Islamorada Hotels

    9 Hotels Found
    1. Cheeca Lodge & Spa

      Cheeca Lodge & Spa

      Islamorada, Florida Keys, Florida
      • Beachfront
      • Historic
      • Kid-Friendly
      • Luxury
      • Resort
      • Romantic
      The 114-room Cheeca Lodge was one of the original luxury properties on Islamorada, dating to 1946 and earning plenty of celebrity cachet over the years (high-profile guests have included George W. Bush). The property was rebuilt after a fire gutted its main building in 2009, and now has bright, spacious…
    2. Casa Morada

      Casa Morada

      Islamorada, Florida Keys, Florida
      • Boutique
      • Luxury
      • Romantic
      Inspired by a laidback Caribbean lifestyle, Casa Morada is an upscale 16-suite boutique hotel that’s perfect for couples looking for a romantic getaway, whether for a honeymoon or just because. Situated right next to the ocean in the middle of the Florida Keys on Islamorada, the hotel provides a peaceful…
    3. Postcard Inn Beach Resort & Marina at Holiday Isle

      Postcard Inn Beach Resort & Marina at Holiday Isle

      Islamorada, Florida Keys, Florida
      • Beachfront
      Located in Islamorada, Postcard Inn is a 150-room mid-range hotel that sits right on the water in the middle of the Florida Keys. There's lots to do on the property, with multiple dining options, happy hour with live music, boating and water-related sports, and family-friendly activities. The inn’s rates…
    4. Chesapeake Beach Resort

      Chesapeake Beach Resort

      Islamorada, Florida Keys, Florida
      • Beachfront
      • Kid-Friendly
      Chesapeake Beach Resort is a 65-room, mid-range hotel, offering a wide range of beach and outdoor activities. More of a family-friendly property than a romantic getaway, this hotel sits halfway between Miami and Key West, has its own private beach, and is located near plenty of restaurants and local…
    5. The Caribbean Resort at Sea Isle
    6. Drop Anchor Resort
    7. Pelican Cove Resort Marina Hotel Islamorada
    8. Coral Bay Resort
    9. Sands of Islamorada

    Oyster Pearl Rating

    • Award-Winning

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