Apartment in Key West, FL
4 guests · 2 bedrooms · 1 bath
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About this apartment rental
Seashore at the Shipyard
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Step into your slice of paradise in the heart of Old Town Key West. Perfectly located within the sought-after Truman Annex, this stylish coastal escape offers the best of both worlds — resort-style comfort and authentic island adventure.
Wake up to the sound of swaying palms and sip your morning coffee on the private balcony, where ocean breezes set the tone for another beautiful day. When you’re ready to explore, you’re just steps from Mallory Square, Duval Street, and Fort Zachary Taylor Historic Park — all less than a mile away. Spend your days snorkeling, biking, or hopping on a ferry to Sunset Key for a day trip filled with tropical bliss.
After a sun-soaked afternoon, cool off in the shared community pool or unwind on the patio before cooking up your fresh catch in the fully equipped kitchen. From movie nights on the flat-screen TV with cable and WiFi access to relaxing evenings in the cool comfort of central AC, every moment here feels effortless.
When it’s time to refresh, the private washer/dryer and spacious layout make extended stays easy. Plus, you’ll enjoy the rare convenience of a private parking space — a luxury in downtown Key West.
✨ Highlights & Amenities
•Prime location in the Truman Annex, minutes from beaches, dining, and nightlife
•Shared pool surrounded by lush tropical landscaping
•Private balcony & patio for outdoor lounging
•Fully equipped kitchen with modern appliances: fridge, stove, microwave, and dishwasher
•Private washer & dryer, iron, and all essentials provided
•High-speed internet, cable TV, and DVD player
•Central and partial AC for year-round comfort
•One private parking spot
❤️ Why You’ll Love This Home
You’ll fall in love the moment you step inside — where coastal charm meets the laid-back energy of Key West living. Tucked inside the exclusive Truman Annex, this home puts you steps from everything that makes the island magical — from the sunset celebrations at Mallory Square to the soft sands of Fort Zachary Taylor Beach.
☀️ The Mornings: Begin with coffee on your private balcony, where the island breeze and distant sounds of the sea set a peaceful tone for your day.
🏖️ The Days: Lounge by the shared pool surrounded by lush palms, stroll down to the beach, or wander through historic streets filled with art, music, and hidden gems.
🌅 The Evenings: As the sun melts into the horizon, join the locals at Mallory Square for the nightly celebration — or enjoy a quiet dinner at home, cooking fresh seafood in your fully equipped kitchen before unwinding in cool central AC.
💦 The Little Luxuries:
•Your own private washer/dryer so you can pack light and stay fresh
•Private parking (a rare Key West luxury)
•Fast WiFi and streaming-ready TV for those cozy nights in
•Balcony & patio spaces perfect for morning yoga, evening cocktails, or a good book in the breeze
Here, every detail invites you to slow down, breathe deep, and rediscover what “vacation” really means.
Whether you’re here to celebrate a sunset at Mallory Square, wander through the Little White House, or simply unwind by the pool, this Truman Annex retreat captures everything that makes Key West unforgettable. No matter what you choose to do on your vacation, this Florida coast home will make sure your stay stress-free and fun-filled!
*Please note that last-minute bookings cannot be made online.
Parking notes: There is free parking available for 1 vehicle.
Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Step into your slice of paradise in the heart of Old Town Key West. Perfectly located within the sought-after Truman Annex, this stylish coastal escape offers the best of both worlds — resort-style comfort and authentic island adventure.
Wake up to the sound of swaying palms and sip your morning coffee on the private balcony, where ocean breezes set the tone for another beautiful day. When you’re ready to explore, you’re just steps from Mallory Square, Duval Street, and Fort Zachary Taylor Historic Park — all less than a mile away. Spend your days snorkeling, biking, or hopping on a ferry to Sunset Key for a day trip filled with tropical bliss.
After a sun-soaked afternoon, cool off in the shared community pool or unwind on the patio before cooking up your fresh catch in the fully equipped kitchen. From movie nights on the flat-screen TV with cable and WiFi access to relaxing evenings in the cool comfort of central AC, every moment here feels effortless.
When it’s time to refresh, the private washer/dryer and spacious layout make extended stays easy. Plus, you’ll enjoy the rare convenience of a private parking space — a luxury in downtown Key West.
