House in Key West, FL
8 guests · 4 bedrooms · 3 baths
Reasons to book
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!
Please note: This property will require a minimum of a 28 night stay.
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!
Please note: This property will require a minimum of a 28 night stay.
Amenities at "A Captain's Quarters at the Truman Annex in Key West"
Family friendly
Map of Key West, FL
Ratings and reviews
10.0 / 10.0Outstanding·Aug 2025
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 / 10.0Outstanding·Jul 2025
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 / 10.0Outstanding·May 2025
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 / 10.0Outstanding·Mar 2025
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.
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Top rated by guests
9.6Outstanding
(19 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. ..."
Brian K.Don't miss out! Price and availability may change
