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 144 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
- Beach
- Family
- Fishing
- Romantic
- Luxury
- Honeymoon
- Holiday
- Island
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
- Family
- Nature
- Fishing
- Romantic
- 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
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
- Family
- Reunions
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
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
- Family
- Nature
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
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
- Family
- Wedding
- Nature
- Fishing
- Romantic
- Honeymoon
- Cabins, Cottages, and Chalets
- Holiday
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
- Family
- Romantic
- Luxury
- Honeymoon
- Holiday
- Island
Rent Key West Vacations offers a spectacular blend of privately owned lodging for Keys getaways. It starts with the selection of romantic cottage... more
- Beach
- Family
- Golf
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Historical
- Honeymoon
- Holiday
- Island
- Villas and Condos
For a truly unique vacation experience you can't miss out on a stay at the Nyah Hotel. This incredible Key West destination is a "WeHotel," a special... more
- Romantic
- Boutique
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
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
Just a block from the famous Duval Street and right in the heart of beautiful Old Town Key West is the perfect place for your Florida vacation.... more
- Family
- Fishing
- Romantic
- Honeymoon
- Bed & Breakfasts, Inns
For that relaxing, tropical vacation you've been dreaming about, you can't go wrong with a stay with Florida Keys Vacations Inc. Their selection of... more
- Beach
- Family
- Romantic
- Luxury
- Honeymoon
- Island
- Villas and Condos
Welcome to Paradise--Paradise Inn, that is! Of course, after merely one trip here, you really will believe that this charming Key West destination is... more
- Family
- Fishing
- Romantic
- Cabins, Cottages, and Chalets
- Bed & Breakfasts, Inns
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
- Family
- Nature
- Romantic
- Honeymoon
- Island
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
- Nature
- Romantic
- Honeymoon
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
- Nature
- Romantic
- Honeymoon
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
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
- Nature
- Romantic
- Honeymoon
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