CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
House in Key West, FL
10 guests · 5 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
About this house rental
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...
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...
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly
Map of Key West, FL
RRRR
Ratings and reviews
10.0 / 10.0
I absolutely loved this property. It was beautiful and impeccably decorated in true Key West fashion. The house is full of beautiful antiques and nautical art. The management team was very communicative and accommodating. The pool was amazing for a midday break because it was so deep and the perfect temperature. This house was definitely a splurge for us but we made up for it by cooking at home. The kitchen and the house had everything we needed and a working grill so we were able to have amazing meals at home. I absolutely love this property I would definitely stay here again.
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The home is beautiful and clean. It is locatedin a quite area with a lovely swimming pool in the back. The home is well equipped with anything you may need such as hair dryers, ironing board and iron. Restaurants are close by as well as a grocery and liquor store within walking distance. We were lucky to be able to check in at 12:00 instead of waiting until 4:00. I would consider renting this property in the future.
10.0 / 10.0
House was great. Have stayed many places in Key West - this may be one of the nicer properties. Has a grill, very nice sleeping arrangements. Close to all the places you want to get to. Nice Quiet street.
10.0 / 10.0
What a find!! I would definitely book again!
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
everything you need while staying in Key West
10.0 / 10.0
The location and condition of the property, ease of check-in, communication with the property representatives, and entire vacation experience with friends were unforgettable.
2.0 / 10.0
The rental management company ruined our stay and it’s just standard practice. During our stay, the separate cottage bedroom was not usable because it was infested with huge ants. Literally, ANTS WERE EVERYWHERE. The cottage accounts for a separate bedroom by the pool, connected to the outdoor shower. They knew about ants before we arrived but waited until we got there so we could let the exterminator in with the key. So they finally spray toxic chemicals all over the bedroom and tell us we shouldn’t go in for 48 hours. So…we don’t have enough bedrooms. Dead ants covered the bedroom. Next, you’ll be interrupted by the pool cleaners who demand you leave the pool area for 2 hours, followed by the landscapers who came AFTER the pool was cleaned and spent 3 hours cutting, mowing, trimming bushes, and then blowing all the debris (back into the pool) I contacted management who was “out for the day” and she never called me back. I complained about not getting a call back and this woman actually created a fake screen shot of her fake attempt at trying to call me….or someone programmed in her phone as “tenant blah blah blah” she claimed she tried to call back and the call was “cancelled” so she is just dumb. She called a number, pressed cancel, and then took a screen shot and this was her proof of trying to contact me. I own property and would fire my team if they acted this way. Don’t rent from this company.
10.0 / 10.0
We loved the home! The decor, the pool, and the location were all perfect
10.0 / 10.0
Great Home and location
10.0 / 10.0
We had 3 adults varying ages celebrating a 30th birthday. The house couldn't have been more perfect. Charm alongside the perfect layout for personal space as well as areas to be together at the pool family room or dining room.
The pool amazing. House immaculate with all amenities needed.
Bikes to rent are just a couple blocks away (walking) we had no issue parking for one car. Easy bike ride or nice walk to Duvall.
And our host Melanie was a star! Quick to respond but really everything was laid out clearly from start to finish, there wasn't much to ask other than what kind of coffee maker was available (both drip and keurig btw which was great)
We would love to stay at this property again. Easy. Beautiful. Thanks Melanie!
10.0 / 10.0
The house was clean and well stocked with essentials, had lots of character and nicely decorated. The backyard was beautiful with an amazing pool and lots of lounge chairs and outdoor seating. Wonderful stay for our group of 6 adults.
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We got together as a family to celebrate my father-in-law‘s life. A third generation conch that has lived his life in Key West. Captain’s Quarters was perfect.
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Awesome
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
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!
6.0 / 10.0
Rating Details:
The property manager was more than helpful.
The vacation rental was very clean.
I was very happy with the location.
I was somewhat dissatisfied with the condition of the vacation rental.
Overall, I do not recommend this vacation rental.
Reviewer Comments:
I will start by saying that while we had a nice stay and appreciated the historic detail of the home and the great pool area, we would not choose this home again. Our group of 7 felt it was very overpriced compared to other options and past stays in Key West. The pros of this house are that it has great historic detail, is nicely decorated, has a lovely pool, and comfortable beds. But there were a bunch of functional issues. We are a group that cooks and had to go out to buy things like a second cutting board and a knife that worked.There were also a lot of little things that did not work in the house, and little things that most places at this expensive of a price include were not. Also, the 4th bedroom is literally just a bed and sink.The highlight of the house is definitely the pool, which was very clean and kept pleasantly warm and had lots of deck furniture. It made our stay. The property manager was very helpful and responsive and with a little maintenance and added amenities, those could be improved, but generally we did not feel this house was worth the price and fees.
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We really enjoyed our stay. The house was very clean and comfortable. We had a larger group and the home had everything we needed.
10.0 / 10.0
Had 9 people stay, accommodated everyone well. Good location, bit of a walk to things, Uber quick. Pool was awesome, great areas to relax between excursions.
