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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 144 Resorts and Lodges

Oceans Edge Key West Hotel & Marina

Key West, Florida, United States
$299
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
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island

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
  • Luxury
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

Barefeet Rentals

Key Largo, Florida, United States
$175
1-866-599-3095

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

Coral Bay Resort

Islamorada, Florida, United States
$129
1-888-328-0454

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

Luxury Rentals by At Home in Key West

Key West, Florida, United States
$175
1-877-695-2791

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

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

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
  • Honeymoon
  • Cabins, Cottages, and Chalets
  • Holiday

The Gardens Hotel

Key West, Florida, United States
$359
1-866-806-8810

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

Resort features:
  • Beach
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island

Rent Key West Vacations

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

Rent Key West Vacations offers a spectacular blend of privately owned lodging for Keys getaways. It starts with the selection of romantic cottage... more

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

NYAH Key West

Key West, Florida, United States
$189
1-888-718-2749

For a truly unique vacation experience you can't miss out on a stay at the Nyah Hotel. This incredible Key West destination is a "WeHotel," a special... more

Resort features:
  • Romantic
  • Boutique

Southernmost Inn

Key West, Florida, United States
$189
1-888-718-2748

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

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

Vacation Homes of Key West

Key West, Florida, United States
$250
1-866-241-1140

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

Resort features:
  • Beach
  • Family
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Cabins, Cottages, and Chalets
  • Holiday
  • Island
  • Villas and Condos

The Cabana Inn

Key West, Florida, United States
$209
1-888-866-0408

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:
  • Family
  • Fishing
  • Romantic
  • Honeymoon
  • Bed & Breakfasts, Inns

Florida Keys Vacations Inc.

Marathon, Florida, United States
$251
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
  • Romantic
  • Luxury
  • Honeymoon
  • Island
  • Villas and Condos

The Paradise Inn

Key West, Florida, United States
$269
1-888-695-9950

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:
  • Family
  • Fishing
  • Romantic
  • Cabins, Cottages, and Chalets
  • Bed & Breakfasts, Inns

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:
  • Family
  • Nature
  • Romantic
  • Honeymoon
  • Island

Travelers Palm Key West

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:
  • Nature
  • Romantic
  • Honeymoon

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:
  • Nature
  • Romantic
  • Honeymoon

Parrot Key Resort

Key West, Florida, United States
$179
1-866-939-3715

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

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:
  • Nature
  • Romantic
  • Honeymoon

H2O Suites Hotel

Key West, Florida, United States

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

Showing 1-20 of 144 Resorts and Lodges

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