87 Hotels
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B
41
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
B
43
Bungalows Key Largo
This 12-acre, adults-only hideaway has charming freestanding bungalows (some of which are waterfront) that are... Read More
Bungalows Key Largo
This 12-acre, adults-only hideaway has charming freestanding bungalows (some of which are waterfront) that are... 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
C
45
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
C
46
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
D
48
Drop Anchor
Immaculately maintained, this place has the feel of an old friend's beach house, and it's easy to find the one... Read More
Drop Anchor
Immaculately maintained, this place has the feel of an old friend's beach house, and it's easy to find the one... Read More
E
49
Eden House
From the vintage metal rockers on the street-side porch to the old neon hotel sign in the lobby, this 1920s ra... Read More
Eden House
From the vintage metal rockers on the street-side porch to the old neon hotel sign in the lobby, this 1920s ra... Read More
G
50
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
H
51
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
H
52
Harborside Motel & Marina
This little motel neatly packages three appealing characteristics—affordability, safety, and a pleasant locati... Read More
Harborside Motel & Marina
This little motel neatly packages three appealing characteristics—affordability, safety, and a pleasant locati... 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
I
54
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
I
55
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
I
56
Island House
Geared specifically toward gay men, this hotel features a health club, a video lounge, a café and bar, and roo... Read More
Island House
Geared specifically toward gay men, this hotel features a health club, a video lounge, a café and bar, and roo... Read More
K
57
Key West Bed and Breakfast/The Popular House
There are accommodations for every budget here, but the owners reason that budget travelers deserve as pleasan... Read More
Key West Bed and Breakfast/The Popular House
There are accommodations for every budget here, but the owners reason that budget travelers deserve as pleasan... 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
L
59
La Pensione
Hospitality and period furnishings make this 1891 home, once owned by a cigar executive, a wonderful glimpse i... Read More
La Pensione
Hospitality and period furnishings make this 1891 home, once owned by a cigar executive, a wonderful glimpse i... Read More
L
60
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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