Tropical Condo Shared Pool + Near Duval St | Month-Long Stays | A Siesta Bay | Condo in Key West
2 Bedroom Condo in Truman Annex, Key West
*Please note that this home is available for 28+ night stays only.*
PLEASE READ PRIOR TO BOOKING THIS PROPERTY:
The Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests. *The rates for the month of August have already been discounted to reflect the loss of the amenity.*
A Siesta Bay brings easy Key West living to one of the island’s most loved locations: Truman Annex. Bright, breezy, and surrounded by tropical palms, this two-bedroom condo is made for guests who want a relaxed retreat with the best of Old Town close enough to explore on foot or by bike.
Inside, the home feels light and coastal, with soft blue tones, island-inspired details, and a comfortable living area that opens to the balcony. Start the morning with coffee outside, come back for a quiet afternoon break, or wind down with a drink while the palms sway around you. The updated kitchen is fully equipped for easy meals at home, and the dining area seats four for casual breakfasts, snacks, or dinner after a day out in town.
Just steps away, the shared community pool offers a refreshing place to cool off between adventures. Lounge in the sun, take a swim, or enjoy a slow afternoon in the shade before heading back out to experience Key West.
A Siesta Bay sleeps up to four guests across two bedrooms. The primary bedroom features a queen bed, while the second bedroom includes two twin beds, making the layout ideal for couples, small families, or friends traveling together. A full bathroom sits conveniently between the bedrooms, and in-home laundry adds extra ease for longer stays.
Set in Truman Annex, the location is one of the biggest highlights. You’ll be close to Duval Street, Mallory Square, Fort Zachary Taylor State Park, local restaurants, shops, nightlife, and some of Key West’s most iconic sights. Whether your plans involve beach days, sunset strolls, poolside afternoons, or exploring the island by bike, A Siesta Bay keeps you close to it all while giving you a peaceful place to come home to.
AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips.
Key West is the place to visit the lively nightlife and relax in the historic charm, flamboyance, and conch-style architecture that early Bahamian settlers made famous. It embodies a clash of the past and the present, and every building (including this rental) in Key West reflects this eclectic ambiance!
Local Attractions: Key West Shipwreck Treasure Museum, Hemingway Home and Museum, Mel Fisher Maritime Museum, Harry S. Truman Little White House, Conch Tour Train, Dry Tortugas National Park, Lazy Dog Adventures, Dolphin encounters, Ghosts & Gravestones Tour, Old Town Trolley, Sloppy Joe’s Bar, Audubon House & Tropical Gardens, Florida Keys Eco-Discovery Center, Bike Tours, Seaplane adventures, Key West Aquarium, Sebago Day Tours, Private boat charters, Sportfishing, Rick’s Entertainment Complex, Duval Street (shop strips, shops, bar, and cafes), Mallory Square (waterfront plaza), Key West Garden Club, Sunset Pier, Grand, Cafe Key West, Island House, El Meson de Pepé, Cafe Sole.
*Home Truths:*
- This home has access to a shared pool and is part of a gated community.
- We allow service animals at this home. If undisclosed pets are brought into the home without AvantStay's approval there is a fine of $500 per pet.
- This home is on a monthly pest control schedule. The area of Key West is home to many insects such as termites, no-see-ums, and mosquitos. Pest control can not eliminate these insects during the swarming season. You may also encounter geckos, lizards, iguanas, frogs, and chickens during your stay in the area.
- Key West is a resort island where renovation of existing historic properties, new construction, and road repair sometimes occur without forewarning. AvantStay is not liable for any guest inconveniences caused due to construction in the area.
- Please note that the twins at the property can not be converted into a king.
- Any reservations 28 days or longer will require additional clean/cleans to be scheduled. Additional payment will be collected and the amount of cleans will depend on the length of your stay.
- All bookings 28 days or longer require a security deposit to be charged after booking.
- Please note that max occupancy includes infants.
- Please be advised that documentation may be necessary for ESA/service animals to gain entry.
- PLEASE READ PRIOR TO BOOKING THIS PROPERTY:
The Shipyard Pool will be closed beginning August 1, 2026, for the Pool Deck Replacement Project. The project is expected to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. During this time, no pool will be available to the guests.
Parking Details:
- One parking space per unit, no guest parking.
- No vehicle over 18’ long or 80” wide allowed.
- No large trucks, trailers, mobile homes, vans, campers or similar vehicles shall be parked in the Truman Annex.
- Motorcycles and scooters must be parked in the parking lot and not on sidewalks or porches.
- All vehicles parked within the community must either have a permanent parking sticker or a temporary parking pass (obtained at the Security Guardhouse).
- All others will be subject to ticketing and towing.
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The room configuration is as follows:
Primary Bedroom / Queen bed
Bedroom 2 / Two twin beds
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This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs.
As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation.
Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees.
There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We've enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions.
As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards.
IDs will be requested for verification after booking. All bookings over 30 days require a security deposit.
We report and prosecute all Credit Card Fraud.
Tropical Condo Shared Pool + Near Duval St | Month-Long Stays | A Siesta Bay is located in Truman Annex. Tropical Condo Shared Pool + Near Duval St | Month-Long Stays | A Siesta Bay provides accommodation, featuring Air Conditioner, Ocean View, Oceanfront, among other amenities. This Condo features Air Conditioner, Parking and Pool to make your stay a comfortable one.
Tropical Condo Shared Pool + Near Duval St | Month-Long Stays | A Siesta Bay has 2 Bedrooms , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Condo because of the excellent services rendered by the owner or manager of this Condo, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Condo has a friendly neighborhood, and the Truman Annex has interesting places to visit. If you want to learn more about the Condo in Truman Annex, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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Towels provided
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1 bathroom
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Bathtub or shower
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Hair dryer
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2 bedrooms
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Bed sheets provided
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Stovetop
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Coffee/tea maker
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Dishwasher
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Oven
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Cookware/dishes/utensils
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Refrigerator
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Laundry facilities
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Washing machine and dryer
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Near the beach
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Onsite parking
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No pets allowed
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Smoke-free property
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Smart TV
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Unit size: 646 sq ft (60 sq m)
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English
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Near the sea
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Free WiFi
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Balcony
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Deadbolt lock
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Fire extinguisher
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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First aid kit
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Shared/communal pool
Policies
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
Reviews
FAQ's
Is this Truman Annex condo pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Truman Annex condo have a swimming pool?
Yes, this Truman Annex condo has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Truman Annex condo?
Best-rates for the Truman Annex condo starts from $194 per night with includes Parking, Pool, View, Wellness Facilities, Laundry, Security/Safety, Child Friendly, Internet, TV, Balcony/Terrace, Bedding/Linens, Air Conditioner, Ocean View, Oceanfront, Kitchen with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Truman Annex condo a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this condo Good or guests have recommended them suitable for families. As reported by the owner or manager, the condo has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Truman Annex condo wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Truman Annex condo has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Truman Annex condo?
Based on the information reported by the owner or manager, the Truman Annex condo indicates 1 day stay policy at this condo. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Truman Annex condo?
Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
