8 Best Key West’s Hotels & Resorts

Just like the cast of characters you’ll encounter in Florida’s southernmost tip, no two Keys are exactly alike—and neither are their hotels.

Drive south from Miami along this southernmost stretch of the continental U.S.and you’ll discover an intriguing collection of islands strung together like a shell necklace, each with its own vibe. First up is the kitschy-cute Key Largo, where t-shirt shops may outnumber the tropical fish in John Pennekamp Coral Reef State Park. Dive into the gin-clear waters here, then rest your salty head at a boutique-style hotel from some of the big name players in the space. If you continue down Overseas Highway you’ll get to Islamorada, which takes its name from the purple-hued sunsets visible from the beachside hammocks and outdoor tiki bars. Further south still, Duck Key beckons families with a plush summer camp vibe. So whether fish trophies and shiplap or cosmopolitan coastal float your boat, there’s a hotel, and a Key, to match your every mood.

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