Charming townhome with Old Town charm, pool access and sunset strolls

Conch Island

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Welcome to your slice of paradise in Key West’s coveted Truman Annex. Tucked within the charming Shipyard community, this inviting townhome places you in the heart of it all—just steps from the sugar-white sands of Fort Zachary Taylor Beach and a short stroll to Mallory Square’s legendary sunset celebrations. With Duval Street only two blocks away, you’ll enjoy effortless access to world-class dining, boutique shopping, historic landmarks, and lively nightlife, all while retreating to a peaceful oasis at day’s end.

The Shipyard community features a beautifully renovated heated pool, perfect for leisurely afternoons in the sun. Despite its central location, the neighborhood offers a calm, residential atmosphere—an ideal balance of energy and escape that’s hard to find in Old Town.

Inside, the townhome is thoughtfully appointed for comfort and ease. Enjoy central air conditioning, WiFi, and a fully equipped kitchen with everything you need to prepare island-inspired meals. After a day of exploring, relax on your private balcony or patio, a perfect spot for morning coffee, evening cocktails, or simply soaking in the tropical breeze.

You’ll be moments from iconic attractions like the Ernest Hemingway Home, Key West Lighthouse, and the Southernmost Point, along with endless opportunities for snorkeling, biking, boating, and immersing yourself in the vibrant local culture.

Whether you’re seeking adventure, relaxation, or a bit of both, this Truman Annex townhome offers an unbeatable home base for experiencing the very best of Key West living.

Parking notes: No parking available.

This rental is located on floor 2.



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.