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Top Islamorada Beach Resorts & Hotels

Drop Anchor $119
Drop Anchor

Drop Anchor

84959 Overseas Highway, 222, Islamorada, FL
     
    4.8
    of 5, from 10 reviews
    3.0 out of 5.0 Stars

    A marina and an outdoor pool are featured at this Art Deco hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. There's a bar/lounge on site, and a garden and laundry facilities are also provided.

    Amara Cay Resort $155
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
       
      4.5
      of 5, from 30 reviews
      3.5 out of 5.0 Stars

      A private beach, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and an area shuttle.

      Islander Resort $199
      Islander Resort

      Islander Resort

      82100 Overseas Highway, Islamorada, FL
         
        4.3
        of 5, from 23 reviews
        3.0 out of 5.0 Stars

        This resort features a private beach, 3 outdoor pools, and a restaurant. Traveling on business? Take advantage of the 2 conference rooms, as well as free WiFi in public areas and free Internet in public areas. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

        Pelican Cove Resort & Marina $136
        Pelican Cove Resort & Marina

        Pelican Cove Resort & Marina

        84457 Overseas Highway, Islamorada, FL
           
          4.2
          of 5, from 10 reviews
          3.0 out of 5.0 Stars

          This smoke-free hotel features a private beach, a marina, and a restaurant. Dine at the beachfront restaurant and relax with sun loungers. Enjoy the outdoor pool and perks like free self parking.

          Cheeca Lodge & Spa $169
          Cheeca Lodge & Spa

          Cheeca Lodge & Spa

          81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
             
            4.1
            of 5, from 45 reviews
            4.0 out of 5.0 Stars

            This romantic resort features a private beach, a golf course, and a full-service spa. Families will appreciate the picnic area, kid-friendly dining, and supervised childcare. Enjoy the 2 outdoor pools and perks like free valet parking and free WiFi.

            La Siesta Resort & Marina $155
            La Siesta Resort & Marina

            La Siesta Resort & Marina

            80241 Overseas Highway, Islamorada, FL
               
              3.8
              of 5, from 11 reviews
              3.0 out of 5.0 Stars

              This smoke-free resort features a private beach, a marina, and a restaurant. Enjoy the outdoor pool and free perks like continental breakfast and free self parking. There's a bar/lounge on site, and a 24-hour front desk and wedding services are also provided.

              Postcard Inn Beach Resort & Marina $155
              Postcard Inn Beach Resort & Marina

              Postcard Inn Beach Resort & Marina

              84001 Overseas Hwy, Islamorada, FL
                 
                3.7
                of 5, from 35 reviews
                3.0 out of 5.0 Stars

                This Art Deco resort features a private beach, a marina, and 3 restaurants. Dine at the beachfront restaurant and relax with sun loungers. Enjoy the 2 outdoor pools and perks like free self parking and a free area shuttle.

                Chesapeake Beach Resort $206
                Chesapeake Beach Resort

                Chesapeake Beach Resort

                83409 Overseas Hwy, Islamorada, FL
                   
                  3.5
                  of 5, from 45 reviews
                  2.5 out of 5.0 Stars

                  A private beach and an outdoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.

                  Oceanfront Hotels in Islamorada

                  Creekside Inn Islamorada $101
                  Creekside Inn Islamorada

                  Creekside Inn Islamorada

                  90611 Old Highway, Tavernier, FL
                     
                    3.5
                    of 5, from 15 reviews
                    2.5 out of 5.0 Stars

                    Located in the heart of Tavernier, this motel is within 6 mi (10 km) of Harry Harris Park, Theater of the Sea, and Laura Quinn Wild Bird Sanctuary. Founders Park and Windley Key Fossil Reef Geological State Park are also within 6 mi (10 km).

                    Casa Morada $263
                    Casa Morada

                    Casa Morada

                    136 Madeira Road, Islamorada, FL
                       
                      3.5 out of 5.0 Stars

                      Situated in Islamorada, this beach resort is 1 mi (1.5 km) from History of Diving Museum and 2.6 mi (4.2 km) from Theater of the Sea. Hurricane Monument and Bud n' Mary's Dive Center are also within 3 mi (5 km).

                      Lookout Lodge Resort Get Rates
                      Lookout Lodge Resort

                      Lookout Lodge Resort

                      87770 Overseas Hwy, Islamorada, FL
                         
                        2.5 out of 5.0 Stars

                        Nestled on the beach, this Islamorada hotel is 1 mi (1.6 km) from Founders Park and 2.9 mi (4.7 km) from Windley Key Fossil Reef Geological State Park. Harry Harris Park and Theater of the Sea are also within 6 mi (10 km).

                        Topsider Resort by Capital Vacations Get Rates
                        Topsider Resort by Capital Vacations

                        Topsider Resort by Capital Vacations

                        75500 Overseas Hwy, Islamorada, FL
                           
                          3.5 out of 5.0 Stars

                          Nestled on the beach, this Islamorada condo building is within 3 mi (5 km) of Lower Matecumbe Beach, Anne's Beach, and Lignumvitae Key Botanical State Park. Bud n' Mary's Dive Center and Fiesta Key are also within 6 mi (10 km).

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                          What are the cheapest hotels on the beach in Islamorada

                          • Cheeca Lodge & Spa - Book Now
                            • Located on Upper Matecumbe Key, Islamorada, Cheeca Lodge & Spa is less than a mile from the Hurricane Monument. It's a 2-minute drive to the History of Diving Museum, and 5 minutes to Theater of the Sea. Morada Way Arts & Cultural District is a 5-minute walk from the hotel.
                            • 4.00 star rating.
                          • Eager to Please in the Keys - 4 Br home by RedAwning - Book Now
                            • 3.00 star rating.
                          • Ed & Ellens Lodging Key largo - Book Now
                            • Situated in Key Largo, this condo is within 2 mi (3 km) of MarineLab Undersea Laboratory, Dolphins Plus Bayside, and John Pennekamp Coral Reef State Park. Christ of the Deep and Dolphins Plus are also within 6 mi (10 km).
                            • 3.00 star rating.

                          What’s better than a beautiful Islamorada hotel near the beach? Finding that hotel for a deal! Check out our amazing deals on stunning Islamorada beach hotel properties to find exactly what you’re looking for on your next trip to Islamorada.

                          Cheapest Islamorada Beach Hotels by Star Rating

                          Cheapest 4 Star Islamorada Hotels on the Beach

                          Cheapest 3 Star Islamorada Hotels on the Beach

                          Best Oceanfront Hotels in Islamorada, According to Traveler Reviews

                          Popular Tourist Activities and Attractions In Islamorada

                          Recent Islamorada Hotel Reviews By Fellow Wanderers

                          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.