Title: Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach - Latest Reviews, Deals & Photos 2026 - 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 # Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach Condo with kitchen, 6-minute walk to Duval Street ## Photo gallery for Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach ![Beach - Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach (Key West)](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993026/29971ddf.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Pool - Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach (Key West)](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993026/6139d147.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, DVD player, books - Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach (Key West)](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993026/65c6803c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach (Key West)](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993026/238a9594.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach (Key West)](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993026/3b681337.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the heart of Truman Annex, this fully furnished condominium offers a serene retreat with a private balcony overlooking the swimming pool and another facing the courtyard. Enjoy comfortable outdoor furniture, a full kitchen, and two spacious bedrooms with custom bedspreads. The property is steps from Duval Street's vibrant action and sunset celebrations. ## Reviews 9.6 Exceptional ### Entire condo 2 bedrooms1 bathroomSleeps 6 ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning ## 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. ### Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach This condo has been grandfathered in to allow for weekly rentals. One of only a few with City approval. This 2 bedroom, fully furnished condominium with brand new living room furniture and dining room table set is located in the Truman Annex, a gated community of private homes and condominiums. Located inside the Truman Annex is Truman's Little White House Museum, Eco-Discovery Center, Water Park for small children and Fort Zachary State Park. Freshly painted and upgraded with custom bedspreads, new key west style furniture, all flat screen televisions, comfortable outdoor furniture, queen bed with two twin beds that are easily converted to a king sleeper, a sofa sleeper, full kitchen, living room, washer/dryer and two private balconies one overlooking the swimming pool and the other facing the courtyard. Free assigned parking spot and Free Wi-fi. Steps from famous Duval Street, sunset celebration and all the downtown action one desires. High demand book early. ## Property amenities ### Ski - Close to skiing ### Pool/Spa - Communal pool ### Internet - Available in the condo: Free WiFi ### Parking and transportation - Car not required - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Bathtub or shower - Towels provided ### Living spaces - Living room ### Entertainment - Books - DVD player - Smart TV with cable/satellite channels ### Outdoor areas - Balcony ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center - Near a health/beauty spa - Near a hospital - Near the marina ### Things to do - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Scuba diving nearby - Snorkeling nearby - Swimming nearby - Water skiing nearby - Wildlife walks nearby - Windsurfing nearby ### Safety features - No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher - Deadbolt lock ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/34000000/33030000/33021400/33021389/9e8ee282.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### THE QUARTERDECK \~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Unit in The Shipyard! 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Month-long Stays Only Old Town Key West - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&selected=87343761&PinnedHotelID=87343761&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/104000000/103030000/103020700/103020606/99315187.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pool View 3BR Residence | Beachside Resort Key West - Pool - Hot tub - Kitchen - Washer CA $864 CA $1,650 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&selected=103020606&PinnedHotelID=103020606&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/62000000/61400000/61399400/61399395/5e61a14f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterpark, Beach & Pool! Old Town Key West - Pool - Kitchen - Washer - Dryer 10 Exceptional 14 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&selected=61399395&PinnedHotelID=61399395&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 27 ### 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 Information provided by the property may be translated using automated translation tools ### Check-out instructions The host requires you complete the following before checking out: Load the dishwasher Strip any used beds and gather used towels Remove personal items, remove leftover food and drinks, and take out the trash Turn off the lights, lock the doors, and return the keys Full detail check-out instructions are inside the owners manual. Make sure you text me @ 305-797-5263 copy of both sets of keys. The garbage and recycle cans are located next to your parking bay. Failure to complete these may result in a negative review from the host. ### 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 indicated there are no carbon monoxide detectors or gas appliances on the property 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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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 ### We should mention A car is not required for transportation to and from this property ### Property is also known as Early December Rent Five Days get Two Days Free-discount Applied Early December Rent Five Days get Two Days Free-discount Applied ## About the area Located in Key West, this condo is in the city center. