Title: "A Captain's Quarters at the Truman Annex in Key West" - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # "A Captain's Quarters at the Truman Annex in Key West" Vacation home with private pool, 4-minute walk to Duval Street ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93180000/93173200/93173156/4fb872fb.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining](https://images.trvl-media.com/lodging/94000000/93180000/93173200/93173156/4c56402a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93180000/93173200/93173156/68076d35.jpg?impolicy=resizecrop&rw=297&ra=fit) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93180000/93173200/93173156/0e34583e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93180000/93173200/93173156/9790a1dc.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Nestled in a palm tree-lined residential community, A Captain's Quarters offers the epitome of island living with its own private pool and tasteful decor. Just two blocks from Duval Street and the nightly sunset celebration at Mallory Square, this 4-bedroom townhome is perfect for those seeking a memorable Key West vacation. 9.8 Exceptional ### Entire home 4 bedrooms3 bathroomsSleeps 81920 sq ft ## Popular amenities - Dryer - Washer - Pool - Kitchen - Parking available - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### "A Captain's Quarters at the Truman Annex in Key West" 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! ## Property amenities ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub - Bathtub or shower - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Cable/satellite channels ### Outdoor areas - Balcony - Fenced yard ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center ### Things to do - Heated pool ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ### General - Unit size: 1,920 square feet ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33558700/33558678/94c589bc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### BEACH HOUSE ~ Stunning 4B/4Ba Home with Private Pool in Truman Annex! 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Old Town Key West - Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 62 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=30358487&PinnedHotelID=30358487&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/88000000/87400000/87391900/87391826/80e375c7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*ELEGANT ESCAPE @ THE ANNEX\*\* Lavish Private Home & Pool + LAST KEY SERVICES… Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 8 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=87391826&PinnedHotelID=87391826&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23140000/23134500/23134481/8aba42ef.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### A SUNSET BREEZE Beautiful private home with pool! Old Town Key West - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 44 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=23134481&PinnedHotelID=23134481&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/92000000/91230000/91228600/91228572/bbbfce0c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Conch House in Key West Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=91228572&PinnedHotelID=91228572&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadbolt lock This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 2698-250428 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.55415%2C-81.80575&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=yqkOezJrLW0jfL-RiRf1Mkg4xsc=) Key West, FL #### What's nearby - Duval Street - 5 min walk - 0.4 km - Mallory Square - 8 min walk - 0.7 km - Ernest Hemingway Home and Museum - 9 min walk - 0.8 km - Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km - Southernmost Point - 17 min walk - 1.4 km #### Getting around - Key West Intl. Airport (EYW) - 13 min drive #### Restaurants - ‪Green Parrot Bar - ‬5 min walk - ‪Margaritaville - ‬4 min walk - ‪Willie T's - ‬5 min walk - ‪Garbo's Grill - ‬7 min walk - ‪Jack Flats - ‬5 min walk ## Frequently asked questions ### Does "A Captain's Quarters at the Truman Annex in Key West" have a pool? > Yes, this property has a pool. Pool types include heated pools. ### Is "A Captain's Quarters at the Truman Annex in Key West" pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at "A Captain's Quarters at the Truman Annex in Key West"? > Check-in begins at 4:00 PM. ### What time is check-out at "A Captain's Quarters at the Truman Annex in Key West"? > Check-out is at 10:00 AM. ### Where is "A Captain's Quarters at the Truman Annex in Key West" located? > Located in Old Town Key West, this vacation home is within a 5-minute walk of Jackson Square and Duval Street. Mallory Square and Ernest Hemingway Home and Museum are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## "A Captain's Quarters at the Truman Annex in Key West" Reviews 9.8 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 9.8 Cleanliness ### 9.6 Location 10 - Excellent 15 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Jonathan R. Jul 21, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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!!! ##### Jonathan R. Stayed 7 nights in Jul 2025 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Scott M. Jun 6, 2023 #### Great place! 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! ##### Scott M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Jennifer M. Feb 5, 2024 #### We found paradise in Key West! 