"A Captain's Quarters at the Truman Annex in Key West"
Top rated by guests
9.6Outstanding
(17 Ratings)
"Captains Quarters was a fantastic house set in a great location. Beautifully furnished and well maintained, it was a short walk to Duval and close to so many restaurants, stores and other activities. ..."
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
Searching for the perfect vacation home away from it all? Your hunt ends in here! A Captain's Quarters is an updated and tastefully decorated LARGE 2-story townhome with its own private pool that epitomizes island living at its finest while offering all the comforts of home. This recently updated 4 bedroom, 3 bath home is 1920 SF and features its own private heated (12/15-4/15) pool and separate carport. First floor has a bedroom with full bath, dining, living areas and kitchen. French doors open to the private pool and rear deck. Second floor has the primary suite, two guest bedrooms and two full baths. Best of all, this home is nestled in a palm tree lined award-winning residential community with many historic buildings including the Truman Little Whitehouse. This beauty is walking distance to many of Key West’s finest dining establishments, two blocks from the world-famous Duval Street, two blocks from the nightly sunset celebration at Mallory Square, and less than a half mile from the beach at Fort Zachary Taylor State Park. Break away from the ‘high seas’ of everyday life while you settle into for what’s sure to be a memorable Key West vacation! “Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”
Amenities at "A Captain's Quarters at the Truman Annex in Key West"
Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.
Service feeThis helps Vrbo provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.
Customer support
Customer support is handled by our partner Vrbo
$$$$
Top rated by guests
9.6Outstanding
(17 Ratings)
"Captains Quarters was a fantastic house set in a great location. Beautifully furnished and well maintained, it was a short walk to Duval and close to so many restaurants, stores and other activities. ..."
Searching for the perfect vacation home away from it all? Your hunt ends in here! A Captain's Quarters is an updated and tastefully decorated LARGE 2-story townhome with its own private pool that epitomizes island living at its finest while offering all the comforts of home. This recently updated 4 bedroom, 3 bath home is 1920 SF and features its own private heated (12/15-4/15) pool and separate carport. First floor has a bedroom with full bath, dining, living areas and kitchen. French doors open to the private pool and rear deck. Second floor has the primary suite, two guest bedrooms and two full baths. Best of all, this home is nestled in a palm tree lined award-winning residential community with many historic buildings including the Truman Little Whitehouse. This beauty is walking distance to many of Key West’s finest dining establishments, two blocks from the world-famous Duval Street, two blocks from the nightly sunset celebration at Mallory Square, and less than a half mile from the beach at Fort Zachary Taylor State Park. Break away from the ‘high seas’ of everyday life while you settle into for what’s sure to be a memorable Key West vacation! “Beginning January 2026, all properties in the Truman Annex will require a minimum of a 28 night stay”
Amenities
Family friendly
Things to know
Additional fees to expect
Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.
Service feeThis helps Vrbo provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.
Customer support
Customer support is handled by our partner Vrbo
Ratings and reviews
9.6 / 10.0
Outstanding(17 Ratings)
10.0 / 10.0
Captains Quarters was a fantastic house set in a great location. Beautifully furnished and well maintained, it was a short walk to Duval and close to so many restaurants, stores and other activities. It was pretty warm and humid during our stay so the pool was a welcome respite. We spent hours in that great backyard! Check-in was relatively easy and check-out, a breeze! My family had such a great time here!
10.0 / 10.0
Awesome property in a awesome location. Close to everything you want to do. Everything was thought of. Pool was a perfect way to end a hot day!!!
10.0 / 10.0
While I have been to Key West before, this was a first for my family. We stayed a week and had a blast! The home fit all of our needs - including the relaxing time by the pool!!
10.0 / 10.0
We had plenty of room for 5 adults. Loved spending time by the pool. It’s an easy walk to all of our favorite spots. House is beautifully decorated. Would definitely return if available.
