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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
1-844-334-0106

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
  • 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

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

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

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

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

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

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

Rock Reef Resort

Key Largo, Florida, United States
$115
1-305-852-2401

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

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

Pier House Resort & Spa

Key West, Florida, United States
$330
1.305.296.4600

Whether you're searching for a family vacation or a romantic hideaway for two, you can experience everything you desire with Pier House Resort &... more

Resort features:
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Nature
  • Fishing
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon
  • Health
  • Diving
  • Holiday
  • Island
  • Spa

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

NYAH Key West

Key West, Florida, United States
$189
1-305-296-2131

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

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

Southernmost Inn

Key West, Florida, United States
$189
1-305-292-1450

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

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

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

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 138 Resorts and Lodges

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