! YOUR SWEET RETREAT...
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 05/31/2026$143 /nt
06/01/2026 - 06/30/2026$115 /nt
07/01/2026 - 07/31/2026$125 /nt
08/01/2026 - 09/30/2026$150 /nt
10/01/2026 - 10/31/2026$188 /nt
11/01/2026 - 11/30/2026$215 /nt
12/01/2026 - 12/31/2026$304 /nt
01/01/2027 - 03/31/2027$358 /nt
04/01/2027 - 04/30/2027$268 /nt
05/01/2027 - 05/29/2027$150 /nt
4.9167
(12 Review)

Awesome Retreat!

October 2025
, Cocoa, FL United States

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

Great location that felt like home away from home!

Manager's Response

Carol, we’re so glad you had a great time with us, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.

Just super in every way.

September 2025
, United States

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

From booking, to staying, to memories made, just a wonderful property. A very pretty property..beautifully presented and spotlessly clean. The bed was so comfortable and lovely quality bedding. The Sweet Life provided everything we needed. We loved the location too... really quiet and peaceful with a well kept private terrace and great pool area but also within a few minutes walk to bars, restaurants and the park. We hired bikes and cycled to the beach too...
Best of Key West were always there to help if we had any questions. Will be back for sure X

Manager's Response

Louise,your kind words mean the world to us! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.

Liven it up at The Sweet Life

February 2025
, Newport, KY Unknown

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

We spent the month of February in 2024 and 2025 in this location. We are booked for 2026 also. The location is perfect to get to anywhere in Key West on foot, there’s also a shuttle called the Duval Loop which will take you anywhere free on the island. The property is appointed with everything you need. The condo was very clean. Any questions we had the property manager was very attentive. We can’t wait to get back to Paradise in 2026.

Manager's Response

Thank you so much for your kind words Kimberlee and for being such a loyal guest! We're thrilled to hear that you’ve enjoyed both of your February stays and already have 2026 on the calendar, that means the world to us. It’s great to know the location, amenities, and cleanliness met your expectations, and that our team was able to assist you when needed. We can’t wait to welcome you back to your slice of Paradise in 2026!

Very nice condo.

November 2024
, Fitchburg, WI US

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

Very nice place, as described. Quiet, Very convenient location.

Manager's Response

Matthew, thank you for your feedback! We’re so glad to hear you enjoyed the quiet atmosphere and convenient location. It’s great to know everything met your expectations. We hope to welcome you back again soon!

Our place was great! Near everything we wanted to see.

October 2024
, Batavia, IL US

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

Place was as shown on pictures, clean and great location.

Manager's Response

Linda we are so glads you enjoyed the location of the condo so much. We hope to welcome you again soon!

Best Rental

August 2024
, Chattanooga, TN US

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

This is the best rental I've ever had! Just the right size for 2 sisters looking for a little getaway. Great location within walking distance of almost everything on the lower half of the island. The beds were comfy, the kitchen well-equipped, and a nice living area to watch movies in at the end of a busy, sunny day. Everything was nice and clean and in good order. The unit had a washer/dryer and beach towels and plenty of linens were furnished. We are looking forward to renting again in the future.

Manager's Response

Wow! Susa, thank you so much for the glowing review! We're absolutely thrilled to hear this was the best rental you’ve ever had. It sounds like you and your sister made the most of your getaway, and we’re so glad the space, amenities, and location suited you perfectly. We truly appreciate your kind words and can’t wait to welcome you back for another stay in the future!

Last Vacation to Key West

April 2024
, Pompano Beach, FL US

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

We rented the Condo at Shipyard because of the walkability factor. It was cozy and sufficient for a 1 week stay. It was clean and nicely decorated. We came to Key West to purchase a house, which we did, so we are now on our way to becoming Freshwater Conch's. I texted with Melanie and communication with her was great. So nice! I did use the pool at Shipyard which was nice. This is a two bedroom with queen beds and one bath so great for a family for a relaxing vacay! Thanks Melanie... It will be great to meet you!

Manager's Response

Thank you for your fantastic review Cecile. It was a pleasure hosting you and we look forward to sharing this beautiful island now that you were promoted to the local's club! Welcome Home!

March birthday trip

March 2024
, Moundsville, WV US

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

The rental was very clean, organized, and had a fully equipped kitchen. The deck and porch are were very clean and well maintained. The pool is clean and close to the unit. The beach and park are just a short walk from the rental. The check out instructions were clear and easy to follow. Parking was close to the unit and all of the codes were given prior to arrival, which made it very easy. The host was easily accessible through a text and a quick response to each inquiry.

Manager's Response

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

Wonderful Accomodations in a Prime Location

February 2024
, Algona, IA US

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

What a wonderful experience we had here at The Sweet Life. This was our first stay at the Shipyard and certainly won't be our last. Thank you to our wonderful host, Melanie for all your help in making our stay so enjoyable.

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!

Best Month In Paradise

February 2024
, Newport, KY Unknown

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

Great location. Car not needed within walking distance to everything. Property was clean and appointed with things needed to make your stay comfortable. The property manager took care of any questions that we had.

Manager's Response

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

Truman VRBO

November 2023
, Vero, FL US

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

Great location

Manager's Response

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

Excellent

July 2023
, Palm Bay, FL US

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

Location was 2 short blocks from Duval at Southard. Gated condo community with lush landscaping. Fenced deck and rear courtyard area. Shared front porch with settee. Inside, all the amenities of home. Melanie was wonderful. Love Marcella who caretakes the outside. Will absolutely stay here again.

Manager's Response

Thank you for this wonderful review Jim, 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
2 Bed
1 Bath
Sleeps 4

Search Availability

ANCHORS AWAY ~ Blissful!

ANCHORS AWAY ~ Cheerful 1 Bedroom, 1 Bath with Private Hot Tub Condo in The Meadows!

Location

707 Florida St.
33040 Key West , FL
United States
24° 33' 35.01" N, 81° 47' 28.104" W
See map: Google Maps
Florida US

ANCHORS AWAY ~ Blissful!

Request More Information

Thank you

Reviewed by Angelae W. on 2024-05-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very Nice place...Dan the property manager was awesome.
Manager response on 2024-05-20 - Response from Best of Key West Rentals
Thank you Michael for this short and sweet review, it was such a pleasure hosting you this year! We hope to welcome you again in Key West soon!

ANCHORS AWAY ~ Cheerful 1 BR, 1 Ba Condo with Private Hot Tub in The Meadows!

Unit Code: AA

ANCHORS AWAY ~ Blissful!

ANCHORS AWAY ~ Cheerful 1 Bedroom, 1 Bath with Private Hot Tub Condo in The Meadows!
CLASSIC AND COZY... Exhale your worries away as you approach this delightful condo, one of four that are situated inside the Mahogany House, surrounded by the shade of Spanish lime trees and classic balustrades that confirm you've finally arrived in Key West. Located on a quiet corner of The Meadows community, you are within biking and walking distance to all of Old Town as well as the Garrison Bight waterfront for exciting boating adventures. ***GUESTS MUST BE 25 YEARS OF AGE OR OLDER DETAILS AND AMENITIES… Enter through your private entrance into this open and inviting pied a terre. Sink down into the comfortable furnishings of the living area and enjoy your favorite movie on the large wall-mounted TV or fall asleep reading your favorite novel as the sultry sunshine warms you through the large French doors that lead to your backyard oasis. The living area opens to the spacious and well-appointed kitchen, equipped with butcher block counters, stainless appliances and all of the culinary tools you need to create a fabulous meal. A table for 4 in the spacious kitchen invites you and your loved ones to dine in cozy comfort. Wash the day off in the renovated bathroom with a double sink vanity and glass-door shower. A separate laundry room with built-in cabinetry offers additional storage space for your essentials. A separate 108 square foot cottage lies in the backyard for your al fresco enjoyment (it is not air-conditioned), and has a sofa. SLEEPING ARRANGEMENTS… The charming king bedroom will soothe your senses, inviting you to rest after your day of fun and frivolity. Two large windows allow abundant tropical sunshine to brighten your mood and wake you for another day in paradise. A large wall-mounted TV tempts you to nestle down in your plush bedding for bingeworthy tv viewing. A sofa sleeper resides in the living area so you can invite friends or family to join you. OUTDOOR LIVING… Carry your iced and crafted cocktail out to your private backyard hideaway with ample outdoor seating and lush landscaping. This outdoor gem comes complete with an outdoor fire table, hot tub and open-air shower. Let the swaying palms and cooling breezes carry you away from the real world. You'll want to stay a while at this small but mighty jewel! 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. PETS... Dogs are considered at 45 lb. or less and a maximum of 2 per the HOA of the property. 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. 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). YOU DESERVE TO BE HERE...
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 06/30/2026$108 /nt
07/01/2026 - 07/31/2026$115 /nt
08/01/2026 - 09/30/2026$125 /nt
10/01/2026 - 10/31/2026$136 /nt
11/01/2026 - 11/30/2026$179 /nt
12/01/2026 - 12/31/2026$188 /nt
01/01/2027 - 03/31/2027$233 /nt
04/01/2027 - 04/30/2027$150 /nt
05/01/2027 - 05/29/2027$136 /nt
5.0000
(3 Review)

Thank you

April 2024
, United States

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

Very Nice place...Dan the property manager was awesome.

Manager's Response

Thank you Michael for this short and sweet review, it was such a pleasure hosting you this year! We hope to welcome you again in Key West soon!

Thank you

April 2024
, United States

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

Very Nice place...Dan the property manager was awesome.

Manager's Response

Thank you Michael for this short and sweet review, it was such a pleasure hosting you this year! We hope to welcome you again in Key West soon!

Thank you

April 2024
, United States

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

Very Nice place...Dan the property manager was awesome.

Manager's Response

Thank you Michael for this short and sweet review, it was such a pleasure hosting you this year! We hope to welcome you again in Key West soon!

Leave a Review
1 Bed
1 Bath
Sleeps 4

Search Availability

WALKING ON SUNSHINE ~ Feels Good!

