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Islamorada Vacation Travel Guide

Accommodation in Islamorada

With 26 Islamorada accommodation options registered on Expedia's extensive travel database, you can find a Islamorada hotel that provides the guest services and features that suit you best.

The Moorings Village and Spa, at 123 Beach Rd, and The Caribbean Resort, at 117 Carroll St, are two good examples of high-end Islamorada accommodation options. If you are interested in the cheaper options, the Cheeca Lodge & Spa, at 81801 Overseas Highway, Mile Marker 82, and the Pines & Palms Resort, at 80401 Old Hwy, are good to look into as well.

It’s easy to book the getaway of your dreams when you search through our selection of Islamorada vacations. Our goal? To create the perfect trip for you by providing the largest selection of vacation packages. Confidently book your getaway thanks to our trustworthy recommendations and verified consumer reviews from travelers just like you. Personalize your Islamorada package with our myriad of hotel rooms and flight tickets, which help to create a vacation specifically for you. Simply sort through our selection and pick and choose the elements that best suit your preferences and price range.

Because we offer the best rates, you can book your travel reservations knowing you won’t find lower prices elsewhere. These discounts are so great, you’ll feel like you gained the title of the ultimate bargain hunter with our Islamorada vacation package deals. Whether you’re looking to book multiple flights, stay at the fanciest hotel, or explore the hottest local attractions, you’ll find discounted travel arrangements within your budget right here. You shouldn’t have a care in the world when you go on vacation, so our discounts allow you to rest easy without giving your bank account a second thought. Save money on your vacation today and revel in your much-deserved getaway tomorrow.


Top Hotel Deals

See all 373 Properties in Islamorada
Amara Cay Resort $199
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
     
    4.3
    of 5, from 1,327 reviews
    3.5 out of 5.0

    Nestled on the beach, this Islamorada hotel is within 3 mi (5 km) of Bud n' Mary's Dive Center, Lignumvitae Key Botanical State Park, and Hurricane Monument. History of Diving Museum is 3.1 mi (5 km) away.

    Creekside Inn Islamorada $125
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Islamorada
       
      3.6
      of 5, from 766 reviews
      2.5 out of 5.0

      Located in the heart of Islamorada, this motel is 0.1 mi (0.1 km) from Plantation Key and 3.1 mi (5 km) from Florida Keys Wild Bird Rehabilitation Center. Harry Harris Park and Founders Park are also within 6 mi (10 km).

      Pelican Cove Resort & Marina $217
      Pelican Cove Resort & Marina

      Pelican Cove Resort & Marina

      84457 Overseas Highway, Islamorada
         
        3.9
        of 5, from 1,108 reviews
        3.0 out of 5.0

        Nestled on the beach, this Islamorada hotel is within a 15-minute walk of Theater of the Sea and Windley Key Fossil Reef Geological State Park. History of Diving Museum and Lignumvitae Key Botanical State Park are also within 9 mi (15 km).

        Drop Anchor Resort and Marina $161
        Drop Anchor Resort and Marina

        Drop Anchor Resort and Marina

        84959 Overseas Highway, 222, Islamorada
           
          4.3
          of 5, from 903 reviews
          3.0 out of 5.0

          Situated in Islamorada, this hotel is within a 10-minute walk of Windley Key Fossil Reef Geological State Park and Theater of the Sea. Plantation Key and Founders Park are also within 3 mi (5 km).

          Chesapeake Beach Resort $122
          Chesapeake Beach Resort

          Chesapeake Beach Resort

          83409 Overseas Hwy, Islamorada
             
            3.7
            of 5, from 606 reviews
            2.5 out of 5.0

            Renowned for its fishing, Islamorada is part of the Florida Keys - and Chesapeake Beach Resort puts guests steps from its sun-kissed shoreline. Those who can tear themselves from a lounger can drive 4 minutes to Theater of the Sea, where visitors can get in the water with dolphins and sea lions.

            La Siesta Resort & Marina $176
            La Siesta Resort & Marina

            La Siesta Resort & Marina

            80241 Overseas Highway, Islamorada
               
              3.8
              of 5, from 662 reviews
              3.0 out of 5.0

              This all suites resort with 1 marina and 6-acres of ocean front is the premier destination for a family vacation in the Florida Keys. We are located in the Sport Fishing Capital of the World.

              Lime Tree Bay Resort $119
              Lime Tree Bay Resort

              Lime Tree Bay Resort

              68500 Overseas Hwy, Long Key
                 
                4.1
                of 5, from 696 reviews
                3.5 out of 5.0

                This waterfront resort sits on 1/4 mile of tropical waterfront in the heart of the Florida Keys. Close to Long Key State Park and Dolphin Research Center.

                Postcard Inn Beach Resort & Marina $215
                Postcard Inn Beach Resort & Marina

                Postcard Inn Beach Resort & Marina

                84001 Overseas Hwy, Islamorada
                   
                  3.8
                  of 5, from 1,198 reviews
                  3.0 out of 5.0

                  Postcard Inn Beach Resort & Marina sits directly on a private beach in Islamorada, a 30-minute drive from Key Largo. Guests can walk 5 minutes to Theater of the Sea to swim with dolphins, or 20 minutes to the History of Diving Museum. Just steps from the hotel, guests can snorkel to colorful reefs.