check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Wonderful! 4.8/5
    (33 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • 1 HF BA
    • Sleeps 4
    House #513264vb
    33
    Viewed 40 times in the last 48 hours
      Wonderful! 4.9/5
      (35 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 4
      Condo #77221vb
      35
      Viewed 60 times in the last 48 hours
        Wonderful! 4.9/5
        (21 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • 1 HF BA
        • Sleeps 6
        House #3788659
        21
        Viewed 32 times in the last 48 hours
          Wonderful! 4.8/5
          (5 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • 1 HF BA
          • Sleeps 6
          House #4208345
          5
          Viewed 33 times in the last 48 hours
            Wonderful! 4.9/5
            (16 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • 1 HF BA
            • Sleeps 6
            House #3970025
            16
            Viewed 7 times in the last 48 hours
              Wonderful! 4.9/5
              (13 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 4
              House #34491vb
              13
              Viewed 60 times in the last 48 hours
                • 2 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 6
                House #823516vb
                4
                Viewed 16 times in the last 48 hours
                  Excellent! 4.7/5
                  (32 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 6
                  Townhome #484134vb
                  32
                  Viewed 31 times in the last 48 hours
                    Exceptional! 5.0/5
                    (15 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 5
                    House #677953vb
                    15
                    Viewed 22 times in the last 48 hours
                      Exceptional! 5.0/5
                      (26 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • 1 HF BA
                      • Sleeps 5
                      House #491200vb
                      26
                      Viewed 27 times in the last 48 hours
                        Very Good! 4.2/5
                        (6 reviews)
                        avg/night
                        • 4 BR
                        • 3 BA
                        • 1 HF BA
                        • Sleeps 8
                        House #3690813
                        6
                        Viewed 10 times in the last 48 hours
                          Wonderful! 4.9/5
                          (28 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
                          House #452120vb
                          28
                          Viewed 33 times in the last 48 hours
                            Excellent! 4.6/5
                            (13 reviews)
                            avg/night
                            • 4 BR
                            • 3 BA
                            • Sleeps 8
                            House #3747408
                            13
                            Viewed 37 times in the last 48 hours
                              Excellent! 4.5/5
                              (6 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              Condo #763761vb
                              6
                              Viewed 28 times in the last 48 hours
                                • 2 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 6
                                House #4249038
                                1 Review
                                Viewed 12 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (49 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                  House #326184
                                  49
                                  Viewed 36 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (16 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 6
                                    Condo #3945348
                                    16
                                    Viewed 18 times in the last 48 hours
                                      Excellent! 4.7/5
                                      (36 reviews)
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #330045
                                      36
                                      Viewed 14 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (8 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • 1 HF BA
                                        • Sleeps 6
                                        House #819589vb
                                        8
                                        Viewed 18 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (11 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          Townhome #729196vb
                                          11
                                          Viewed 11 times in the last 48 hours
                                            • 2 BR
                                            • 2 BA
                                            • 1 HF BA
                                            • Sleeps 6
                                            Villa #477726vb
                                            26
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              House #884970vb
                                              Viewed 42 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (6 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                House #286201vb
                                                6
                                                Viewed 16 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (14 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 6
                                                  House #24330vb
                                                  14
                                                  Viewed 58 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (38 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 5
                                                    Condo #8612vb
                                                    38
                                                    Viewed 27 times in the last 48 hours
                                                      Excellent! 4.7/5
                                                      (7 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      House #680648vb
                                                      7
                                                      Viewed 37 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (20 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Condo #301565
                                                        20
                                                        Viewed 44 times in the last 48 hours
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          House #822030vb
                                                          2 Reviews
                                                          Viewed 27 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (6 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 3 BA
                                                            • Sleeps 10
                                                            House #3932423
                                                            6
                                                            Viewed 16 times in the last 48 hours
                                                              $80
                                                              avg/night
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Condo #690152vb
                                                              4
                                                              Viewed 15 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (7 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Condo #72385vb
                                                                7
                                                                Viewed 7 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (12 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #195489vb
                                                                  12
                                                                  Viewed 36 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (5 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 14
                                                                    Estate #755494vb
                                                                    5
                                                                    Viewed 12 times in the last 48 hours
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      House #899629vb
                                                                      2 Reviews
                                                                      Viewed 31 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        House #4269726
                                                                        2 Reviews
                                                                        Viewed 11 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (21 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 4 BA
                                                                          • Sleeps 10
                                                                          House #455972vb
                                                                          21
                                                                          Viewed 32 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (6 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 4 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 10
                                                                            Estate #809744vb
                                                                            6
                                                                            Viewed 27 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (17 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                              House #3719777
                                                                              17
                                                                              Viewed 11 times in the last 48 hours
                                                                                • 5 BR
                                                                                • 6 BA
                                                                                • Sleeps 18
                                                                                House #831013vb
                                                                                Viewed 5 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 8
                                                                                  Cottage #33938vb
                                                                                  3
                                                                                  Viewed 17 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (10 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    Townhome #223915
                                                                                    10
                                                                                    Viewed 71 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      Condo #412616vb
                                                                                      3
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • 2 HF BA
                                                                                        • Sleeps 8
                                                                                        Condo #152204
                                                                                        17
                                                                                          Wonderful! 4.8/5
                                                                                          (5 reviews)
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          Yacht #451523vb
                                                                                          5
                                                                                          Viewed 5 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            House #4331780
                                                                                            Viewed 22 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (8 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 6
                                                                                              Condo #312619vb
                                                                                              8
                                                                                              Viewed 18 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (12 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                Condo #750103vb
                                                                                                12
                                                                                                Viewed 63 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Condo #4191272
                                                                                                  3
                                                                                                  Viewed 27 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (5 reviews)
                                                                                                    $99
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #4011767
                                                                                                    5
                                                                                                    Viewed 10 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (29 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Condo #283705vb
                                                                                                      29
                                                                                                      Viewed 12 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Islamorada Reviews

                                                                                                      We will be back!

                                                                                                      5 of 5
                                                                                                      This property is beautiful and the development is the BEST on Islamorada-we loved sitting on the adirondack chairs watching the sunset, fishing from the dock and swimming in the gorgeous pool. Chris-the owner was responsive to all our needs.
                                                                                                      • Submitted: Dec 7, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Beautiful unit! We highly recommend staying here !

                                                                                                      5 of 5
                                                                                                      Great place to vacation! Fishing, close to tennis and great sunsets at the beach!
                                                                                                      • Submitted: Dec 7, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Perfectly appointed and fit our family of 5 (ages 13, 11 and 8) perfectly!

                                                                                                      5 of 5
                                                                                                      Close to the pool and all Islamorada attractions! Very clean and beautifully updated. Stocked with all the basics and we even got a "starter kit" with dish, soap and laundry detergent. We didn't need much more to get us through! We felt immediately at home here and will definitely stay again! The perfect family vacation spot!
                                                                                                      • Submitted: Nov 29, 2016
                                                                                                      • Stayed: Nov 2016