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Hotels in Islamorada

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Discover the beauty and allure of Islamorada’s legendary beach and fishing destination – the Chesapeake Beach Resort. Lose yourself amidst swaying palm trees, endless ocean vistas, flowering hibiscus, exotic birds, and a lush private lagoon ... Read more
Welcome to The Caribbean Resort of Islamorada, Florida, home to some of the best fishing and diving in the Florida Keys. Nestled in the heart of the fishing capital of the world, The Caribbean Resort ... Read more
136 Madeira Road, Islamorada, FL
Welcome to our boutique oasis. Our property consists of two guest houses and 16 suites . Our nightly rates include complimentary breakfast, complimentary use of our kayaks, paddle boards, and bicycles as well as complimentary yoga ... Read more
90611 Old Highway, Islamorada, FL
Cozy, comfortable, clean, and convenient, Creekside Inn is the ideal spot to stay for your Florida Keys adventure. Our charming hotel is the perfect base for enjoying the best of the area, including unbeatable water ... Read more
82779 Old Highway, Islamorada, FL
Designed for those who love the bounty and beauty of the ocean, The Islands of Islamorada seamlessly weaves the allure of tropical beauty with familiar luxurious comforts, creating a captivating experience for the whole family ... Read more

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Overlooking the Islamorada Florida Keys, this beachfront motel comprised of 6 colorful, retro-inspired buildings is 0.7 miles from the History of Diving Museum. Cottages and villas are in brightly painted, 2-story buildings ... Read more
81801 Overseas Highway, Islamorada, FL
225 Dogwood Lane, Islamorada, FL
Welcome to Ocean Gardens Islamorada Florida. This unique nautical gallery & boutique feels more like a local attraction than a store. Guests spend hours searching for their perfect treasure here on the site or at ... Read more
La Siesta Resort & Villas offers a variety of places to stay, from rooms and suites to beachfront cottages and entire vacation homes for rent. Our Florida Keys resort includes accommodations with charming garden and ... Read more
82749 Overseas Highway, Islamorada, FL
81450 Overseas Highway,, Islamorada, FL
Bayside Villas by Islander Resort is your home away from home in the Florida Keys. Our townhome-style beachfront accommodations are the ideal stay for group getaways, family vacations, and extended stays in beautiful Islamorada ... Read more

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85500 Overseas Highway, Islamorada, FL
... & Marina, located in Islamorada within the beautiful Florida Keys, is the premier pet friendly Islamorada resort hotel destination for your vacation, wedding or special event. Our Islamorada restaurant and Buoy Bar are absolutely spectacular ... Read more
85500 Overseas Highway, Islamorada, FL
... & Marina, located in Islamorada within the beautiful Florida Keys, is the premier pet friendly Islamorada resort hotel destination for your vacation, wedding or special event. Our Islamorada restaurant and Buoy Bar are absolutely spectacular ... Read more