PLEASE BE ADVISED IF BOOKING THIS UNIT FOR AUGUST 2026: The Shipyard Pool will be closed starting August 1, 2026, for the Pool Deck Replacement Project. The HOA expects the project to take 30 days, with the goal of having the work completed and the pool reopened by September 1, 2026. There is no other pool available at the Shipyard, so we have adjusted our rates to offset the inconvenience.
COMFORT AND VALUE IN TRUMAN ANNEX… This newly renovated 2nd floor two bedroom condo is located in The Shipyard, a neighborhood of Truman Annex in the heart of Old Town Key West! Colorful, fun patterns fill the rental with life while the furnishings provide a comfortable gathering space for your group. The sunny deck overlooks the distance views of the ocean through the lush trees but can also be a shady retreat with the help of an awning. This unit is accessed via one flight of stairs. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
FURNISHINGS… The Quarterdeck’s open floor plan and ample seating provides the perfect space for your group to enjoy together. Curl up on the couch and watch a movie on the flat screen, gather around the dining table to play a game or cook together in the fully equipped kitchen!
SLEEPING ARRANGEMENTS… Both guest rooms have a comfortable queen bed with extra drawers built into the bed frames for maximum storage space! Each room has a closet with lots of hanging space a flat screen TV, tile throughout and new paint for a fresh, clean feel.
DETAILS AND AMENITIES… Settled in the manicured, gated community of The Shipyard, this location offers guests a peaceful spot to relax just a block from all the action! You will be in walking distance from Fort Zachary’s gorgeous beach and picnic area, Duval Street, Mallory Square and more! The Shipyard also offers a beautiful community pool lined with lounge chairs perfect for soaking up the sun. Parking is always an issue in Old Town, but this condo comes with its own designated parking space (vehicle cannot exceed 18 ft.)
OUTDOOR LIVING… Open the French doors to the back deck letting in the great breezes and sun rays that fill the space throughout the day. This wonderful extension to the living space has a table for two where you can have your morning coffee or enjoy a cocktail after a long day of exploring. On hot summer days pull out the awning to push back the sun so you can enjoy the views without sitting in the direct sunlight.
PETS... The is not a pet friendly home.
MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean
BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.
PARKING! This home does offer parking for one vehicle (cannot exceed 18 ft), but oversized trucks and extra large SUV's are not permitted and will have to park outside of this community.
CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.
CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
COME STAY A WHILE... Virtual Tour Url: https://my.matterport.com/show/?m=TJeuvehAkCT
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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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Key West
Located by the sea, this condo 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 Smathers Beach. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
Key West, FL
What's nearby
Key West Naval Station - 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.) - 19 min drive
Restaurants
Sloppy Joe's Bar - 11 min walk
Green Parrot Bar - 4 min walk
Blue Heaven - 8 min walk
Margaritaville - 7 min walk
The Bull & Whistle Bar - 10 min walk
Frequently asked questions
Does THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit!?
As of 23 Aug 2026, prices found for a 1-night stay for 2 adults at THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! on 24 Aug 2026 start from AU$6,985, 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.
Is THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! pet-friendly?
No, pets are not allowed at this property.
How much is parking at THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit!?
On-site parking is available at the property.
What time is check-in at THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit!?
Check-in begins at 4:00 PM.
What time is check-out at THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit!?
Checkout is at 10:00 AM.
Where is THE QUARTERDECK ~ Colorful & Comfy 2nd Floor 2Ba/ 1Ba Shipyard Unit! located?
Located in Old Town Key West, this condo building 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.
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests