26 Hotels
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Little Palm Island Resort & Spa
There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More
Little Palm Island Resort & Spa
There's a long list of notable guests that have chosen to spend time at Little Palm Island, and it's no wonder... Read More
Sunset Key Cottages
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. Read More
Sunset Key Cottages
Looking for a quiet, island getaway that will afford you pampering and privacy? Look no further. 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
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
Kona Kai Resort, Gallery & Botanic Gardens
Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More
Kona Kai Resort, Gallery & Botanic Gardens
Charming, in every way. Step out the door of your cottage and onto brick-paved walkways that lead to a private... Read More
Margaritaville Key West Resort & Marina
The vibe isn’t "grapefruit and juicy fruit" yet at this former Westin-turned-Margaritaville, but the brand has... Read More
Margaritaville Key West Resort & Marina
The vibe isn’t "grapefruit and juicy fruit" yet at this former Westin-turned-Margaritaville, but the brand has... Read More
Ocean Key Resort & Spa
Luxury can be fun, especially when it’s at the edge of everything Key West. Even if you’re more of a watcher t... Read More
Ocean Key Resort & Spa
Luxury can be fun, especially when it’s at the edge of everything Key West. Even if you’re more of a watcher t... Read More
Coconut Bay Resort & Bay Harbor Lodge
Get an authentic taste of island life at these sister properties that offer everything you need to disconnect... Read More
Coconut Bay Resort & Bay Harbor Lodge
Get an authentic taste of island life at these sister properties that offer everything you need to disconnect... 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
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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 Marina, Curio Collection by Hilton
This luxurious property is on the largest private beach in Key West, and it has the same richly appointed lobb... Read More
Casa Marina, Curio Collection by Hilton
This luxurious property is on the largest private beach in Key West, and it has the same richly appointed lobb... Read More
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Chesapeake Beach Resort
Modern conveniences and a retro look are among the hallmarks of this boutique hotel on the beach. Rooms have a... Read More
Chesapeake Beach Resort
Modern conveniences and a retro look are among the hallmarks of this boutique hotel on the beach. Rooms have a... Read More
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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
Hawks Cay Resort
The 60-acre, Caribbean-style retreat with a full-service spa and six restaurants has plenty to keep the kids o... Read More
Hawks Cay Resort
The 60-acre, Caribbean-style retreat with a full-service spa and six restaurants has plenty to keep the kids o... Read More
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Isla Bella Beach Resort
Combining Caribbean luxury with Keys charm, this glamorous 24-acre resort is a destination unto itself with fi... Read More
Isla Bella Beach Resort
Combining Caribbean luxury with Keys charm, this glamorous 24-acre resort is a destination unto itself with fi... Read More
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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
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Largo Resort
Behind 10-foot, dark-wood Kong gates is a Bali-inspired world, where tranquility washes over you like a rain s... Read More
Largo Resort
Behind 10-foot, dark-wood Kong gates is a Bali-inspired world, where tranquility washes over you like a rain s... Read More
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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
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