WALKING ON SUNSHINE ~ Centrally Located 3 BR, 3 Ba Home w/ Private Heated Pool & Parking!

Location

1609 Flagler Ave.
33040 Key West , FL
United States
24° 33' 13.284" N, 81° 46' 56.8704" W
See map: Google Maps
Florida US

WALKING ON SUNSHINE ~ Feels Good!

Request More Information

Family trip to paradise

Reviewed by Nick O. on 2024-08-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
An exciting experience to live the key west lifestyle. The home exceeded our expectations... a great layout, including a pool that is larger than most. I was able to work in the home office on the 2nd floor while the family chilled out back, enjoyed mango's onsite, rode bikes around the island, and brought fish home from a deep sea adventure. Easy walking distance to grocery, breakfast, and a wonderful food truck. Overall, a clean, maintained property.
Manager response on 2024-08-08 - Response from Best of Key West Rentals
Thank you for your fantastic review Nick. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Wonderful Rental

Reviewed by ron n. on 2025-05-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had a wonderful time from the moment we arrived through the last day of our stay. The rental was bright, airy, spacious and very clean. For us the location was perfect. Away from the hustle and bustle of Duval, with just a short $10 Uber ride to and from. The twenty-somethings were more than fine with that.
The pool was exceptional, large enough to swim laps. We never had an "iguana pool issue" as the dog kept them at bay throughout. And our dog was constantly entertained by the geckos out front. Our property manager, Shana, was competent and most friendly. This is unquestionably a 5-star rental!!! My only criticism, albeit minor, is that the pool entrance did not have a railing. Needing a hip replacement rendered entry somewhat problematic.
Manager response on 2025-05-16 - Response from Best of Key West Rentals
Thank you so much for your wonderful review Ron! We're thrilled to hear that your stay was enjoyable from beginning to end. It’s great to know the home’s layout, cleanliness, and peaceful location worked perfectly for your group — and that the proximity to Duval Street offered the best of both worlds. We’re especially happy to hear your dog had such a great time, both as iguana-deterrent and gecko enthusiast! I’ll be sure to pass along your kind words to Shana — she’ll be delighted to hear she made a positive impression. Thank you also for your feedback regarding the pool entrance. We truly value suggestions like yours, and we’ll explore options to make access more comfortable for all guests moving forward. We’d love to welcome you back anytime, thank you for being our guest!

Gracious Key West Escape

Reviewed by Teresa R. on 2025-01-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Love the home and experience.

A few things were fixed while we were there.

Excellent parking and lovely decor.

Unfortunately the garden and pool lights never worked and impacted our overall outside experience.
Manager response on 2025-01-03 - Response from Best of Key West Rentals
Thank you for this great review Teresa! We are thrilled you enjoyed the property despite some of the outdoor lighting acting up. They are still under warranty so the manufacturer is replacing them, we really wish they would have been fast enough to complete the job during your stay. We hope to get a chance to host you again in the future! Thank you for being our guest!

Overall wonderful property!

Reviewed by David M. on 2024-03-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This is a beautiful overall property with a great property manager! The outdoor space is just as described-lush, private, beautiful lighting and pool with great grill, lounge chairs and eating area. There is a good bit of construction noise but there is a lot of construction in KW. Airplanes fly close by much of the day but we got to where we enjoyed that. The kitchen is well-appointed, bright and open with great extra appliances like Keurig, coffee maker, tea pot, blender. It has a beautiful décor and open floor plan. Added fun extras like bright beach towels, playing cards, candles, books, etc. make it very welcoming. On-site parking is a bonus but because this home is only 1/3 mile from Higgs Beach (sunrise, sunset, pickleball), a mile from Southernmost Point and 2 miles to Duvall waterfront, we only drove to pick up airport friends and groceries. Everywhere else we walked or rode bikes. It’s the BEST WAY to enjoy the wonderfully friendly, fun island.
The backyard is 5 stars! The property manager is 5 stars! The only reason we give 4 overall stars instead of 5 is because of a few issues (some rotten windows and front decking for example) that are not expected for this type of lovely property. All of the bedrooms face Flagler Ave, which is a busy street with constant lights at night so blackout curtains would greatly enhance stay.

We embraced the popular happy hours and did everything outside! Some of our faves: Two Friends, Salty Frog and Conch Republic. Santiago Bodega has wonderful food and service. Make a happy hour reservation. Antonia’s has an amazing dinner (sat at bar), Sloppy Joe’s is a must (go see our friend Larry of Sloppy Seconds). Make a reservation at Better Than Sex for dessert and Latitudes for brunch. Check out El Siboney for the Cuban, Blue Heaven for a Bacon Avocado Benedict, SaraBeth’s for Key Lime French Toast, and the sandwich stand or Brady's 2 blocks away. Check out the farmers markets on Sun & Th.
Manager response on 2024-03-07 - Response from Best of Key West Rentals
Thank you for your feedback on your recent stay David. 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!

WALKING ON SUNSHINE ~ Exquisite 3 BR, 3 Ba Home w/ Heated Pool & Parking!

Unit Code: WA

WALKING ON SUNSHINE ~ Feels Good!

WALKING ON SUNSHINE ~ Centrally Located 3 BR, 3 Ba Home w/ Private Heated Pool & Parking!
A FEAST FOR THE EYES… This exquisite 3 bedroom, 3 bath abode will delight your artistic senses with its gorgeous interior and lush outside spaces. Owned by a renowned London-based designer, this worldly and sophisticated showpiece home displays amazing attention to detail and has been fully renovated and restored for your pleasure. This is a fantastic Midtown location, near the Casa Marina and Atlantic beaches and just a short distance to the island's attractions. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... This home features a beautifully designed interior that includes high ceilings, hardwood floors and an open floor plan. Step inside to the living area where East meets West with a whimsical modern flair. The large tv and beautiful furnishings invite you to relax and enjoy the artistry that surrounds you. A dining table for 6 inhabits the living area and there is also a kitchen bar with seating for 3. The immaculate kitchen is fully equipped with modern appliances and is stocked with everything you'll need. Sliding doors to the backyard oasis merge inside and outside spaces, giving you the authentic Key West living experience. Each bedroom has its own bathroom and there is a full-sized laundry room upstairs as well. SLEEPING ARRANGEMENTS... A queen bedroom resides downstairs that opens to the front porch. There is a TV and adjoining bathroom that offers a glass-door shower and has double entry doors to the pool area and downstairs. A storage closet is located in the bathroom. Travel upstairs to the other bedrooms. The primary suite offers a lovely office area that overlooks the backyard oasis. The king bedroom lulls you in with its promise of relaxation and the enjoyment of its unique design. A large tv and two closets ensure your comfort in this grand space. The bathroom features a shower/tub combination. The third bedroom houses two twin beds (can be converted to a king upon request), with a tv and small dresser. The third bathroom is adjacent to the twin bedroom and offers a shower/tub combination. OUTDOOR LIVING... There is a front porch as you enter the home and an upper balcony that looks out over the backyard and heated pool. Enjoy your morning coffee and views from these lovely spaces, then venture out to your sparkling pool with teak deck. Your outdoor refuge is surrounded by tropical foliage, al fresco seating for dining under the stars, lounge chairs for sunbathing and a gas grill. You and your loved ones will enjoy many hours in this backyard slice of heaven. PARKING... There is off street parking on the double driveway. PETS... Dogs under 35 lbs are considered and a pet fee is required. Please leave the size / breed in the comments when inquiring. 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 offered only 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. 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). 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!
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 05/31/2026$197 /nt
06/01/2026 - 06/30/2026$233 /nt
07/01/2026 - 07/31/2026$268 /nt
08/01/2026 - 09/30/2026$286 /nt
10/01/2026 - 10/31/2026$304 /nt
11/01/2026 - 11/30/2026$322 /nt
12/01/2026 - 12/31/2026$411 /nt
01/01/2027 - 01/31/2027$536 /nt
02/01/2027 - 02/28/2027$679 /nt
03/01/2027 - 03/31/2027$572 /nt
04/01/2027 - 04/30/2027$375 /nt
05/01/2027 - 05/29/2027$286 /nt
4.8333
(6 Review)

Wonderful Rental

April 2025
, augusta, ME US

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

We had a wonderful time from the moment we arrived through the last day of our stay. The rental was bright, airy, spacious and very clean. For us the location was perfect. Away from the hustle and bustle of Duval, with just a short $10 Uber ride to and from. The twenty-somethings were more than fine with that.
The pool was exceptional, large enough to swim laps. We never had an "iguana pool issue" as the dog kept them at bay throughout. And our dog was constantly entertained by the geckos out front. Our property manager, Shana, was competent and most friendly. This is unquestionably a 5-star rental!!! My only criticism, albeit minor, is that the pool entrance did not have a railing. Needing a hip replacement rendered entry somewhat problematic.

Manager's Response

Thank you so much for your wonderful review Ron! We're thrilled to hear that your stay was enjoyable from beginning to end. It’s great to know the home’s layout, cleanliness, and peaceful location worked perfectly for your group — and that the proximity to Duval Street offered the best of both worlds.

We’re especially happy to hear your dog had such a great time, both as iguana-deterrent and gecko enthusiast! I’ll be sure to pass along your kind words to Shana — she’ll be delighted to hear she made a positive impression.

Thank you also for your feedback regarding the pool entrance. We truly value suggestions like yours, and we’ll explore options to make access more comfortable for all guests moving forward.

We’d love to welcome you back anytime, thank you for being our guest!

Gracious Key West Escape

December 2024
, Alexandria, VA US

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

Love the home and experience.

A few things were fixed while we were there.

Excellent parking and lovely decor.

Unfortunately the garden and pool lights never worked and impacted our overall outside experience.

Manager's Response

Thank you for this great review Teresa! We are thrilled you enjoyed the property despite some of the outdoor lighting acting up. They are still under warranty so the manufacturer is replacing them, we really wish they would have been fast enough to complete the job during your stay. We hope to get a chance to host you again in the future! Thank you for being our guest!