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Key West travel guide](https://www.expedia.ca/Key-West.dx1187) [View more Condo rentals in Key West](https://www.expedia.ca/Key-West-Condos.d1187-aaCondos.Travel-Guide-Accommodation) ![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 - Florida Keys National Marine Sanctuary \- 5 min walk \- 0.4 km - Duval Street \- 6 min walk \- 0.5 km - Ernest Hemingway Home and Museum \- 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 ### Getting around - Key West Intl. Airport (EYW) - 19 min drive ### Restaurants - ‪Green Parrot Bar - ‬4 min walk - ‪Blue Heaven - ‬8 min walk - ‪Mangoes Restaurant - ‬7 min walk - ‪Moondog Cafe & Bakery - ‬8 min walk - ‪Kaya Island Eats - ‬7 min walk ## Frequently asked questions ### Does Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach have a pool? ### Is Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach pet-friendly? ### How much is parking? ### What time is check-in at Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach? ### What time is check-out at Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach? ### Where is Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Weekly Rentals Allowed 2026/2027-Pool View-Gated-Duval Street-Beach Reviews ## Reviews ### 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) 10 - Excellent 104 8 - Good 18 6 - Okay 7 4 - Poor 2 2 - Terrible 0 ### 9.4 Cleanliness ### 10 Location ### 9.4 Property conditions & facilities ## Reviews ### 10/10 Excellent #### David O. Oct 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Stay Great location, close to the action on Duval St as well as the water front. ##### David O. Stayed 9 nights in Oct 2024 ### 10/10 Excellent #### Michael G. Jun 12, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome stay at the Truman Annex The stay at the Truman Annex was great. The location, facilities available and the staff are all commented for the nice appearance and wonderful environment..... ##### Michael G. Stayed 8 nights in May 2024 ### 10/10 Excellent #### Amy B. Oct 20, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place Love the location, couldn’t ask for a better place! ##### Amy B. Stayed 7 nights in Oct 2023 ### 10/10 Excellent #### Bob C., Marysville, MI Nov 25, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quiet but Close great location and close to all the activities we were interested in ##### Bob C. Stayed 7 nights in Nov 2023 ### 10/10 Excellent #### Jesica W. Aug 5, 2023 Liked: Check-in, communication, location, listing accuracy #### Great Key West getaway Loved the place and can’t beat the price. Excellent location, walking distance to almost everything and easy for kids. Loved the pool and the fun community at Truman Annex. ##### Jesica W. Stayed 10 nights in Jul 2023 ### 10/10 Excellent #### Missy C. Apr 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect location This property checked every box. The place was clean, and just the right size. Everything we needed for a two week stay was there from beach towels, linens, pans, dishes, even hand soap and dish soap was provided. The few questions I had were answered immediately. The location is absolutely perfect. Within walking distance to everything. The pool was cleaned daily and the grounds were immaculate. I highly recommend this place. ##### Missy C. Stayed 14 nights in Mar 2025 ### 10/10 Excellent #### Brian K. Aug 17, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Week This was a great vacation and this unit/location was amazing!!! Literally walk to everything and in the complex the pool was just outside the door, 2 balconies so you could always find shade and relax ##### Brian K. Stayed 7 nights in Aug 2024 ### 10/10 Excellent #### Sue D. Nov 6, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect location and host Roberta was wonderful to work with. Extremely responsive. The unit was spectacularly clean. We could not have asked for a better location. ##### Sue D. Stayed 7 nights in Oct 2024 ### 10/10 Excellent #### Mitchell K. Oct 29, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Close to everything and lots of friends to be made Enjoyed the closeness of the unit to all things downtown and proximity to pool with so many friendly people ##### Mitchell K. Stayed 7 nights in Oct 2023 ### 10/10 Excellent #### Michael R. Jul 18, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### summer family vacation This is a very nice place in a very good location close to everything. Beaches are close by (walkable, less than 1 mile). Higgs beach was probably the best one. Plenty of shopping and restaurants on Duval St. Overall, it was a great Key West vacation. ##### Michael R. Stayed 7 nights in Jul 2023 ### 10/10 Excellent #### Jonathan M. Jul 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Walking distance to Duval Property is exactly as described. Easy check in/out. Walking distance to Duval. ##### Jonathan M. Stayed 7 nights in Jun 2024 ### 10/10 Excellent #### Carolynn M. Sep 15, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location… nice property We had a great stay… loved being overlooking the pool as it was quiet and pretty. Lots of Key West chickens about and nice to hear the national anthem at 8 am every morning from the nearby military base. Many good restaurants within walking distance and the parking for a car/golf cart was really handy. The unit is cute and clean. Everything you need is available. Loved the two porches although they were being painted for much of our stay. The unit could do with a spot of paint but overall it was wonderful. ##### Carolynn M. Stayed 9 nights in Sep 2024 ### 10/10 Excellent #### Linda M. Oct 8, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Close to everything We had an amazing time at this condo. The place had everything we needed. Having two balconies and one that overlooked the pool was a plus. We walked everywhere, this condo was right in the middle of town. You just needed to decide everyday go right or left. Take a Sunset cruise!!! Visit Hemingway house