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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 138 Resorts and Lodges

1800 Atlantic, All Florida Keys Property Management

Key West, Florida, United States
$300
1-305-294-8877

1800 Atlantic, All Florida Keys Property Management is the perfect way to experience the wonders of beautiful Key West, Florida. This incredible... more

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

Westwinds Inn

Key West, Florida, United States

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

Island City House Hotel

Key West, Florida, United States

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

Mermaid & Alligator Key West

Key West, Florida, United States

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

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

Resort features:
  • Beach
  • Nature
  • Romantic
  • Honeymoon
  • Holiday
  • 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... more

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

La Concha Hotel & Spa

Key West, Florida, United States
$213
1-305-296-2991

Get a unique, luxurious experience at La Concha Hotel & Spa in Key West, FL. Rich in history and vintage value, the La Concha Hotel & Spa is a... more

Resort features:
  • Family
  • Nature
  • Romantic
  • Luxury
  • Historical
  • Honeymoon
  • Island
  • Spa
  • Villas and Condos

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

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

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

Tranquility Bay Beach House Resort

Marathon, Florida, United States
$279
1-(844)-489-9665

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
  • Reunions
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Historical
  • Honeymoon
  • Diving
  • Holiday
  • Island
  • Villas and Condos

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

Coral Bay Resort

Islamorada, Florida, United States
$129
1.305.664.5568

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

Key West Vacation Properties & Realty

Key West, Florida, United States
$117
1-305-296-6667

The beautiful Florida Keys welcome you to an unforgettable vacation when you stay with Key West Vacation Properties & Realty. They offer over 20... more

Santa Maria Suites Resort

Key West, Florida, United States

Make your escape to the Santa Maria Suites Hotel, an award-winning resort destination in sunny Key West. Located in the heart of the historic... more

Resort features:
  • Family
  • Romantic

Oceans Edge Key West Resort & Marina

Key West, Florida, United States
$199
1-305-809-8242

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
  • Nature
  • Fishing
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon
  • Holiday
  • Island

Rent Key West Vacations

Key West, Florida, United States
$150
1.800.833.7368

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

Hyatt Key West Resort and Spa

Key West, Florida, United States

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

Resort features:
  • Beach

Showing 1-20 of 138 Resorts and Lodges

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