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.
---
The room configuration is as follows:
Primary Bedroom / King bed Bedroom 2 / Two twin beds
---
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.
We report and prosecute all Credit Card Fraud.
Our prices include all fees. No hidden fees.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Key West Casa | Pool Access | BBQ & Patio | Near Duval Street | Month-Long Stays
Truman Annex
Key West Casa | Pool Access | BBQ & Patio | Near Duval Street | Month-Long Stays
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Key West
Located near the beach, this holiday home is in Old Town Key West, a neighbourhood in Key West. 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.
Florida Keys Eco - Discovery Center - 3 min walk - 0.3 km
Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
Duval Street - 6 min walk - 0.5 km
Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
Getting around
Key West, FL (EYW-Key West Intl.) - 15 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
Rams Head Southernmost - 7 min walk
Frequently asked questions
Is Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays pet-friendly?
No, only service animals are welcome at the property.
How much does it cost to stay at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?
As of 13 May 2026, prices found for a 1-night stay for 2 adults at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays on 21 May 2026 start from £121, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?
On-site parking is available at the property.
What time is check-in at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?
Check-in begins at 4:00 PM.
What time is check-out at Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays?
Checkout is at 10:00 AM.
Where is Always Your Paradise | Shared Pool | Near Zachary Beach | Month-Long Stays located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of Truman Waterfront Park, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Mallory Square are also within 15 minutes.
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
Tonja W.
Stayed 14 nights in Aug 2024
Response from VrboOwner on 21 Sept 2024
It sounds like you had an amazing stay! Being in the perfect location with easy access to everything you wanted and a fun, comfortable pool must have made for a truly enjoyable vacation. I'm glad it was just what you were looking for!
From a partner site
10/10 Excellent
Aaron M.
27 Jun 2022
Key west getaway
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Great vacation rental. Close too everything clean quite Plenty of room loved it!!
Aaron M.
Response from VrboOwner on 28 Jun 2022
Aaron,
Thank you for leaving a review!
It was a pleasure hosting you!
At Home In Key West team
Thank you so much for your review, Blaire! We look forward to welcoming you back soon!
About the host
Hosted by AvantStay
At AvantStay, we pride ourselves on our guest experience. We do the trip planning - so you can spend more time on vacation. With 24/7 customer support, a dedicated concierge, and tech-enabled touchpoints from the moment you book to an easy and seamless check-out, we make your experience as carefree as you could possibly want it to be. AvantStay features 500 homes in 30+ destinations and is growing quickly. For any questions about your next trip, please don't hesitate to reach out directly and we'd be more than happy to help your vacation come true.
Languages:
English
Premier Host
They consistently provide great experiences for their guests