87 Hotels
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L
61
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
M
62
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
M
63
Marquesa Hotel
In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More
Marquesa Hotel
In a town that prides itself on its laid-back luxury, this complex of four restored 1884 houses stands out. Gu... Read More
NYAH: Not Your Average Hotel
From its charming white picket fence, it may look similar to other Victorian-style Key West B&Bs, but that’s w... Read More
NYAH: Not Your Average Hotel
From its charming white picket fence, it may look similar to other Victorian-style Key West B&Bs, but that’s w... Read More
Parmer's Resort
Almost every room at this budget-friendly option has a view of South Pine Channel, with the lovely curl of Big... Read More
Parmer's Resort
Almost every room at this budget-friendly option has a view of South Pine Channel, with the lovely curl of Big... 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
P
67
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
Popp's Motel
Stylized metal herons mark the entrance to this 67-year-old family-run motel. The third and fourth generations... Read More
Popp's Motel
Stylized metal herons mark the entrance to this 67-year-old family-run motel. The third and fourth generations... 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
R
70
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
Santa Maria Suites
It's odd to call this a hidden gem when it sits on a prominent corner just one block off Duval, but a concrete... Read More
Santa Maria Suites
It's odd to call this a hidden gem when it sits on a prominent corner just one block off Duval, but a concrete... 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
S
73
Simonton Court
A small world all its own, this adults-only maze of accommodations and four swimming pools makes you feel deli... Read More
Simonton Court
A small world all its own, this adults-only maze of accommodations and four swimming pools makes you feel deli... Read More
S
74
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
S
75
Southwinds Motel
Operated by the same company as the ultra-high-end Santa Maria Suites, this motel-style property is a good-val... Read More
Southwinds Motel
Operated by the same company as the ultra-high-end Santa Maria Suites, this motel-style property is a good-val... Read More
Speakeasy Inn
During Prohibition, Raul Vasquez made this place popular by smuggling in rum from Cuba; today, its reputation... Read More
Speakeasy Inn
During Prohibition, Raul Vasquez made this place popular by smuggling in rum from Cuba; today, its reputation... Read More
The Gardens Hotel
Built in 1875, this gloriously shaded property was a labor of love from the get-go, and it covers a third of a... Read More
The Gardens Hotel
Built in 1875, this gloriously shaded property was a labor of love from the get-go, and it covers a third of a... Read More
G
78
The Grand Maloney
It took nearly two years to restore this property—dating from the late 19th century and named after Walter C.... Read More
The Grand Maloney
It took nearly two years to restore this property—dating from the late 19th century and named after Walter C.... Read More
I
80
The Islands of Islamorada
Situated right on the Atlantic, this luxury club resort has waterfront villas and hotel suites, all nestled al... Read More
The Islands of Islamorada
Situated right on the Atlantic, this luxury club resort has waterfront villas and hotel suites, all nestled al... Read More
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