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Additional fees apply. Taxes may be added.
    Exceptional! 5/5
    (38 reviews)
    $214
    avg/night
    House #210299
    • 3 BR
    • 2 BA
    • Sleeps 6
    38
    Viewed 72 times in the last 48 hours
    This property does not have any reviews yet.

    Confirmation within 24 hours

    Your booking request will be confirmed or denied within 24 hours.
      Wonderful! 4.8/5
      (43 reviews)
      $279
      avg/night
      Townhome #501117vb
      • 3 BR
      • 3 BA
      • Sleeps 9
      43
      Viewed 45 times in the last 48 hours
      This property does not have any reviews yet.

      Confirmation within 24 hours

      Your booking request will be confirmed or denied within 24 hours.
        $183
        avg/night
        Condo #969979vb
        • 2 BR
        • 2 BA
        • Sleeps 6
        4
        Viewed 66 times in the last 48 hours
        This property does not have any reviews yet.

        Confirmation within 24 hours

        Your booking request will be confirmed or denied within 24 hours.
          Exceptional! 5/5
          (7 reviews)
          $321
          avg/night
          Condo #880151vb
          • 3 BR
          • 3 BA
          • 1 HF BA
          • Sleeps 10
          7
          Viewed 66 times in the last 48 hours
          This property does not have any reviews yet.

          Instant confirmation

          Your booking request will be confirmed immediately.
            Excellent! 4.7/5
            (23 reviews)
            $223
            avg/night
            Condo #678058vb
            • 2 BR
            • 2 BA
            • Sleeps 4
            23
            Viewed 55 times in the last 48 hours
            This property does not have any reviews yet.

            Confirmation within 24 hours

            Your booking request will be confirmed or denied within 24 hours.
              Exceptional! 5/5
              (6 reviews)
              $357
              avg/night
              House #807021vb
              • 3 BR
              • 3 BA
              • Sleeps 6
              6
              Viewed 28 times in the last 48 hours
              This property does not have any reviews yet.

              Confirmation within 24 hours

              Your booking request will be confirmed or denied within 24 hours.
                Excellent! 4.6/5
                (7 reviews)
                $371
                avg/night
                House #784190vb
                • 2 BR
                • 2 BA
                • Sleeps 6
                7
                Viewed 22 times in the last 48 hours
                This property does not have any reviews yet.

                Confirmation within 24 hours

                Your booking request will be confirmed or denied within 24 hours.
                  Exceptional! 5/5
                  (5 reviews)
                  $270
                  avg/night
                  Townhome #926968vb
                  • 2 BR
                  • 2 BA
                  • 1 HF BA
                  • Sleeps 4
                  5
                  Viewed 13 times in the last 48 hours
                  This property does not have any reviews yet.

                  Confirmation within 24 hours

                  Your booking request will be confirmed or denied within 24 hours.
                    Wonderful! 4.9/5
                    (15 reviews)
                    $186
                    avg/night
                    Condo #696845vb
                    • 2 BR
                    • 2 BA
                    • Sleeps 5
                    15
                    Viewed 70 times in the last 48 hours
                    This property does not have any reviews yet.

                    Instant confirmation

                    Your booking request will be confirmed immediately.
                      Wonderful! 4.9/5
                      (25 reviews)
                      $350
                      avg/night
                      House #252700vb
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      25
                      Viewed 47 times in the last 48 hours
                      This property does not have any reviews yet.

                      Confirmation within 24 hours

                      Your booking request will be confirmed or denied within 24 hours.
                        $229
                        avg/night
                        Condo #912440vb
                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        3
                        Viewed 7 times in the last 48 hours
                        This property does not have any reviews yet.

                        Confirmation within 24 hours

                        Your booking request will be confirmed or denied within 24 hours.
                          $357
                          avg/night
                          House #872317vb
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          1
                          Viewed 17 times in the last 48 hours
                          This property does not have any reviews yet.