Family trip to paradise

July 2024
, RESTON, VA US

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

An exciting experience to live the key west lifestyle. The home exceeded our expectations... a great layout, including a pool that is larger than most. I was able to work in the home office on the 2nd floor while the family chilled out back, enjoyed mango's onsite, rode bikes around the island, and brought fish home from a deep sea adventure. Easy walking distance to grocery, breakfast, and a wonderful food truck. Overall, a clean, maintained property.

Manager's Response

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

Overall wonderful property!

February 2024
, Mount Pleasant , SC United States

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

This is a beautiful overall property with a great property manager! The outdoor space is just as described-lush, private, beautiful lighting and pool with great grill, lounge chairs and eating area. There is a good bit of construction noise but there is a lot of construction in KW. Airplanes fly close by much of the day but we got to where we enjoyed that. The kitchen is well-appointed, bright and open with great extra appliances like Keurig, coffee maker, tea pot, blender. It has a beautiful décor and open floor plan. Added fun extras like bright beach towels, playing cards, candles, books, etc. make it very welcoming. On-site parking is a bonus but because this home is only 1/3 mile from Higgs Beach (sunrise, sunset, pickleball), a mile from Southernmost Point and 2 miles to Duvall waterfront, we only drove to pick up airport friends and groceries. Everywhere else we walked or rode bikes. It’s the BEST WAY to enjoy the wonderfully friendly, fun island.
The backyard is 5 stars! The property manager is 5 stars! The only reason we give 4 overall stars instead of 5 is because of a few issues (some rotten windows and front decking for example) that are not expected for this type of lovely property. All of the bedrooms face Flagler Ave, which is a busy street with constant lights at night so blackout curtains would greatly enhance stay.

We embraced the popular happy hours and did everything outside! Some of our faves: Two Friends, Salty Frog and Conch Republic. Santiago Bodega has wonderful food and service. Make a happy hour reservation. Antonia’s has an amazing dinner (sat at bar), Sloppy Joe’s is a must (go see our friend Larry of Sloppy Seconds). Make a reservation at Better Than Sex for dessert and Latitudes for brunch. Check out El Siboney for the Cuban, Blue Heaven for a Bacon Avocado Benedict, SaraBeth’s for Key Lime French Toast, and the sandwich stand or Brady's 2 blocks away. Check out the farmers markets on Sun & Th.

Manager's Response

Thank you for your feedback on your recent stay David. 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!

Overall wonderful property!

February 2024
, Mount Pleasant , SC United States

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

This is a beautiful overall property with a great property manager! The outdoor space is just as described-lush, private, beautiful lighting and pool with great grill, lounge chairs and eating area. There is a good bit of construction noise but there is a lot of construction in KW. Airplanes fly close by much of the day but we got to where we enjoyed that. The kitchen is well-appointed, bright and open with great extra appliances like Keurig, coffee maker, tea pot, blender. It has a beautiful décor and open floor plan. Added fun extras like bright beach towels, playing cards, candles, books, etc. make it very welcoming. On-site parking is a bonus but because this home is only 1/3 mile from Higgs Beach (sunrise, sunset, pickleball), a mile from Southernmost Point and 2 miles to Duvall waterfront, we only drove to pick up airport friends and groceries. Everywhere else we walked or rode bikes. It’s the BEST WAY to enjoy the wonderfully friendly, fun island.
The backyard is 5 stars! The property manager is 5 stars! The only reason we give 4 overall stars instead of 5 is because of a few issues (some rotten windows and front decking for example) that are not expected for this type of lovely property. All of the bedrooms face Flagler Ave, which is a busy street with constant lights at night so blackout curtains would greatly enhance stay.

We embraced the popular happy hours and did everything outside! Some of our faves: Two Friends, Salty Frog and Conch Republic. Santiago Bodega has wonderful food and service. Make a happy hour reservation. Antonia’s has an amazing dinner (sat at bar), Sloppy Joe’s is a must (go see our friend Larry of Sloppy Seconds). Make a reservation at Better Than Sex for dessert and Latitudes for brunch. Check out El Siboney for the Cuban, Blue Heaven for a Bacon Avocado Benedict, SaraBeth’s for Key Lime French Toast, and the sandwich stand or Brady's 2 blocks away. Check out the farmers markets on Sun & Th.

Manager's Response

Thank you for your feedback on your recent stay David. 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!

Great House!

July 2023

Overall
5

I traveled with my parents and two children, the kids and I stayed the entire 4 weeks while my parents, husband and brother stopped in during the four weeks we were there. I work full time remote and the office set up was perfect. I could work during the day and still listen the kids playing in the pool. Being in Key West while working made it a great way to truly experience the key west culture and lifestyle. Each evening after work, we made sure to get out and about. The layout of the house was great as it felt like each room was separate from the other and that you had your own private space. The location was perfect for our family, since we had children with us, we didn’t want to be at the heart of Duval street, but we were still so close to everything- a short scooter ride away. The pool was one of the bigger ones I noticed and was perfect for the entire family, having a deeper end for jumping in. The iguanas were all over the place! Coming from Kentucky, this was a really cool thing to watch. The down side is they poop a lot on the deck, but every morning we would take the hose and wash it off. We did end up moving the chairs under the upper deck to keep the poop off them. We also travelled with dogs; the owner and property management company were really flexible with us on our request. My family and I loved our time here and I would highly recommend others take the time to live the key west life

Manager's Response

Sonya, we are so happy you found this property and its location ideal for your get away in Key West. We love to hear how you felt like a local, experiencing all the lifestyle and sharing it with your family. We hope you'll stay with us again next time you get a chance! Thank you for being our guest!

Leave a Review
3 Bed
3 Baths
Sleeps 6

Search Availability

BRIGHT SUNSHINY DAY ~ Dreamy!

BRIGHT SUNSHINY DAY ~ Upscale and Perfectly Located 3 Bedroom, 4 Bathroom Home w/ Pool, Spa and Exercise Room!

Location

1112 Southard St.
33040 Key West , FL
United States
24° 33' 33.5952" N, 81° 47' 40.6356" W
See map: Google Maps
Florida US

BRIGHT SUNSHINY DAY ~ Dreamy!

Request More Information

Great home base for enjoying Key West

Reviewed by Dennis E. on 2024-05-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This beautiful centrally located home is walkable to the marina, Duval Street, southernmost area allowing a variety of activities without using a vehicle. The home is beautiful and relaxing. The well stocked kitchen has everything we have needed to cook. The backyard privacy, with the foliage, landscaping and pool, make a quiet retreat for pure enjoyment and escape.
Manager response on 2024-05-02 - Response from Best of Key West Rentals
Thank you for your fantastic review Dennis. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Bright Sunshiny Day

Reviewed by Donna M. on 2024-06-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
I recently stayed at this vacation rental home and had a fantastic time. The property was clean, well-maintained, and had all the amenities we needed for a comfortable stay. The location was excellent, convenient to local restaurants, and easy to get to Duval. Truman and Co. were highly responsive and accommodating via text or call.
I'm looking forward to our next stay.
Manager response on 2024-06-24 - Response from Best of Key West Rentals
Thank you for this wonderful review Donna, 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 True Gem

Reviewed by Robert S. on 2024-08-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The house was perfect for our needs. Plenty of room for my wife and our two children. Upscale house and furnishings. One of a kind backyard and pool. Extremely spacious for Key West. Quiet and serene locations but perfectly situated and near everything that Key West offers in the way of restaurants, bars, and nightlife. The management team was also very knowledgeable and responsive. Would happily book again.
Manager response on 2024-08-01 - Response from Best of Key West Rentals
Robert 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!

Enjoyed Staying at Bright Sunshiny Day

Reviewed by Unknown on 2024-10-31
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This house is wonderful! It is spacious, clean and is in one the best neighborhoods in KW. We truly enjoyed staying here and would do it again. Would recommend to anyone.
Manager response on 2024-11-03 - Response from Best of Key West Rentals
Thank you for your wonderful review Paula. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

Beautiful Place

Reviewed by Nikolaus M. on 2025-11-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The house and property were excellent. Beautiful pool, great kitchen, and the location was PERFECT! We’d gladly stay here again if it’s available next year.
Manager response on 2025-11-28 - Response from Best of Key West Rentals
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.

Bright Sunshiny Day

Reviewed by John O. on 2023-09-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
BSD is an incredibly beautiful home situated in one of Key Wests best neighborhoods. Everything in the home is high end, new, and well taken care of. The layout of the house is exceptional with one bed and 2 baths down with the main kitchen and den. 2 beds and 2 baths are upstairs with a sitting room and kitchenette in between. The pool and pool area are amazing and so very private. I could not have asked for a better home to have rented for a month.
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 John! Please reach out to us soon to plan your next Key West vacation!

BRIGHT SUNSHINY DAY ~ Renovated 3 BR, 4 Ba Home w/ Pool, Spa & Exercise Room!

Unit Code: BS

BRIGHT SUNSHINY DAY ~ Dreamy!

