Apartment in Key West, FL
4 guests · 2 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this apartment rental
Welcome to Keys to Paradise – Your Cozy Retreat in the Heart of Key West!
Located in the charming Shipyard Condominium Complex at Truman Annex, this quaint and well-appointed first-floor condo offers the perfect blend of comfort and convenience. Featuring two bedrooms and one bathroom, it’s ideal for families or friends looking to explore Key West’s best attractions just steps away!
Inside Your Home Away From Home:
Spacious Living Area: Relax on new full-size sofa (sleeper included), two comfy chairs, and enjoy your favorite shows on the 50” flat screen TV.
Dining Room: Full-size table with seating for four—perfect for meals or game nights.
Fully Equipped Kitchen: Includes refrigerator, dishwasher, oven, coffee maker, blender, toaster, and all the essentials you need.
Guest Bedroom: Two twin beds that can convert into a king on request, a closet, dresser, full-length mirror, and a flat screen Firestick TV.
Master Bedroom: Queen bed, 50” flat screen TV, closet, dresser, and full-length mirror.
Bathroom: Full-size shower/tub combo, vanity, and toilet.
Laundry Closet: Washer, dryer, and cleaning supplies for your convenience.
Step Outside:
Enjoy a huge back deck with seating, a table, umbrella, and two cruiser bikes to explore the island. Lush, mature landscaping surrounds the condo, creating a serene environment with walking paths and easy pedestrian access through Truman Annex.
Community Perks:
Assigned parking spot right in front of your unit.
Secure gated community with code entry.
Pool area with loungers, towels, and restroom access.
Access to Truman Annex pedestrian gates via foot gate keys.
Prime Location:
Walk or bike less than 2 blocks to Truman’s Little Whitehouse and the iconic Green Parrot. Less than 1 mile from Fort Zachary Taylor Beach, Mallory Square, Duval Street, the Southernmost Point, Hemingway House, and more!
Leave your car behind and enjoy Key West at your own pace. Whether it’s your first visit or a beloved return, Keys to Paradise offers the ideal home base for your unforgettable island getaway.
Located in the charming Shipyard Condominium Complex at Truman Annex, this quaint and well-appointed first-floor condo offers the perfect blend of comfort and convenience. Featuring two bedrooms and one bathroom, it’s ideal for families or friends looking to explore Key West’s best attractions just steps away!
Inside Your Home Away From Home:
Spacious Living Area: Relax on new full-size sofa (sleeper included), two comfy chairs, and enjoy your favorite shows on the 50” flat screen TV.
Dining Room: Full-size table with seating for four—perfect for meals or game nights.
Fully Equipped Kitchen: Includes refrigerator, dishwasher, oven, coffee maker, blender, toaster, and all the essentials you need.
Guest Bedroom: Two twin beds that can convert into a king on request, a closet, dresser, full-length mirror, and a flat screen Firestick TV.
Master Bedroom: Queen bed, 50” flat screen TV, closet, dresser, and full-length mirror.
Bathroom: Full-size shower/tub combo, vanity, and toilet.
Laundry Closet: Washer, dryer, and cleaning supplies for your convenience.
Step Outside:
Enjoy a huge back deck with seating, a table, umbrella, and two cruiser bikes to explore the island. Lush, mature landscaping surrounds the condo, creating a serene environment with walking paths and easy pedestrian access through Truman Annex.
Community Perks:
Assigned parking spot right in front of your unit.
Secure gated community with code entry.
Pool area with loungers, towels, and restroom access.
Access to Truman Annex pedestrian gates via foot gate keys.
Prime Location:
Walk or bike less than 2 blocks to Truman’s Little Whitehouse and the iconic Green Parrot. Less than 1 mile from Fort Zachary Taylor Beach, Mallory Square, Duval Street, the Southernmost Point, Hemingway House, and more!
Leave your car behind and enjoy Key West at your own pace. Whether it’s your first visit or a beloved return, Keys to Paradise offers the ideal home base for your unforgettable island getaway.
Amenities at Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom
Non-smoking
No pets allowed
Family friendly
Map of Key West, FL
Ratings and reviews
10 / 10Outstanding·Feb 2026
We had a wonderful stay. The condo was clean and well supplied with towels, bikes and beach gear. We had no issues and would definitely recommend this to anyone who is looking for a place to getaway.
8 / 10Excellent·Feb 2026
We enjoyed our two week stay at Keys to Paradise.Pros: location couldnt be better; walkable to everything, nice patio, bikes were a plus, comfortable mattresses, clean and well stocked.Cons: the unit could use a bit of an update; a bit "tired". Some new beach towels would be nice, another skillet and new microwave would be nice. A great addition would be a grill but I do understand its just another thing to have to care for. Overall it was a comfortable stay.
10 / 10Outstanding·Oct 2025
Nice place
6 / 10Average·May 2023
The Shipyard Truman Annex was a great location for a seven day stay in Key West. The area is quiet, but close to all that is offered in Key West. If you enjoy walking, you can watch the sunrise in the morning, walk to a State Park, shop in the afternoon, have a nice dinner along the water, and watch a beautiful sunset in the evening. The condo was nice but had a few issues that will cause us to give the unit a overall score of 3.5. The queen bed in the master bedroom was horrible and we could survive one night in the bed. On the second night we tried the sleeper sofa and were forced out of the bed after one night due to another worn out mattress. By the third night we were forced to the second bedroom and used the twin beds for the rest of our stay. The condo provided bikes and beach chairs that we used on our trip to the State Park. The bikes are in need of minor work but served the purpose. The unit above ours had guests the first two nights and we could hear them into the early hours of the morning. After they left the unit was vacant the rest of the week and noice was not a problem. For our first time to Key West this area was enjoyable.
$$$$
Top rated by guests
9.4Outstanding
(35 Ratings)
"We had a wonderful stay. The condo was clean and well supplied with towels, bikes and beach gear. We had no issues and would definitely recommend this to anyone who is looking for a place to getaway. "
Moore F.Don't miss out! Price and availability may change
