Row Wrapper 2

CAPTAIN'S QUARTERS ~ A Gem!

4.9444
(72 Reviews)

Capacity

4 Bedrooms
2.5 Bath
Sleeps 10

Search Availability

About

HISTORIC OLD-WORLD CHARM WITH MODERN AMENITIES AND A LAGOON-STYLE POOL....
Once you step through the threshold of this Old Town home you feel enveloped in vintage Key West.  Dade County wood surfaces, nautical accents plus appealing and comfortable decor make this a true "Captain's Quarters". Hang out in the living room with flat screen TV.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

SLEEPING ARRANGEMENTS...
You will have many sleeping options while staying in this stunning home as it comfortably sleeps 8-10 guests. There are three bedrooms located in the main house and a one bedroom cottage off the rear deck by the pool.  As you enter the main hallway, there are two queen guest bedrooms immediately to your left and right. They each have TVs, storage for clothing and the option of using the hall or rear bathrooms. The master bedroom is fitted with a king size bed, flat screen, closet and has an interior door that leads to a full bathroom.  You will find a cast iron clawfoot tub with rain shower as well as a vintage pedestal sink. The rear bathroom off the family room has a tiled shower with glass door and a pedestal sink. There is a powder room off the kitchen that houses the washer and dryer. It has a door to the rear deck that can double for cottage use.  The cottage is your fourth bedroom with a queen size bed, pedestal sink, dresser and flat screen with a view of the pool!  If you have one or two more guests they can use the sleeper sofa in the family room. 

AMENITIES...
Captains' Quarters had updates completed in the spacious homes layout and decor in 2015. Impressively rich Dade County pine and high ceilings make this property a real stand out. The kitchen is fully equipped to meet your cooking needs and has a formal dining room steps away. Your family can dine together at the table for six or use the space to play games or cards.     

OUTDOOR LIVING...
Lush tropical landscaping greets you at the front gate and wraps around the property. Once inside, you will find a covered porch with a swing and seating area perfect for your morning coffee or to curl up with a book.  A winding path will take you around the side yard to a real gem; the lagoon-style pool!  The large private, heated pool is situated in the rear yard surrounded by a composite deck with plenty of seating. There is a gas grill and outdoor table covered with a large umbrella meant for six to dine al fresco and grill your fresh catch of the day.  If you are a sun worshiper you can kick back and relax on one of the five lounge chairs that surround the pool. Enjoy an outdoor shower to rinse off and head into town!

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.

DISTANCES TO BEACHES...
Higgs Beach is 0.8 mi
South Beach is 0.9 mi
Smathers Beach is 1.7 mi
Fort Zachary Taylor Beach is 1.7 m

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!

ISLAND TIME AWAITS...

Features

Amenities

  • Air Conditioning
  • Clothes Dryer
  • Washing Machine
  • Free Wifi
  • Coffee Maker
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Heated Pool
  • Private Pool
  • Street parking
  • Central Air
  • Washer & Dryer
  • High Speed Internet
  • Gas Grill

Rental Type and Location

  • House
  • Old Town
  • Best of Key West Rentals
  • Key West
  • Key West, FL

Duration

  • Nightly

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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Map

Reviews

Leave a Review

Fantastic house!

March 2024
, Daphne, AL US

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

The house was absolutely beautiful! Favorite part was the pool and the front porch for sure! Management company was wonderful to work with! They were extremely responsive and informative!

Captain's Quarter 2 Day Stay

March 2024
, columbus, OH US

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

Awesome

ahhhmazing

February 2024
, st pete beach , FL United States

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

We really enjoyed our stay. The house was very clean and comfortable. We had a larger group and the home had everything we needed.

KW Group

February 2024
, Erie, MI US

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

The house was exactly what we were looking for, it handled all 9 of us great. Good location, short walk or Uber to anything in minutes.

Enjoyable stay!

November 2023
, Comstock, MN US

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

We had 10 people and accmodated us well. Only suggestion is to have mirrors in all bedrooms with a large group. Very satisfied with property!