BRIGHT SUNSHINY DAY ~ Upscale and Perfectly Located 3 Bedroom, 4 Bathroom Home w/ Pool, Spa and Exercise Room!
OLD TOWN CLASSIC... This beautifully redesigned Conch house is in the heart of Key West. Located in the outstanding location of Southard and Ashe Streets, this upscale abode is just minutes from Duval's many restaurants and bars. You are within walking and biking distance to museums, shopping, and Fort Zachary Taylor beach. Come inside this bright and sunny retreat that boasts fully renovated baths and kitchen, wood floors, high ceilings, and Dade County Pine walls. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES… Step into a generous and bright living area that begs you to stay a while. Tropical sunshine floods this space with promises of paradise perfection as you sink into your plush couch in relaxation. Enjoy your favorite shows on the large tv or nap before venturing out on our magical island. Adjacent to the living area is a dine-in kitchen with custom cabinetry and top-end appliances. Craft the perfect meal in this modern and fully stocked cooking space that overlooks the gazebo and small rear garden. Wash your stress away in the exercise studio on the bottom floor that includes an elliptical, peloton bike, free weights and full bath with steam shower for your enjoyment. Travel upstairs where you are greeted by a cozy living area that includes a wet bar with refrigerator drawers and a desk. SLEEPING ARRANGEMENTS… There is a bright and sunny main level queen bedroom with an ensuite shower bathroom which also opens through glass doors to the gazebo and garden. A hanging closet and clothing dresser will hold all of your vacation gear. Upstairs offers two spacious ensuite bedrooms. The king bedroom offers a shower/soaking tub combination, tv, clothing dresser and a wall of glass that opens to a private balcony, painting the room with natural light. The second queen bedroom includes a tv, hanging closet, clothing dresser and glass-door shower bathroom. OUTDOOR LIVING… Enjoy your morning cup of java on the front porch of this lovely tree-lined street, perfect for people watching. In the rear of the home there is a gazebo and lush tropical garden with a sitting space that offers ample seating and a small dining table for eating al fresco. Fire up the grill for your fresh catch or juicy steaks under the sultry stars. The property is surrounded by gorgeous landscaped gardens and a solar heated pool & spa. 4 bikes are available so you can stroll downtown until your heart's content. PARKING... This home has 1 parking spot available for a golf cart however there is plenty of on street parking in the neighborhood. Please refrain from parking in spots marked “residential”. Guests may also park at the Old Town Parking Garage which allows daily / monthly rates. PETS... Small dogs are considered and a pet fee is required. Please inquire prior to booking or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in the comment. 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 this service to assist you with planning activities for your trip. They can also have your fridge stocked with all the necessities in advance of your arrival! 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. 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).
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 05/31/2026$442 /nt
06/01/2026 - 06/30/2026$268 /nt
07/01/2026 - 07/31/2026$465 /nt
08/01/2026 - 08/31/2026$358 /nt
09/01/2026 - 09/30/2026$375 /nt
10/01/2026 - 10/31/2026$465 /nt
11/01/2026 - 11/30/2026$536 /nt
12/01/2026 - 12/31/2026$625 /nt
01/01/2027 - 02/28/2027$804 /nt
03/01/2027 - 03/31/2027$750 /nt
04/01/2027 - 04/30/2027$472 /nt
05/01/2027 - 05/29/2027$465 /nt
5.0000
(7 Review)

Beautiful Place

October 2025
, Lexington, SC United States

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

The house and property were excellent. Beautiful pool, great kitchen, and the location was PERFECT! We’d gladly stay here again if it’s available next year.

Manager's Response

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.

Enjoyed Staying at Bright Sunshiny Day

October 2024
, Asheboro, NC United States

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

This house is wonderful! It is spacious, clean and is in one the best neighborhoods in KW. We truly enjoyed staying here and would do it again. Would recommend to anyone.

Manager's Response

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

A True Gem

July 2024
, Tallahassee, FL United States

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

The house was perfect for our needs. Plenty of room for my wife and our two children. Upscale house and furnishings. One of a kind backyard and pool. Extremely spacious for Key West. Quiet and serene locations but perfectly situated and near everything that Key West offers in the way of restaurants, bars, and nightlife. The management team was also very knowledgeable and responsive. Would happily book again.

Manager's Response

Robert 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!

Bright Sunshiny Day

May 2024
, Jersey City, NJ United States

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

I recently stayed at this vacation rental home and had a fantastic time. The property was clean, well-maintained, and had all the amenities we needed for a comfortable stay. The location was excellent, convenient to local restaurants, and easy to get to Duval. Truman and Co. were highly responsive and accommodating via text or call.
I'm looking forward to our next stay.

Manager's Response

Thank you for this wonderful review Donna, 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.

Bright Sunshiny Day

May 2024
, Jersey City, NJ United States

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

I recently stayed at this vacation rental home and had a fantastic time. The property was clean, well-maintained, and had all the amenities we needed for a comfortable stay. The location was excellent, convenient to local restaurants, and easy to get to Duval. Truman and Co. were highly responsive and accommodating via text or call.
I'm looking forward to our next stay.

Manager's Response

Thank you for this wonderful review Donna, 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 home base for enjoying Key West

April 2024
, erie, CO United States

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

This beautiful centrally located home is walkable to the marina, Duval Street, southernmost area allowing a variety of activities without using a vehicle. The home is beautiful and relaxing. The well stocked kitchen has everything we have needed to cook. The backyard privacy, with the foliage, landscaping and pool, make a quiet retreat for pure enjoyment and escape.

Manager's Response

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

Bright Sunshiny Day

July 2023
, Mount Pleasant, SC United States

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

BSD is an incredibly beautiful home situated in one of Key Wests best neighborhoods. Everything in the home is high end, new, and well taken care of. The layout of the house is exceptional with one bed and 2 baths down with the main kitchen and den. 2 beds and 2 baths are upstairs with a sitting room and kitchenette in between. The pool and pool area are amazing and so very private. I could not have asked for a better home to have rented for a month.

Manager's Response

We are so happy to read you had such a good stay with us John! Please reach out to us soon to plan your next Key West vacation!

Leave a Review
3 Bed
4 Baths
Sleeps 6

Search Availability

THE GOOD LIFE ~ Delightful!

THE GOOD LIFE ~ Pet Friendly, Adorable 2nd Floor 1 Bedroom, 1 Bath Condo in Convenient Downtown Location in Truman Annex w/ Community Pool!

Location

204-3 Southard St.
33040 Key West , FL
United States
24° 33' 8.496" N, 81° 48' 17.2584" W
See map: Google Maps
Florida US

THE GOOD LIFE ~ Delightful!

Request More Information

Cozy Getaway

Reviewed by Laura P. on 2023-12-20
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our cozy apartment was perfectly located within the Truman Annex . We were just a couple of blocks away from the crowds on Duvall, Mallory Square, and the Fort complex. It was so quiet and peaceful at the annex, and we felt very safe. We weren’t that far from the Harbor Walk and walked there as well for our snorkel trip. When we needed a ride to Smathers Beach or elsewhere, we hailed an Uber or taxi. The apartment was clean and well furnished. We enjoyed being able to make our own breakfast and coffee in the morning. Having a washer and dryer was helpful as well.
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for your fantastic review Laura. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Relaxing

Reviewed by James F. on 2024-02-20
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
A great location and clean area.
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for your fantastic review James. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

Perfect Place & Great Location

Reviewed by Unknown on 2025-02-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Perfect place for two. Quiet, spacious and great location.
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for the kind words! We're so glad you found the space quiet, comfortable, and perfectly located. We'd love to host you again anytime!

Cozy, clean Truman Annex condo, just right !

Reviewed by Patricia C. on 2025-04-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We so enjoyed our stay in this clean, comfortable , bright, quiet home in the beautiful Truman Annex neighborhood of just close enough to the beach and downtown , and the folks we met at the community pool were warm and pleasant.
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you so much for your kind words! We're delighted to hear you enjoyed the comfort and cleanliness of the condo, as well as the peaceful charm of the Truman Annex neighborhood. It’s great to know the location was just right and that you had such a pleasant experience at the community pool. We’d love to welcome you back anytime for another relaxing Key West stay!

Great value, beautiful location

Reviewed by Unknown on 2025-10-09
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Wonderful unit, close to Duval Street. Plenty of room for 2 people, quiet, clean and tidy. Well equipped for cooking in if you desire, but also close to plenty of nice restaurants and attractions. Property was as described. Some updates to the unit would make it even better!
Manager response on 2025-10-10 - Response from Best of Key West Rentals
Jonathan, 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.

Key West Getaway

Reviewed by Melissa M. on 2024-04-14
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had an amazing trip! The condo was perfect. The pool was great. The Property Manager, Melanie, went above and beyond to help up! We back!!
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for your fantastic review Melissa. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

The Good Life

Reviewed by Christy K. on 2024-05-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The location of The Good Life is perfect! Close to all the places we like to go. The condo is very small but perfect for two. It was very clean. The bath and kitchen are updated and very nice. Kitchen was well appointed. The furnishings are not good. Sooo outdated and worn. The king bed was very comfortable but needs a headboard that is king size. Queen size doesn't cut it. The carpeting just needs to go away. It's awful. The balcony is lovely! Spacious and so private. Our property manager was great! So helpful and always returned our calls immediately.
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for your incredible review Christy! 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

Reviewed by Peter Y. on 2024-05-12
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We've stayed in Truman Annex the last four years and it is a great location. This was perfect for the 2 of us. everything was as described and we loved it.

We did have an issue with the electronic lock on the last day, and while the electronic lock is great - don't have to worry about forgetting a key - when it doesn't work you are locked out with no recourse. Fortunately it was the morning of our departure and we were just getting ready to leave, so we can't comment on how long it might take for something like that to get resolved.
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for this great review! We are thrilled you enjoyed the property! We resolve any issue within a few hours when possible. The lock resets after check out time and each guest gets their own code. In the event guests forget the code or are locked out, the property manager would be able to open the unit using our secured system. please feel free to ask any questions before, during and after your stay, we hope to host you again in the future and want you to feel confident our rental meets all your needs. Thank you for being our guest!

Th Good Life

Reviewed by Agnes A. on 2024-06-12
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This condo was perfect and just the right size for us. The location was perfect and close to everything. It was clean and they had everything we needed for our week stay! We will stay again if we come back to Key West!
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for this great review Agnes! We are thrilled you enjoyed the property and hope to host you again in the future!

Key West vacation

Reviewed by Dale L. on 2024-07-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
we enjoyed our stay at the Shipyard annex, unit 204-3 was nice and had most of what we needed.
Manager response on 2024-07-18 - Response from Best of Key West Rentals
Thank you for your wonderful review Dale. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

A Good Trip to The Good Life

Reviewed by Charles L. on 2024-09-19
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Staying in the Truman Annex is an easy way to experience Key West. Great location, quiet and well maintained property. The unit was excellent for the 2 of us on a week stay. This is slow season because of the brutal heat, potential for storms and lots of places are closed for the month. Plenty to do though, so if smaller crowds are your thing, this would be a great time.
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for sharing your experience! We're so glad you enjoyed your stay at The Good Life and found the Truman Annex to be a quiet and convenient home base. You're right—while the off-season brings some heat and closures, it’s also the perfect time to enjoy a more relaxed pace and fewer crowds. We’d be happy to welcome you back anytime you’re ready for another Key West escape!

