Hotels in Florida Keys

Brooke Slezak

The Amara Cay Resort is a perfect example of laidback elegance. From the moment guests step inside the lobby, which is lined with reclaimed wood walls... Read More

One of the most photographed Key West homes for its accurately restored Colonial Queen Anne architecture, this Old Town hotel is known for its ... Read More

Just past the Everglades is this six-room Art Deco villa. The husband-and-wife owners stay behind the scene—breakfast (papaya yogurt, tropical... Read More

Since opening its doors on New Year's Eve in 1920, the Waldorf Astoria-owned Casa Marina has served as a beachfront hideaway for Hollywood's elite (Rita... Read More

The brainchild of partners Lauren Abrams, Terry Ford, and Heide Praver Werthamer (who collectively spent 24 years picking up the tricks of the trade... Read More

In a sea of smaller boutique properties, Cheeca Lodge & Spa stands out. Located just 90 minutes from Miami International Airport, this expansive... Read More

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... Read More

A 1940’s fishing camp has been transformed into this tranquil retreat with just the right amenities (Wi-Fi; alfresco breakfasts; mangrove-ready... Read More

Somewhere between a classic B&B and thoroughly modern boutique hotel is the Gardens Hotel, an 1870 plantation-style mansion-turned-luxury... Read More

Aimed squarely at travelers who like to keep busy, this 60-acre playground is geared largely toward families, sportsmen, and conventioneers. Each day... Read More

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... Read More

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

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... Read More

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

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

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... Read More

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... Read More

You'll want to plan ahead if you're spending some time at Little Palm Island Resort & Spa, as the property is only accessible by boat or seaplane ... Read More

Serenity-seeking guests will appreciate the old-meets-new style of the Marquesa Hotel, located in Key West's Old Town. The hotel is composed of four... Read More

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

Even after serving as the backdrop for countless fashion-magazine photo shoots, the Moorings Village & Spa— 18 brightly accented cottages... Read More

Nestled amongst some of Key West's most popular attractions, the Ocean Key Resort offers a welcome dose of serenity just steps from Key West Harbor, Old... Read More

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

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,... Read More

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... Read More

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,... Read More

The Marker Waterfront Resort made history in 2014, when it became the first newly built hotel to open in Key West in more than two decades. It was worth... Read More

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... Read More

Fans of Bloodline will recognize the Moorings Village & Spa, which plays the role of the fictional Rayburn House hotel on the Netflix series. In... Read More

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

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