10.0 / 10.0
This home was perfect for our family of 7! The house is exactly as described but even better in person. We had plenty of family time around the pool during those hot afternoons and game nights around the dining table after evenings in town. It’s an easy walk to Duval St and Mallory Square so there is plenty to see and do. Even though you’re close to the action, the neighborhood is very quiet. The kitchen is well equipped with anything you need for dinners in. Beds are super comfy! The management team was so accommodating for our early arrival and even brought us a bag of ice since the freezer had been emptied. We loved it and will not hesitate to come back next time we visit the Keys!
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:
Traveled with 4 couples (50's) to Key West in late January. Paradise Found checked all the boxes! Great location! The house is located in a very serene neighborhood but only steps away from Duvall and great bars, restaurants and live music. Also - walkable to beach and boardwalk. The house had plenty of room for 8 of us -- great kitchen, living space, bedrooms & pool. We loved our stay and highly recommend! Compass Realty was very easy to work with and accomodating!
8.0 / 10.0
Lots of minor upkeep and cleaning issues and had to get an electrician the first day do to a short circuit and blown circuit breaker.
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:
New years eve week stay. Perfect location. Beautiful home with all amenities. Will recommend to friends
8.0 / 10.0
Rating Details:
The property manager was very unhelpful.
The vacation rental was very clean.
I was very happy with the location.
I was satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This house is located in a great location! Walking distance to everything. Cozy house w/ private heated pool. But, Compass Realty is not opened on weekends, although Saturday is very busy turnover day for rentals. They provide an "after hours" number to call for "emergencies," but NOBODY answered the phone NOR returned our calls when we experienced a major leak within 13 hours of checking into house. While our nanny were bathing our young children in the only bathtub available on the 2nd floor, it caused a major leak to the 1st floor w/ water running down the ceiling into kitchen bar, dining room, and part of living room. We spent the entire morning cleaning and mopping water w/ bath towels provided for us to use. Rental company told us to wash/reuse the towels used to clean the dirty floors and water. They did not respond to the emergency until 30 minutes after we called and texted multiple times. Instead of calling us back to get information, apologize, and update us on the process, the rental company only texted us and NEVER apologized NOR called us at all. The plumber arrived 1.50 hours later and housekeeping arrived 1.75 hours later. As soon as plumber arrived, he said he was in a rush to leave because "it's a Sunday." Leak was NEVER fixed. Couldn't use bathtub for entire stay. By the time housekeepers arrived, we had already finished cleaning and mopping the water to mitigate damages for owner. Instead of calling us and offering to compensate us for the problem, we received an e-mail from rental company within 30 minutes after the housekeepers left charging us $300 which we found out was for our 25 lb. dog which an employee of this rental company allowed us to bring off the record. Pool heater broke during our stay. Fridge does NOT get cold during the day and only gets cold while everyone is sleeping. Hot water does NOT last long. NO locks for balconies. Cannot open windows. Rental company NEVER cleaned iguana poop and poop stains before our arrival.
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:
Outstanding location, clean, comfortable and very responsive management company. We would love to stay or any other properties they host.
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 place was in a nice gated community. Close to shopping, dining and other attractions that we had scheduled! Having our own private pool was a bonus!
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:
500 Porter Lane is the perfect vacation house! 4 comfy bedrooms and an updated kitchen and private pool/patio were perfect. We were able to walk to our favorite restaurants and downtown venues. This was our second stay at this house.
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 property for our 6 adults and 4 children. Pool in the backyard is a real plus.
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:
very accurate description of Property, which met and exceeded or expectations
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:
This is the second time staying in this lovely home, but the new owner has done a beautiful job of updating. The house is in a great location - easy to walk everywhere. The renovations turned a nice place to stay into a great place to stay! Compass Realty made the process of checking in/out quite simple. Completely enjoy our stay in Key West!
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:
My girlfriends and I totally enjoyed our stay! Thank you for being so accommodating on our arrival and departure times. We will be coming back!
FAQs
Is parking included with this house?
Parking is not specified as an available amenity at "A Captain's Quarters at the Truman Annex in Key West". For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is "A Captain's Quarters at the Truman Annex in Key West" pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at "A Captain's Quarters at the Truman Annex in Key West"?
We found 1 amenities for this rental. This includes , and family friendly.
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