The Best Life

Reviewed by leGay C. on 2024-09-22
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This sweet bungalow was a vision of deliciousness the moment we stepped in...the color palette was quintessential Key West! Stayed a week and coming "home" after full days was wonderful.
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for the lovely review! We're so happy to hear the bungalow felt like a welcoming retreat after your days of exploring. We love that the Key West color palette and cozy vibe made it feel like “home” for the week. We'd be thrilled to welcome you back for another stay in The (Best) Good Life anytime!

Super Great!

Reviewed by Cindy C. on 2024-12-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This unit is very comfortable and offers all the comforts of home. The deck is huge and allows privacy due to all of the beautiful landscaping at Truman Annex. The management team and staff honestly are over the top in their attention and response from the time I booked the property until I checked out. I was absolutely 110% satisfied and I am not usually easy to please.
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!

Cozy retreat

Reviewed by mary c. on 2025-02-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We spent three weeks at the good life and thoroughly enjoyed it. Our favorite spot, the balcony, very private, and very comfortable. A great location for Key West Key West
Manager response on 2025-07-24 - Response from Best of Key West Rentals
Thank you for the lovely review! We're so glad you enjoyed your extended stay at The Good Life, especially the private and cozy balcony—it’s such a peaceful spot to unwind. We’re happy the location worked so well for your Key West getaway and would love to welcome you back anytime!

Cozy Getaway

Reviewed by Michael W. on 2023-05-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The home was beautifully decorated, comfortable, and quite private for being in a complex. Great location for staying on foot/bike for the whole week. Property manager was very quick and attentive to my questions...highly recommended!
Manager response on 2023-12-05 - 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!

The Good Life is true to its name.

Reviewed by Charles M. on 2023-07-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great experience. The property manager was on top of any question we had. The unit was stocked better than we have ever had. Great location.
Manager response on 2023-12-13 - Response from Best of Key West Rentals
Thank you for sharing a review of your recent experience Charles. 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.

THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo!

Unit Code: GL

THE GOOD LIFE ~ Delightful!

THE GOOD LIFE ~ Pet Friendly, Adorable 2nd Floor 1 Bedroom, 1 Bath Condo in Convenient Downtown Location in Truman Annex w/ Community Pool!
PLEASE BE ADVISED IF BOOKING THIS UNIT FOR AUGUST 2026: The Shipyard Pool will be closed starting August 1, 2026, for the Pool Deck Replacement Project. The HOA expects the project to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. There is no other pool available at the Shipyard, so we have adjusted our rates to offset the inconvenience. COZY VALUE IN TRUMAN ANNEX… This 2nd Floor one bedroom, one bath condo is located in The Shipyard, a neighborhood of the coveted Truman Annex in the heart of Old Town Key West! You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! Throw your cares to the wind as you unwind in this charming, tree-shrouded neighborhood with walking paths and lanes. This small but sensational gem is an upstairs unit with all of the creature comforts you will need in paradise! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE DETAILS AND AMENITIES... Easy breezy comfort greets you as you enter this charming home. Travel up the carpeted stairs to a bright and cheerful open living room and kitchen/dining space. Unwind on the plush furnishings as cheerful sunlight floods the living room and creates a happy and carefree environment. A smart TV offers a wide array of programming for your viewing indulgence. The dining/kitchen area is adjacent to the living room, with a dining table nearby. The kitchen is fully equipped with a dishwasher, stove, microwave, refrigerator and both a Keurig and drip coffee maker. The cabinets are stocked with every kitchen tool you will need to craft delicious meals. SLEEPING ARRANGEMENTS… Unwind from your day of island fun in the king bedroom. A wall-mounted smart tv is available for lazy days when it just feels right to linger in your cozy bedding and binge on your favorite shows. The storage closet houses a fold-up twin bed and extra bath linens for your enjoyment. The bathroom is next door with a glass-door shower and a washer/dryer closet is adjacent to it for your convenience. OUTDOOR LIVING… The Shipyard offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Open the French door to the roomy private terrace, inviting sultry breezes and Key West sunshine inside. This wonderful extension to the living space has a table for 2 where you can have your morning coffee or enjoy a cocktail after a long day of exploring. There are also 2 more cushioned wicker chairs for lounging outdoors. 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 a pet friendly home with a required pet fee. Please include the size and breed when inquiring. MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pet fee 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. 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...
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 06/30/2026$119 /nt
07/01/2026 - 08/31/2026$143 /nt
09/01/2026 - 09/30/2026$136 /nt
10/01/2026 - 10/31/2026$143 /nt
11/01/2026 - 11/30/2026$179 /nt
12/01/2026 - 12/31/2026$250 /nt
01/01/2027 - 01/31/2027$268 /nt
02/01/2027 - 02/28/2027$286 /nt
03/01/2027 - 04/30/2027$250 /nt
05/01/2027 - 05/29/2027$161 /nt
4.9444
(18 Review)

Great value, beautiful location

September 2025
, Panama City, FL United States

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

Wonderful unit, close to Duval Street. Plenty of room for 2 people, quiet, clean and tidy. Well equipped for cooking in if you desire, but also close to plenty of nice restaurants and attractions. Property was as described. Some updates to the unit would make it even better!

Manager's Response

Jonathan, 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.

Cozy, clean Truman Annex condo, just right !

March 2025
, New Rochelle, NY US

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

We so enjoyed our stay in this clean, comfortable , bright, quiet home in the beautiful Truman Annex neighborhood of just close enough to the beach and downtown , and the folks we met at the community pool were warm and pleasant.

Manager's Response

Thank you so much for your kind words! We're delighted to hear you enjoyed the comfort and cleanliness of the condo, as well as the peaceful charm of the Truman Annex neighborhood. It’s great to know the location was just right and that you had such a pleasant experience at the community pool. We’d love to welcome you back anytime for another relaxing Key West stay!

Perfect Place & Great Location

January 2025
, Morgantown, WV United States

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

Perfect place for two. Quiet, spacious and great location.

Manager's Response

Thank you for the kind words! We're so glad you found the space quiet, comfortable, and perfectly located. We'd love to host you again anytime!

Cozy retreat

January 2025
, Toledo, OH US

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

We spent three weeks at the good life and thoroughly enjoyed it. Our favorite spot, the balcony, very private, and very comfortable. A great location for Key West Key West

Cozy retreat

January 2025
, Port Clinton, OH United States

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

We spent three weeks at the good life and thoroughly enjoyed it. Our favorite spot, the balcony, very private, and very comfortable. A great location for Key West Key West

Manager's Response

Thank you for the lovely review! We're so glad you enjoyed your extended stay at The Good Life, especially the private and cozy balcony—it’s such a peaceful spot to unwind. We’re happy the location worked so well for your Key West getaway and would love to welcome you back anytime!

Super Great!

November 2024
, Panama City Beach, FL US

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

This unit is very comfortable and offers all the comforts of home. The deck is huge and allows privacy due to all of the beautiful landscaping at Truman Annex. The management team and staff honestly are over the top in their attention and response from the time I booked the property until I checked out. I was absolutely 110% satisfied and I am not usually easy to please.

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!

A Good Trip to The Good Life

September 2024
, Fredericksburg, TX United States

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

Staying in the Truman Annex is an easy way to experience Key West. Great location, quiet and well maintained property. The unit was excellent for the 2 of us on a week stay. This is slow season because of the brutal heat, potential for storms and lots of places are closed for the month. Plenty to do though, so if smaller crowds are your thing, this would be a great time.

Manager's Response

Thank you for sharing your experience! We're so glad you enjoyed your stay at The Good Life and found the Truman Annex to be a quiet and convenient home base. You're right—while the off-season brings some heat and closures, it’s also the perfect time to enjoy a more relaxed pace and fewer crowds. We’d be happy to welcome you back anytime you’re ready for another Key West escape!

The Best Life

August 2024
, MELBOURNE, FL US

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

This sweet bungalow was a vision of deliciousness the moment we stepped in...the color palette was quintessential Key West! Stayed a week and coming "home" after full days was wonderful.

Manager's Response

Thank you for the lovely review! We're so happy to hear the bungalow felt like a welcoming retreat after your days of exploring. We love that the Key West color palette and cozy vibe made it feel like “home” for the week. We'd be thrilled to welcome you back for another stay in The (Best) Good Life anytime!

Key West vacation

June 2024
, Houma, LA US

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

we enjoyed our stay at the Shipyard annex, unit 204-3 was nice and had most of what we needed.

Manager's Response

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

Th Good Life

June 2024
, Montgomery, AL US

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

This condo was perfect and just the right size for us. The location was perfect and close to everything. It was clean and they had everything we needed for our week stay! We will stay again if we come back to Key West!

Manager's Response

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

Great Stay

May 2024
, Annapolis, MD United States

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

We've stayed in Truman Annex the last four years and it is a great location. This was perfect for the 2 of us. everything was as described and we loved it.

We did have an issue with the electronic lock on the last day, and while the electronic lock is great - don't have to worry about forgetting a key - when it doesn't work you are locked out with no recourse. Fortunately it was the morning of our departure and we were just getting ready to leave, so we can't comment on how long it might take for something like that to get resolved.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property! We resolve any issue within a few hours when possible. The lock resets after check out time and each guest gets their own code. In the event guests forget the code or are locked out, the property manager would be able to open the unit using our secured system. please feel free to ask any questions before, during and after your stay, we hope to host you again in the future and want you to feel confident our rental meets all your needs. Thank you for being our guest!

Great Stay

May 2024
, ANNAPOLIS, MD United States

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

We've stayed in Truman Annex the last four years and it is a great location. This was perfect for the 2 of us. everything was as described and we loved it.

