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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 148 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
  • Nature
  • Fishing
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon
  • Holiday
  • Island

Rock Reef Resort

Key Largo, Florida, United States
$115
1-844-219-2917

Wake up to warm tropical breezes and gentle Florida sunshine every morning. Spend lazy days on the sandy shores beside the cool ocean waves and bask... more

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

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

1800 Atlantic, All Florida Keys Property Management

Key West, Florida, United States
$300
1-844-334-0106

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
  • Island
  • Villas and Condos

Travelers Palm Inn & Suites

Key West, Florida, United States

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

The Inn on Fleming

Key West, Florida, United States

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

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

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

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

Westwinds Inn

Key West, Florida, United States

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

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

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

Keys Holiday Rentals, Inc.

Islamorada, Florida, United States
$170
1-305-664-8808

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

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

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

Sunrise Suites Resort

Key West, Florida, United States
$169
1-305-296-6661

For your next Florida vacation, experience the convenience and comfort of your own private condominium. Sunrise Suites Resort features a selection of... more

Resort features:
  • Beach
  • Family
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon

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
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

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

Florida Keys Vacations Inc.

Marathon, Florida, United States
$125
1-305-395-4370

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

Showing 1-20 of 148 Resorts and Lodges

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