12 Hotels
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1
The Reach, A Waldorf Astoria Resort
$$$ | 1435 Simonton St.
You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More
The Reach, A Waldorf Astoria Resort
$$$ | 1435 Simonton St.
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
2
Casa Marina, A Waldorf-Astoria Resort
$$$ | 1500 Reynolds St.
If you’ve got the money, honey, this resort delivers. History buffs will relish in its storied past, and afflu... Read More
Casa Marina, A Waldorf-Astoria Resort
$$$ | 1500 Reynolds St.
If you’ve got the money, honey, this resort delivers. History buffs will relish in its storied past, and afflu... Read More
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4
Pier House Resort and Spa
$$$$ | 1 Duval St.
Marrying the best of Key West culture with modern conveniences, The Pier House Resort & Spa is perched on the... Read More
Pier House Resort and Spa
$$$$ | 1 Duval St.
Marrying the best of Key West culture with modern conveniences, The Pier House Resort & Spa is perched on the... Read More
5
Santa Maria Suites
$$$$ | 1401 Simonton St.
Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More
Santa Maria Suites
$$$$ | 1401 Simonton St.
Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More
6
Key West Marriott Beachside Hotel
$$$$ | 3841 N. Roosevelt Blvd.
A whopping seven acres on the Gulf of Mexico, this is the place to stay if you love to earn your Marriott poin... Read More
Key West Marriott Beachside Hotel
$$$$ | 3841 N. Roosevelt Blvd.
A whopping seven acres on the Gulf of Mexico, this is the place to stay if you love to earn your Marriott poin... Read More
7
La Concha Hotel & Spa
$$$ | 430 Duval St.
Historic properties always have their quirks, and La Concha is no exception, but Read More
La Concha Hotel & Spa
$$$ | 430 Duval St.
Historic properties always have their quirks, and La Concha is no exception, but Read More
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8
Azul Key West
$$ | 907 Truman Ave., Key West, Florida, 33040, USA
The ultramodern—nearly minimalistic—redo of this classic circa-1903 Queen Anne mansion is a break from the sen... Read More
Azul Key West
$$ | 907 Truman Ave., Key West, Florida, 33040, USA
The ultramodern—nearly minimalistic—redo of this classic circa-1903 Queen Anne mansion is a break from the sen... Read More
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9
Hilton Key Largo Resort
$$ | MM 97 BS, 97000 Overseas Hwy., Key Largo, Florida, 33037, USA
Nestled within a hardwood hammock (localese for uplands habitat where hardwood trees such as live oak grow) ne... Read More
Hilton Key Largo Resort
$$ | MM 97 BS, 97000 Overseas Hwy., Key Largo, Florida, 33037, USA
Nestled within a hardwood hammock (localese for uplands habitat where hardwood trees such as live oak grow) ne... Read More
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10
Ocean House
$$$ | MM 82 OS, 82885 Old Hwy., Islamorada, Florida, USA
This adults-only boutique hotel is situated right on the Atlantic, yet it's hidden from passersby amid lush ga... Read More
Ocean House
$$$ | MM 82 OS, 82885 Old Hwy., Islamorada, Florida, USA
This adults-only boutique hotel is situated right on the Atlantic, yet it's hidden from passersby amid lush ga... Read More
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11
Playa Largo Resort and Spa, Autograph Collection
$$$ | 97450 Overseas Hwy., Key Largo, Florida, 33037, USA
This luxurious retreat, the first new hotel in Key Largo in over 21 years, is nestled on 14½ bay-front acres.... Read More
Playa Largo Resort and Spa, Autograph Collection
$$$ | 97450 Overseas Hwy., Key Largo, Florida, 33037, USA
This luxurious retreat, the first new hotel in Key Largo in over 21 years, is nestled on 14½ bay-front acres.... Read More
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12
Tranquility Bay
$$$$ | MM 48.5 BS, 2600 Overseas Hwy., Marathon, Florida, 33050, USA
Ralph Lauren could have designed the rooms at this stylish, luxurious resort on a nice beach. The 87 two- and... Read More
Tranquility Bay
$$$$ | MM 48.5 BS, 2600 Overseas Hwy., Marathon, Florida, 33050, USA
Ralph Lauren could have designed the rooms at this stylish, luxurious resort on a nice beach. The 87 two- and... Read More
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