Search
Resorts & LodgesVacation RentalsDeals & PackagesTravel Guides
List Your Property
Go to Map View

Filter by:

Avg. Daily Rate
Activities
Amenities

Showing 1-20 of 30 Island Resorts

Pier House Resort & Spa

Key West, Florida, United States
$330
1-866-389-6689

While in the Keys, you'll be secluded on your own island! Enjoy views of the Gulf of Mexico while staying at Pier House Resort & Spa. Take... 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
1-866-588-0250

As part of the Florida Keys, Islamorada is the Sport Fishing Capital of the World. But if you're not into fishing, there are plenty of other things to... more

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

Key West Vacation Rentals

Key West, Florida, United States
$169
1-866-588-8139

Thanks to being a small island, wherever you are in Key West you're never too far away from everything else. From enjoying the island on a bicycle or... more

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

Oceans Edge Key West Hotel & Marina

Key West, Florida, United States
$299
1-877-250-3908

Historic Stock Island is an unforgettable retreat in Florida's beautiful Key West. Oceans Edge Key West Hotel & Marina rests along the shores... more

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

Coral Bay Resort

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

Islamorada is comprised of six islands including Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key and the offshore islands of... more

Resort features:
  • Beach
  • Family
  • Reunions
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Diving
  • Holiday
  • Island

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

Keys Holiday Rentals, Inc.

Islamorada, Florida, United States
$170
1-866-967-3004

The Florida Keys are an exciting island vacation experience that doesn't necessarily break the bank. When you plan your getaway with Keys Holiday... more

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

La Concha Hotel & Spa

Key West, Florida, United States
$213
1-866-452-5331

When staying at La Concha Hotel & Spa, you'll be on the beautiful Island of Key West. See views of the Atlantic Ocean and beautiful city from our... more

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

La Jolla Resort Hotel

Islamorada, Florida, United States
$149
1-877-574-9062

Tropical island paradise resort outpost La Jolla Resort Hotel puts you on the map to adventure. Go on the dive of your dreams in beautiful Florida... more

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

The Gardens Hotel

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

Key West, Florida welcomes travelers from all over the world to discover it's majestic white sand beaches, stunning natural wonders, and relaxing... more

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

Rent Key West Vacations

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

Head to Key West for a picturesque island retreat! You'll feel completely secluded in the best way possible when you stay at Rent Key West Vacation.... more

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

Luxury Rentals by At Home in Key West

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

Discover the magic of beautiful Key West, Florida, when you stay with At Home in Key West. This beautiful island retreat lets you unwind and take... more

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

Vacation Homes of Key West

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

Beautiful Key West is the perfect destination for when you're craving the laid-back, sunny island lifestyle. With Vacation Homes of Key West, you can... more

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

Florida Keys Vacations Inc.

Marathon, Florida, United States
$251
1-855-478-7640

Planning your next island getaway has never been easier than with Florida Keys Vacations Inc. Spend your days splashing around your own private... more

Resort features:
  • Beach
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Island
  • Villas and Condos

Curry House

Key West, Florida, United States
$138
1-866-939-2505

There are few places better to experience the laid-back wonders of an island vacation than Key West. This famous Florida retreat welcomes guests from... more

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

Garden House Bed & Breakfast

Key West, Florida, United States
$168
1-866-940-1121

Beautiful Key West is a year-round destination for anyone looking to experience the tranquil and tropical island life. At Garden House, you'll... more

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

Island City House Hotel

Key West, Florida, United States
$185
1-305-294-5702

The Island City House Hotel is located in Key West. In the Gulf of Mexico, Key West is an island of 7.4 square miles, with an average temperature of... more

Resort features:
  • Family
  • Nature
  • Romantic
  • Honeymoon
  • Island

Parrot Key Resort

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

Located on the beautiful island of Key West, a getaway at Parrot Key Resort is the tropical vacation you've been looking for. Here, you can feel... more

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

Tranquility Bay Beach House Resort

Marathon, Florida, United States
$279
1-866-452-5369

Experience a beautiful and relaxing island vacation when you plan your next Florida vacation at Tranquility Bay Beach House Resort. Located on... more

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

Lookout Lodge Resort

Islamorada, Florida, United States
$130
1-800-870-1772

Located at Mile Marker 88 in Islamorada, Lookout Lodge Resort offers you the ideal island vacation in the Florida Keys! This beautifully tropical... more

Resort features:
  • Beach
  • Family
  • Reunions
  • Wedding
  • Fishing
  • Romantic
  • Pet Friendly
  • Honeymoon
  • Diving
  • Island

Showing 1-20 of 30 Island Resorts

stats