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Gasparilla Island: Houses, Condos & More (1,667)

  • 1 - 50 of 1,667
Additional fees apply. Taxes may be added.
    • 3 BR
    • 2 BA
    • Sleeps 6
    27
      • 3 BR
      • 3 BA
      • Sleeps 6
      34
        • 4 BR
        • 2 BA
        • Sleeps 6
        71
          • 1 BR
          • 1 BA
          • Sleeps 2
          58
            • 4 BR
            • 3 BA
            • Sleeps 8
            7
              • 2 BR
              • 2 BA
              • Sleeps 4
              41
                • 3 BR
                • 3 BA
                • Sleeps 6
                6
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  19
                    • 4 BR
                    • 3 BA
                    • Sleeps 10
                    33
                      • 2 BR
                      • 2 BA
                      • Sleeps 5
                      5
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        2 Reviews
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          4
                            NEW!
                            • 1 BR
                            • 1 BA
                            • Sleeps 2
                            4
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              2 Reviews
                                • 1 BR
                                • 1 BA
                                • Sleeps 2
                                17
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 6
                                  21
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 8
                                    14
                                      NEW!
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        16
                                          NEW!
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 6
                                            • 5 BR
                                            • 3 BA
                                            • Sleeps 9
                                            2 Reviews
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 4
                                              8
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 7
                                                2 Reviews
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  2 Reviews
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    5
                                                      • 3 BR
                                                      • 3 BA
                                                      • 1 HF BA
                                                      • Sleeps 6
                                                      1 Review
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        56
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          29
                                                            • 5 BR
                                                            • 5 BA
                                                            • Sleeps 14
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                                NEW!
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  4
                                                                    NEW!
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      11
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        21
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 7
                                                                          45
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 8
                                                                            3
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 12
                                                                              6
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 4
                                                                                17
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  12
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    33
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      88
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        19
                                                                                          NEW!
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          1 Review
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            8
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              10
                                                                                                NEW!
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                  NEW!
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  1 Review
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    4
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 5
                                                                                                      • 1 - 50 of 1,667
                                                                                                       

                                                                                                      Recent Gasparilla Island Reviews

                                                                                                      Fabulous!!!

                                                                                                      5 of 5
                                                                                                      Wonderful! Beautiful home, well equipped and great location!
                                                                                                      • Submitted: Aug 24, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Boca Grande Paradise

                                                                                                      5 of 5
                                                                                                      Love this vacation paradise! Stunning view and immaculate updated appliances & furnishings. We love listening to the ocean & enjoying dinner on the lanai. We look forward to our visit here all year long. The owners are very kind & make sure you have everything you need to relax & build fabulous memories in Boca Grande.
                                                                                                      • Submitted: Aug 20, 2016
                                                                                                      • Stayed: Mar 2016

                                                                                                      Charming and Convenient

                                                                                                      5 of 5
                                                                                                      Clean, spacious, nice cotton linens. The off-white drapes and the sofa cushion covers were like new. We were in need of a hairdryer, the owner Tom supplied us with a new one immediately. He is a wonderful host, caring and respectful, making sure the guest is comfortable. We would stay in casita again.
                                                                                                      • Submitted: Aug 13, 2016
                                                                                                      • Stayed: Aug 2016