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
- Family
- Nature
- Fishing
- Romantic
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
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
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
Experience a Victorian-inspired getaway, complete with the comforts of a modern hotel. At Westwinds Inn, you'll experience the hospitality, intimacy,... more
- Beach
- Romantic
- Luxury
- Honeymoon
- Holiday
- 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
- 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... more
- Romantic
- Luxury
- Honeymoon
- Holiday
- 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
- Nature
- Romantic
- Honeymoon
- Holiday
- Bed & Breakfasts, Inns
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
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
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
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
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
The beautiful Florida Keys welcome you to an unforgettable vacation when you stay with Key West Vacation Properties & Realty. They offer over 20... more
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
The Inn on Fleming
Beautiful Key West is everything you want in a peaceful vacation experience. Stay at the Inn on Fleming and enjoy their ideal setting in a residential... more
- Nature
- Romantic
- Luxury
- Honeymoon
- Holiday
- Bed & Breakfasts, Inns
- Island
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
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
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
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