15 Hotels
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1
Little Palm Island Resort & Spa
$$$$ | MM 28.5 OS, 28500 Overseas Hwy.
There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More
Little Palm Island Resort & Spa
$$$$ | MM 28.5 OS, 28500 Overseas Hwy.
There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More
2
Sunset Key Cottages
$$$$ | 245 Front St.
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
Sunset Key Cottages
$$$$ | 245 Front St.
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
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The Gardens Hotel
$$$$ | 526 Angela St.
Could this be the most luxurious hotel in all of Key West? Yes, indeed. Read More
The Gardens Hotel
$$$$ | 526 Angela St.
Could this be the most luxurious hotel in all of Key West? Yes, indeed. Read More
5
The Moorings Village
$$$$ | MM 81.6 OS, 123 Beach Rd.
It’s all about privacy and solitude at this stunning oceanfront property. Read More
The Moorings Village
$$$$ | MM 81.6 OS, 123 Beach Rd.
It’s all about privacy and solitude at this stunning oceanfront property. Read More
6
Hawks Cay Resort
$$$ | MM 61 OS, 61 Hawks Cay Blvd.
Hawks Cay is an island unto itself, a sprawling playground for adults and families alike. Read More
Hawks Cay Resort
$$$ | MM 61 OS, 61 Hawks Cay Blvd.
Hawks Cay is an island unto itself, a sprawling playground for adults and families alike. Read More
7
Kona Kai Resort, Gallery & Botanic Gardens
$$ | MM 97.8 BS, 97802 Overseas Hwy.
Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More
Kona Kai Resort, Gallery & Botanic Gardens
$$ | MM 97.8 BS, 97802 Overseas Hwy.
Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More
8
Ocean Key Resort & Spa
$$$$ | Zero Duval St.
Luxury can be fun, especially when it’s at the edge of everything Key West. Even if you’re more of a watcher t... Read More
Ocean Key Resort & Spa
$$$$ | Zero Duval St.
Luxury can be fun, especially when it’s at the edge of everything Key West. Even if you’re more of a watcher t... Read More
9
Santa Maria Suites
$$$$ | 1401 Simonton St.
Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More
Santa Maria Suites
$$$$ | 1401 Simonton St.
Although it’s on a busy corner and adjacent to a popular sushi restaurant, you’d never know what luxury awaits... Read More
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10
Casa Morada
$$$ | MM 82 BS, 136 Madeira Rd., Islamorada, Florida, 33036, USA
This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More
Casa Morada
$$$ | MM 82 BS, 136 Madeira Rd., Islamorada, Florida, 33036, USA
This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More
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11
Hilton Key Largo Resort
$$ | 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
$$ | MM 97 BS, 97000 Overseas Hwy., Key Largo, Florida, 33037, USA
Nestled within a hardwood hammock (localese for uplands habitat where hardwood trees such as live oak grow) ne... Read More
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12
Marquesa Hotel
$$$ | 600 Fleming St., Key West, Florida, 33040, USA
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
$$$ | 600 Fleming St., Key West, Florida, 33040, USA
In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More
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13
Ocean House
$$$ | 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
$$$ | MM 82 OS, 82885 Old Hwy., Islamorada, Florida, USA
This adults-only boutique hotel is situated right on the Atlantic, yet it's hidden from passersby amid lush ga... Read More
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14
Playa Largo Resort and Spa, Autograph Collection
$$$ | 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
$$$ | 97450 Overseas Hwy., Key Largo, Florida, 33037, USA
This luxurious retreat, the first new hotel in Key Largo in over 21 years, is nestled on 14½ bay-front acres.... Read More
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15
Tranquility Bay
$$$$ | MM 48.5 BS, 2600 Overseas Hwy., Marathon, Florida, 33050, USA
Ralph Lauren could have designed the rooms at this stylish, luxurious resort on a nice beach. The 87 two- and... Read More
Tranquility Bay
$$$$ | 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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