                          Confirmation within 24 hours

                          Your booking request will be confirmed or denied within 24 hours.
                            $371
                            avg/night
                            House #828739vb
                            • 4 BR
                            • 2 BA
                            • Sleeps 8
                            Viewed 30 times in the last 48 hours
                            This property does not have any reviews yet.

                            Confirmation within 24 hours

                            Your booking request will be confirmed or denied within 24 hours.
                              Excellent! 4.4/5
                              (5 reviews)
                              $301
                              avg/night
                              House #964484vb
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              5
                              Viewed 31 times in the last 48 hours
                              This property does not have any reviews yet.

                              Confirmation within 24 hours

                              Your booking request will be confirmed or denied within 24 hours.
                                Exceptional! 5/5
                                (81 reviews)
                                $346
                                avg/night
                                House #103237
                                • 4 BR
                                • 2 BA
                                • Sleeps 6
                                81
                                Viewed 23 times in the last 48 hours
                                This property does not have any reviews yet.

                                Confirmation within 24 hours

                                Your booking request will be confirmed or denied within 24 hours.
                                  Wonderful! 4.9/5
                                  (36 reviews)
                                  $186
                                  avg/night
                                  Condo #43883vb
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  36
                                  Viewed 23 times in the last 48 hours
                                  This property does not have any reviews yet.

                                  Confirmation within 24 hours

                                  Your booking request will be confirmed or denied within 24 hours.
                                    $643
                                    avg/night
                                    Cottage #63033
                                    • 5 BR
                                    • 3 BA
                                    • Sleeps 9
                                    6
                                    Viewed 74 times in the last 48 hours
                                    This property does not have any reviews yet.

                                    Confirmation within 24 hours

                                    Your booking request will be confirmed or denied within 24 hours.
                                      $226
                                      avg/night
                                      Condo #1003127vb
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      4
                                      Viewed 7 times in the last 48 hours
                                      This property does not have any reviews yet.

                                      Confirmation within 24 hours

                                      Your booking request will be confirmed or denied within 24 hours.
                                        Exceptional! 5/5
                                        (16 reviews)
                                        $357
                                        avg/night
                                        House #199117vb
                                        • 4 BR
                                        • 4 BA
                                        • Sleeps 8
                                        16
                                        Viewed 26 times in the last 48 hours
                                        This property does not have any reviews yet.

                                        Confirmation within 24 hours

                                        Your booking request will be confirmed or denied within 24 hours.
                                          View details for price
                                          Townhome #961692vb
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 6
                                          2
                                          Viewed 21 times in the last 48 hours
                                          This property does not have any reviews yet.

                                          Confirmation within 24 hours

                                          Your booking request will be confirmed or denied within 24 hours.
                                            Excellent! 4.3/5
                                            (22 reviews)
                                            $196
                                            avg/night
                                            Apartment #592980vb
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            22
                                            Viewed 18 times in the last 48 hours
                                            This property does not have any reviews yet.

                                            Confirmation within 24 hours

                                            Your booking request will be confirmed or denied within 24 hours.
                                              Exceptional! 5/5
                                              (5 reviews)
                                              $291
                                              avg/night
                                              House #253715
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              5
                                              Viewed 9 times in the last 48 hours
                                              This property does not have any reviews yet.

                                              Confirmation within 24 hours

                                              Your booking request will be confirmed or denied within 24 hours.
                                                Excellent! 4.4/5
                                                (9 reviews)
                                                $575
                                                avg/night
                                                House #434440vb
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 6
                                                9
                                                Viewed 16 times in the last 48 hours
                                                This property does not have any reviews yet.

                                                Confirmation within 24 hours

                                                Your booking request will be confirmed or denied within 24 hours.
                                                  $225
                                                  avg/night
                                                  Condo #972968vb
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  4
                                                  Viewed 98 times in the last 48 hours
                                                  This property does not have any reviews yet.

