Islamorada Hotels

    15 Hotels Found
    1. Cheeca Lodge & Spa
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Child-Friendly
      • Historic
      • Luxury
      • Resort
      • Romantic
      The 214-room Cheeca Lodge & Spa is a luxury resort set on extensive, lush grounds in Islamorada, offering plenty of on-site features, including a nine-hole golf course, a pretty beach with a long fishing pier, a full-service spa, six tennis courts, and two pools (one for adults only). Three serve a…
    2. Casa Morada
      Islamorada, Florida Keys, Florida
      • Boutique
      • Luxury
      • Romantic
      Epitomizing the laid-back Keys lifestyle, Casa Morada is an upscale 16-room boutique ideal for groups of friends or couples looking for a romantic getaway. The atmosphere is peaceful and serene atmosphere, with tropical garden grounds, and a small private island with pool and tons of loungers. have…
    3. Chesapeake Beach Resort
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Child-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…
    4. 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…
    5. Islander Resort, a Guy Harvey Outpost
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Child-Friendly
      • Party
      • Romantic
      The Islander Resort, a Guy Harvey Outpost, is a mid-range, 114-room Islamorada property decorated in artist Guy Harvey's vibrant sea-themed artwork. The borderline kitsch style won't please everyone, but tourists flock to the hotel for its man-made beach, fishing pier, and abundant water-sports Set…
    6. The Caribbean Resort at Sea Isle
      Islamorada, Florida Keys, Florida
      • Boutique
      • Child-Friendly
      • Romantic
      The Caribbean Resort at Sea Isle is a stunning three-and-a-half pearl property offering 16 homes with individualized decor and impressive, modern kitchens. This picturesque venue -- a frequent spot for weddings -- also offers some unusual features, such as a microclimate pool surrounded by fruit one…
    7. Pelican Cove Resort Marina Hotel Islamorada
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Boutique
      • Business
      • Child-Friendly
      • Romantic
      Pelican Cove Resort Marina Hotel Islamorada is an upper-middle-range waterfront property within an easy drive of Islamorada's sights. Following 2014 renovations, this property offers 63 sleek and stylish rooms equipped with private balconies, mini-fridges, and coffeemakers. Along with a private the…
    8. La Siesta Resort and Marina
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Child-Friendly
      La Siesta Resort and Marina is a waterfront hotel with a stellar location on the ocean, access to water sports, and a spacious pool deck with a tropical vibe. However, the majority of the hotel's 54 rooms are unimpressive, outdated, and more expensive than other nearby properties with the same and A…
    9. Pines & Palms Resort
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Boutique
      • Child-Friendly
      • Value
      Set on a beach shaded by palm trees, Pines & Palms Resort is a mid-range resort on Islamorada made up of 26 bungalows that range from Budget Efficiencies to Three-Bedroom Cottages and villas. All of the bright and airy units have kitchens, and most have private patios or balconies plus daily (a in a…
    10. Amara Cay Resort
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Child-Friendly
      • Value
      The Islamorada Resort is in the process of transforming from a typical value hotel into a unique waterfront property located in the middle of The Florida Keys. With all of the activities and water sports available (including kayaking, boating, fishing, and diving), there is tons of stuff for guests…
    11. Drop Anchor Resort
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Boutique
      • Child-Friendly
      • Value
      The two-and-a-half pearl, 18-room Drop Anchor Resort is located on Windley Key in Islamorada, "the fishing capital of the world." The resort, very much in the laid-back "Old Keys" style, includes a man-made beach surrounded by thatched-roof umbrellas, hammocks, palm trees, loungers, picnic tables, a…
    12. Sands of Islamorada
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Child-Friendly
      • Value
      Sands of Islamorada is a nine-room budget property with a candy-pink facade and a charming Old Florida vibe. This quiet, relaxed hotel has a small private beach and fishing pier, a waterfront pool and hot tub, and beautifully landscaped grounds with coconut palms and tropical flowers. Rooms are with…
    13. Ocean House
      Islamorada, Florida Keys, Florida
      • Adults-Only
      • Beachfront
      • Boutique
      • Romantic
      The three-pearl Ocean House is a charming adult-only property with a quiet setting along a private beach and lush grounds. At just eight rooms, the resort feels peaceful and private. Large, airy rooms have elegant tropical decor, free Wi-Fi, and kitchenettes, plus all come with furnished balconies a…
    14. Coral Bay Resort
      Islamorada, Florida Keys, Florida
      • Beachfront
      • Child-Friendly
      • Value
      Coral Bay Resort -- a 17-room, budget hotel located in Islamorada -- offers a simple, bayside stay that's ideal for families and boaters. The waters surrounding the Coral Bay are excellent for fishing and snorkeling, and many guests park their boats right at the hotel for free. Rooms are clean and…
    15. The Moorings Village and Spa

    Oyster Pearl Rating

    • Award-Winning

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