15 Hotels
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Deer Run Bed & Breakfast
Need serenity now? Find your way to this oceanfront B&B that not only will be good for your soul, it wi... Read More
Deer Run Bed & Breakfast
Need serenity now? Find your way to this oceanfront B&B that not only will be good for your soul, it wi... 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 del Mar
The dock points the way to beautiful sunsets at this adults-only boutique hotel, which has been transformed fr... Read More
Azul del Mar
The dock points the way to beautiful sunsets at this adults-only boutique hotel, which has been transformed fr... 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
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Casa Morada
This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More
Casa Morada
This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More
Coconut Palm Inn
This waterfront haven is tucked into a residential neighborhood beneath towering palms and native gumbo-limbos... Read More
Coconut Palm Inn
This waterfront haven is tucked into a residential neighborhood beneath towering palms and native gumbo-limbos... 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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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
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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
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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Simonton Court
A small world all its own, this adults-only maze of accommodations and four swimming pools makes you feel deli... 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
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Southwinds Motel
Operated by the same company as the ultra-high-end Santa Maria Suites, this motel-style property is a good-val... Read More
Southwinds Motel
Operated by the same company as the ultra-high-end Santa Maria Suites, this motel-style property is a good-val... Read More
Speakeasy Inn
During Prohibition, Raul Vasquez made this place popular by smuggling in rum from Cuba; today, its reputation... Read More
Speakeasy Inn
During Prohibition, Raul Vasquez made this place popular by smuggling in rum from Cuba; today, its reputation... Read More
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The Mermaid & the Alligator
An enchanting combination of flora and fauna makes this 1904 Victorian house a welcoming retreat. The property... Read More
The Mermaid & the Alligator
An enchanting combination of flora and fauna makes this 1904 Victorian house a welcoming retreat. The property... Read More
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