Located in Old Town Key West, this vacation home is within a 10-minute walk of popular sights such as Duval Street and Ernest Hemingway Home and Museum. The vacation home includes a kitchen, a balcony, and a refrigerator.
Ernest Hemingway Home and Museum - 6 min walk - 0.4 miles
Duval Street - 6 min walk - 0.4 miles
Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
Mallory Square - 11 min walk - 0.6 miles
Southernmost Point - 14 min walk - 0.8 miles
Getting around
Key West Intl. Airport (EYW) - 15 min drive
Restaurants
Margaritaville - 7 min walk
Blue Heaven - 8 min walk
Green Parrot Bar - 6 min walk
Bourbon Street Pub - 8 min walk
Mangoes Restaurant & Island Cuisine - 7 min walk
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 Siesta Bay by AvantStay | Key West Walkable | Gated Community, Shared Pool
Roof replacement project in Shipyard is scheduled to start on March 28, 2025, and is expected to take approximately 8-9 months to complete. While work is ongoing, residents and guests may remain in their units, as all units will remain accessible. However, please be aware that there will be noise and construction activity during work hours. The work is done in sections so not all properties will be affected at the same time. Please contact AvantStay for more information regarding the approximate schedule for your unit.
*Please note that this home is available for stays of 7+ days only. Starting January 1, 2026, it will be available for stays of 28+ days only.*
Here is your perfect opportunity to stay in one of the most popular complexes of Key West, the Truman Annex!
This beautiful two-bedroom one-bath second-floor condo rental just steps away from the shared pool and within walking distance of anything you'd want to do in Key West. Bright, airy, and with plenty of charm, Siesta Bay provides all the comforts you are looking for in a home away from home.
This property is the perfect combination of a quiet retreat and the best location for walking and biking throughout the entire island. All on one level the condo features a recently updated kitchen that is fully equipped with everything you need to prepare meals and a dinette with seating for 4 to enjoy dinner.
The inviting living room has glass doors that open to a wonderful balcony where you can unwind after a long day of sightseeing, sip a margarita and watch the breezes blow through the lush tropical landscaping. The master bedroom has a comfy queen size bed and the second bedroom has two twin beds. A full bathroom sits in the hallway between the two bedrooms just outside of each door for easy access.
When you are ready to cool down, the shared pool offers a perfect escape to take a dip in crystal clear waters, lounge poolside, and soak up some sun or read a book in the shade. And when you are ready to venture out you will find yourself only a hop skip and a jump from Duval Street, Mallory Square, and Fort Zachary Taylor State Park - to enjoy the bounty of restaurants, exciting nightlife, and beautiful beaches.
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!
AvantStay provides an upscale experience with services that elevate your stay and save time so you can enjoy every moment. Guests have access to a 24/7 support team. Whether it’s fridge stocking or in-home massages, AvantStay offers a variety of upgrades & experiences to enhance your stay.
*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.
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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Accidental Damage Protection: A non-refundable accidental damage protection plan has been included in the price of your reservation. Under this plan, you will not be held responsible to pay for accidental damage or loss to the rental property resulting from you or others in your party up to $2000. This plan does not cover intentional acts of a guest, gross negligence, or willful and wanton conduct, and/or damages caused by pets. This plan is not available for reservations 28 days or longer or reservations that require a security deposit.
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.
The vacation home is air-conditioned and features a kitchen and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine and a coffee maker.
Property manager
AvantStay
Languages
English
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Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
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
This property doesn't allow pets
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 is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, 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
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Property is also known as
27906efa-de11-11ec-92c4-2de4ba055f63
Frequently asked questions
What is there to do around this vacation home?
This vacation home is situated in Old Town Key West within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. You'll also find Mallory Square and Fort Zachary Taylor Historic State Park less than a mile away.
Is parking available on site at this vacation home?
No, this vacation home doesn't offer parking.
Is this vacation home next to a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
Is A Siesta Bay by AvantStay | Key West Walkable | Gated Community, Shared Pool good for couples?
Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each accommodation and kitchens in some.
Does A Siesta Bay by AvantStay | Key West Walkable | Gated Community, Shared Pool have a hot tub?
No, there isn't a spa tub at this vacation home.
Does this vacation home include breakfast service?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
Are there connecting rooms at this vacation home?
No, this vacation home doesn't feature connecting guestrooms.
Where is the closest airport to this vacation home?
The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 4.1 mi away (15 minutes by car).
Are there rooms with balconies at A Siesta Bay by AvantStay | Key West Walkable | Gated Community, Shared Pool?
Yes, every accommodation at A Siesta Bay by AvantStay | Key West Walkable | Gated Community, Shared Pool comes with a balcony.
A Siesta Bay by AvantStay | Key West Walkable | Gated Community, Shared Pool Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 2 out of 2 reviews
10 - Excellent
2
Rating 8 - Good. 0 out of 2 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 2 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 2 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 2 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Lynn H.
Apr 15, 2025
Liked: Cleanliness
Great location and clean!
Had a great stay but had a little snafu at check in and check out which was corrected quickly. Communication with managers was quick on both accounts. Thank you!! We would stay again.
Lynn H.
Stayed 7 nights in Apr 2025
10/10 Excellent
Kathy M.
Nov 14, 2023
Liked: Cleanliness
Everything
One of the best condos we have rented in Truman annex. It had everything we needed for our stay. Chairs, umbrellas, beach towels even coolers and ice packs. You name it, they had it. I highly recommend this condo for your next visit to Key West!
Thank you