When it comes to a vacation on an island surrounded by tropical vistas and white, sandy beaches, the Florida Keys has everything for a perfect beach vacation. The Parrot Key Resort has five acres of gorgeous landscaped grounds and palm groves, the idyllic beachside resort contains beautiful beaches with the famous Florida Key sunsets. For those that want a more private island retreat, the Florida Keys Vacations Inc offers a variety of gorgeous rentals right on the islands, able to accommodate a wide variety of folk for their own luxury island retreat. Located within the heart of Islamorada, the La Jolla Resort Hotel gives you a taste of a true “Old Florida” style resort! Their docks give you a chance to cast a line or explore the waters along the shores, while the resort has a taste of historical luxury. The island vacation of your dreams awaits you in the Florida Keys!
Showing 1-20 of 36 Island Resorts
1800 Atlantic, All Florida Keys Property Management
Enjoy the ultimate island experience when you stay with 1800 Atlantic! Ideally located on the beautiful Florida Keys, this exciting destination offers... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
The Inn on Fleming
The Inn on Fleming is located on the beautiful island of Key West, located among the Florida Keys off the southern tip of Florida. Surrounded by the... more
- Nature
- Romantic
- Luxury
- Honeymoon
- Holiday
- Bed & Breakfasts, Inns
- Island
Key West Bed & Breakfast
Key West is a stunning island retreat that's part of the Florida Keys archipelago located off the southern tip of Florida. Surrounded by the Gulf of... more
- Romantic
- Luxury
- Honeymoon
- Holiday
- Bed & Breakfasts, Inns
- Island
Coco Plum Inn
Coco Plum Inn is located along the breathtaking coast of the Gulf of Mexico as part of the Florida Keys archipelago. Bask in the incredible ocean... more
- Nature
- Romantic
- Luxury
- Honeymoon
- Bed & Breakfasts, Inns
- Island
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
- Beach
- Family
- Nature
- Romantic
- Honeymoon
- Bed & Breakfasts, Inns
- Island
Experience a beautiful and relaxing island vacation when you plan your next Florida vacation at Tranquility Bay Beach House Resort. Located on... more
- Beach
- Family
- Reunions
- Nature
- Fishing
- Romantic
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
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
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
The Florida Keys are a stretch of beautiful tropical islands along the southern tip of Florida. Surrounded by the Atlantic Ocean and the Gulf of... more
- Beach
- Family
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Honeymoon
- Cabins, Cottages, and Chalets
- Holiday
- Island
Key West, Florida is everything you're looking for in a magical island retreat! Part of the Florida Keys archipelago, Key West is also Florida's most... more
- Beach
- Family
- Fishing
- Romantic
- Luxury
- Honeymoon
- Cabins, Cottages, and Chalets
- Bed & Breakfasts, Inns
- Island
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
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Health
- Diving
- Holiday
- Island
- Spa
Islamorada is comprised of six islands including Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key and the offshore islands of... more
- Beach
- Family
- Reunions
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Historical
- Honeymoon
- Diving
- Holiday
- Island
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
- Family
- Nature
- Romantic
- Luxury
- Historical
- Honeymoon
- Island
- Spa
- Villas and Condos
Planning your next island getaway has never been easier than with Florida Keys Vacations Inc. Spend your days splashing around your own private... more
- Beach
- Family
- Reunions
- Romantic
- Luxury
- Honeymoon
- Island
- Villas and Condos
Key West, Florida welcomes travelers from all over the world to discover it's majestic white sand beaches, stunning natural wonders, and relaxing... more
- Beach
- Family
- Romantic
- Luxury
- Honeymoon
- Holiday
- Island
Head to Key West for a picturesque island retreat! The Florida Keys are a thin stretch of island archipelago off the southern tip of Florida and is... more
- Beach
- Family
- Golf
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Historical
- Honeymoon
- Holiday
- Island
- Villas and Condos
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
- Beach
- Family
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Cabins, Cottages, and Chalets
- Holiday
- Island
- Villas and Condos
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
- Beach
- Family
- Reunions
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
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
- Beach
- Family
- Nature
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
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
- Beach
- Family
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Diving
- Holiday
- Island
- Villas and Condos
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
- Beach
- Family
- Romantic
- Luxury
- Honeymoon
- Island