and Butterfly Exhibit. Oh yeah and Irish Kevin’s on Duvall St. Thank you Roberta. ##### Linda M. Stayed 7 nights in Oct 2024 ### 10/10 Excellent #### Peggy W. Dec 18, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Truman annex It was clean, spacious for a 2 bedroom. It had 2 balconies which we loved. Had breakfast every morning outside over looking the pool. The beds were comfortable. The unit came with a washer and dryer which I think is a bonus. Roberta was very easy to get a hold of and responded very quickly no matter what or when I asked questions. The property was well maintained and quiet. Great location for us since we prefer that side of Key West. ##### Peggy W. Stayed 12 nights in Dec 2023 ### 10/10 Excellent #### Susan D. Nov 5, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location, loved two balconies The unit is more dated than others I’ve stayed in, but met all of our needs. Well equipped, plenty of towels and extra bedding. We loved having two balconies to relax on. The location is great within the complex, right next to the pool, it was easy to look out and see how busy it was. It’s an end until which makes it quieter, and the bedrooms are on the outside wall thankfully because the walls are thin and our neighbors were loud talkers. Super quiet at night. Thank you! ##### Susan D. Stayed 7 nights in Oct 2023 ### 10/10 Excellent #### Stacey C. Aug 8, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent Location You can't beat this location. It is quiet, safe, and within walking distance from nearly everything you want to do in Key West. We saw a manatee at the waterfront right next to the complex the second night we were there. We also spent several days at Fort Zachary Taylor State Park, which is walking distance from the property if you don't have a lot of items to carry. This is a great spot for families. Despite the heat, we also spent a lot of time reading on the balcony overlooking the pool. The pool is clean and very quiet during this time of year. There were several points during our 10 day trip when we had the pool to ourselves. The complex property is immaculate and everyone was very friendly. Property manager was responsive and helpful. ##### Stacey C. Stayed 10 nights in Jul 2024 ### 10/10 Excellent #### Molly D. Oct 24, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A perfect location for seeing Old Town on foot... We loved the architecture and location of the Shipyard Condos. We were revisiting Key West after 30 years and wanted to do it on foot. This sweet place was central to all Old Town had to offer: we walked to the beach at Fort Zachary Taylor, to the great old aquarium, sat on benches across from the Green Parrot listening to their live music, had Cuban lunch with the roosters. We caught the air-conditioned Duval Loop free bus when it got too hot to enjoy walking. We appreciated Roberta making it possible for an early arrival to the condo; were grateful to be close to the pool and enjoyed both verandas at dusk and dawn. Our stay was too short and we intend to do it again! ##### Molly D. Stayed 5 nights in Oct 2023 ### 4/10 Poor #### Susan B. Apr 15, 2024 Liked: Check-in, location, listing accuracy Disliked: Cleanliness, communication #### Tatty and tired property with a lot wrong with it The Truman complex is lovely, great location and very well maintained. But the property is very tired (as per other reviews) and needs a major overhaul to bring it up to a reasonable standard. The experience was pretty awful. From getting the dates on our booking messed up (and host was no help to get this resolved - had to escalate through to Directors at VRBO to get help), through to broken floor tiles in every room, fridge door held on by sticky tape, dirty and discoloured kitchen sink, dangerous looking electrics, wall tile hanging off the wall in the bathroom, dirty bottom bed sheet in the master bedroom, sofa bed that you cannot sleep on as the mattress is so bad and the springs make it totally impossible to sleep on. Made the host aware of all these issues and she did nothing. ##### Susan B. Stayed 4 nights in Apr 2024 ### 10/10 Excellent #### Stacie K. Jul 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Excellent Location Safe location, great for families! Steps from the community pool. Plus a really nice neighborhood walk to local attractions like the aquarium and museums. ##### Stacie K. Stayed 10 nights in Jun 2025 ### 10/10 Excellent #### Jamie W. Apr 12, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location Love Key West and this is a fantastic location in the middle of everything, making all entertainment very walkable if you choose. Great pool and very friendly people. ##### Jamie W. Stayed 7 nights in Apr 2025 ### 10/10 Excellent #### Kenneth L. May 19, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Always great Great stay, great unit and great location. Host was great as always ##### Kenneth L. Stayed 12 nights in Apr 2025 ### 10/10 Excellent #### Melissa P. Aug 31, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location and property! Great location and property! ##### Melissa P. Stayed 7 nights in Aug 2022 ### 10/10 Excellent #### Elizabeth M. Jun 4, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Just as advertized ! ##### Elizabeth M. Stayed 7 nights in May 2025 ### 10/10 Excellent #### Kim R. Mar 5, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great spot Super location, easy check in, great spot for a week of vacation. ##### Kim R. Stayed 7 nights in Feb 2022 ### 10/10 Excellent #### Joey C. Jun 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Our Favorite Place This property was a wonderful stay. The beds were comfy, the showers were refreshing, the air conditioning was cold. Perfect place to come "home" to after a hot day out on the water. A dip in the pool was greatly enjoyed after getting used to the initial chill of the water, a little colder than previous years, but tolerable. We look forward to more visits to this complex in the coming years! ##### Joey C. 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