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
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
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
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
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 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
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
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
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
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
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
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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