✨ Highlights & Amenities
•Prime location in the Truman Annex, minutes from beaches, dining, and nightlife
•Shared pool surrounded by lush tropical landscaping
•Private balcony & patio for outdoor lounging
•Fully equipped kitchen with modern appliances: fridge, stove, microwave, and dishwasher
•Private washer & dryer, iron, and all essentials provided
•High-speed internet, cable TV, and DVD player
•Central and partial AC for year-round comfort
•One private parking spot
❤️ Why You’ll Love This Home
You’ll fall in love the moment you step inside — where coastal charm meets the laid-back energy of Key West living. Tucked inside the exclusive Truman Annex, this home puts you steps from everything that makes the island magical — from the sunset celebrations at Mallory Square to the soft sands of Fort Zachary Taylor Beach.
☀️ The Mornings: Begin with coffee on your private balcony, where the island breeze and distant sounds of the sea set a peaceful tone for your day.
🏖️ The Days: Lounge by the shared pool surrounded by lush palms, stroll down to the beach, or wander through historic streets filled with art, music, and hidden gems.
🌅 The Evenings: As the sun melts into the horizon, join the locals at Mallory Square for the nightly celebration — or enjoy a quiet dinner at home, cooking fresh seafood in your fully equipped kitchen before unwinding in cool central AC.
💦 The Little Luxuries:
•Your own private washer/dryer so you can pack light and stay fresh
•Private parking (a rare Key West luxury)
•Fast WiFi and streaming-ready TV for those cozy nights in
•Balcony & patio spaces perfect for morning yoga, evening cocktails, or a good book in the breeze
Here, every detail invites you to slow down, breathe deep, and rediscover what “vacation” really means.
Whether you’re here to celebrate a sunset at Mallory Square, wander through the Little White House, or simply unwind by the pool, this Truman Annex retreat captures everything that makes Key West unforgettable. No matter what you choose to do on your vacation, this Florida coast home will make sure your stay stress-free and fun-filled!
*Please note that last-minute bookings cannot be made online.
Parking notes: There is free parking available for 1 vehicle.
Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Map of Key West, FL
Ratings and reviews
10 / 10Outstanding·Nov 2024
Everything was great. Long time visitor to Key West. This unit was clean, friendly and close to everything.
10 / 10Outstanding·May 2024
The condo was clean and very well maintained. There were ample bath and beach towels supplied, as well as laundry and dishwasher detergent. We had to buy our own bath soap, condiments (salt/pepper), and coffee (only a day or two packets of coffee were supplied). The pool was close to our unit and there were plenty of chairs and tables. It would have been helpful if we could have communicated with the condo owner prior to our stay to get more detailed information about the unit. Overall, it was a very nice place to stay and we would recommend it to others.
8 / 10Excellent·Apr 2024
Nice clean and convenient to everything!
6 / 10Average·May 2023
The good: location! The condo is in the Truman Annex which is quiet and convenient to everything. The parking spot is a little difficult to find because it’s not in front of the condo. The pool is nice, plenty of chairs and shade when needed.
The not so good: the condo is VERY basic. There are no plastic cups to have drinks down by the pool. There is nothing to carry your towels in to go to the beach. There are no games. The TVs and neck straining to watch because they’re mounted too high and they are small. Basically there are just NONE of the little extras that make renting a private condo appealing and there are way too many choices to choose such a basic one. And yes I know you’re in paradise but we all need a little downtime to relax so when you’re inside it should be well equipped.
The bad: the air conditioning went out on our second day. The condo was 82 degrees for three days. I wouldn’t actually complain about this because it’s just something that happens. However, the Vacasa management is VERY POOR. I had to call them THREE times to get an update on when they would fix it. The maintenance guy brought two “portable air conditioners” that even he said “won’t help much”. They did not, it got down to 78 one night and that’s it. The biggest problem for me is the lack of communication. We’re paying over 2k for a week in a condo and you can’t even be bothered to call the tenant when they report a problem? It’s poor management.
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Top rated by guests
9.1Outstanding
(53 Ratings)
"Everything was great. Long time visitor to Key West. This unit was clean, friendly and close to everything."
Bob C.Don't miss out! Price and availability may change
