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Make a self catering villa or holiday rental in Gasparilla Island, Florida your home away from home

Long before roads were laid along the Lower Gulf Coast, guests came to Gasparilla Island by train and spent the winter at the Gasparilla Inn. Much of the town of Boca Grande has retained its historic charm although there are plenty of modern beach condos and vacation rentals on Gasparilla Island too. The tree-lined roads and beautiful beaches around Boca Grande make this the perfect place for a relaxing vacation, with plenty of Florida sunshine, good local restaurants, boat trips, museums and great fishing.

Things to do in Gasparilla Island, Florida

Fishing

Boca Grande Pass is considered one of the best tarpon fishing spots in the world and anglers descend on the area around Gasparilla Island each spring to land a record catch. Boating

The area around your Gasparilla Island vacation rental is truly a boater’s dream. The unspoilt shoreline is home to a host of birds and Florida wildlife and the calm canals and waterways leading out to the Gulf of Mexico are perfect for sailing, kayaking, fishing and motor cruising.

Beach Activities

Gasparilla Island has some of the best beaches on the west coast of Florida. Soft white sand and clear warm Gulf waters make this the perfect playground for families. Little Gasparilla Island has 7 miles of unspoilt beaches which offer safe swimming and sunbathing. The area also has some of the best shelling in North America.

Places to visit near Gasparilla Island, Florida Museum of the Islands

Located on nearby Pine Island, this interesting museum includes a large wall mural which depicts a typical native Indian Calusa village. Archaeologist Frank Cushing made some outstanding discoveries of Calusa art, pottery and shell tools in the area which now make up many of the fascinating museum artifacts. There is also an interesting shell collection.

Boca Grande Lighthouse Museum

This restored single storey lighthouse building was once the home of the local lighthouse keeper and his family but now houses an interesting local museum.

Cayo Costa State Park

A trip to Cayo Costa offers a relaxing and beautiful day trip. This lovely state park and beach is just a short boat or ferry ride from your Gasparilla Island vacation villa. It is a mecca for shell hunters and is the place to pick up coveted spotted junonia shells, cockles, sand dollars and other sea treasures.

Weather in Gasparilla Island, Florida

Gasparilla Island enjoys some of the best Florida weather with hot summers and mild sunny winters making it very popular with visitors almost all year round. Winters are dry with average daytime temperatures around 25°C (77°F) while summers reach a hot and humid 33°C (92°F) in July and August.

Travel to Gasparilla Island, Florida

The Southwest Florida International Airport is the nearest airport to your vacation home in Gasparilla Island and is 42 miles away at Fort Myers. It has regular daily flights both nationally and internationally.