                                                  Confirmation within 24 hours

                                                  Your booking request will be confirmed or denied within 24 hours.
                                                    $312
                                                    avg/night
                                                    House #999489vb
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    4
                                                    Viewed 144 times in the last 48 hours
                                                    This property does not have any reviews yet.

                                                    Confirmation within 24 hours

                                                    Your booking request will be confirmed or denied within 24 hours.
                                                      Exceptional! 5/5
                                                      (27 reviews)
                                                      $321
                                                      avg/night
                                                      Cottage #306690vb
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      27
                                                      Viewed 32 times in the last 48 hours
                                                      This property does not have any reviews yet.

                                                      Confirmation within 24 hours

                                                      Your booking request will be confirmed or denied within 24 hours.
                                                        Exceptional! 5/5
                                                        (46 reviews)
                                                        $333
                                                        avg/night
                                                        Condo #289623vb
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        46
                                                        Viewed 39 times in the last 48 hours
                                                        This property does not have any reviews yet.

                                                        Instant confirmation

                                                        Your booking request will be confirmed immediately.
                                                          $214
                                                          avg/night
                                                          Condo #951862vb
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Viewed 12 times in the last 48 hours
                                                          This property does not have any reviews yet.

                                                          Confirmation within 24 hours

                                                          Your booking request will be confirmed or denied within 24 hours.
                                                            $157
                                                            avg/night
                                                            Condo #4480539
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            1
                                                            Viewed 103 times in the last 48 hours
                                                            This property does not have any reviews yet.

                                                            Confirmation within 24 hours

                                                            Your booking request will be confirmed or denied within 24 hours.
                                                              Wonderful! 4.9/5
                                                              (66 reviews)
                                                              $202
                                                              avg/night
                                                              House #25223vb
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 8
                                                              66
                                                              Viewed 29 times in the last 48 hours
                                                              This property does not have any reviews yet.

                                                              Confirmation within 24 hours

                                                              Your booking request will be confirmed or denied within 24 hours.
                                                                $271
                                                                avg/night
                                                                Townhome #672097vb
                                                                • 2 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 4
                                                                1
                                                                Viewed 17 times in the last 48 hours
                                                                This property does not have any reviews yet.

                                                                Confirmation within 24 hours

                                                                Your booking request will be confirmed or denied within 24 hours.
                                                                  Exceptional! 5/5
                                                                  (9 reviews)
                                                                  $186
                                                                  avg/night
                                                                  Condo #786418vb
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 4
                                                                  9
                                                                  Viewed 17 times in the last 48 hours
                                                                  This property does not have any reviews yet.

                                                                  Confirmation within 24 hours

                                                                  Your booking request will be confirmed or denied within 24 hours.
                                                                    View details for price
                                                                    Villa #4349845
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • 1 HF BA
                                                                    • Sleeps 4
                                                                    Viewed 8 times in the last 48 hours
                                                                    This property does not have any reviews yet.

                                                                    Instant confirmation

                                                                    Your booking request will be confirmed immediately.
                                                                      View details for price
                                                                      House #4349831
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      This property does not have any reviews yet.

                                                                      Instant confirmation

                                                                      Your booking request will be confirmed immediately.
                                                                        $176
                                                                        avg/night
                                                                        House #968801vb
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Viewed 60 times in the last 48 hours
                                                                        This property does not have any reviews yet.

                                                                        Confirmation within 24 hours

                                                                        Your booking request will be confirmed or denied within 24 hours.
                                                                          View details for price
                                                                          House #4436900
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                          1
                                                                          Viewed 9 times in the last 48 hours
                                                                          This property does not have any reviews yet.

                                                                          Instant confirmation

                                                                          Your booking request will be confirmed immediately.
                                                                            Exceptional! 5/5
                                                                            (68 reviews)
                                                                            $249
                                                                            avg/night
                                                                            Condo #337383vb
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            68
                                                                            Viewed 29 times in the last 48 hours
                                                                            This property does not have any reviews yet.

