Florida Keys

Hotels in Florida Keys

Brightly painted in retro greens and pinks, this classic motel has large rooms with kitchenettes and a vintage tiled pool with a basketball hoop for aquatic games.

Hawks Cay Resort was overhauled in late 2007 to the tune of $40 million. Expect an entirely new look, with West Indian furniture and private cabanas. This 60-acre playground is geared largely toward families, sportsmen, and conventioneers.

The sister property to the Casa Marina, features an outpost of the Strip House.All 150 breezy rooms at the Reach Resort have coconut-shell headboards, bathrooms with abstract art, and private balconies.

Just past the Everglades is this six-room Art Deco villa. The husband-and-wife owners stay behind the scene—breakfast (papaya yogurt, tropical fruit pastries) is delivered to your door, and guests can barbecue on the two outdoor grills.

A 1940’s fishing camp has been transformed into this tranquil retreat with just the right amenities (Wi-Fi; alfresco breakfasts; mangrove-ready kayaks) and an authentic old Florida Keys feel.

Ocean Key Resort is adjacent to main attractions like Key West Harbor, Old Town, and Mallory Square — famous for its nightly sunset parties. Each of this boutique hotel's 100 rooms have a private balcony overlooking historic Duval Street or the ocean, plus jetted tubs and hand-painted furniture.

This charming establishment is traditional in design, thanks partly to being one of the few homes that wasn’t destroyed by the massive fire on Key West in 1886. Each of the 23 rooms has a lived-in feel thanks to wicker furniture and long-standing, intricate wood and stone elements.

Upon arrival at the porte-cochere, an aptly-named Island Ambassador will swoop in to transport guests (via luxury golf cart, of course) to a ferry, which carries them to the secluded, private island near Key West.

Located near the old port, the hotel is a superb bargain; rooms are large and bright with modern furniture and floral accents, though there’s no on-site pool or restaurant.

Even after serving as the backdrop for countless fashion-magazine photo shoots, the Moorings Village & Spa— 18 brightly accented cottages connected to the beach by wooden walkways on a former coconut plantation in the Florida Keys—still seems like your own secret discovery.

This adults-only private resort covers two secluded miles in the center of Old Town. Select five different styles of accommodations for a total of 30 rooms: B&B at The Mansion, cottages, an inn, Manor House, and a townhouse, with concierge services available.

Casa Morada, in the Florida Keys, is the brainchild of partners Lauren Abrams, Terry Ford, and Heide Praver Werthamer, who collectively spent 24 years picking up the tricks of the trade while working at various Ian Schrager hotels.

Built around its own private beach, this mid-range resort provides affordable oceanfront accommodations in the village of Islamorada.

Designed to resemble a large plantation-style home, this resort has 118 rooms, each with tiled-entry foyers and private balconies providing at least partial ocean view.

This boutique B&B housed in a circa-1870 plantation-style mansion is the most graceful place to stay on the island. Beginning in 1930, former owner Peggy Mills spent nearly 40 years on the gardens, adding orchids, palms, winding brick pathways, fountains, and enormous Cuban earthenware jars.