28 Hotels
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28 Hotels
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Island House
Geared specifically toward gay men, this hotel features a health club, a video lounge, a café and bar, and roo... Read More
Key West Marriott Beachside Hotel
This hotel attracts convention business by offering the biggest ballroom in Key West, but it also appeals to f... Read More
Pier House Resort & Spa
This upscale resort, near Mallory Square in the heart of Old Town, offers a wide range of amenities, including... Read More
Santa Maria Suites
It's odd to call this a hidden gem when it sits on a prominent corner just one block off Duval, but a concrete... Read More
Sunset Key Cottages
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
The Gardens Hotel
Built in 1875, this gloriously shaded property was a labor of love from the get-go, and it covers a third of a... Read More
Ambrosia Key West
If you desire personal attention, a casual atmosphere, and a dollop of style, stay at these twin inns spread o... Read More
Casa Marina, Curio Collection by Hilton
This luxurious property is on the largest private beach in Key West, and it has the same richly appointed lobb... Read More
Island City House Hotel
A private garden with brick walkways, tropical plants, and a canopy of palms sets this convivial guesthouse ap... Read More
Marquesa Hotel
In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More
NYAH: Not Your Average Hotel
From its charming white picket fence, it may look similar to other Victorian-style Key West B&Bs, but that’s w... Read More
Simonton Court
A small world all its own, this adults-only maze of accommodations and four swimming pools makes you feel deli... Read More
Southernmost Beach Resort
Rooms at this hotel on the quiet end of Duval—a 20-minute walk from downtown—are modern and sophisticated, and... Read More
The Grand Maloney
It took nearly two years to restore this property—dating from the late 19th century and named after Walter C.... Read More
The Marker
The Marker is a welcome and luxurious option on the waterfront in Old Town, with conch-style architecture and... Read More
Winslow's Bungalows
Part of the Kimpton Hotel brand, this 1854, Grand Bahama–style house on the National Register of Historic Plac... Read More
Azul Key West
The ultramodern, nearly minimalistic redo of this classic, circa-1903 Queen Anne mansion—an adults-only proper... Read More
Eden House
From the vintage metal rockers on the street-side porch to the old neon hotel sign in the lobby, this 1920s ra... Read More
La Pensione
Hospitality and period furnishings make this 1891 home, once owned by a cigar executive, a wonderful glimpse i... Read More
Margaritaville Beach House
This property, which definitely has a modern-beach-house feel, features a lagoon-style pool with a waterfall;... Read More
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