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! ##### Jennifer M. ### 10/10 Excellent #### Ronald P. May 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great home, Great location 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!! ##### Ronald P. Stayed 7 nights in Apr 2025 ### 10/10 Excellent #### Edward O. Mar 19, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great week at Captains Quarters 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. ##### Edward O. Stayed 7 nights in Mar 2025 ### 10/10 Excellent #### Kimbrly B. Jul 14, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Beautiful home for a family vacation 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! ##### Kimbrly B. Stayed 7 nights in Jul 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Mark D. May 12, 2024 #### Paradise Found again! 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. ##### Mark D. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Mark M. Apr 1, 2024 #### Paradise Found 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. ##### Mark M. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### robert m. Mar 25, 2024 #### Paradies Found 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 ##### robert m. Stayed 7 nights in Mar 2024 ### 8/10 Good #### Alan W. Jan 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Not paradise found. 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. ##### Alan W. Stayed 7 nights in Jan 2024 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Beth Jan 8, 2024 #### Perfect vacation 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 ##### Beth This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### Anonymous B. Nov 28, 2023 #### Pros and Cons 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. ##### Anonymous B. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Nancy S. Nov 15, 2023 #### Key west adventure 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! ##### Nancy S. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Patti G. Nov 15, 2023 #### Great Home in Key West 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! ##### Patti G. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Joe G. Aug 23, 2023 #### 500 Porter 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. ##### Joe G. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Joe G. Aug 23, 2023 #### 500 Porter 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. ##### Joe G. ## Expedia's Latest Trends ### Hotels > [The Marker Key West Harbor Resort](https://www.expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) > > [W South Beach](https://www.expedia.ca/Miami-Hotels-W-South-Beach.h11881.Hotel-Information) > > [Courtyard by Marriott Key West Waterfront](https://www.expedia.ca/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information) > > [Havana Cabana at Key West](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) > > [Universal’s Loews Royal Pacific Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Loews-Royal-Pacific-Resort.h856706.Hotel-Information) > > [Beach House Fort Lauderdale, a Hilton Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Hilton-Fort-Lauderdale-Beach-Resort.h28591.Hotel-Information) > > [Pier House Resort & Spa](https://www.expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information) > > [Universal's Endless Summer Resort - Surfside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Resort-Surfside-Inn-And-Suites.h27522522.Hotel-Information) > > [Fontainebleau Miami Beach](https://www.expedia.ca/Miami-Hotels-Fontainebleau-Miami-Beach.h1190549.Hotel-Information) > > [Parrot Key Hotel & Villas](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) > > [Hyatt Centric Key West Resort and Spa](https://www.expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) > > [Universal's Cabana Bay Beach Resort](https://www.expedia.ca/Orlando-Hotels-Universals-Cabana-Bay-Beach-Resort.h5963292.Hotel-Information) > > [Margaritaville Hollywood Beach Resort](https://www.expedia.ca/Fort-Lauderdale-Hotels-Margaritaville-Hollywood-Beach-Resort.h10005147.Hotel-Information) > > [La Concha Key West, Autograph Collection](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) > > [Loews Miami Beach Hotel – South Beach](https://www.expedia.ca/Miami-Hotels-Loews-Miami-Beach-Hotel-South-Beach.h81223.Hotel-Information) > > [Blue Flamingo Resort Key West](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) > > [Ibis Bay Beach Resort](https://www.expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) > > [Fairfield Inn and Suites by Marriott Key West](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) > > [1 Hotel South Beach](https://www.expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) > > [Holiday Inn Club Vacations at Orange Lake Resort by IHG](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information) > > [The Tides on Hollywood](https://www.expedia.ca/Fort-Lauderdale-Hotels-The-Tides-On-Hollywood.h44524455.Hotel-Information) > > [Eden House](https://www.expedia.ca/Key-West-Hotels-Eden-House.h1709243.Hotel-Information) > > [Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) > > [Ocean Key Resort - A Noble House Resort](https://www.expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information) > > [Fitch Lodge - Key West Historic Inns](https://www.expedia.ca/Key-West-Hotels-Kimpton-Fitch-Lodge.h1397643.Hotel-Information) > > [Fort Lauderdale Marriott Harbor Beach Resort & Spa](https://www.expedia.ca/Fort-Lauderdale-Hotels-Fort-Lauderdale-Marriott-Harbor-Beach-Resort-Spa.h21880.Hotel-Information) > > [Universal's Endless Summer Resort - Dockside Inn and Suites](https://www.expedia.ca/Orlando-Hotels-Universals-Endless-Summer-Dockside-Inn-Suites.h33770341.Hotel-Information) > > [Diplomat Beach Resort Hollywood, Curio Collection by Hilton](https://www.expedia.ca/Miami-Hotels-Diplomat-Beach-Resort-Hollywood.h857779.Hotel-Information)