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
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
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
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
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
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
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
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
Rent Key West Vacations offers a spectacular selection of privately owned lodging for getaways along the beautiful Florida Keys. Choose from their... more
- Beach
- Family
- Golf
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Historical
- Honeymoon
- 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
- Beach
- Family
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Cabins, Cottages, and Chalets
- 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
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
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
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
As the Florida Keys' largest and most respected vacation rental company, Key West Vacation Rentals is the only place you need to call during your next... more
- Beach
- Family
- Golf
- Nature
- Fishing
- Romantic
- Luxury
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
A historic retreat in beautiful Key West is the charming Curry House. Since it's start in the mid-1900s, when it was known as "Curry's Rooms," named... more
- Beach
- Family
- Romantic
- Luxury
- Honeymoon
- 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
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
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