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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.

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  • 1 - 50 of 300+
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    avg/night
    • 2 BR
    • 2 BA
    • Separate Toilet
    • Sleeps 4
    Townhome #926968vb
    Viewed 41 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
        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
          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
            • 2 BR
            • 2 BA
            • Sleeps 6
            House #784190vb
            2
            Viewed 5 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
                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
                  (35 reviews)
                  avg/night
                  • 4 BR
                  • 3 BA
                  • Sleeps 10
                  House #421579vb
                  35
                  Viewed 5 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
                      • 3 BR
                      • 2 BA
                      • Sleeps 6
                      House #253715
                      2
                      Viewed 7 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
                          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
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 10
                            Condo #880151vb
                            1
                            Viewed 34 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
                                • 5 BR
                                • 3 BA
                                • Sleeps 9
                                Cottage #63033
                                2
                                Viewed 22 times in the last 48 hours
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  Condo #786418vb
                                  8
                                    • 2 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 6
                                    Villa #4349861
                                      avg/night
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      House #872317vb
                                      Viewed 16 times in the last 48 hours
                                        • 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
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            Townhome #961692vb
                                            Viewed 15 times in the last 48 hours
                                              • 5 BR
                                              • 4 BA
                                              • Separate Toilet
                                              • Sleeps 10
                                              House #949742vb
                                                • 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
                                                    • 3 BA
                                                    • Sleeps 6
                                                    Villa #898935vb
                                                      • 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
                                                            Exceptional! 5.0/5
                                                            (26 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Condo #647631vb
                                                            26
                                                            Viewed 14 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (11 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Condo #741596vb
                                                              11
                                                              Viewed 6 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (26 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Separate Toilet
                                                                • Sleeps 6
                                                                House #437018vb
                                                                26
                                                                Viewed 38 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (51 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 1 BA
                                                                  • Sleeps 7
                                                                  House #407150vb
                                                                  51
                                                                  Viewed 53 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (21 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 8
                                                                    Cottage #423777vb
                                                                    21
                                                                    Viewed 20 times in the last 48 hours
                                                                      Excellent! 4.7/5
                                                                      (45 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 7
                                                                      Cottage #420442vb
                                                                      45
                                                                      Viewed 16 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (12 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Cottage #67924vb
                                                                        12
                                                                        Viewed 10 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (45 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 2 BA
                                                                          • Separate Toilets
                                                                          • Sleeps 10
                                                                          House #499853vb
                                                                          45
                                                                          Viewed 43 times in the last 48 hours
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            House #901906vb
                                                                            Viewed 11 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (52 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Condo #437780vb
                                                                              52
                                                                              Viewed 10 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 3 BA
                                                                                • Sleeps 6
                                                                                Cottage #897846vb
                                                                                Viewed 41 times in the last 48 hours
                                                                                  Excellent! 4.5/5
                                                                                  (29 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  House #169253vb
                                                                                  29
                                                                                  Viewed 190 times in the last 48 hours
                                                                                    Very Good! 4.2/5
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #622460vb
                                                                                    5
                                                                                    Viewed 14 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
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 6
                                                                                        Villa #6859589
                                                                                        Viewed 40 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (38 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #292209vb
                                                                                          38
                                                                                          Viewed 51 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Condo #754888vb
                                                                                            3
                                                                                            Viewed 20 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (13 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Cottage #302786
                                                                                              13
                                                                                              Viewed 18 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 4
                                                                                                House #586113vb
                                                                                                16
                                                                                                  Wonderful! 4.8/5
                                                                                                  (6 reviews)
                                                                                                  avg/night
                                                                                                  • 3 BR
                                                                                                  • 1 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 7
                                                                                                  Cottage #783602vb
                                                                                                  6
                                                                                                  Viewed 26 times in the last 48 hours
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    Cottage #850569vb
                                                                                                    4
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Condo #841980vb
                                                                                                      1
                                                                                                      Viewed 7 times in the last 48 hours
                                                                                                      • 1 - 50 of 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: 06-Dec-2007
                                                                                                      • Date of Stay: Dec 2007