                                                                            Instant confirmation

                                                                            Your booking request will be confirmed immediately.
                                                                              $280
                                                                              avg/night
                                                                              Condo #4355928
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Viewed 10 times in the last 48 hours
                                                                              This property does not have any reviews yet.

                                                                              Instant confirmation

                                                                              Your booking request will be confirmed immediately.
                                                                                View details for price
                                                                                Villa #4349861
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 6
                                                                                This property does not have any reviews yet.

                                                                                Instant confirmation

                                                                                Your booking request will be confirmed immediately.
                                                                                  $397
                                                                                  avg/night
                                                                                  Condo #1012368vb
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 6
                                                                                  Viewed 6 times in the last 48 hours
                                                                                  This property does not have any reviews yet.

                                                                                  Confirmation within 24 hours

                                                                                  Your booking request will be confirmed or denied within 24 hours.
                                                                                    $329
                                                                                    avg/night
                                                                                    Townhome #770633vb
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    1
                                                                                    Viewed 14 times in the last 48 hours
                                                                                    This property does not have any reviews yet.

                                                                                    Confirmation within 24 hours

                                                                                    Your booking request will be confirmed or denied within 24 hours.
                                                                                      Wonderful! 4.8/5
                                                                                      (8 reviews)
                                                                                      $243
                                                                                      avg/night
                                                                                      Condo #361117
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      8
                                                                                      This property does not have any reviews yet.

                                                                                      Confirmation within 24 hours

                                                                                      Your booking request will be confirmed or denied within 24 hours.
                                                                                        $407
                                                                                        avg/night
                                                                                        House #848414vb
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 10
                                                                                        1
                                                                                        Viewed 28 times in the last 48 hours
                                                                                        This property does not have any reviews yet.

                                                                                        Confirmation within 24 hours

                                                                                        Your booking request will be confirmed or denied within 24 hours.
                                                                                          Wonderful! 4.9/5
                                                                                          (14 reviews)
                                                                                          $286
                                                                                          avg/night
                                                                                          Townhome #414522vb
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          14
                                                                                          Viewed 23 times in the last 48 hours
                                                                                          This property does not have any reviews yet.

                                                                                          Confirmation within 24 hours

                                                                                          Your booking request will be confirmed or denied within 24 hours.
                                                                                            $305
                                                                                            avg/night
                                                                                            House #4349854
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 7
                                                                                            Viewed 5 times in the last 48 hours
                                                                                            This property does not have any reviews yet.

                                                                                            Instant confirmation

                                                                                            Your booking request will be confirmed immediately.
                                                                                              $335
                                                                                              avg/night
                                                                                              Villa #4349811
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Viewed 5 times in the last 48 hours
                                                                                              This property does not have any reviews yet.

                                                                                              Instant confirmation

                                                                                              Your booking request will be confirmed immediately.
                                                                                                View details for price
                                                                                                House #4349857
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 8
                                                                                                This property does not have any reviews yet.

                                                                                                Instant confirmation

                                                                                                Your booking request will be confirmed immediately.
                                                                                                  View details for price
                                                                                                  House #4349801
                                                                                                  • 5 BR
                                                                                                  • 5 BA
                                                                                                  • Sleeps 14
                                                                                                  Viewed 10 times in the last 48 hours
                                                                                                  This property does not have any reviews yet.

                                                                                                  Instant confirmation

                                                                                                  Your booking request will be confirmed immediately.
                                                                                                    View details for price
                                                                                                    House #4349808
                                                                                                    • 4 BR
                                                                                                    • 3 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 8
                                                                                                    Viewed 7 times in the last 48 hours
                                                                                                    This property does not have any reviews yet.

                                                                                                    Instant confirmation

                                                                                                    Your booking request will be confirmed immediately.
                                                                                                      View details for price
                                                                                                      Villa #4349813
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      This property does not have any reviews yet.

                                                                                                      Instant confirmation

                                                                                                      Your booking request will be confirmed immediately.

                                                                                                      • 1 - 50 of 300+

                                                                                                      Gasparilla Island Vacation Rentals (300+)

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