13 Hotels
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The Reach, A Waldorf Astoria Resort
You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More
The Reach, A Waldorf Astoria Resort
You might never know it’s there unless you stumble to the quiet end of Duval and wander down a side street tha... Read More
Postcard Inn Beach Resort & Marina at Holiday Isle
When you imagine the Florida Keys, this is the place that comes to mind, even if you’ve never been to these is... Read More
Postcard Inn Beach Resort & Marina at Holiday Isle
When you imagine the Florida Keys, this is the place that comes to mind, even if you’ve never been to these is... Read More
The Islander, A Guy Harvey Outpost Resort
Imagine a beloved resort built in 1950, on 20+ oceanfront acres. Now, imagine updated, comfortable rooms, p... Read More
The Islander, A Guy Harvey Outpost Resort
Imagine a beloved resort built in 1950, on 20+ oceanfront acres. Now, imagine updated, comfortable rooms, p... Read More
Gulf View Waterfront Resort
This family run resort caters to its guests and their pets. They’re on the Gulf of Mexico, the units are clean... Read More
Gulf View Waterfront Resort
This family run resort caters to its guests and their pets. They’re on the Gulf of Mexico, the units are clean... Read More
Ambrosia Key West
If you desire personal attention, a casual atmosphere, and a dollop of style, stay at these twin inns spread o... Read More
Ambrosia Key West
If you desire personal attention, a casual atmosphere, and a dollop of style, stay at these twin inns spread o... Read More
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Nestled within a “hardwood hammock” (localese for uplands habitat where hardwood trees such as live oak grow)... Read More
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Nestled within a “hardwood hammock” (localese for uplands habitat where hardwood trees such as live oak grow)... Read More
Casa Morada
This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More
Casa Morada
This relic from the 1950s has been restyled into a suave, design-forward, all-suites property with outdoor sho... Read More
Grassy Flats
Owned by retired professional kiteboarder Matt Sexton, this relaxed, eco-friendly resort and beach club is pop... Read More
Grassy Flats
Owned by retired professional kiteboarder Matt Sexton, this relaxed, eco-friendly resort and beach club is pop... Read More
Hampton Inn Key West
You know what to expect from this chain hotel: well-maintained rooms, predictable service, and competitive pri... Read More
Hampton Inn Key West
You know what to expect from this chain hotel: well-maintained rooms, predictable service, and competitive pri... Read More
La Siesta Resort & Marina
With 6 acres of oceanfront property, accommodations that range from studio units to a glamorous three-bedroom... Read More
La Siesta Resort & Marina
With 6 acres of oceanfront property, accommodations that range from studio units to a glamorous three-bedroom... Read More
Margaritaville Beach House
This property, which definitely has a modern-beach-house feel, features a lagoon-style pool with a waterfall;... Read More
Margaritaville Beach House
This property, which definitely has a modern-beach-house feel, features a lagoon-style pool with a waterfall;... Read More
Pier House Resort & Spa
This upscale resort, near Mallory Square in the heart of Old Town, offers a wide range of amenities, including... Read More
Pier House Resort & Spa
This upscale resort, near Mallory Square in the heart of Old Town, offers a wide range of amenities, including... Read More
Winslow's Bungalows
Part of the Kimpton Hotel brand, this 1854, Grand Bahama–style house on the National Register of Historic Plac... Read More
Winslow's Bungalows
Part of the Kimpton Hotel brand, this 1854, Grand Bahama–style house on the National Register of Historic Plac... Read More
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