Places to stay in Islamorada, Florida

We currently have 32 accommodations in and around Islamorada. There are also other regional listings available for Hotels, RV parks, Motor Inns and other properties. You can filter these listings by the available types.

Islamorada, a "Village of Islands," is an incorporated village in Monroe County, Florida. It is located on the islands of Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key and Plantation Key in the Florida Keys. Local restaurants include Burger King, Mangrove Mike’s Cafe, Bayside Gourmet, and Lorelei Restaurant & Cabana Bar.

If you are travelling in the area, Islamorada is located close to Buttonwood Keys, Green Mangrove Key, Tavernier Volunteer Fire Department Station 22, Upper Matecumbe Key and Windley Key.

Booking.com

Selected and best reviewed properties in Islamorada

Hotel

The Lime Tree Bay Resort

10 OUT OF 10 Was pleasantly surprised with this hotel for the price we paid. There are hammocks and beach chairs to relax in. All rooms face the water and when you walk out of your room you are very near the beach and pool. There is also a refrigerator and microwave in the room. There is also a hot tub which we .....
Hotel

The Chesapeake Beach Resort

It’s not often you find a resort that exceeds your wildest dreams. Chesapeake Beach Resort takes everything you’ve ever wanted in a seaside vacation and places it in one scenic, majestic location. Islamoradas famous beach and fishing destination chesapeake beach resort rests on 6.5 acres of .....

Hotel

The Moorings Village

Situated in the heart of Islamorada halfway between Miami and Key West The Moorings is an 18-acre property harboring 18 cottages and homes on what was once a coconut plantation. Ranging from one to three bedrooms each residence is self-sufficient with its own well equipped kitchen television .....

Hotel

The La Jolla Resort

Our Islamorada resort is as relaxing, informal and unforgettable as the Florida Keys. La Jolla Resort is a Florida Keys resort located in beautiful Islamorada. If you're looking for a place for family or a place to begin and end your days of fishing, you've arrived at the ideal Islamorada hotel. La .....

Vacation Rental

The Topsider Resort

Enjoy Topsider’s sandy beach. Sunshine provided daily for your tanning pleasure. Also there is an assortment of kayaks and canoes as well as bicycles for your enjoyment. Topsider’s swimming pool is heated during the winter and cooled during the summer so it’s always a perfect time for a swim. .....

Hotel

The Three Waters Resort and Marina

With fifteen waterfront acres of invigorating adventure and idyllic relaxation, our Islamorada, Florida, resort is a family-friendly place of easygoing enjoyment and simple pleasures, with a variety of bright, island-inspired guestrooms and cottages. And The Cove, an adult-centric .....

Hotel

The Pines And Palms Resort

Cottages, suites and duplexes in a tropical setting on the Atlantic Ocean in Islamorada. Each one-bedroom unit comes with a king or queen bed, a fully equipped kitchen, living room with sofa bed and patio or balcony. Tastefully decorated with tropical style furniture. Two and three bedroom units .....

Hotel

The Islander Bayside

Nestled in the heart of Islamorada amid lush tropical foliage sits twenty-five charming contemporary cottages known as Indigo Bay. Enjoy luxurious accommodations complete with fully-equipped kitchens flat screen TVs and quaint balconies. Or take a dip in our salt water swimming pool while admiring .....

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