10.0 / 10.0
Great place, did echo lots but not a real bother. Great location and close to good food and needs in walking distance!
10.0 / 10.0
The house was lovely
8.0 / 10.0
Overall the location and pool was great. We had an amazing time with our group of friends. The house itself could use some tlc. Windows in the kitchen barely open, blinds are broken in multiple rooms. The attention to detail cleaning is not the greatest. The mirrors trim is stained yellow in some spots with other stains, flooring is popped up in multiple places, Receptacles are cracked, the back door wouldn’t properly latch. Nothing disgusting, just could use some tlc.
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
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
10.0 / 10.0
What a great property in key west!
Pool and back yard area were perfect!
10.0 / 10.0
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!!
8.0 / 10.0
Anniversary celebration! Over all it was great! The tables and counter tops needed wiping down. Otherthanthatitwasgreat
10.0 / 10.0
amazing property and communication with the manager.
10.0 / 10.0
Very spacious house for a large group, with a nice size pool. Easy check in and check out. They accommodated early check in and out. Quiet neighborhood with plenty of places to walk to and not far from duval!
10.0 / 10.0
Wonderful house and an amazing pool! Would highly recommend!
10.0 / 10.0
Had another amazing time at The Captains Quarters. Melanie, the property manager, was super friendly and efficient. Everything with described in this home is spot on. The location is perfect. Close enough to walk to everything yet just the right distance from the noise and bustle on Duvall Street.. The pool is awesome and relaxing. We felt right at home. We will be back again next year!!
10.0 / 10.0
Very nice house with pool in Key West. 3 in-house bedrooms with 2.5 baths. The 4th bedroom is a pool-house with sink. Very cozy and clean overall. Would recommend to others.
Property manager and overall communications were great.
Parking wasn't a huge problem. It is a 20-30 min walk to Duval Street activities, so if you aren't renting a bike or golf cart, an Uber would be recommended on the steamy nights after the bars.
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
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.
10.0 / 10.0
Our big family of 12 had such a blast. The home is cute, clean and spacious. It’s located in the heart of old town and about a 15min walk to duval st and the southernmost point attraction. The parking was a bit of a challenge as there is only street parking available so it is first come first serve. We brought multiple vehicles so we had to pay to keep one in a parking garage which was a little expensive, but for us the home was totally worth it. The pool was well kept and heated. The property managers were very friendly and quick to responded to my questions. I would definitely stay at this home again.
10.0 / 10.0
Beautifully decorated and detailed. Everything was labeled and thought out. The pool was wonderful. Clear and concise directions regarding check in and check out. Quick response time for questions.
We absolutely loved our stay. They thought of everything!
10.0 / 10.0
Location and house are phenomenal.. communication was perfect and couldn’t have asked for a better experience than we had.. so much to do and house and pool were so comforting and inviting that it made it hard to leave..
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
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.
2.0 / 10.0
Really cool place that feels very vintage and super relaxing at the same time. The pool was a nice touch and very welcomed. Definitely A +.
10.0 / 10.0
We went to the Keys for spring break. Everyone enjoyed the stay. The decor looked like it was fun to put together. Glad to have a pool that was heated. Everything was walking distance.
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
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
10.0 / 10.0
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
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.
10.0 / 10.0
We loved this property- the house is beautiful and perfect size for all 10 of us. The backyard and pool were amazing! Will definitely be staying here again!
10.0 / 10.0
We’ve stayed at this property multiple times and it’s always a favorite of ours! The pool is full sized & heated, which is rare in Key West!
The property manager is always great with communication.
Our pools heat went out at the end of our stay, but Wendy was on it to get people there to get it fixed.
Definitely recommend staying here!
FAQs
How much does this house cost compared to others in Key West?
The average price for a rental in Key West is R 8,645 per night. This rental is R 21,631 above the average.
Is parking included with this house?
Parking is not specified as an available amenity at CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!. Enjoy the water!
Is CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!! pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!?
We found 10 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and laundry.
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Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Experience vacation in Key West with our Apartment, Balcony on Duval - Duval's Duet on Duval. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.
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Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
House
in Key West10 guests · 4 bedrooms · 4 baths
Garden · Pets allowed · Kitchen or Kitchenette
Looking for the perfect place to call home during your trip to Key West? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
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Perfect staycation! 3 Convenient Spaces, Close to Amazing Beach, Outdoor Pool
Bed and Breakfast
in Key West12 guests · 3 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
This inviting Bed and Breakfast in Key West can fit your needs for many types of vacations, at R 26,722 per night.
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American Shoal & Tortugas Harbor: Traveling with a group? Share these 2 condos
Apartment
in Key West10 guests · 5 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette
Looking for a memorable stay in Key West? Our Apartment might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.
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Alligator Reef & American Shoal Suites: Traveling with a group? Share these 2 condos
Apartment
in Key West12 guests · 6 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Are you ready to indulge in a relaxing getaway? Our Apartment in Key West has everything you need for a rejuvenating stay. Treat yourself to Alligator Reef & American Shoal Suites: Traveling with a group? Share these 2 condos's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.
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