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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 146 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

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

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:
  • Beach
  • Family
  • Fishing
  • Romantic
  • Luxury
  • Boutique
  • Holiday
  • Bed & Breakfasts, Inns

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

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

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:
  • Beach
  • Family
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Cabins, Cottages, and Chalets
  • 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

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

Chesapeake Beach Resort

Islamorada, Florida, United States
$179
1-305-664-4662

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

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

Florida Keys Vacation Rentals Inc.

Key West, Florida, United States
$200
1 (305) 743-5181

Florida Keys Vacation Rentals features an impressive selection of vacation rentals to choose from during your Florida getaway. Located throughout the... more

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

Curry House

Key West, Florida, United States
$138
1-305-294-6777

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

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

Luxury Rentals by At Home in Key West

Key West, Florida, United States
$175
1-305-296-6996

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

Hyatt Centric Key West Resort & Spa

Key West, Florida, United States

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

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
  • Bed & Breakfasts, Inns

Silver Palms Inn

Key West, Florida, United States
$252
1-305-294-8700

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

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

Key West Vacation Rentals

Key West, Florida, United States
$169
1-305-296-9292

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

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

Showing 1-20 of 146 Resorts and Lodges

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