    Exceptional! 5/5
    (38 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #210299
    38
    Viewed 58 times in the last 48 hours
      Wonderful! 4.8/5
      (43 reviews)
      avg/night
      • 3 BR
      • 3 BA
      • Sleeps 9
      Townhome #501117vb
      43
      Viewed 35 times in the last 48 hours
        • 2 BR
        • 2 BA
        • Sleeps 6
        Condo #969979vb
        4
        Viewed 46 times in the last 48 hours
          Exceptional! 5/5
          (7 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Separate Toilet
          • Sleeps 10
          Condo #880151vb
          7
          Viewed 53 times in the last 48 hours
            Excellent! 4.7/5
            (23 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            Condo #678058vb
            23
            Viewed 69 times in the last 48 hours
              Excellent! 4.6/5
              (7 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 6
              House #784190vb
              7
              Viewed 31 times in the last 48 hours
                Exceptional! 5/5
                (6 reviews)
                avg/night
                • 3 BR
                • 3 BA
                • Sleeps 6
                House #807021vb
                6
                Viewed 28 times in the last 48 hours
                  Exceptional! 5/5
                  (5 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Separate Toilet
                  • Sleeps 4
                  Townhome #926968vb
                  5
                  Viewed 12 times in the last 48 hours
                    Wonderful! 4.9/5
                    (15 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 5
                    Condo #696845vb
                    15
                    Viewed 37 times in the last 48 hours
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      Condo #912440vb
                      3
                      Viewed 9 times in the last 48 hours
                        Wonderful! 4.9/5
                        (25 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        House #252700vb
                        25
                        Viewed 46 times in the last 48 hours
                          avg/night
                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          House #872317vb
                          1
                          Viewed 18 times in the last 48 hours
                            • 4 BR
                            • 2 BA
                            • Sleeps 8
                            House #828739vb
                            Viewed 30 times in the last 48 hours
                              Excellent! 4.4/5
                              (5 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              House #964484vb
                              5
                              Viewed 37 times in the last 48 hours
                                Exceptional! 5/5
                                (81 reviews)
                                avg/night
                                • 4 BR
                                • 2 BA
                                • Sleeps 6
                                House #103237
                                81
                                Viewed 34 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (36 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Condo #43883vb
                                  36
                                  Viewed 15 times in the last 48 hours
                                    • 5 BR
                                    • 3 BA
                                    • Sleeps 9
                                    Cottage #63033
                                    6
                                    Viewed 52 times in the last 48 hours
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Condo #1003127vb
                                      4
                                        Exceptional! 5/5
                                        (16 reviews)
                                        avg/night
                                        • 4 BR
                                        • 4 BA
                                        • Sleeps 8
                                        House #199117vb
                                        16
                                        Viewed 25 times in the last 48 hours
                                          View details for price
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 6
                                          Townhome #961692vb
                                          2
                                          Viewed 12 times in the last 48 hours
                                            Excellent! 4.3/5
                                            (22 reviews)
                                            avg/night
                                            • 1 BR
                                            • 1 BA
                                            • Sleeps 2
                                            Apartment #592980vb
                                            22
                                            Viewed 19 times in the last 48 hours
                                              Exceptional! 5/5
                                              (5 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 6
                                              House #253715
                                              5
                                              Viewed 22 times in the last 48 hours
                                                Excellent! 4.4/5
                                                (9 reviews)
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 6
                                                House #434440vb
                                                9
                                                Viewed 14 times in the last 48 hours
                                                  avg/night
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  Condo #972968vb
                                                  4
                                                  Viewed 71 times in the last 48 hours
                                                    avg/night
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    House #999489vb
                                                    4
                                                    Viewed 101 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (27 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 4
                                                      Cottage #306690vb
                                                      27
                                                      Viewed 30 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (46 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        Condo #289623vb
                                                        46
                                                        Viewed 25 times in the last 48 hours
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Condo #951862vb
                                                          Viewed 12 times in the last 48 hours
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Condo #4480539
                                                            1
                                                            Viewed 124 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (66 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 8
                                                              House #25223vb
                                                              66
                                                              Viewed 29 times in the last 48 hours
                                                                Exceptional! 5/5
                                                                (9 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Condo #786418vb
                                                                9
                                                                Viewed 16 times in the last 48 hours
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #4349831
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 4
                                                                    Villa #4349845
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      House #968801vb
                                                                      Viewed 45 times in the last 48 hours
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        House #4436900
                                                                        1
                                                                        Viewed 12 times in the last 48 hours
                                                                          Exceptional! 5/5
                                                                          (68 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          Condo #337383vb
                                                                          68
                                                                          Viewed 25 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (14 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Townhome #414522vb
                                                                            14
                                                                            Viewed 25 times in the last 48 hours
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Condo #4355928
                                                                              Viewed 8 times in the last 48 hours
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 6
                                                                                Villa #4349861
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 6
                                                                                  Condo #1012368vb
                                                                                  Viewed 8 times in the last 48 hours
                                                                                    • 3 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    Townhome #770633vb
                                                                                    1
                                                                                    Viewed 9 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Condo #361117
                                                                                      8
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 10
                                                                                        House #848414vb
                                                                                        1
                                                                                        Viewed 16 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 7
                                                                                          House #4349854
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 8
                                                                                            House #4349857
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Villa #4349811
                                                                                              Viewed 6 times in the last 48 hours
                                                                                                avg/night
                                                                                                • 5 BR
                                                                                                • 5 BA
                                                                                                • Sleeps 14
                                                                                                House #4349801
                                                                                                Viewed 9 times in the last 48 hours
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 8
                                                                                                  House #4349808
                                                                                                  Viewed 13 times in the last 48 hours
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    Villa #4349813
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 7
                                                                                                      Condo #450912vb
                                                                                                      2
                                                                                                      Viewed 11 times in the last 48 hours

                                                                                                      Gasparilla Island Holiday Homes & Rentals (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Comments from Owner Guestbook

                                                                                                      5 of 5
                                                                                                      We love this island and this house....a blissful week in a very special place. Amy Woodcox
                                                                                                      • Review Submitted: Dec 06, 2007
                                                                                                      • Date of Stay: Dec 2007