Best kept secret.

November 2023
, Bristol, PA US

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

The house was lovely.

A lovely and comfortable stay

October 2023
, Fort Myers, FL US

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

We had a great weekend stay at the Captain's Quarters. The house and pool were lovely. We had everything we needed and were close to a bike rental which is a great way to travel around Key West. Check in and out were easy. Thank you

Manager's Response

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

Best in Stay 2023

September 2023
, Waldorf, MD US

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

Our stay at the Captain’s Quarters was a perfect setting for a birthday trip! The house is uniquely decorated, and the wood paneling keeps the house cool during the sticky days. All the amenities were spot on, and the pool was a perfect spot to sit and enjoy the day. What made our stay perfect was the quick response from Melaine. Her response time was short, and she offered to go above and beyond for each of our asks! We would not only recommend staying with our family and friends but will be returning!!

Manager's Response

Thank you for this wonderful review Lacey, 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.

Wonderful backyard

June 2023
, Galena, OH US

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

Absolutely loved this house! It had tons of space inside and was decorated so cute. The backyard is amazing with a huge pool and had plenty of seating. It was a very short golf cart ride to all restaurants and bars. I would definitely rent this house again!

Manager's Response

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

Nice Key West Getaway

June 2023
, Chicago, IL US

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

Nice home to come back to after a long day out n about in Key West. Comfort and coziness for a restful and fun stay. Relaxing backyard pool area to beat the heat! A 20-30 min walk to the main Duval Street activities.

Manager's Response

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

Best Place and Best Value.

May 2023
, Laguna Niguel CA, CA US

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

Great house in great location. Everyone really enjoyed it. The pool and BBQ made outside living really nice. There is a cool market right around the corner so that made it nice. It looks like 8 people could sleep here comfortably, we only had 4. It is about a 15 minute walk to Duval St. but very doable.

Manager's Response

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

Girl's Trip-Key West

April 2023
, Lawrence, MI United States

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

Captain's Quarters worked well for 8 women there to take-in Key West. Great location-able to walk to Duval, marina area& local stores/restaurants. Enjoyed the pool area for relaxing.

Manager's Response

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

CAPTAIN'S QUARTERS

March 2023
, Charlotte, NC US

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

CAPTAIN'S QUARTERS was as described and ready for our arrival We only hope that is available for all our future visits to Key West This was perfect spot

Manager's Response

Thank you for taking the time to post a review of our property Scott. We are so happy to hear that you enjoyed your time in Key West. Our goal is always to exceed your expectations! If there's anything we can help you with during your next visit, please don't hesitate to let us know.

Wonderful Getaway in the Keys

March 2023
, North Liberty, IA US

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

Relaxing, well-kept property - close to the beach, harbor, and Duval street. The heated pool was a huge plus. Parking was hit or miss depending on the time of day.

Manager's Response

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

Captains Quarters - The perfect Key West vacation rental!

February 2023
, Hilton Head Island, SC US

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

The house was not only charming - it was the perfect size for our family of 10. The backyard and pool were where we spent most of our time. The location is ideal in that you can walk one way to the beach, or head the other way to Mallory Square. We rented a wagon for the littlest guests. Truman & Company is a stellar vacation management company. Melanie was delightful and helped us with anything we needed. Check in and check out couldn’t be easier! I highly recommend them.

Manager's Response

Thank you for your incredible review Lynn! 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 Escape

December 2022
, Mahopac, NY US

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

Celebrated a 50th Birthday in Key West with 9 other friends. House was clean, spacious, beds were comfortable. Kitchen needs some attention. Outside pool area was beautiful. Many loose bricks on the walkway around the house, have to be careful. Pool was heated and clean.

Manager's Response

Thank you for bringing these concerns to our attention Barbara. We will share your feedback with our team and address the issues you mentioned. We are glad you enjoyed your celebratory get away with your friends and hope to welcome you again next time you visit key West!

