The Holiday Isle Resort in Islamorada (Florida Keys) is a hotel and resort that lets you experience all that a Florida Keys vacation has to offer. Welcome to Holiday Isle Resort and Marina, the Islamorada hotel where relaxation, adventure and good times converge. Explore, rejuvenate and energize all in one legendary Florida Keys hotel destination in Islamorada. Holiday Isle has a long tradition of good times with a laid back feeling born in the Florida Keys.
Once you arrive at the Islamorada resort, relax ocean side or lounge by the pools before settling in to your spacious guest room or suite. Holiday Isle is in the heart of the Upper Keys, an ideal location for your next Florida Keys vacation with your family. Holiday Isle is a dog/pet-friendly Islamorada resort. Visit the accommodations page for more information.
Explore Islamorada fishing, backcountry fishing, snorkelling or diving North America's only living reef. Enjoy regional cuisine at one of eight Islamorada restaurants and bars, and then dance the night away to live entertainment. If you are looking for a perfect escape in the Florida Keys, you’ve found it at Holiday Isle Resort and Marina.
The Holiday Isle Resort in Islamorada (Florida Keys) is a hotel and resort that lets you experience all that a Florida Keys vacation has to offer. Welcome to Holiday Isle Resort and Marina, the Islamorada hotel where relaxation, adventure and good times converge. Explore, rejuvenate and energize all in one legendary Florida Keys hotel destination in Islamorada. Holiday Isle has a long tradition of good times with a laid back feeling born in the Florida Keys.
Once you arrive at the Islamorada resort, relax ocean side or lounge by the pools before settling in to your spacious guest room or suite. Holiday Isle is in the heart of the Upper Keys, an ideal location for your next Florida Keys vacation with your family. Holiday Isle is a dog/pet-friendly Islamorada resort. Visit the accommodations page for more information.
Explore Islamorada fishing, backcountry fishing, snorkelling or diving North America's only living reef. Enjoy regional cuisine at one of eight Islamorada restaurants and bars, and then dance the night away to live entertainment. If you are looking for a perfect escape in the Florida Keys, you’ve found it at Holiday Isle Resort and Marina.
Fun and family-friendly but with plenty of style for romantic dinners and date nights, Ciao Hound Italian Kitchen & Bar pairs authentic Tuscan flavors with Keys-sourced ingredients and Rat Pack-era tunes. Menu highlights include fresh seafood and steak, wines by the glass and bottle, and Italian-inspired cocktails.
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Italian
Start your day with benedicts, Belgian waffles, and made-to-order eggs. Raw Bar favorites include fresh fish sandwiches, fish tacos, peel n eat shrimp, snow crab legs, and conch chowder. Sit right on the ocean while you sip on a world-famous frozen rum runner and listen to live music—our favorite way to drink and dine. Open Daily | 7:30 am - 9 pm
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Bar
Beach Area
For a true Florida Keys resort experience, spend some time at the vibrant and iconic Holiday Isle Tiki Bar. In 1969, this open-air bar, located at the edge of the property's marina, began serving up cocktails under the original name of The Hapi Hula Hut. It was not until 1971 that is was officially known as the Tiki Bar. Bar is open till 12am Monday- Thursday and 1am or later on Friday, Saturday, and Sunday
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Inspired by the Beach Boys love for Islamorada in 1988, the re-imagined Kokomo pool bar offers light fare, classic cocktails with a swim up pool bar overlooking the Atlantic ocean. Hours: 11am to sunset
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Pool Side
Canada Wide Deals 