We did have an issue with the electronic lock on the last day, and while the electronic lock is great - don't have to worry about forgetting a key - when it doesn't work you are locked out with no recourse. Fortunately it was the morning of our departure and we were just getting ready to leave, so we can't comment on how long it might take for something like that to get resolved.

Manager's Response

Thank you for this great review! We are thrilled you enjoyed the property! We resolve any issue within a few hours when possible. The lock resets after check out time and each guest gets their own code. In the event guests forget the code or are locked out, the property manager would be able to open the unit using our secured system. please feel free to ask any questions before, during and after your stay, we hope to host you again in the future and want you to feel confident our rental meets all your needs. Thank you for being our guest!

The Good Life

April 2024
, Oden, MI US

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

The location of The Good Life is perfect! Close to all the places we like to go. The condo is very small but perfect for two. It was very clean. The bath and kitchen are updated and very nice. Kitchen was well appointed. The furnishings are not good. Sooo outdated and worn. The king bed was very comfortable but needs a headboard that is king size. Queen size doesn't cut it. The carpeting just needs to go away. It's awful. The balcony is lovely! Spacious and so private. Our property manager was great! So helpful and always returned our calls immediately.

Manager's Response

Thank you for your incredible review Christy! 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!

Key West Getaway

March 2024
, Cloverdale, VA United States

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

We had an amazing trip! The condo was perfect. The pool was great. The Property Manager, Melanie, went above and beyond to help up! We back!!

Manager's Response

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

Relaxing

January 2024
, Bloomington, IL US

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

A great location and clean area.

Manager's Response

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

Cozy Getaway

November 2023
, Gresham, OR US

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

Our cozy apartment was perfectly located within the Truman Annex . We were just a couple of blocks away from the crowds on Duvall, Mallory Square, and the Fort complex. It was so quiet and peaceful at the annex, and we felt very safe. We weren’t that far from the Harbor Walk and walked there as well for our snorkel trip. When we needed a ride to Smathers Beach or elsewhere, we hailed an Uber or taxi. The apartment was clean and well furnished. We enjoyed being able to make our own breakfast and coffee in the morning. Having a washer and dryer was helpful as well.

Manager's Response

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

The Good Life is true to its name.

June 2023
, Marietta, GA United States

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

Great experience. The property manager was on top of any question we had. The unit was stocked better than we have ever had. Great location.

Manager's Response

Thank you for sharing a review of your recent experience Charles. 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.

Cozy Getaway

April 2023
, Albuquerque, NM US

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

The home was beautifully decorated, comfortable, and quite private for being in a complex. Great location for staying on foot/bike for the whole week. Property manager was very quick and attentive to my questions...highly recommended!

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!

Leave a Review
1 Bed
1 Bath
Sleeps 2

Search Availability

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!

Request More Information

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.

Quiet Spot in the Middle of the Action

Reviewed by Unknown on 2026-03-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
You can't beat the location. The nieghbors are wonderful and parking is a huge plus. We especially appreciated the big screen TV since our stay was during the Winter Olympics. Management was responsive to our needs. If you like to cook bring your own sharp knives. Great to be a block from the best grocery store on the island - Fausto's, CVS is handy as well as informal/formal dining options. Climate control was excellent as we needed both heat an AC during our stay.
Manager response on 2026-03-03 - Response from Best of Key West Rentals
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.

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!

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…
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 05/31/2026$150 /nt
06/01/2026 - 06/30/2026$179 /nt
07/01/2026 - 07/31/2026$188 /nt
08/01/2026 - 09/30/2026$233 /nt
10/01/2026 - 10/31/2026$250 /nt
11/01/2026 - 11/30/2026$268 /nt
12/01/2026 - 12/31/2026$286 /nt
01/01/2027 - 01/31/2027$536 /nt
02/01/2027 - 02/28/2027$625 /nt
03/01/2027 - 03/31/2027$536 /nt
04/01/2027 - 04/30/2027$268 /nt
05/01/2027 - 05/29/2027$197 /nt
5.0000
(6 Review)

Quiet Spot in the Middle of the Action

February 2026
, Atlanta, GA US

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

You can't beat the location. The nieghbors are wonderful and parking is a huge plus. We especially appreciated the big screen TV since our stay was during the Winter Olympics. Management was responsive to our needs. If you like to cook bring your own sharp knives. Great to be a block from the best grocery store on the island - Fausto's, CVS is handy as well as informal/formal dining options. Climate control was excellent as we needed both heat an AC during our stay.

Manager's Response

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.

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!

Leave a Review
3 Bed
2.5 Baths
Sleeps 6

Search Availability

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!

Request More Information

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!

My stay

Reviewed by AL K. on 2026-01-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Nice place.
One issue is that the AC in the upstairs bedrooms was inadequate.
Manager response on 2026-01-05 - Response from Best of Key West Rentals
We’re so glad you had a great time with us Al, it was truly a pleasure having you! Thank you for the 4 star review. We are sorry that you had an issue with the AC upstairs and we'll certainly look into that immediately. We only wish you had reached out to the property manager, whose phone number was provided prior to your arrival, so he could have tried to rectify the issue during your stay. We’d be delighted to welcome you back the next time your travels bring you to paradise!

Fabulous Key West Condo

Reviewed by Unknown on 2026-05-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our family of seven, 6 adults, one 7th old child, had an amazing vacation. From the moment we walked into this beachfront condo we knew we had made the right choice! The views are breathtaking with a large fully furnished balcony where we played games, enjoyed meals and relaxed while listening to the ocean. The unit was very clean and comfortable for all of us. On site we enjoyed bbqing by and swimming in the pools, playing pickle ball/tennis on the court, walking the lush grounds and swimming in the ocean. Off site we walked to local stores, attractions, restaurants and beaches, The unit includes a well stocked kitchen, laundry room, beach supplies and more. We used the concierge service and rented bikes for the week. We did have a rental car and drove to the grocery store and other beaches, all nearby. We were impressed with the communication with prompt responses to any questions.
We highly recommend Good Visibility and will stay here again on our next trip Key West.
Manager response on 2026-05-12 - Response from Best of Key West Rentals
Thanks for the great review Kristine! It’s always wonderful to hear when guests plan to return, and we can’t wait to welcome you again to 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.

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.

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!

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.

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!

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!

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.

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!

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!

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!

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!

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!

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!

