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 148 Resorts and Lodges
Travelers Palm Inn & Suites
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
The Inn on Fleming
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
- Romantic
- Luxury
- 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
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
- Luxury
- Honeymoon
- Holiday
- 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
Come experience a Victorian-inspired getaway, complete with the comforts of a modern hotel. At Westwinds Inn, you'll experience the hospitality,... more
- Beach
- Romantic
- Luxury
- Honeymoon
- Holiday
- 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
Escape to the beauty and serenity of Key West, Florida, where the water is turquoise blue and the sunsets are radiant. Silver Palms Inn is a green... more
- Beach
- Family
- Romantic
- Luxury
- Honeymoon
- Boutique
- Bed & Breakfasts, Inns
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
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
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
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
Florida Keys Vacation Rentals features an impressive selection of vacation rentals to choose from during your Florida getaway. Located throughout the... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
For your next Florida vacation, experience the convenience and comfort of your own private condominium. Sunrise Suites Resort features a selection of... more
- Beach
- Family
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
Since 1995 Preferred Properties Key West has offered upscale accommodations all over beautiful Key West and the lower Keys! Families, groups, friends,... more
- Beach
- Family
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Wake up to warm tropical breezes and gentle Florida sunshine every morning. Spend lazy days on the sandy shores beside the cool ocean waves and bask... more
- Beach
- Family
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Honeymoon
- Cabins, Cottages, and Chalets
- Holiday
- Island
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
- Beach
- Family
- Fishing
- Romantic
- Luxury
- Honeymoon
- Cabins, Cottages, and Chalets
- Bed & Breakfasts, Inns
- Island
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
- Reunions
- Romantic
- Luxury
- Honeymoon
- 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
- Beach
- Family
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Holiday
- Bed & Breakfasts, Inns
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
- Family
- Nature
- Romantic
- Luxury
- Historical
- Honeymoon
- Island
- Spa
- Villas and Condos
Welcome to Hyatt Key West Resort & Marina. The staff here believes that a great hotel should offer more than a good night's sleep, and takes pride... more
- Beach