Condo
Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action
Photo gallery for Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action





Reviews
9.0 out of 10
Wonderful
2 bedrooms1 bathroomSleeps 460.0 sq m
Popular amenities
Explore the area

Key West, FL
- Place, Florida Keys National Marine Sanctuary5 min walk
- Place, Duval Street6 min walk
- Place, Ernest Hemingway Home and Museum6 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
2 Single Beds
1 bathroom
Bathroom 1
Spaces
Deck or patio
Kitchen
Balcony
About this property
Sunny Tropical Condo with WiFi & Pool - Close to Beachside Action
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available
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9.8 out of 10, Exceptional, (37 reviews)
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
No pets allowed
Smoking
Smoking is not permitted
Smoking is not permitted anywhere on the premises.
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 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 and a first aid kit
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 South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Take the opportunity to explore the area for water adventures such as fishing.

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
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
8.0/10
Amenities
10/10
Property conditions & facilities
9.8/10
Check-in
8.2/10
Communication
9.8/10
Location
9.4/10
Listing accuracy
Reviews
From a partner site
12 November 2024
Verified
10/10 Excellent
Brian M.
3 February 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Brian M.
Stayed 7 nights in Jan 2023
From a partner site
10/10 Excellent
Shawn S.
25 October 2023
Everything you need and location, location, location!
Shawn S.
Verified
10/10 Excellent
edward O.
7 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Truman Annex Stay
edward O.
Stayed 7 nights in May 2023
From a partner site
8/10 Good
Tamara M.
19 April 2024
Shipyard
Tamara M.
Verified
10/10 Excellent
Karen
4 May 2024
Liked: Cleanliness, amenities, property conditions & facilities
Karen
Stayed 7 nights in Apr 2024
Verified
8/10 Good
Amy M.
4 January 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location simple accommodations
Amy M.
Stayed 9 nights in Dec 2021
Verified
6/10 Okay
Jeff and Kris G.
24 May 2023
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Very basic rental
Jeff and Kris G.
Stayed 7 nights in May 2023
From a partner site
4/10 Poor
wayne c.
31 January 2023
was not a comfortable stay
wayne c.
Stayed 7 nights in Apr 2022
From a partner site
10/10 Excellent
Laura B.
24 August 2022
Perfect place to stay
Laura B.
Stayed 7 nights in Aug 2022
From a partner site
8/10 Good
Truc N.
5 August 2022
Jenny nguyen
Truc N.
Verified
10/10 Excellent
Natalie T.
5 February 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Request
Natalie T.
Stayed 7 nights in Jan 2022
From a partner site
8/10 Good
Maureen M.
1 February 2022
Enjoyed
Maureen M.
Verified
10/10 Excellent
Catherine C.
11 January 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Catherine C.
Stayed 7 nights in Jan 2022
Verified
10/10 Excellent
Maureen P.
3 December 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location Beautiful Condo
Maureen P.
Stayed 7 nights in Nov 2021
Verified
6/10 Okay
Jeremy L.
15 September 2020
Liked: Cleanliness, check-in, location
Disliked: Communication
Communication issues
Jeremy L.
Stayed 7 nights in Aug 2020
From a partner site
6/10 Okay
Jean S.
15 August 2020
Close to everything
Jean S.
From a partner site
8/10 Good
meg m.
17 March 2020
Key west rental
meg m.
Stayed 7 nights in Mar 2020
Verified
10/10 Excellent
Jon S.
12 March 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Location in old town Key West
Jon S.
Stayed 7 nights in Jan 2020
Verified
10/10 Excellent
Nell C.
1 March 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West Condo
Nell C.
Stayed 14 nights in Feb 2020
From a partner site
8/10 Good
Charles B.
19 January 2020
very good
Charles B.
Stayed 7 nights in Jan 2020
From a partner site
8/10 Good
Danielle C.
15 December 2019
Winter get away
Danielle C.
Stayed 7 nights in Dec 2019
From a partner site
10/10 Excellent
Celinda K.
2 October 2019
Great location
Celinda K.
Verified
10/10 Excellent
Donna/Ned S.
4 April 2019
Comfortable little cottage with 2 balconies!
Donna/Ned S.
Stayed 7 nights in Mar 2019
From a partner site
10/10 Excellent
James G.
29 March 2019
Perfect location
James G.
Stayed 7 nights in Mar 2019
About the host
Hosted by Vacasa of Florida
Languages:
English, French, German, Italian, Spanish
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