Seaside stay .Within a 10-minute walk of this Old Town Key West vacation home, you'll find Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Southernmost Point are also within 2 miles (3 km).
Florida Keys National Marine Sanctuary - 5 min walk - 0.3 miles
Duval Street - 6 min walk - 0.4 miles
Ernest Hemingway Home and Museum - 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
Getting around
Key West Intl. Airport (EYW) - 15 min drive
Restaurants
Green Parrot Bar - 4 min walk
Willie T's - 6 min walk
Mangoes Restaurant - 7 min walk
Blue Heaven - 8 min walk
Rams Head Southernmost - 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.
Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays
*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.
Always Your Paradise is the perfect escape for your next trip to Key West. Conveniently located in the Shipyard Condominiums in the Truman Annex right in the heart of downtown. Enjoy the shared heated community pool or ride bikes to Ft. Zachary Beach.
This condo is a ground-level unit with easy access to your assigned parking space just steps from the front door. Enter the rental through the front porch and step into the colorful Key West vibes with the open floor plan including a full kitchen, dining area, and living area. The back patio is perfect for al fresco dining.
Each bedroom has plenty of space to unpack your swimsuits and flip-flops. Enjoy smart TVs in all the rooms with live TV and streaming services. Relax at home or walk a few short blocks to Duval Street where you will find amazing restaurants, live music, and tons of shopping.
Parking for this unit is conveniently located just steps from the front door.
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 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!
*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. - 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. - 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 if requested, the two twin beds can be converted into one king bed with bedding for a fee of $75. Please ensure you make this request at least 48 hours in advance. - 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 / King 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 it. 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.
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
General
Unit size: 646 square feet
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
Information provided by the property may be translated using automated translation tools
Pets
No pets allowed, but service animals are welcome
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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
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Frequently asked questions
How close is Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays to the airport?
This vacation home is 4.1 mi (15-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.
Does Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays to the beach?
This vacation home is a short 14-minute walk from Florida Keys Beaches and 0.8 mi (8-min drive) from South Beach. Don't forget your sunscreen!
Does Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?
No, there is no casino at this vacation home.
What time is check-in at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?
Check-in begins at 4:00 PM.
Is there free parking at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?
Free parking is not available at this vacation home.
Does Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays have a pool?
This vacation home does not have a pool.
Does Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays have a spa?
There are no spa services available at this vacation home.
How close is Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays to downtown Key West?
This vacation home is 0.2 mi away from Key West.
Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays Reviews
Reviews
9.6
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. 3 out of 4 reviews
10 - Excellent
3
Rating 8 - Good. 1 out of 4 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 4 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 4 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 4 reviews
2 - Terrible
0
9.4/10
Cleanliness
Reviews
8/10 Good
Blaire M.
Jul 22, 2025
Liked: Cleanliness
Blaire M.
Stayed 7 nights in Jun 2025
10/10 Excellent
Tonja W., Duncannon, PA
Sep 8, 2024
Liked: Cleanliness
Relaxing quiet time
Fabulous condo in the perfect location. I was close to everything I wanted. The pool was fun and comfortable. It was just the vacation I wanted.