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
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- Nature
- Fishing
- Romantic
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
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
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- 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
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
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
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
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
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
Whether you're searching for a family vacation or a romantic hideaway for two, you can experience everything you desire with Pier House Resort &... more
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Health
- Diving
- Holiday
- Island
- Spa
Hyatt Centric Key West Resort & Spa
Relax by the sea at this luxurious Key West hotel nestled on the Gulf of Mexico featuring an outdoor pool, a stunning spa, an onsite seafood... more
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
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
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
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
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
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
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