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...
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 05/29/2026$961 /nt
05/30/2026 - 05/30/2026$964 /nt
05/31/2026 - 05/31/2026$790 /nt
06/01/2026 - 06/01/2026$734 /nt
06/02/2026 - 06/02/2026$695 /nt
06/03/2026 - 06/03/2026$434 /nt
06/04/2026 - 06/04/2026$582 /nt
06/05/2026 - 06/05/2026$704 /nt
06/06/2026 - 06/06/2026$1,403 /nt
06/07/2026 - 06/07/2026$1,169 /nt
06/08/2026 - 06/08/2026$1,096 /nt
06/09/2026 - 06/09/2026$1,079 /nt
06/10/2026 - 06/10/2026$1,031 /nt
06/11/2026 - 06/11/2026$1,185 /nt
06/12/2026 - 06/12/2026$1,112 /nt
06/13/2026 - 06/13/2026$1,117 /nt
06/14/2026 - 06/14/2026$1,039 /nt
06/15/2026 - 06/15/2026$1,001 /nt
06/16/2026 - 06/16/2026$822 /nt
06/17/2026 - 06/17/2026$849 /nt
06/18/2026 - 06/18/2026$1,229 /nt
06/19/2026 - 06/19/2026$514 /nt
06/20/2026 - 06/20/2026$1,204 /nt
06/21/2026 - 06/21/2026$966 /nt
06/22/2026 - 06/22/2026$878 /nt
06/23/2026 - 06/23/2026$882 /nt
06/24/2026 - 06/24/2026$922 /nt
06/25/2026 - 06/25/2026$1,189 /nt
06/26/2026 - 06/26/2026$1,247 /nt
06/27/2026 - 06/27/2026$768 /nt
06/28/2026 - 06/28/2026$631 /nt
06/29/2026 - 06/29/2026$612 /nt
06/30/2026 - 06/30/2026$647 /nt
07/01/2026 - 07/01/2026$674 /nt
07/02/2026 - 07/02/2026$843 /nt
07/03/2026 - 07/03/2026$901 /nt
07/04/2026 - 07/04/2026$910 /nt
07/05/2026 - 07/05/2026$740 /nt
07/06/2026 - 07/06/2026$766 /nt
07/07/2026 - 07/07/2026$771 /nt
07/08/2026 - 07/08/2026$792 /nt
07/09/2026 - 07/09/2026$927 /nt
07/10/2026 - 07/10/2026$1,000 /nt
07/11/2026 - 07/11/2026$1,009 /nt
07/12/2026 - 07/12/2026$749 /nt
07/13/2026 - 07/13/2026$667 /nt
07/14/2026 - 07/14/2026$1,047 /nt
07/15/2026 - 07/15/2026$1,076 /nt
07/16/2026 - 07/16/2026$1,246 /nt
07/17/2026 - 07/17/2026$1,359 /nt
07/18/2026 - 07/18/2026$1,388 /nt
07/19/2026 - 07/19/2026$1,102 /nt
07/20/2026 - 07/20/2026$1,070 /nt
07/21/2026 - 07/21/2026$1,128 /nt
07/22/2026 - 07/22/2026$1,149 /nt
07/23/2026 - 07/23/2026$1,316 /nt
07/24/2026 - 07/24/2026$908 /nt
07/25/2026 - 07/25/2026$947 /nt
07/26/2026 - 07/26/2026$766 /nt
07/27/2026 - 07/27/2026$863 /nt
07/28/2026 - 07/28/2026$899 /nt
07/29/2026 - 07/29/2026$913 /nt
07/30/2026 - 07/30/2026$1,051 /nt
07/31/2026 - 07/31/2026$1,151 /nt
08/01/2026 - 08/01/2026$1,178 /nt
08/02/2026 - 08/02/2026$955 /nt
08/03/2026 - 08/03/2026$720 /nt
08/04/2026 - 08/04/2026$701 /nt
08/05/2026 - 08/05/2026$722 /nt
08/06/2026 - 08/06/2026$879 /nt
08/07/2026 - 08/07/2026$997 /nt
08/08/2026 - 08/08/2026$1,201 /nt
08/09/2026 - 08/09/2026$938 /nt
08/10/2026 - 08/10/2026$853 /nt
08/11/2026 - 08/11/2026$820 /nt
08/12/2026 - 08/12/2026$841 /nt
08/13/2026 - 08/13/2026$968 /nt
08/14/2026 - 08/14/2026$1,068 /nt
08/15/2026 - 08/15/2026$1,228 /nt
08/16/2026 - 08/16/2026$907 /nt
08/17/2026 - 08/17/2026$776 /nt
08/18/2026 - 08/18/2026$697 /nt
08/19/2026 - 08/19/2026$682 /nt
08/20/2026 - 08/20/2026$865 /nt
08/21/2026 - 08/22/2026$899 /nt
08/23/2026 - 08/23/2026$653 /nt
08/24/2026 - 08/24/2026$585 /nt
08/25/2026 - 08/25/2026$543 /nt
08/26/2026 - 08/26/2026$535 /nt
08/27/2026 - 08/27/2026$725 /nt
08/28/2026 - 08/28/2026$875 /nt
08/29/2026 - 08/29/2026$866 /nt
08/30/2026 - 08/30/2026$482 /nt
08/31/2026 - 08/31/2026$453 /nt
09/01/2026 - 09/01/2026$455 /nt
09/02/2026 - 09/02/2026$450 /nt
09/03/2026 - 09/03/2026$625 /nt
09/04/2026 - 09/04/2026$817 /nt
09/05/2026 - 09/05/2026$1,036 /nt
09/06/2026 - 09/06/2026$868 /nt
09/07/2026 - 09/07/2026$433 /nt
09/08/2026 - 09/09/2026$397 /nt
09/10/2026 - 09/10/2026$515 /nt
09/11/2026 - 09/11/2026$667 /nt
09/12/2026 - 09/12/2026$696 /nt
09/13/2026 - 09/13/2026$480 /nt
09/14/2026 - 09/14/2026$402 /nt
09/15/2026 - 09/15/2026$397 /nt
09/16/2026 - 09/16/2026$429 /nt
09/17/2026 - 09/17/2026$598 /nt
09/18/2026 - 09/18/2026$730 /nt
09/19/2026 - 09/19/2026$738 /nt
09/20/2026 - 09/20/2026$496 /nt
09/21/2026 - 09/21/2026$407 /nt
09/22/2026 - 09/22/2026$397 /nt
09/23/2026 - 09/23/2026$399 /nt
09/24/2026 - 09/24/2026$556 /nt
09/25/2026 - 09/25/2026$683 /nt
09/26/2026 - 09/26/2026$698 /nt
09/27/2026 - 09/27/2026$465 /nt
09/28/2026 - 09/30/2026$397 /nt
10/01/2026 - 10/01/2026$548 /nt
10/02/2026 - 10/02/2026$646 /nt
10/03/2026 - 10/03/2026$741 /nt
10/04/2026 - 10/04/2026$499 /nt
10/05/2026 - 10/05/2026$419 /nt
10/06/2026 - 10/06/2026$397 /nt
10/07/2026 - 10/07/2026$443 /nt
10/08/2026 - 10/08/2026$612 /nt
10/09/2026 - 10/09/2026$800 /nt
10/10/2026 - 10/10/2026$986 /nt
10/11/2026 - 10/15/2026$823 /nt
10/16/2026 - 10/16/2026$1,119 /nt
10/17/2026 - 10/17/2026$1,131 /nt
10/18/2026 - 10/18/2026$1,260 /nt
10/19/2026 - 10/19/2026$1,235 /nt
10/20/2026 - 10/20/2026$1,303 /nt
10/21/2026 - 10/21/2026$1,398 /nt
10/22/2026 - 10/22/2026$1,578 /nt
10/23/2026 - 10/23/2026$1,756 /nt
10/24/2026 - 10/24/2026$1,784 /nt
10/25/2026 - 10/25/2026$1,062 /nt
10/26/2026 - 10/29/2026$868 /nt
10/30/2026 - 10/30/2026$1,385 /nt
10/31/2026 - 10/31/2026$1,399 /nt
11/01/2026 - 11/03/2026$1,313 /nt
11/04/2026 - 11/04/2026$1,437 /nt
11/05/2026 - 11/05/2026$1,821 /nt
11/06/2026 - 11/06/2026$1,917 /nt
11/07/2026 - 11/07/2026$1,878 /nt
11/08/2026 - 11/08/2026$1,424 /nt
11/09/2026 - 11/09/2026$1,099 /nt
11/10/2026 - 11/10/2026$988 /nt
11/11/2026 - 11/11/2026$876 /nt
11/12/2026 - 11/12/2026$934 /nt
11/13/2026 - 11/13/2026$1,035 /nt
11/14/2026 - 11/14/2026$1,076 /nt
11/15/2026 - 11/18/2026$869 /nt
11/19/2026 - 11/19/2026$916 /nt
11/20/2026 - 11/24/2026$1,133 /nt
11/25/2026 - 11/27/2026$1,246 /nt
11/28/2026 - 11/28/2026$1,288 /nt
11/29/2026 - 11/29/2026$866 /nt
11/30/2026 - 11/30/2026$740 /nt
12/01/2026 - 12/03/2026$1,049 /nt
12/04/2026 - 12/04/2026$1,449 /nt
12/05/2026 - 12/05/2026$1,549 /nt
12/06/2026 - 12/06/2026$1,288 /nt
12/07/2026 - 12/07/2026$1,049 /nt
12/08/2026 - 12/08/2026$833 /nt
12/09/2026 - 12/09/2026$854 /nt
12/10/2026 - 12/10/2026$980 /nt
12/11/2026 - 12/11/2026$1,321 /nt
12/12/2026 - 12/12/2026$1,374 /nt
12/13/2026 - 12/13/2026$1,214 /nt
12/14/2026 - 12/14/2026$846 /nt
12/15/2026 - 12/15/2026$803 /nt
12/16/2026 - 12/16/2026$777 /nt
12/17/2026 - 12/17/2026$930 /nt
12/18/2026 - 12/18/2026$1,013 /nt
12/19/2026 - 12/25/2026$2,527 /nt
12/26/2026 - 12/26/2026$2,285 /nt
12/27/2026 - 12/27/2026$2,323 /nt
12/28/2026 - 12/28/2026$2,364 /nt
12/29/2026 - 12/29/2026$2,397 /nt
12/30/2026 - 12/30/2026$2,422 /nt
12/31/2026 - 12/31/2026$2,555 /nt
01/01/2027 - 01/01/2027$2,208 /nt
01/02/2027 - 01/02/2027$1,768 /nt
01/03/2027 - 01/03/2027$1,757 /nt
01/04/2027 - 01/07/2027$1,377 /nt
01/08/2027 - 01/08/2027$1,310 /nt
01/09/2027 - 01/09/2027$1,328 /nt
01/10/2027 - 01/10/2027$1,170 /nt
01/11/2027 - 01/13/2027$1,109 /nt
01/14/2027 - 01/14/2027$1,282 /nt
01/15/2027 - 01/15/2027$1,785 /nt
01/16/2027 - 01/16/2027$2,023 /nt
01/17/2027 - 01/17/2027$2,498 /nt
01/18/2027 - 01/18/2027$2,057 /nt
01/19/2027 - 01/19/2027$2,030 /nt
01/20/2027 - 01/20/2027$2,044 /nt
01/21/2027 - 01/21/2027$2,234 /nt
01/22/2027 - 01/22/2027$2,435 /nt
01/23/2027 - 01/23/2027$2,479 /nt
01/24/2027 - 01/24/2027$1,822 /nt
01/25/2027 - 01/25/2027$1,845 /nt
01/26/2027 - 01/26/2027$1,826 /nt
01/27/2027 - 01/27/2027$1,868 /nt
01/28/2027 - 01/28/2027$2,030 /nt
01/29/2027 - 01/29/2027$2,175 /nt
01/30/2027 - 01/30/2027$2,174 /nt
01/31/2027 - 01/31/2027$913 /nt
02/01/2027 - 02/01/2027$1,757 /nt
02/02/2027 - 02/02/2027$1,763 /nt
02/03/2027 - 02/03/2027$1,850 /nt
02/04/2027 - 02/04/2027$2,050 /nt
02/05/2027 - 02/05/2027$2,213 /nt
02/06/2027 - 02/06/2027$2,286 /nt
02/07/2027 - 02/07/2027$2,085 /nt
02/08/2027 - 02/08/2027$2,046 /nt
02/09/2027 - 02/09/2027$2,114 /nt
02/10/2027 - 02/10/2027$2,219 /nt
02/11/2027 - 02/11/2027$2,413 /nt
02/12/2027 - 02/12/2027$2,615 /nt
02/13/2027 - 02/13/2027$2,652 /nt
02/14/2027 - 02/14/2027$2,428 /nt
02/15/2027 - 02/15/2027$2,390 /nt
02/16/2027 - 02/16/2027$2,334 /nt
02/17/2027 - 02/17/2027$2,418 /nt
02/18/2027 - 02/18/2027$2,577 /nt
02/19/2027 - 02/19/2027$2,666 /nt
02/20/2027 - 02/20/2027$2,687 /nt
02/21/2027 - 02/21/2027$2,494 /nt
02/22/2027 - 02/22/2027$2,459 /nt
02/23/2027 - 02/23/2027$2,665 /nt
02/24/2027 - 02/24/2027$2,705 /nt
02/25/2027 - 02/25/2027$2,791 /nt
02/26/2027 - 02/26/2027$2,819 /nt
02/27/2027 - 02/27/2027$2,786 /nt
02/28/2027 - 02/28/2027$2,573 /nt
03/01/2027 - 03/01/2027$2,519 /nt
03/02/2027 - 03/02/2027$2,466 /nt
03/03/2027 - 03/03/2027$2,496 /nt
03/04/2027 - 03/04/2027$2,582 /nt
03/05/2027 - 03/05/2027$2,738 /nt
03/06/2027 - 03/06/2027$2,747 /nt
03/07/2027 - 03/07/2027$2,604 /nt
03/08/2027 - 03/08/2027$2,591 /nt
03/09/2027 - 03/09/2027$2,552 /nt
03/10/2027 - 03/10/2027$2,618 /nt
03/11/2027 - 03/11/2027$2,723 /nt
03/12/2027 - 03/12/2027$2,946 /nt
03/13/2027 - 03/13/2027$2,962 /nt
03/14/2027 - 03/14/2027$2,827 /nt
03/15/2027 - 03/15/2027$2,824 /nt
03/16/2027 - 03/16/2027$2,777 /nt
03/17/2027 - 03/17/2027$2,826 /nt
03/18/2027 - 03/18/2027$2,899 /nt
03/19/2027 - 03/19/2027$2,932 /nt
03/20/2027 - 03/20/2027$2,909 /nt
03/21/2027 - 03/21/2027$2,518 /nt
03/22/2027 - 03/22/2027$2,496 /nt
03/23/2027 - 03/23/2027$2,430 /nt
03/24/2027 - 03/24/2027$2,477 /nt
03/25/2027 - 03/25/2027$2,567 /nt
03/26/2027 - 03/26/2027$2,744 /nt
03/27/2027 - 03/27/2027$2,737 /nt
03/28/2027 - 03/28/2027$2,514 /nt
03/29/2027 - 03/29/2027$2,462 /nt
03/30/2027 - 03/30/2027$2,404 /nt
03/31/2027 - 04/01/2027$1,804 /nt
04/02/2027 - 04/02/2027$1,843 /nt
04/03/2027 - 04/03/2027$1,834 /nt
04/04/2027 - 04/07/2027$1,804 /nt
04/08/2027 - 04/08/2027$1,621 /nt
04/09/2027 - 04/09/2027$1,757 /nt
04/10/2027 - 04/10/2027$1,526 /nt
04/11/2027 - 04/17/2027$1,969 /nt
04/18/2027 - 04/23/2027$1,426 /nt
04/24/2027 - 04/24/2027$1,740 /nt
04/25/2027 - 04/25/2027$1,420 /nt
04/26/2027 - 04/28/2027$1,134 /nt
04/29/2027 - 04/29/2027$1,294 /nt
04/30/2027 - 04/30/2027$1,427 /nt
05/01/2027 - 05/01/2027$1,416 /nt
05/02/2027 - 05/02/2027$1,121 /nt
05/03/2027 - 05/03/2027$1,037 /nt
05/04/2027 - 05/04/2027$1,007 /nt
05/05/2027 - 05/05/2027$1,068 /nt
05/06/2027 - 05/06/2027$1,289 /nt
05/07/2027 - 05/07/2027$1,436 /nt
05/08/2027 - 05/14/2027$1,462 /nt
05/15/2027 - 05/15/2027$1,448 /nt
05/16/2027 - 05/21/2027$1,482 /nt
05/22/2027 - 05/22/2027$1,412 /nt
05/23/2027 - 05/23/2027$1,802 /nt
05/24/2027 - 05/28/2027$1,953 /nt
05/29/2027 - 05/29/2027$1,582 /nt
4.8889
(27 Review)

