Condo
A SEAGLASS PARADISE. ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex!
Photo gallery for A SEAGLASS PARADISE. ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex!





Reviews
9.4 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 463.2 sq m
Popular amenities
Explore the area

Key West, FL
- Place, Duval Street6 min walk
- Place, Ernest Hemingway Home and Museum6 min walk
- Place, Fort Zachary Taylor Historic State Park8 min walk
- Airport, Key West, FL (EYW-Key West Intl.)13 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
1 bathroom
Bathroom 1
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Dining area
About this property
A SEAGLASS PARADISE. ~ Charming 2 BR/1 Ba 1st Floor Condo in Truman Annex!
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.
CHARMING 1ST FLOOR CONDO IN BEAUTIFUL "SHIPYARD" COMMUNITY OF TRUMAN ANNEX…
This adorable retreat with a community pool is located in the prestigious gated community of Truman Annex in Key West's famous Old Town neighborhood. With 2 bedrooms and 1 bath, it's cozy perfection for 2 couples or a small family. You will revel in the location which is only 2 blocks from the vibrant excitement of Duval Street and only 1/4 mile from the pristine beach of Fort Zachary Taylor State Park. You are walking distance to the island's hot spots: The Green Parrot, Sloppy Joe's, Hemingway's Home and Mallory Square - home of the famous nightly "Sunset Celebration".
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS AND AMENITIES...
Your southernmost serenity begins as you enter the sun-filled living area, a perfect space to unwind after an exciting day on the town. The fully appointed kitchen has been totally remodeled with new cabinets, and granite countertops and will inspire you to conjure up your favorite tropical dishes. Decompress and read your favorite novel on the comfortable furnishings or indulge in relaxed conversation over a crafted cocktail. Enjoy hardwood floors, and ceramic tile throughout the home. A washer and dryer are provided for your convenience.
SLEEPING ARRANGEMENTS…
Slip into tranquil slumber in one of the two bedrooms with plush queen beds. The living room also offers a sleeper sofa. The shared bathroom has a walk-in shower and single vanity.
OUTDOOR LIVING…
The Shipyard in Truman Annex is a charming, tree-shrouded hideaway with serene walking paths and lanes. The beautiful community pool is lined with lounge chairs and is perfect for soaking up the Key West sun. This unit features a beautiful landscaped courtyard located next to the community pool.
PARKING...
This home does offer parking for one vehicle, just steps from the front door - (vehicle cannot exceed 18 ft.). Oversized trucks and extra large SUVs are not permitted and will have to park outside of this community.
PETS...
This is a dog friendly home (no cats) with a required pet fee. Please include the size and breed when inquiring.
MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pet fee (if applicable)
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.
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!
YOUR ESCAPE TO PARADISE IS CALLING...
CHARMING 1ST FLOOR CONDO IN BEAUTIFUL "SHIPYARD" COMMUNITY OF TRUMAN ANNEX…
This adorable retreat with a community pool is located in the prestigious gated community of Truman Annex in Key West's famous Old Town neighborhood. With 2 bedrooms and 1 bath, it's cozy perfection for 2 couples or a small family. You will revel in the location which is only 2 blocks from the vibrant excitement of Duval Street and only 1/4 mile from the pristine beach of Fort Zachary Taylor State Park. You are walking distance to the island's hot spots: The Green Parrot, Sloppy Joe's, Hemingway's Home and Mallory Square - home of the famous nightly "Sunset Celebration".
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS AND AMENITIES...
Your southernmost serenity begins as you enter the sun-filled living area, a perfect space to unwind after an exciting day on the town. The fully appointed kitchen has been totally remodeled with new cabinets, and granite countertops and will inspire you to conjure up your favorite tropical dishes. Decompress and read your favorite novel on the comfortable furnishings or indulge in relaxed conversation over a crafted cocktail. Enjoy hardwood floors, and ceramic tile throughout the home. A washer and dryer are provided for your convenience.
SLEEPING ARRANGEMENTS…
Slip into tranquil slumber in one of the two bedrooms with plush queen beds. The living room also offers a sleeper sofa. The shared bathroom has a walk-in shower and single vanity.
OUTDOOR LIVING…
The Shipyard in Truman Annex is a charming, tree-shrouded hideaway with serene walking paths and lanes. The beautiful community pool is lined with lounge chairs and is perfect for soaking up the Key West sun. This unit features a beautiful landscaped courtyard located next to the community pool.
PARKING...
This home does offer parking for one vehicle, just steps from the front door - (vehicle cannot exceed 18 ft.). Oversized trucks and extra large SUVs are not permitted and will have to park outside of this community.
PETS...
This is a dog friendly home (no cats) with a required pet fee. Please include the size and breed when inquiring.
MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pet fee (if applicable)
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.
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!
YOUR ESCAPE TO PARADISE IS CALLING...
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
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. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum 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. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.

Key West, FL
What's nearby
- Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
- Duval Street - 6 min walk - 0.5 km
- Ernest Hemingway Home and Museum - 6 min walk - 0.5 km
- Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
- Mallory Square - 11 min walk - 1.0 km
Getting around
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
Frequently asked questions
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.6/10
Listing accuracy
Reviews
2 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Nov 2025
10/10 Excellent
anne b.
12 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly Recommend
anne b.
Stayed 8 nights in Jul 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Kim B.
8 September 2025
A great location!
Kim B.
10/10 Excellent
Tammy J.
22 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tammy J.
Stayed 14 nights in Sep 2025
8/10 Good
Cathy M.
31 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cathy M.
Stayed 8 nights in Aug 2025
8/10 Good
Dion W.
13 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dion W.
Stayed 7 nights in Oct 2025
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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