Florida Keys

Hotels in Florida Keys

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.

With at least 80 inns and B&B's squeezed onto the eight-square-mile island, Key West may well be America's most "inn" town. So what makes the Mermaid & the Alligator stand out?

Just off Duval Street, hidden behind palms, the inn feels like a tropical island oasis. Some of the cheery cottages have lounge-worthy verandas.

The oceanfront property newly reopened with its stellar snorkeling program intact. Stay in one of 212 tropical-chic rooms then dine at the Atlantic's Edge restaurant, where the chef will prepare your own catch.

1884 clapboard houses set back from busy Duval Street. A no-cell-phones-in-public-spaces policy helps to keep the peace.


One-third down the Florida Keys is Islamorada, known as the sport-fishing capital of the world and home to the Chesapeake, a 65-room property that has grown from an old-school seaside motel into a resort that caters to anglers and families.

The quirky property features six airy cottages (and one regular room). Its eccentric owner will loan you books from her personal library for enjoying in the surrounding hammocks.

One of the most photographed Key West homes for its accurately restored Colonial Queen Anne architecture, this Old Town hotel is known for its historic columns and gingerbread elements. This six-room guesthouse has been in operation for more than 30 years and now sports purple shutters and rockin

Six low-rise buildings, tucked into bougainvillea gardens between the harborfront and the historic Old Town, house 142 guest rooms and suites.

At the recently renovated 13-acre Key Largo Grande Resort & Beach Club, you'll find dark wood accents and imported Italian tile floors.

Rita Hayworth and Gregory Peck are among the stars who once stayed at this revamped 1920 compound, another product of Henry Flagler's bold vision.

With a private white-sand beach, a pool and Jacuzzi, a tropical fruit garden, and 11 guest rooms and suites named after tropical fruits, Kona Kai Resort & Gallery sets a junglelike atmosphere for swinging in a hammock.

This all-suite, 24 room property has three quaint "houses" with one- and two-bedroom suites, each with a porch or balcony where rocking chairs or hammocks can be found.