Updated on Sep 29, 2026
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Type
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Condo
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Bedrooms
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2
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Bathrooms
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1
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House Rules
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Pets allowed: dogs (limit 1 total);Have an extra fee charged by to me the housekeeper
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Children allowed: ages 0-17 ;I love families
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Smoking is not permitted
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No events allowed
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Max Occupancy
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4
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Host Language
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English
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Property Id
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1049465
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MINIMUM STAY 29 DAYS/28 NIGHTS
About This Property
A Touch of Cuba is a privately owned, two-bedroom, one-bathroom condominium in the Shipyard section of Truman Annex — one of Key West's most sought-after residential neighborhoods. Located on Southard Street, the main entrance to the Truman Annex, the property is within walking distance of Duval Street, the Ernest Hemingway Home, the Key West Butterfly Conservatory, and the island's best restaurants, galleries, and beaches.
This is the owner's personal home — not a managed rental — which means it is impeccably maintained and thoughtfully appointed. Cuban artwork and warm, restful colors throughout reflect the owner's extensive educational and humanitarian travel to Cuba, giving the space a distinctive character you won't find in a standard vacation rental.
Bedrooms & Sleeping
2 bedrooms
Maximum occupancy: 4 guests
Premium mattresses and high-thread-count linens
Bathrooms
1 full bathroom
Thirsty bath towels and large deep beach towels provided
Kitchen
Fully equipped kitchen
Bosch dishwasher
Microwave
Keurig coffee maker
Blender (essential for Key West)
Laundry & Extras
Full-size front-loading washer and dryer
Iron and hair dryer
High-speed WiFi
Cable TV
Reserved, secure parking (a rare amenity in Key West)
Beach chairs on the large shaded back deck
Outdoor Space
A large private back deck with shade umbrella is perfect for relaxing between adventures. Beach chairs are provided and ready to use.
Location: Why Truman Annex
Truman Annex is a gated, beautifully maintained historic neighborhood steps from Key West's best attractions. Guests can walk to:
Duval Street dining and nightlife
Key West Bight and Historic Seaport
Fort Zachary Taylor Beach (Key West's best beach)
The Ernest Hemingway Home & Museum
Mallory Square sunset celebrations
Dozens of restaurants, bars, and shops
Secure, reserved parking is included — meaning you can leave your car parked and walk or bike everywhere for your entire stay.
What Makes This Property Different
Owner-direct booking — you communicate personally with the owner before and during your stay
Cuban art collection throughout, sourced from the owner's trips to the island
A true home, not a generic rental — furniture, bedding, and kitchen are all personal-quality
A companion cottage (#361238 on VRBO) is available five doors down for groups needing additional space
Special Offer
Book a summer or fall stay and receive a gift certificate to Blue Heaven, one of Key West's most celebrated restaurants and a Michelin Guide restaurant!
Booking Details
Minimum stay: 29 days / 28 nights
Arrival/departure: Saturdays preferred
Booking: Owner-direct via email and phone prior to confirmation
Platform listing: VRBO
Frequently Asked Questions
Is parking included?
Yes — reserved, secure parking is included with every stay. This is uncommon in Key West and a significant convenience.
Is this a managed property?
No. This is the owner's personal home. You will communicate directly with the owner before booking and throughout your stay.
Is the property suitable for families?
Yes. Maximum occupancy is 4 guests. The layout, amenities, and location make it well suited for couples or small families.
Are beach supplies provided?
Yes — beach chairs and large beach towels are included.
Is there laundry on site?
Yes — a full-size front-loading washer and dryer is in the unit.
What is nearby?
Fort Zachary Taylor Beach, Duval Street, Mallory Square, the Hemingway Home, and the Key West Historic Seaport are all within easy walking distance.
Located in Old Town Key West, a neighborhood in Key West, this condo is near a water park and by the sea. 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 Smathers Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and ecotours nearby.
Get the full listing »
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