Gem in Key West

November 2022
, Ann Arbor, MI US

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

Lovely place to stay! We stayed here with 7 adults comfortably. It's a beautiful home with character. It's kept nice, clean and a great location. Since it was winter and dark early we mostly called cars to go to Duval Street at night but it could be walkable. The back yard is nice with a heated pool, lounge chairs for everyone, table and grill. The outdoor shower is a nice addition. It would comfortable stay 8 adults, any more they would have to go in the small living room and it would be tight. Would be a nice house to rent with kids as well. Felt safe and the front gate locked. Communication with the property manager was great! Awesome cuban coffee around the corner.

Manager's Response

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

A gem in Key West

October 2022
, LUTHERVILLE TIMONIUM, MD US

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

A beautiful house in a quiet neighborhood but close enough to the nightlife for a perfect blend. Pool, deck, BBQ, 4 bedrooms, large kitchen makes for a great stay.

Manager's Response

We are so happy to read you had such a good stay with us Chris! Thank you for being our guest!

Quick Getaway

September 2022
, Versailles, OH US

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

This place was quite the charming place and exactly what we were looking for. We were approx 4 blocks from Duvall Street so if we wanted just a quick walk uptown, there was no need for a uber. The house was very roomy and it was nice to have the pool to ourselves. We would definitely stay here again. We were able to check in early and had no issues with working with the Property Manager.

Manager's Response

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

It was great places

July 2022
, Lilburn, GA US

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

The houses was perfect for me and my family
and it was clean too.

Manager's Response

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

Great location!!

July 2022
, Beaufort, NC US

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

It was so convenient and well appointed. Had everything we needed. Enjoyed the pool in the evening after being out on the hot days. We biked everywhere we went.

Manager's Response

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

A Truly Great Stay!

June 2022
, Brookfield, WI US

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

Our group of 9 thoroughly enjoyed our stay. Lots of space, great bedrooms, and we loved the pool and back patio! The management company was always quick to respond and answer questions. We would definitely stay here again!

Manager's Response

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

Captain's Quarters

May 2022
, Birmingham, AL US

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

This is a great place to stay and had everything we needed. Loved the pool and all.

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!

Great house

May 2022
, Virginia Beach, VA US

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

Great location
Nice pool

Manager's Response

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

Great Key West Home!

May 2022
, Shelby Township, MI US

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

Such a great home in Key West! So clean and spacious. The pool was definitely the best part! Our primary contact, Melanie, was very helpful and kind over the phone and made sure we had everything we needed during our stay. I would definitely recommend this home to a medium sized group of family or friends.

Manager's Response

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

Best Rental Yet!

May 2022
, Burlington, NC United States

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

We couldn’t have found a more accommodating rental (thank you Melanie!) for our girls trip! Very close to Duval, restaurants and the Faustos Grocery store right around the corner was a def plus! Loved the fact that Sandy’s cafe right around the corner delivered breakfast every morning and it was delish! Would definitely stay here again....and again!!

Manager's Response

Thank you for your incredible review Sherrie! 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!

Captain Quarters Getaway

April 2022
, Charlotte, NC US

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

We loved our stay at Key West Captain Quarters. The house was beautiful and the outside pool area was the icing on the cake. We appreciate the accommodations made when we arrived before check in time too. We highly recommend this home to any families/group visiting Key West.

Manager's Response

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

Key West

April 2022
, Comstock Park, MI US

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

Wonderful property!

Manager's Response

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

Captains Quarters - The absolute best!

March 2022
, Seven Hills, OH United States

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

This was our second time staying at this property and it once again did not disappoint! We 100% recommend this property and definitely plan to stay there again.

Manager's Response

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

A Fantastic Stay in Key West

January 2022
, Chicago, IL US

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

We loved our stay at Captain's Quarters. There were 7 of us and we never felt as if we were on top of each other. The house was clean. The pool was amazing (and cleaned twice a week). The location was good. It's a little farther from most places you want to go in Key West, but not too far and away from the noise indeed. We spent our time walking more than Ubering. I dare say the Pool House bedroom may be the best in the bunch, separated from the main house, but next to an outdoor shower and connected to a bathroom. Also, Melanie, at the management company was extremely responsive with any request or need. We could not have asked for more. I definitely recommend this property for your Key West stay.

