Upscale Hotels in The Florida Keys

Read our The Florida Keys hotel reviews. Or post your own.

Upscale Hotels in The Florida Keys

Hotels Overview »
Name Price Location
 
Angelina Guest House
The high rollers and ladies of the night were chased away long...
Write a review | Avg. member rating: 4.8/5
$$-$$$
Key West
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Azul Key West
The ultramodern—nearly minimalistic—redo of this...
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$$$-$$$$
Key West
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Courtney's Place
If you like kids, cats, and dogs, you'll feel right at home in...
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$$$
Key West
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Eden House
From the vintage metal rockers on the street-side porch to the...
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$$$
Key West
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Heron House Court
Formerly called Fleur de Key Guesthouse, this circa-1900 inn...
Write a review | Avg. member rating: 4.0/5
$$$
Key West
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The Islander Resort
Although the vintage sign is straight out of a Happy Days rerun...
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$$$
Islamorada
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Merlin Guesthouse
Key West guest houses don't usually welcome families, but this...
Write a review | Avg. member rating: 1.8/5
$$$
Key West
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Mermaid & the Alligator
An enchanting combination of flora and fauna makes this 1904...
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$$$-$$$$
Key West
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Pearl's Rainbow
This guesthouse, which caters to lesbians and gay-friendly women...
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$$$
Key West
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Popular House/Key West Bed and Breakfast
Local art—large, splashy canvases, a Gauguinesque mural—decorate...
Write a review | Avg. member rating: 4.8/5
$$$
Key West
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Southernmost Hotel
This hotel offers resort-style accommodations at motel prices...
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$$$-$$$$
Key West
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Speakeasy Inn
During Prohibition, Raul Vasquez made this place popular by smuggling...
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$$$-$$$$
Key West
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