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Gasparilla Island: Houses, Condos & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (36 reviews)
    avg/night
    • 3 BR
    • 3 BA
    • Sleeps 9
    Townhome #501117vb
    36
    Viewed 28 times in the last 48 hours
      Exceptional! 5.0/5
      (28 reviews)
      avg/night
      • 3 BR
      • 2 BA
      • Sleeps 6
      House #210299
      28
      Viewed 44 times in the last 48 hours
        • 2 BR
        • 2 BA
        • Sleeps 6
        House #784190vb
        2
        Viewed 5 times in the last 48 hours
          Excellent! 4.6/5
          (17 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 4
          Condo #678058vb
          17
          Viewed 19 times in the last 48 hours
            • 5 BR
            • 3 BA
            • Sleeps 9
            Cottage #63033
            2
            Viewed 22 times in the last 48 hours
              Excellent! 4.3/5
              (17 reviews)
              avg/night
              • 1 BR
              • 1 BA
              • Sleeps 2
              Apartment #592980vb
              17
              Viewed 34 times in the last 48 hours
                Exceptional! 5.0/5
                (75 reviews)
                avg/night
                • 4 BR
                • 2 BA
                • Sleeps 6
                House #103237
                75
                Viewed 15 times in the last 48 hours
                  Exceptional! 5.0/5
                  (14 reviews)
                  avg/night
                  • 4 BR
                  • 4 BA
                  • Sleeps 8
                  House #199117vb
                  14
                  Viewed 12 times in the last 48 hours
                    avg/night
                    • 2 BR
                    • 2 BA
                    • 1 HF BA
                    • Sleeps 4
                    Townhome #926968vb
                    Viewed 41 times in the last 48 hours
                      Wonderful! 4.9/5
                      (22 reviews)
                      avg/night
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      House #252700vb
                      22
                      Viewed 10 times in the last 48 hours
                        avg/night
                        • 3 BR
                        • 3 BA
                        • Sleeps 10
                        Condo #880151vb
                        1
                        Viewed 34 times in the last 48 hours
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                          House #253715
                          2
                          Viewed 7 times in the last 48 hours
                            Wonderful! 4.9/5
                            (58 reviews)
                            avg/night
                            • 4 BR
                            • 2 BA
                            • Sleeps 8
                            House #25223vb
                            58
                            Viewed 26 times in the last 48 hours
                              • 3 BR
                              • 3 BA
                              • Sleeps 6
                              Townhome #961692vb
                              Viewed 15 times in the last 48 hours
                                Exceptional! 5.0/5
                                (61 reviews)
                                avg/night
                                • 1 BR
                                • 1 BA
                                • Sleeps 2
                                Condo #337383vb
                                61
                                Viewed 15 times in the last 48 hours
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  Condo #289623vb
                                  42
                                    Exceptional! 5.0/5
                                    (35 reviews)
                                    avg/night
                                    • 4 BR
                                    • 3 BA
                                    • Sleeps 10
                                    House #421579vb
                                    35
                                    Viewed 5 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (7 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 5
                                      Condo #696845vb
                                      7
                                      Viewed 23 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (20 reviews)
                                        avg/night
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 6
                                        House #342775vb
                                        20
                                        Viewed 6 times in the last 48 hours
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Condo #969979vb
                                          Viewed 77 times in the last 48 hours
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Condo #951862vb
                                            Viewed 5 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #817259vb
                                              4
                                              Viewed 12 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (8 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 6
                                                Condo #729792vb
                                                8
                                                Viewed 31 times in the last 48 hours
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Condo #786431vb
                                                  4
                                                  Viewed 6 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • Sleeps 5
                                                    House #822208vb
                                                    8
                                                    Viewed 28 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (64 reviews)
                                                      $89
                                                      avg/night
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      House #436311vb
                                                      64
                                                      Viewed 70 times in the last 48 hours
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Condo #380475
                                                        2
                                                        Viewed 10 times in the last 48 hours
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Condo #392553vb
                                                          4
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Condo #786418vb
                                                            8
                                                              • 4 BR
                                                              • 4 BA
                                                              • Sleeps 10
                                                              House #920451vb
                                                                Wonderful! 4.8/5
                                                                (5 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Condo #361117
                                                                5
                                                                Viewed 7 times in the last 48 hours
                                                                  • 5 BR
                                                                  • 4 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 10
                                                                  House #949742vb
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    House #968801vb
                                                                    Viewed 7 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (30 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Condo #43883vb
                                                                      30
                                                                      Viewed 13 times in the last 48 hours
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 6
                                                                        House #911393vb
                                                                        Viewed 20 times in the last 48 hours
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 4
                                                                          Condo #4074310
                                                                          2
                                                                          Viewed 67 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (41 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 8
                                                                            Villa #480558vb
                                                                            41
                                                                            Viewed 13 times in the last 48 hours
                                                                              Exceptional! 5.0/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              Cottage #768521vb
                                                                              11
                                                                              Viewed 30 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (33 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 8
                                                                                House #508583vb
                                                                                33
                                                                                Viewed 16 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (43 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 10
                                                                                  House #610815vb
                                                                                  43
                                                                                  Viewed 59 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 4
                                                                                    House #629443vb
                                                                                    5
                                                                                    Viewed 9 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (18 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      House #656981vb
                                                                                      18
                                                                                      Viewed 28 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (15 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        Bungalow #807432vb
                                                                                        15
                                                                                        Viewed 69 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (19 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Cottage #645008vb
                                                                                          19
                                                                                          Viewed 60 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (26 reviews)
                                                                                            $80
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            House #152368
                                                                                            26
                                                                                            Viewed 33 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (18 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 8
                                                                                              Villa #3786958
                                                                                              18
                                                                                              Viewed 12 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (13 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 2
                                                                                                Condo #4144438
                                                                                                13
                                                                                                Viewed 41 times in the last 48 hours
                                                                                                  Excellent! 4.5/5
                                                                                                  (10 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  House #742013vb
                                                                                                  10
                                                                                                  Viewed 20 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (10 reviews)
                                                                                                    $91
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #4097127
                                                                                                    10
                                                                                                    Viewed 19 times in the last 48 hours
                                                                                                      Exceptional! 5.0/5
                                                                                                      (22 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 8
                                                                                                      House #766763vb
                                                                                                      22
                                                                                                      Viewed 27 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Gasparilla Island Reviews

                                                                                                      Boca Grande cottage

                                                                                                      5 of 5
                                                                                                      We returned again! We love this charming vacation cottage! It fits our family of six comfortably. The location is exceptional, an easy walk (or golf cart ride) to town and the beach! Having the bikes, golf cart, beach toys and fishing poles available is a huge bonus. The owner is very attentive and responsive to all requests! She is very knowledgeable about the town and what it has to offer, from sitters to restaurants. We vacation often and this is now a family favorite. We look forward to staying here again and again!
                                                                                                      • Submitted: Dec 1, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Great place to stay

                                                                                                      5 of 5
                                                                                                      Highly recommended. Early November is a great time to stay. Low density property right on the beach. Unit was nice and clean.
                                                                                                      • Submitted: Nov 14, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Fantastic location and a property well equipped and in good condition

                                                                                                      5 of 5
                                                                                                      Had a family vacation which was very enjoyable in this house. Well planned spaces to "hang out" during both day time and evening activitites. Well equipped kitchen makes it possible to have both lunch and dinner.
                                                                                                      • Submitted: Nov 6, 2016
                                                                                                      • Stayed: Oct 2016