Manager's Response

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

Fabulous Family Vacation

December 2021
, Cicero, IN US

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

Awesome! It is a beautiful home that exudes charm and character. The whole family loved the design, layout, decor, everything! Private pool and beautifully landscaped backyard, so relaxing!
Perfect location for everything, a short block to Fausto's and Sandy's had us very spoiled. Both the rental experience and the management company were wonderful. We so much appreciate the flexibility afforded us when we had to delay our trip due to COVID lockdown over a year ago. It was so worth the wait and VRBO, Truman, and Zintsmaster helped make this our best vacation ever. Thanks to Zintsmaster for recommending and reserving Viva on New Year's Eve. Wonderful way to end the old year and welcome 2022! We definitely will be back! Thank you all so much.

Manager's Response

Thank you for this fantastic review Marcia! We are thrilled you and your family had the best vacation ever and hope you welcome you again next time you visit the island!

Perfect Location for Key West Trip!

December 2021
, Green Cove Springs, FL United States

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

The location was perfect as you're not far away from Duval street which is about a half mile walk down the road. You're also far enough away from party goers you won't be disturbed. No complaints except you won't be able to turn the heat up on the pool as it's locked at 84 degrees. There was one night cool enough we wished we could have turned it up a little. A minor annoyance was the main shower ran out of hot water pretty quickly and the shower head looks nice, but the water pressure coming out was not great. I used a different shower and got much hotter water and better pressure. We knew someone would be coming to clean the pool and someone else to clean the grounds. I would recommend to the owners to have the grounds keeper come first before the pool cleaner as the ground keepers blows off the back yard and lots of debris ended up in the perfectly clean pool and I had to clean it all out before we could use the pool. As far as Parking is concerned, we missed the fact you are not SUPPOSED to park on the street in front of the house and there is no parking on the property. We found a spot in front of the house off the street and left it to chance if we received a $50 parking fine. Luckily, we stayed for 6 days and never received a fine. :) I believe the parking garages charge $32 per day so we felt like the $18 difference would be worth it being able to park our car right in front of the house. Other recommendations: We ate at Blue Heaven which was fantastic and worth the wait! Sushi Song was right down the road and open until like 3 am! We ordered it for delivery and it was great! Lobster rolls at DJ's clam shack is a must featured on Dives, Diners, and Drive-ins. Not much seating though. And lastly, our family enjoyed the Butterfly garden which was just amazing and not to mention a nice spot to cool off for minute.

Manager's Response

Thank you for your review Dace, we are thrilled you enjoyed your stay at Captain's Quarters. We are taking note of the small issues you encountered and will be addressing them right away.

We hope to host you again next time you visit the island!

Superior Experience

October 2021
, Sparta, NJ US

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

We had a fantastic time. The quality of the house was stellar and the location ideal. Very clean and the property manager was extremely responsive and helpful. Its a great place to enjoy Key West.

Manager's Response

Thank you for this wonderful review Bruce, we are glad your experience was superior and hope you will be staying with us again next time you visit Key West!

Beautiful and Conveniently Located Key West Home

October 2021
, Livonia, MI US

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

We had an amazing time in this home. It's really conveniently located. We had a party store less than a block away for refreshments, Sandy's Cuban counter restaurant for food, breakfast and fantastic coffee and a short bike ride away from everywhere else we wanted to go. The home itself was perfectly sized, even for 8 adults. The manager was really accommodating with any of our requests. The only warning is the 5 day trash pickup process that occurs before 6 a.m. There's a day where a guy comes to put the trash cans out, comes another day for different trash cans, trash pickup occurs on two days then another day to bring the cans back. I'm assuming it's done so early for a reason, but I would warn guests in advance because it's loud and alarming to hear people within the gates, dragging cans across rocks that early.

