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Islamorada Hotel, Islamorada Resort and Hotels, Florida Keys Hotel

Holiday Isle Resort & Marina
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Islamorada Hotel & Islamorada Resort

Holiday Isle, an Islamorada Tradition

Our Islamorada hotel and resort 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 our Islamorada resort, relax oceanside or lounge by our 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 our Accommodations page for more information.

Explore Islamorada fishing, backcountry fishing, snorkeling or diving North America's only living reef. Enjoy regional cuisine at one of our 8 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.

Delight in a world of adventure in the Florida Keys and enjoy:

  • Our world famous Tiki Bar
  • Islamorada fishing
  • featuring the best backcountry and deep sea fishing found in the Continental United States. Our full-service, on-site marina caters to all nautical needs from complete charters to refueling and dockage.
  • Dive and snorkel nearby reefs and wrecks, and North America's only living barrier reef
  • Abundant Florida Keys water sports including jet ski rentals, parasailing, two freshwater pools, and chaise lounge and towel service
  • Lively bars, nightly entertainment and fantastic local cuisine
  • Beautiful oceanside Islamorada wedding location with on-site coordinator. Full service meeting facility caters to groups both large and small.
  • Beach & pool facilities — enjoy refreshing swimming pools and our fabulous Florida Keys beach. Please note that there is a $5.00 per chaise lounge chair per day rental for hotel guests and $10.00 for non-hotel guests. (Please see terms and conditions under reservations section.)

Click here to price your Holiday Isle vacation package and hotel deal.

Discover an authentic Florida Keys vacation at Holiday Isle Resort & Marina. Find out why this is one of the Islamorada Hotels that everyone comes back to!

Escape to Holiday Isle Resort & Marina,
in the heart of the Florida Keys