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Come and have a true 'worry-free' vacation in an island tropical setting and enjoy a true America's Caribbean life-style. Relax on our private beach on the Atlantic shore, dance in the sand, take advantage of many activties like fishing, bo...more
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Chesapeake Resort
83409 Overseas Highway
Islamorada, FL 33036
Nightly Rates (195.00 - 400.00)
4 Star
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The Chesapeake has 65 spacious units. Oceanfront guest rooms and suites have spectacular views of the Atlantic Ocean. Individually appointed villas with fully equipped kitchens, range from single room efficiencies to one and two bedroom uni...more
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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 wi...more
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Lime Tree Bay Resort
68500 Overseas Highway
Islamorada, FL 33001
Nightly Rates (100.00 - 320.00)
3 Star
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Recipient of the coveted Superior Small Lodging Award, AAA approved and recognized as one of Fodor's Travel 'best bets' in the Florida Keys, Lime Tree Bay Resort is consistently recognized for its excellence in the hospitality industry. Lim...more
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Islander Resort
MM 82.1 US Hwy 1 82101 Overseas Hwy
Islamorada, FL 33036
Nightly Rates (199.00 - 199.00)
3 Star
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The Islander Resort Escape reality on our 1100 foot coral sand beach. Whether you choose to lounge oceanfront, in one of our two pools or at the Tiki bar you will find the Caribbean feel of a traditional beach resort and all of the offer...more
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Cheeca Lodge
Mile Marker 82 P.O. Box 527
Islamorada, FL 33036
Nightly Rates (249.00 - 849.00)
2 Star
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Barefoot Elegance is the trademark at Cheeca Lodge and Spa, the finest AAA 4 Diamond luxury, oceanfront resort in the Florida Keys. The resort is located in Islamorada, The Sports Fishing Capital of the World and is only an hour drive from ...more
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Welcome to the Days Inn and Suites Key Islamorada - gateway to the tropical Florida Keys. A peaceful relaxing hotel with personal service, the 36-unit Islamorada-Days Inn offers large rooms and suites overlooking the Atlantic Ocean. Guest r...more
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