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Top Islamorada Romantic Getaways & Hotels

Cheeca Lodge & Spa $135
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
     
    4.1
    of 5, from 46 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.

    Chesapeake Beach Resort $314
    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.

      Ocean House Get Rates
      Ocean House

      Ocean House

      82885 Old Hwy, 82885 Old Highway, Islamorada, FL
         
        3.5 out of 5.0 Stars

        An outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, barbecue grills, and wedding services are also on offer.

        Oceanfront Paradise W/ Large Screened Porch & Cable Internet::special Aug 1000 Get Rates
        Oceanfront Paradise W/ Large Screened Porch & Cable Internet::special Aug 1000

        Oceanfront Paradise W/ Large Screened Porch & Cable Internet::special Aug 1000

        Tavernier, FL
           
          0.0 out of 5.0 Stars

          A sauna is featured at this condo, along with a terrace.

          Hotels in Islamorada with Jacuzzi's

          Sands of Islamorada $122
          Sands of Islamorada

          Sands of Islamorada

          80051 Overseas Highway, Islamorada, FL
             
            4.8
            of 5, from 4 reviews
            2.5 out of 5.0 Stars

            Situated by the sea, this hotel is 0.3 mi (0.5 km) from Bud n' Mary's Dive Center and within 3 mi (5 km) of Hurricane Monument and Lignumvitae Key Botanical State Park. History of Diving Museum is 3 mi (4.8 km) away.

            Islander Resort $174
            Islander Resort

            Islander Resort

            82100 Overseas Highway, Islamorada, FL
               
              4.4
              of 5, from 24 reviews
              3.0 out of 5.0 Stars

              Nestled on the beach, this Islamorada resort is 0.7 mi (1.1 km) from Hurricane Monument and 2.7 mi (4.3 km) from Theater of the Sea. Bud n' Mary's Dive Center and Windley Key Fossil Reef Geological State Park are also within 3 mi (5 km).

              Cheeca Lodge & Spa $135
              Cheeca Lodge & Spa

              Cheeca Lodge & Spa

              81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
                 
                4.1
                of 5, from 46 reviews
                4.0 out of 5.0 Stars

                Nestled on the beach, this Islamorada resort is 0.4 mi (0.7 km) from Hurricane Monument and 2.9 mi (4.7 km) from Theater of the Sea. Bud n' Mary's Dive Center and History of Diving Museum are also within 3 mi (5 km).

                Chesapeake Beach Resort $314
                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

                  Nestled on the beach, this Islamorada resort is within 1 mi (2 km) of History of Diving Museum and Theater of the Sea. Windley Key Fossil Reef Geological State Park and Hurricane Monument are also within 3 mi (5 km).

                  Travelers Like You Recently Booked These Islamorada Hotels

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                  Islamorada Romantic Hotels

                  Is your anniversary quickly approaching? Maybe you’re looking for the perfect honeymoon getaway? Or, has it just been too long since you and yours had some quality alone time away from the hectic schedule of everyday life? Take a steamy trip and stay at one of the most romantic hotels in Islamorada.

                  Remember the feeling of first meeting your significant other? You were nervous and excited. It felt like talking to your first crush on the playground. Re-ignite those feelings with an unforgettable stay to one of the Islamorada romantic hotels. Treat your loved one to a perfect day with breakfast in bed, a day at the spa and then a sultry dinner at a top restaurant in Islamorada. After dinner, take a moonlit walk through one of the city’s beautiful parks, because nothing says romance like a stroll under the stars. Whether you have been together for a few weeks or 50 years, the romantic hotels in Islamorada are the perfect weekend getaway for you and your loved one. 

                  You’ll also be feeling affectionate toward Travelocity when you browse our vast selection of accommodations that cater to couples. We have unbelievable deals on the best romantic hotels in Islamorada, so you don’t have to worry about breaking the bank for your trip. Book now and let the honeymoon begin.

                  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.