Manager's Response

We are so glad you enjoyed your stay so much Toni! We are sorry to hear the trash pick up disturbed you, they only come once a week so we have someone get it out and in that same day but that's it. We have no control over the city's schedule but hope you will come and stay with us again next time you visit the island!

A wonderful place to stay!

September 2021
, Norwood, NJ US

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

The property was absolutely beautiful and conveniently located, rooms were clean and comfortable.

Manager's Response

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

Great house with lots of character

June 2021
, Rock Hill, SC US

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

Had a great time. House was very nice and comfortable. Rental agent was very responsive and easy to work with.

Manager's Response

We are so glad you had a great stay with us Rick, we look forward to welcoming you again next time you visit Key West!

5 stars***

May 2021
, Davie , FL US

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

great rental property and the property manager was amazing! very responsive to text messages and was extremely pleasant to work with. will definitely be back!

Manager's Response

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

Birthday vacation!

April 2021
, Mayslanding, NJ Unknown

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

The property I rented was awesome(despite the outside needed a huge cosmetic makeover ) . The house was perfect for my family. The beds were very comfortable and overall we enjoyed the house very much. The pool/ deck area was our primary hangout place.

Manager's Response

Thank you for your review. We enjoyed hosting you and hope to see you again soon!

Wonderful

April 2021
, Milton, MA United States

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

Clean, Roomy, Charming home a mile or so to shops, beach. We loved the big lizards that came to say hello at the pool they don’t bother you and are neat to see. The bedrooms are comfortable-I stayed in the bungalow off of the pool - a real Key West vacation. The Airplanes fly low and directly above the pool -my dad being a pilot-I loved it! Pool very nice-we spent much time swimming-nice relaxing porch front of house for a change of scenery. Def recommend and will be back. Suggestion-Fly into Key West airport it is a very short cab ride to and from location.

Manager's Response

Thank you for your kind words. We enjoyed hosting you in Paradise and hope to see you back soon!

Perfect Spot

March 2021
, Spring, TX US

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

Pool area sold the property, enough room for 8 to chill and not have to deal with a busy beach! Close walk to good food, shopping and the Marina. A perfect spot to Celebrate my 50th Birthday with fiends and family!

Manager's Response

Thank you for your review. Please come back and see us soon!

AMAZING1

February 2021
, Seven Hills, OH US

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

As a group of friends that go to KW every year - this by far was the best place we have stayed! The home is absolutely charming and the pool is amazing. Super convenient location with a full grocery near by. Book this home - you wont be disappointed! We are already planning to go back for our trip next year!

Manager's Response

Thank you for your recent review. We enjoyed hosting you and hope to see you back again soon!

Quaint Historic Home Close to All the Sites

February 2021
, Vancouver, BC CA

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

We stayed at this lovely historic home for 4 days and found it very comfortable. It is close to Duval street so you can walk to all the restaurants, shops and sites. The pool is very warm and we really enjoyed lounging around the pool during our stay and using the barbecue. The home is also full of very interesting antiques and vintage pieces which makes it a very special home to stay at.

Manager's Response

Thank you for your recent review. We enjoyed hosting you and hope to see you back soon!

We Can't Wait Till Next Year

January 2021
, Knoxville, TN United States

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

A group of 6 adults have been traveling to Key West for the past 5 years. This is the best house we have stayed! All the rooms are large and everything in on one level. The best part is the pool. It is hard to find a full size pool and ample pool deck space and this house has both! We hope to stay again next year!

Manager's Response

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

Great Get-a-way

January 2021
, Ft. Wright, KY US

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

We had a fantastic time. The house was amazing and extremely clean. There were 10 of us and we all had plenty of room. I chose to sleep in the guest house which was absolutely amazing. We left the door and window open all night along with the fan running and had a fantastic cross breeze. It was very centrally located and we walked or biked to everything. As you can imagine our favorite spot was by the pool. Thank you for a great experience.

Manager's Response

Thank you for your kind words. We enjoyed hosting you and hope to see you again very soon!

