21 Hotels
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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
Big Pine Key Resort
There's a congenial atmosphere at this lively, family-owned lodge-campground-marina—a happy mix of tent camper... Read More
Big Pine Key Resort
There's a congenial atmosphere at this lively, family-owned lodge-campground-marina—a happy mix of tent camper... 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
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
Coconut Palm Inn
This waterfront haven is tucked into a residential neighborhood beneath towering palms and native gumbo-limbos... Read More
Coconut Palm Inn
This waterfront haven is tucked into a residential neighborhood beneath towering palms and native gumbo-limbos... 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
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
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
Island City House Hotel
A private garden with brick walkways, tropical plants, and a canopy of palms sets this convivial guesthouse ap... Read More
Island City House Hotel
A private garden with brick walkways, tropical plants, and a canopy of palms sets this convivial guesthouse ap... Read More
Key West Marriott Beachside Hotel
This hotel attracts convention business by offering the biggest ballroom in Key West, but it also appeals to f... Read More
Key West Marriott Beachside Hotel
This hotel attracts convention business by offering the biggest ballroom in Key West, but it also appeals to f... 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
Playa Largo Resort & Spa, Autograph Collection
At this luxurious, 14-acre, bayfront retreat, you'll find one of the nicest beaches in the Keys, as well as wa... Read More
Playa Largo Resort & Spa, Autograph Collection
At this luxurious, 14-acre, bayfront retreat, you'll find one of the nicest beaches in the Keys, as well as wa... Read More
Ragged Edge Resort & Marina
Nicely tucked away in a residential area at the ocean's edge, this family-owned hotel draws returning guests w... Read More
Ragged Edge Resort & Marina
Nicely tucked away in a residential area at the ocean's edge, this family-owned hotel draws returning guests w... Read More
Reefhouse Resort & Marina
Set on 17 acres overlooking Blackwater Sound, this hotel has been given a much-needed refresh, including the r... Read More
Reefhouse Resort & Marina
Set on 17 acres overlooking Blackwater Sound, this hotel has been given a much-needed refresh, including the r... Read More
Seafarer Resort and Beach
At this basic, budget lodging it's all about staying on the water for a song. But the resort is not without it... Read More
Seafarer Resort and Beach
At this basic, budget lodging it's all about staying on the water for a song. But the resort is not without it... Read More
Southernmost Beach Resort
Rooms at this hotel on the quiet end of Duval—a 20-minute walk from downtown—are modern and sophisticated, and... Read More
Southernmost Beach Resort
Rooms at this hotel on the quiet end of Duval—a 20-minute walk from downtown—are modern and sophisticated, and... Read More
The Pelican
This 1950s throwback recalls the days when parents packed the kids into the station wagon and headed to no-fri... Read More
The Pelican
This 1950s throwback recalls the days when parents packed the kids into the station wagon and headed to no-fri... Read More
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