Fabulous Key West Condo

April 2026
, San Diego, CA US

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

Our family of seven, 6 adults, one 7th old child, had an amazing vacation. From the moment we walked into this beachfront condo we knew we had made the right choice! The views are breathtaking with a large fully furnished balcony where we played games, enjoyed meals and relaxed while listening to the ocean. The unit was very clean and comfortable for all of us. On site we enjoyed bbqing by and swimming in the pools, playing pickle ball/tennis on the court, walking the lush grounds and swimming in the ocean. Off site we walked to local stores, attractions, restaurants and beaches, The unit includes a well stocked kitchen, laundry room, beach supplies and more. We used the concierge service and rented bikes for the week. We did have a rental car and drove to the grocery store and other beaches, all nearby. We were impressed with the communication with prompt responses to any questions.
We highly recommend Good Visibility and will stay here again on our next trip Key West.

Manager's Response

Thanks for the great review Kristine! It’s always wonderful to hear when guests plan to return, and we can’t wait to welcome you again to paradise.

My stay

December 2025
, Clay, MI US

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

Nice place.
One issue is that the AC in the upstairs bedrooms was inadequate.

Manager's Response

We’re so glad you had a great time with us Al, it was truly a pleasure having you! Thank you for the 4 star review. We are sorry that you had an issue with the AC upstairs and we'll certainly look into that immediately. We only wish you had reached out to the property manager, whose phone number was provided prior to your arrival, so he could have tried to rectify the issue during your stay. We’d be delighted to welcome you back the next time your travels bring you to paradise!

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

Search Availability

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

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.

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!

Winter getaway

Reviewed by Unknown on 2026-03-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Outstanding
Manager response on 2026-03-16 - Response from Best of Key West Rentals
Thank you for the kind words Mark! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.

Winter Getaway

Reviewed by Unknown on 2026-04-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Outstanding
Manager response on 2026-04-06 - 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.

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 Unknown 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 Unknown 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!

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 Unknown 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.

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.

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!

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!

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!

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!

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!

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!
OLD TOWN PARADISE.... Paradise awaits in a cozy Truman Annex retreat. Set on a cozy lane that is off the beaten path but close enough to walk or ride your bicycle to restaurants, this unique gem offers your much needed tropical R&R! ***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). 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.
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 06/30/2026$161 /nt
07/01/2026 - 07/31/2026$136 /nt
08/01/2026 - 08/31/2026$250 /nt
09/01/2026 - 10/31/2026$233 /nt
11/01/2026 - 11/30/2026$268 /nt
12/01/2026 - 12/31/2026$322 /nt
01/01/2027 - 03/31/2027$572 /nt
04/01/2027 - 04/30/2027$304 /nt
05/01/2027 - 05/29/2027$197 /nt
4.9655
(29 Review)

Winter Getaway

March 2026
, Rehoboth Beach, DE Unknown

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

Outstanding

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.

Winter getaway

February 2026
, Rehoboth Beach, DE Unknown

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

Outstanding

Manager's Response

Thank you for the kind words Mark! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.

Winter getaway

February 2026
, Rehoboth Beach, DE Unknown

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

Outstanding

Manager's Response

Thank you for the kind words Mark! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.

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

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

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 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.

Perfect spot for a Key West getaway?

Reviewed by Larry G. on 2025-12-13
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Lovely two bedroom unit, exceptionally clean and well provisioned, nice outdoor real patio, and so convenient to anything one wants to do in Key West. Host was very accommodating and communicative regarding anything we asked. Favorite spots: Butterfly and Nature Conservatory, Fort Zachary Taylor Beach, Truman Park, Fritta’s Cuban Burgers, Moondog Cafe, Frenchies Cafe, Higgs Beach.
Manager response on 2025-12-16 - Response from Best of Key West Rentals
Your kind words mean the world to us! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.

February on Southard Sunset

Reviewed by Jennifer W. on 2026-03-21
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
A bright, clean, well furnished 2 bedroom and 1 bath condo. The shared pool was great. Friendly, welcoming annuals that included me and my visitors with kindness. The only negative would be the quality of the back porch steps (unstable and rotting) and the condition of the patio furniture. Paint stuck to us as we sat, it had been repainted too many times.
Manager response on 2026-03-23 - Response from Best of Key West Rentals
Thank you for the lovely review and thoughtful comments Jennifer! We are delighted that you so enjoyed the home and we appreciate your kind remarks. We have forwarded your comments to the property manager and owner for their review. We hope you'll decide to return again as our treasured guests!

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!

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!

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 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!

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 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!

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.

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 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!

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!

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 ADVISED IF BOOKING THIS UNIT FOR AUGUST 2026: The Shipyard Pool will be closed starting August 1, 2026, for the Pool Deck Replacement Project. The HOA expects the project to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. There is no other pool available at the Shipyard, so we have adjusted our rates to offset the inconvenience. 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). 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...
May 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
June 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2026
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 
Age 18 and under.
DatesPrice
05/29/2026 - 09/30/2026$180 /nt
10/01/2026 - 10/31/2026$215 /nt
11/01/2026 - 11/30/2026$250 /nt
12/01/2026 - 12/31/2026$304 /nt
01/01/2027 - 03/31/2027$337 /nt
04/01/2027 - 04/30/2027$299 /nt
05/01/2027 - 05/29/2027$180 /nt
4.8889
(27 Review)

February on Southard Sunset

February 2026
, Champaign, IL US

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

A bright, clean, well furnished 2 bedroom and 1 bath condo. The shared pool was great. Friendly, welcoming annuals that included me and my visitors with kindness. The only negative would be the quality of the back porch steps (unstable and rotting) and the condition of the patio furniture. Paint stuck to us as we sat, it had been repainted too many times.

Manager's Response

Thank you for the lovely review and thoughtful comments Jennifer! We are delighted that you so enjoyed the home and we appreciate your kind remarks. We have forwarded your comments to the property manager and owner for their review. We hope you'll decide to return again as our treasured guests!

Perfect spot for a Key West getaway?

December 2025
, Falls Church, VA US

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

Lovely two bedroom unit, exceptionally clean and well provisioned, nice outdoor real patio, and so convenient to anything one wants to do in Key West. Host was very accommodating and communicative regarding anything we asked. Favorite spots: Butterfly and Nature Conservatory, Fort Zachary Taylor Beach, Truman Park, Fritta’s Cuban Burgers, Moondog Cafe, Frenchies Cafe, Higgs Beach.

Manager's Response

Your kind words mean the world to us! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.

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

Pages

Subscribe to Best of Key West Rentals RSS