Title: A PLEASANT STAY 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 condo # A PLEASANT STAY at The Truman Annex in Key West Condo with private pool, 6-minute walk to Duval Street ![Pool](https://images.trvl-media.com/lodging/24000000/23280000/23271300/23271297/437ec5a4.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23280000/23271300/23271297/739c68fc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23280000/23271300/23271297/b97ef002.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail](https://images.trvl-media.com/lodging/24000000/23280000/23271300/23271297/e803d23e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Living area](https://images.trvl-media.com/lodging/24000000/23280000/23271300/23271297/72c0302c.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Tucked away in Key West's old town area, Shipyard Condominiums offer a tranquil retreat. Unwind on the spacious rear deck surrounded by lush palm trees or take a short stroll to the private pool. Central air conditioning and off-street parking provide comfort and convenience. 9.2 Wonderful ### Entire condo 1 bedroom1 bathroomSleeps 21 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 condo to yourself and will only share it with other guests in your party. ### A PLEASANT STAY at The Truman Annex in Key West Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The condos are located 2 blocks from Duval Street and all the Old Town Key West attractions. The properties are also ¼ mile from Fort Zachary Taylor State Park. The property is outfitted with washer/dryer, pots/pans, towels, linens, have central air conditioning, off street parking, and pool access. Just inside the Truman Annex's main gate on Southard Street this well-appointed, one-bedroom, second floor features tropical views and breezes. Yet it's only two blocks from the heart of Old Town Key West, with an easy walk to restaurants, shops and many other Key West attractions. A Pleasant Stay boasts a large rear deck with a 50% overhang to protect you from the elements while enjoying the shade of lush palm trees and other vegetation. You'll stroll through floral-lined lanes to Shipyard's around-the-corner private pool. ## Property amenities ### Pool/Spa - Communal pool - Private pool ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - Bedroom - Bedsheets provided ### Bathroom - 1 bathroom - Bathtub or shower - Towels provided ### Living spaces - Dining table - Living room ### Outdoor areas - Patio ### Laundry - Laundry facilities - Washer/dryer ### Comfort - Air conditioning ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center ### 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 ### General - Gated community - Unit size: 1 square foot ## Similar properties ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23620000/23612100/23612039/d0bf5c89.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Quaint Island Escape Condo w/Spacious Balcony Deck in Beautiful Truman Annex Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 174 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=23612039&PinnedHotelID=23612039&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/67000000/66900000/66891300/66891211/21f5eb33.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### A PEACE OF PARADISE at The Truman Annex in Key West Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 25 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=66891211&PinnedHotelID=66891211&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119110000/119104700/119104694/bee57116.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Southard Quarter at Truman Annex | Walk to Duval Old Town Key West - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=119104694&PinnedHotelID=119104694&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/24000000/23110000/23104200/23104120/c79cb276.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### TROPICAL VINEYARD at The Truman Annex in Key West Old Town Key West - Washer - Dryer - Free WiFi - Air conditioning 9.2 Wonderful 52 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=23104120&PinnedHotelID=23104120&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/93000000/92170000/92167200/92167199/b766b281.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### THE GOOD LIFE ~ Charming 2nd Floor 1 Bedroom, 1 Bath Truman Annex Condo! Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 39 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=92167199&PinnedHotelID=92167199&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/24000000/23140000/23134200/23134116/aa8f712b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### ALHAMBRA at The Truman Annex in Key West Old Town Key West - Washer - Dryer - Free WiFi - Air conditioning 8.6 Excellent 63 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=23134116&PinnedHotelID=23134116&HadPinnedHotel=true®ionId=-1&adults=2) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/72000000/71210000/71205600/71205590/b1c6fe05.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom Old Town Key West - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 31 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=71205590&PinnedHotelID=71205590&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/60000000/59290000/59285900/59285845/d88debc3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \*\*COLORS OF THE KEYS @ THE FOUNDRY\*\* Villa Near Duval & Beach + LAST KEY SERVICE Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 37 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=59285845&PinnedHotelID=59285845&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110810000/110803800/110803701/51ac2c27.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Renovated Corner Unit Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 24 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=110803701&PinnedHotelID=110803701&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93330000/93320600/93320578/7abf33d8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### THE SWEET LIFE ~ Charming First Floor 2 BR/1 Ba Condo w/ Community Pool! Old Town Key West - Kitchen - Washer - Dryer - Free WiFi 9.6 Exceptional 21 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=93320578&PinnedHotelID=93320578&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 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 Pleasant Stay Truman Annex House Key West Pleasant Stay Truman Annex House Pleasant Stay Truman Annex Key West Pleasant Stay Truman Annex A Pleasant Stay in the Truman Annex A Pleasant Stay @ the Truman Annex Key West A Pleasant Stay @ the Truman Annex Private vacation home 20% off Summer Special A Pleasant Stay @ the Truman Annex 2698-193239 ## 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%7C24.55236%2C-81.80479&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=e1Msa1AZpJiSePnPVBLZhpK38jk=) Key West, FL #### What's nearby - Ernest Hemingway Home and Museum - 6 min walk - 0.5 km - Duval Street - 6 min walk - 0.5 km - Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km - Mallory Square - 11 min walk - 1.0 km - Southernmost Point - 14 min walk - 1.2 km #### Getting around - Key West Intl. Airport (EYW) - 19 min drive #### Restaurants - ‪Green Parrot Bar - ‬4 min walk - ‪Blue Heaven - ‬8 min walk - ‪Moondog Cafe & Bakery - ‬8 min walk - ‪Kaya Island Eats - ‬7 min walk - ‪Santiago's Bodega - ‬6 min walk ## Frequently asked questions ### Is A PLEASANT STAY at The Truman Annex in Key West pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at A PLEASANT STAY at The Truman Annex in Key West? > Check-in begins at 4:00 PM. ### What time is check-out at A PLEASANT STAY at The Truman Annex in Key West? > Check-out is at 10:00 AM. ### Where is A PLEASANT STAY at The Truman Annex in Key West located? > Located in Old Town Key West, this condo building is within a 10-minute walk of We Cycle Key West, Duval Street, and Ernest Hemingway Home and Museum. Mallory Square and Fort Zachary Taylor Historic State Park are also within 15 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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