32 Hotels
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Sunset Key Cottages
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
Sunset Key Cottages
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
The Reach, A Waldorf Astoria Resort
You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More
The Reach, A Waldorf Astoria Resort
You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More
Margaritaville Key West Resort & Marina
The vibe isn’t "grapefruit and juicy fruit" yet at this former Westin-turned-Margaritaville, but the brand has... Read More
Margaritaville Key West Resort & Marina
The vibe isn’t "grapefruit and juicy fruit" yet at this former Westin-turned-Margaritaville, but the brand has... Read More
Ocean Key Resort & Spa
Luxury can be fun, especially when it’s at the edge of everything Key West. Even if you’re more of a watcher t... Read More
Ocean Key Resort & Spa
Luxury can be fun, especially when it’s at the edge of everything Key West. Even if you’re more of a watcher t... Read More
La Concha Hotel & Spa
Historic properties always have their quirks, and La Concha is no exception, but Read More
La Concha Hotel & Spa
Historic properties always have their quirks, and La Concha is no exception, but Read More
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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
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
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Angelina Guesthouse
In the heart of Old Town, this adults-only home away from home offers simple, clean, attractively priced accom... Read More
Angelina Guesthouse
In the heart of Old Town, this adults-only home away from home offers simple, clean, attractively priced accom... Read More
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Azul Key West
The ultramodern, nearly minimalistic redo of this classic, circa-1903 Queen Anne mansion—an adults-only proper... Read More
Azul Key West
The ultramodern, nearly minimalistic redo of this classic, circa-1903 Queen Anne mansion—an adults-only proper... 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
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
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10
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
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
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Hampton Inn Key West
You know what to expect from this chain hotel: well-maintained rooms, predictable service, and competitive pri... Read More
Hampton Inn Key West
You know what to expect from this chain hotel: well-maintained rooms, predictable service, and competitive pri... Read More
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12
Harborside Motel & Marina
This little motel neatly packages three appealing characteristics—affordability, safety, and a pleasant locati... Read More
Harborside Motel & Marina
This little motel neatly packages three appealing characteristics—affordability, safety, and a pleasant locati... Read More
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Island City House Hotel
A private garden with brick walkways, tropical plants, and a canopy of palms sets this convivial guesthouse ap... 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
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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
Island House
Geared specifically toward gay men, this hotel features a health club, a video lounge, a café and bar, and roo... Read More
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15
Key West Bed and Breakfast/The Popular House
There are accommodations for every budget here, but the owners reason that budget travelers deserve as pleasan... Read More
Key West Bed and Breakfast/The Popular House
There are accommodations for every budget here, but the owners reason that budget travelers deserve as pleasan... 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
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
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17
La Pensione
Hospitality and period furnishings make this 1891 home, once owned by a cigar executive, a wonderful glimpse i... Read More
La Pensione
Hospitality and period furnishings make this 1891 home, once owned by a cigar executive, a wonderful glimpse i... Read More
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Margaritaville Beach House
This property, which definitely has a modern-beach-house feel, features a lagoon-style pool with a waterfall;... 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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19
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
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
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
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