Christmas at Captains Quarters

December 2020
, HERSHEY, PA US

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

Loved the property, well kept and maintained. The private pool was a huge plus. Melanie Wilson was very professional and helpful.

Manager's Response

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

Fantastic!

October 2020
, Annapolis, MD US

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

We absolutely loved this house! It was clean, beautiful and just as described. The management company was responsive and quick to act when we complained about the pool heater, they came right out and turned it off. The concierge service was a great help in booking reservations and bike rentals, delivered right to the house! We loved it, and next time I am in Key West I'll definitely plan to stay here again. The location was great, a quick 3-5 minute bike ride anywhere on the island, right around the corner from a grocery store, a liquor store and the best cuban sandwiches (Sandy's). Oh, and an outdoor shower which isn't advertised but was a great surprise! Two thumbs up!

Manager's Response

Thank you for your wonderful review. We enjoyed hosting you and hope to see you again soon.

Awesome House

October 2020
, Longwood, FL US

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

Very cool house with a great backyard! Pool was a perfect way to cool off after exploring and after a long day of fishing. Will be back.

Manager's Response

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

Fabulous Home in a Quiet Neighborhood!

July 2020
, Dunn, NC United States

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

We had a wonderful stay at Captain’s Quarters. The home was perfect for our group of 5 adults and 4 kids (9, 10, 13, 14). The pool area was very private and we spent most of our time there swimming or lounging. There was ample seating for us! The house is gorgeous and the beds were comfy. We cooked more than we originally anticipated, but with fresh fish from a fishing excursion, the kitchen provided everything we needed to whip up several tasty meals. We enjoyed walking to Sandy’s to grab coffee and breakfast-just around the corner. Cuban coffee, pastries, and Cuban sandwiches were delicious! There is also a market that had everything we needed very close as well. Great location in a quiet neighborhood but an easy bike ride to Higgs beach to catch beautiful sunrises. Duval St is walkable but we preferred to bike. Even with kids we were able to bike there within 10 minutes. The property manager, Melanie, was excellent and available for anything we needed.

Manager's Response

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

Captain's Quarters Key West

March 2020
, Memphis, TN United States

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

Nice house in a great location with an even nicer pool.

Manager's Response

Dear John,


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


Best Regards,


Wendy Zintsmaster and Team

Captain's Quarters Key West

March 2020
, Memphis, TN United States

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

Nice house, great pool, great location.

Manager's Response

Dear John,


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


Best Regards,


Wendy Zintsmaster and Team

Gorgeous Home

February 2020
, Holmen, WI US

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

The Captain’s Quarters was absolutely perfect! The home was spacious and very clean. The pool area was exceptional! Location was a little further from Duval than we were used to staying, but with car services so readily available it was never a problem. If walking isn’t your thing, consider renting a bike or scooter. The neighbor is residential- felt quiet and safe. Would definitely recommend!

Manager's Response

Dear Laura,


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


Best Regards,


Wendy Zintsmaster and Team

Very Nice House

February 2020
, Hyannisport, MA US

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

Three generations of our extended family , ranging in age from 1 up to 65 enjoyed this house in Feb 2020. Rooms are large and ceilings are high so we never felt crowded. Pool is large too.We recommend the house, but did find it a bit far from Duval and "the action". We like to walk places, but would suggest bikes and/or car.

Manager's Response

Dear Jeffrey,


Thank you for your wonderful review. We are so happy to hear how much you loved this home. This home is desirably located for those that want to be close to downtown but far enough for some peace and quiet. We hope you had a wonderful vacation!


Best Regards,


Wendy Zintsmaster and Team

Capt Qtrs Key West

February 2020
, Fort Myers Fl, FL US

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

Celebrating a 60th anniversary with family

Manager's Response

Dear Bernard,


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


Best Regards,


Wendy Zintsmaster and Team

Great Stay!

January 2020
, Williamsburg, IA US

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

We loved our stay at Captain Quarters! We had a group of 4 couples. Captains Quarters was a great place to stay the house is exactly what you think Key West should be. It was a great central location. We loved the central location and there were some great restaurants near by. We will be recommending this house to all of our friends.

