Key West

Hotels in 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.

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.

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

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.

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


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.

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.

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.

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.

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 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.

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.