Swaying palm trees and tropical beaches await you in the Florida Keys! Being an archipelago, there are hundreds of islands to choose from. Key West, one of the most popular, offers everything from snorkeling in Dry Tortugas National Park to taking a glass-bottom boat tour. But, if you ever decide to dry off, make sure to visit the Ernest Hemingway House where the iconic American author lived and wrote for a decade. Key Largo offers more spectacular beach-centered activities including scuba diving or parasailing in John Pennekamp Coral Reef State Park. And, Islamorada is the perfect place to relax your day away. Watch the sunset from Anne’s Beach or from your table at the seaside Islamorada Fish Company restaurant. Forget your worries - you’re in the Florida Keys!
Showing 1-20 of 138 Resorts and Lodges
1800 Atlantic, All Florida Keys Property Management
1800 Atlantic, All Florida Keys Property Management is the perfect way to experience the wonders of beautiful Key West, Florida. This incredible... more
- Beach
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- Romantic
- Honeymoon
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- Island
- Villas and Condos
Island City House Hotel, a three-story Victorian mansion with a laid-back Caribbean atmosphere, is a stone's throw from the Gulf of Mexico. After... more
- Beach
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- Bed & Breakfasts, Inns
- Island
Coco Plum Inn
Located in the heart of the Old Town Historic District and just a block away from the famous Duval Street, the Coco Plum Inn is everything you're... more
- Nature
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- Luxury
- Honeymoon
- Bed & Breakfasts, Inns
- Island
Key West Bed & Breakfast
Indulge in a peaceful and memorable Florida vacation at the charming Key West Bed and Breakfast. Located in the William Russell House, which dates... more
- Romantic
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- Bed & Breakfasts, Inns
- Island
Welcome to Ambrosia Key West, a tranquil tropical resort ideally situated in the heart of the Southernmost City’s Old Town Historic District. The... more
- Beach
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- Bed & Breakfasts, Inns
This beautiful turn-of-the-century Victorian Home, located in the heart of Old Town Key West, offers the warm hospitality of a traditional bed and... more
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- Bed & Breakfasts, Inns
Experience a Victorian-inspired getaway, complete with the comforts of a modern hotel. At Westwinds Inn, you'll experience the hospitality, intimacy,... more
- Beach
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- Bed & Breakfasts, Inns
Coral Bay Resort is a peaceful, quiet place where the hustle and bustle of the busier islands fades to nothing, leaving you with a tropical paradise... more
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- Reunions
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- Romantic
- Ecotourism
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
Tranquility Bay blends beach home comforts with luxury resort accommodations for an unforgettable Florida Keys getaway! Situated on twelve lush acres... more
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- Reunions
- Nature
- Fishing
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- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
It's all in the name! Vacation Homes of Key West is just that-- a full-service, locally owned and operated, vacation rental company in beautiful and... more
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- Luxury
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- Cabins, Cottages, and Chalets
- Holiday
- Island
- Villas and Condos
Since 1997, At Home in Key West has provided travelers of all kinds with an unforgettable full-service vacation rental experience. Their selection of... more
- Beach
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- Pet Friendly
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- Villas and Condos
It's easy to book a room at a grand resort for your Florida vacation. But when it comes to the Keys, there's a much better way to experience the... more
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- Villas and Condos
H2O Suites Hotel
Situated in Old Town Key West near shopping, dining, nightlife, and the beach, the brand new H2O Suites Hotel delivers a highly personalized lodging... more
Unlock the essence of Key West at the Parrot Key Hotel & Resort! This tropical paradise is your premier Florida getaway. Go swimming in the... more
- Beach
- Family
- Reunions
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Located in the Upper Florida Keys, Barefeet Rentals occupies the island of Key Largo and is just a short drive to Islamorada. Affectionately known as... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
Endless sunshine, exquisite, soft sand beaches, and the laid-back atmosphere of an island vacation all await for you at the luxurious Gardens Hotel.... more
- Beach
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- Romantic
- Luxury
- Honeymoon
- Holiday
- Island
Tucked away on three waterfront acres in tropical Key Largo is a peaceful island environment untouched by time and the outside world. The exotic... more
Get a unique, luxurious experience at La Concha Hotel & Spa in Key West, FL. Rich in history and vintage value, the La Concha Hotel & Spa is a... more
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- Nature
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- Historical
- Honeymoon
- Island
- Spa
- Villas and Condos
Just a block from the famous Duval Street awaits the ideal little place to call home on your Florida vacation. At the Southernmost Inn, you will... more
- Family
- Fishing
- Romantic
- Honeymoon
- Bed & Breakfasts, Inns
Located on beautiful Stock Island in Florida's famous Key West, the Oceans Edge Key West Hotel & Marina is an unforgettable destination for... more
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island