Manager's Response

Dear Eric,


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


Best Regards,


Wendy Zintsmaster and Team

Key west adventure

December 2019
, Fenton, MI US

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

Excellent. Pool was amazing. Location was perfect. Character of home was nice. Only small issue was not enough silverware for ten of us. And some of the towel hooks came out of the wall because they were not installed correctly.

Manager's Response

Hi Kathy,


Thank you for your wonderful review. We are so thrilled to hear how much you enjoyed this home. We will look into the silverware inventory immediately as well as the towel hooks. Please come back and see us soon!


Best Regards,


Wendy Zintsmaster and Team

Captain's Quarters

December 2019
, Kansas City, MO US

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

Great home and heated pool; wish we had more time to stay there.

Manager's Response

Dear Mark,


Thank you for your wonderful review. We are so happy to hear how much you enjoyed this home and hope to see you back soon.


Best Regards,


Wendy Zintsmaster and Team

Key West Christmas!

December 2019
, Bristol, NH US

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

We rented this house for the week before Christmas rather than giving gifts. It was a wonderful opportunity to spend time together with family. The house was perfect for our family. We didn’t need a car and walked out biked everywhere. The weather wasn’t fabulous but we still had a great time. The pool area was great, the kitchen well supplied, and the front porch was a great place for our grandchildren to hang ou with neighborhood cats!

Manager's Response

Dear Rosemary,


Thank you for your wonderful review. We are so happy to hear how much you enjoyed this amazing home and we hope to see you back soon.


Best Regards,


Wendy Zintsmaster and Team

Fun Vacation experience

December 2019
, Wilmington, NC US

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

We had a great time in Key West. The property was clean and well- decorated and we loved the pool, especially in the evenings after a long hot day (yes, it was warm in December!). The concierge service was vey helpful and arranged several outings for us at the last minute. The location was great too, on the edge of Old Town- renting bikes is the way to go. The neighbors that we met were all very friendly and it seems to be a mix of rentals and full time homeowners so the places are all well kept. We had a great time!

Manager's Response

Dear Lisa,


Thank you for your wonderful review. We are so happy to hear how much you enjoyed your time at this home and hope to see you back again soon.


Best Regards,


Wendy Zintsmaster and Team

Amazing house & pool is everything!

October 2019
, North Bethesda, MD US

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

We stayed at Captain's Quarters with 3 other couples for 4 nights. We all didn't want to leave! The pool and outdoor area was amazing. The house itself was perfect, everyone loved the kitchen and living room. We took a 3-4 min Uber ride to downtown most days and never had to wait for a car. The area where the house is located is great! 20 min walk to Duval St., and lots of good coffee and food less than a block away. Can't wait to come back!!

Manager's Response

Dear Katie,


Thank you for your wonderful review. We are so happy to hear how perfect this home was for your Key West visit. We hope to see you again soon!


Best Regards,


Wendy Zintsmaster and Team

Great place to spend with family or friends

October 2019
, Pompano Beach, FL US

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

The experience was good but I feel it could be great to excellent with a few small details being added.

Manager's Response

Dear Bennetto,


Thank you for your recent review. We are so happy to hear how much you enjoyed this incredible home in Key West. We would love to hear more on your thoughts of what could be added so feel free to reach out anytime.


Best Regards,


Wendy Zintsmaster and Team

Fantastic House!

September 2019
, Portland, OR US

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

This home is located very close to local stores (walking a block or 2) and is also a short walk to popular destinations like Duval. It has amazing charm to it and it’s perfect for a small group to stay and enjoy beautiful Key West. The pool and back patio is incredible and a fantastic place to spend a nice sunny day.

Manager's Response

Dear Shane,


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


Best Regards,


Wendy Zintsmaster and Team

Awesome house!

August 2019
, Chesapeake, VA US

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

We really enjoy our stay in Key West at Captain's Quarters. Perfect size house for four couples. There were no surprises, everything was as listed. We especially loved the pool and home decor! The only thing we found that needs to be fixed is the door handle in the front left bedroom.

