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 149 Resorts and Lodges
Located on beautiful Stock Island in Florida's famous Key West, the Oceans Edge Key West Hotel & Marina is an unforgettable destination for... more
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- Romantic
- Luxury
- Honeymoon
- Holiday
- Island
Wake up to the warm tropical breezes and gentle Florida sunshine every morning! Spend lazy days beside the waves and white sand waiting for the... more
- Beach
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- Cabins, Cottages, and Chalets
- Holiday
Rent Key West Vacations offers a spectacular selection of privately owned lodging for getaways along the beautiful Florida Keys. Choose from their... more
- Beach
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- Golf
- Nature
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- Romantic
- Ecotourism
- Luxury
- Historical
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- Holiday
- Island
- 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
- Beach
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- Pet Friendly
- Luxury
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- Island
- Villas and Condos
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
- Beach
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- Reunions
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
Beautiful Key West is everything you're looking for in a peaceful vacation experience. Stay at the Inn on Fleming and enjoy their ideal setting in a... more
- Nature
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- Luxury
- Honeymoon
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- Bed & Breakfasts, Inns
- Island
Come experience a Victorian-inspired getaway, complete with the comforts of a modern hotel. At Westwinds Inn, you'll experience the hospitality,... more
- Beach
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- Holiday
- Bed & Breakfasts, Inns
Azul Key West's seamless blend of the old and the new is evident in its every aspect. Rooms are ultramodern and minimalist by design, emphasizing the... more
- Beach
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- Bed & Breakfasts, Inns
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
- Romantic
- Luxury
- Honeymoon
- Bed & Breakfasts, Inns
- Island
Tranquility Bay blends beach home comforts with luxury resort accommodations for an unforgettable Florida Keys getaway! Situated on twelve lush acres... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
Travelers Palm's three new conch-style cottages are so luxurious you'll be hard-pressed to pry yourself away! Once you do, however, you'll find that... more
- Beach
- Nature
- Romantic
- Honeymoon
- Bed & Breakfasts, Inns
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 back... more
- Romantic
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- Honeymoon
- Holiday
- Bed & Breakfasts, Inns
- Island
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
- Family
- Nature
- Romantic
- Honeymoon
- Bed & Breakfasts, Inns
- Island
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
- Beach
- Nature
- Romantic
- Honeymoon
- Holiday
- Bed & Breakfasts, Inns
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
The Chesapeake Beach Resort in the Florida Keys is a tropical hideaway with a family-friendly vibe. More than 700 feet of oceanfront beach surround an... more
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
- 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
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
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
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
- Beach
- Family
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Cabins, Cottages, and Chalets
- Holiday
- Island
- Villas and Condos