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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 149 Resorts and Lodges

Oceans Edge Key West Resort & Marina

Key West, Florida, United States
$199
1-877-250-3908

Located on beautiful Stock Island in Florida's famous Key West, the Oceans Edge Key West Hotel & Marina is an unforgettable destination for... more

Resort features:
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island

Rock Reef Resort

Key Largo, Florida, United States
$115
1-866-405-6812

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

Resort features:
  • Beach
  • Family
  • Wedding
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Honeymoon
  • Cabins, Cottages, and Chalets
  • Holiday

Rent Key West Vacations

Key West, Florida, United States
$150
1-866-980-7608

Rent Key West Vacations offers a spectacular selection of privately owned lodging for getaways along the beautiful Florida Keys. Choose from their... more

Resort features:
  • Beach
  • Family
  • Golf
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Historical
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

Keys Holiday Rentals, Inc.

Islamorada, Florida, United States
$170
1-866-967-3004

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

Resort features:
  • Beach
  • Family
  • Nature
  • Fishing
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

Coral Bay Resort

Islamorada, Florida, United States
$129
1-855-533-0216

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

Resort features:
  • Beach
  • Family
  • Reunions
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Historical
  • Honeymoon
  • Diving
  • Holiday
  • Island

Florida Keys Vacations Inc.

Marathon, Florida, United States
$125
1-855-478-7640

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

Resort features:
  • Beach
  • Family
  • Reunions
  • Romantic
  • Luxury
  • Honeymoon
  • Island
  • Villas and Condos

Westwinds Inn

Key West, Florida, United States
$135
1-305-296-4440

Come experience a Victorian-inspired getaway, complete with the comforts of a modern hotel. At Westwinds Inn, you'll experience the hospitality,... more

Resort features:
  • Beach
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Bed & Breakfasts, Inns

Coco Plum Inn

Key West, Florida, United States

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

Resort features:
  • Nature
  • Romantic
  • Luxury
  • Honeymoon
  • Bed & Breakfasts, Inns
  • Island

Preferred Properties Key West

Key West, Florida, United States
$200
1-305-294-3040

Since 1995 Preferred Properties Key West has offered upscale accommodations all over beautiful Key West and the lower Keys! Families, groups, friends,... more

Resort features:
  • Beach
  • Family
  • Romantic
  • Pet Friendly
  • Luxury
  • Villas and Condos

Island City House Hotel

Key West, Florida, United States
$185
1-305-294-5702

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

Resort features:
  • Beach
  • Family
  • Nature
  • Romantic
  • Honeymoon
  • Bed & Breakfasts, Inns
  • Island

Tranquility Bay Beach House Resort

Marathon, Florida, United States
$279
1-855-604-1305

Tranquility Bay blends beach home comforts with luxury resort accommodations for an unforgettable Florida Keys getaway! Situated on twelve lush acres... more

Resort features:
  • Beach
  • Family
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Historical
  • Honeymoon
  • Diving
  • Holiday
  • Island
  • Villas and Condos

Travelers Palm Inn & Suites

Key West, Florida, United States
$298
1-305-204-1751

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

Resort features:
  • Beach
  • Nature
  • Romantic
  • Honeymoon
  • Bed & Breakfasts, Inns

Key West Bed & Breakfast

Key West, Florida, United States

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

Resort features:
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Bed & Breakfasts, Inns
  • Island

Mermaid & Alligator Key West

Key West, Florida, United States
$148
1-305-294-1894

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

Resort features:
  • Beach
  • Nature
  • Romantic
  • Honeymoon
  • Holiday
  • Bed & Breakfasts, Inns

Azul Key West

Key West, Florida, United States
$269
1-305-296-5152

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

Resort features:
  • Beach
  • Family
  • Nature
  • Romantic
  • Honeymoon
  • Bed & Breakfasts, Inns

The Inn on Fleming

Key West, Florida, United States
$279
1-305-294-4043

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

Resort features:
  • Nature
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Bed & Breakfasts, Inns
  • Island

Parrot Key Resort

Key West, Florida, United States
$179
1-888-211-0348

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

Resort features:
  • Beach
  • Family
  • Reunions
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

Barefeet Rentals

Key Largo, Florida, United States
$175
1-305-394-9787

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

Resort features:
  • Beach
  • Family
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Diving
  • Holiday
  • Island
  • Villas and Condos

The Cabana Inn

Key West, Florida, United States
$209
1-305-296-2323

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

Resort features:
  • Beach
  • Family
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Holiday
  • Bed & Breakfasts, Inns

The Paradise Inn

Key West, Florida, United States
$269
1-305-293-8007

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

Resort features:
  • Beach
  • Family
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Cabins, Cottages, and Chalets
  • Bed & Breakfasts, Inns
  • Island

Showing 1-20 of 149 Resorts and Lodges

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