Manager's Response

Dear Lisa,


Thank you for your 5 star review! We are so happy that you and your party had such an enjoyable time in Key West. We loved hosting you in Paradise and hope to see you back soon!


Best Regards,


Wendy Zintsmaster and Team

Captains quarters

August 2019
, Columbia, SC United States

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

Great place!!! Would def book here again!!!!

Manager's Response

Dear Joy,


Thank you for your kind words on your recent stay. We are so happy that you loved this home and would stay here again. We hope to be hearing from you soon to book your next visit!


Best Regards,


Wendy Zintsmaster and Team

Perfect Place

May 2019
, EAST GRAND RAPIDS, MI United States

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

Excellent as described!

Manager's Response

Dear John,


Thank you for your incredible review on Captain's Quarters. We are so happy to hear how much you loved this amazing Key West retreat. The house is well equipped and comes with a spacious pool making this the perfect island destination. We appreciate your feedback and hope to see you back very soon!


Best Regards,


Wendy Zintsmaster and Team

Valentine wedding Margaritaville

May 2019
, Sugar Loaf, NY United States

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

Comfortable well equipped cool in every sense of the word. Can’t wait to go back and relax.

Manager's Response

Dear Cora,


Thank you for your incredible review on Captain's Quarters. We are so thrilled to hear that your wedding weekend in Paradise was perfect. We loved hosting you in Paradise and hope to see you on your next trip to the Florida Keys!


Best Regards,


Wendy Zintsmaster and Team

Great time!

April 2019
, Chicago, IL US

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

The house was super cute and ended up sleeping 10 of us comfortably (2 on the couches). We had everything we needed, the pool was great, and even the little poolside cottage was comfortable! We ended up renting bikes two different days from the bike shop across the street, highly recommend! Jorge was also very accommodating in letting us leave our bags on the property since our flight was in the afternoon after check out.

Manager's Response

Dear Ashley,


Thank you for your 5 star review on Captain's Quarters. We are so happy to hear that your party of 10 enjoyed this incredible Key West home. We appreciate all your feedback and hope to see you back in Paradise again soon!


Best Regards,


Wendy Zintsmaster and Team

Perfect Vacation Rental

February 2019
, United States

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

This house was perfect for a group of friends in town for a wedding. The beds were so comfortable, and we all had plenty of privacy. Loved the decor and overall feel of the home.

Manager's Response

Dear Kortnee,


We are so happy to hear how much you loved your time spent at Captain's Quarters! The house really is perfect for a group of friends traveling together. Thank you for the wonderful feedback and please come back and see us soon!


Best Regards,


Wendy Zintsmaster and Team

Beautiful Property with Great location!

August 2018

Overall
5

We had a great time celebrating my daughters birthday! Pool was a plus with the hot weather! You could walk to all attraction in Key West!

Great house, location, and property management

June 2018

Overall
5

We loved our stay in the Captains Quarters. The pool was a huge hit and much needed as the temps were in the 90's. The house was clean and nice and cool when we arrived, the central AC was awesome. At a quick 10 minute walk to Duval street, the location of this house is ideal and nice and quiet at night.

Awesome!

June 2018

Overall
5

The property was everything the description said it would be. First experience with HomeAway and I will most certainly be back. My family loved the property so much, we didnt get in our car once during our entire 4 day stay. It was conveniently located to everything we needed without having to drive anywhere. Loved it. Plan to return soon.

I highly recommend!

May 2018

Overall
5

This house was awesome, we loved the pool area and the big umbrella that kept us dry when it started to rain. A very functional kitchen, spacious bed rooms with comfy beds, and the bathrooms had great showers.

Charming, well-equipped home with beautiful pool deck

April 2018

Overall
5

This house has everything you need for a small group (3-4 couples). The pool is great. The layout of the house works really well. A short-ride (or slightly longer walk) to Key West action. Highly recommend.