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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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    Exceptional! 5/5
    (28 reviews)
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 6
    House #210299
    28
    Viewed 131 times in the last 48 hours
      Wonderful! 4.8/5
      (38 reviews)
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      • 3 BR
      • 3 BA
      • Sleeps 9
      Townhome #501117vb
      38
      Viewed 84 times in the last 48 hours
        Wonderful! 4.9/5
        (11 reviews)
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        • 2 BR
        • 2 BA
        • Sleeps 5
        Condo #696845vb
        11
        Viewed 102 times in the last 48 hours
          Good! 3.8/5
          (4 reviews)
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          • 5 BR
          • 3 BA
          • Sleeps 9
          Cottage #63033
          4
          Viewed 79 times in the last 48 hours
            • 2 BR
            • 2 BA
            • Sleeps 6
            Condo #969979vb
            2
            Viewed 94 times in the last 48 hours
              Excellent! 4.6/5
              (18 reviews)
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              • 2 BR
              • 2 BA
              • Sleeps 4
              Condo #678058vb
              18
              Viewed 50 times in the last 48 hours
                Excellent! 4.4/5
                (5 reviews)
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                • 2 BR
                • 2 BA
                • Sleeps 6
                House #784190vb
                5
                Viewed 45 times in the last 48 hours
                  Exceptional! 5/5
                  (4 reviews)
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                  • 2 BR
                  • 2 BA
                  • Separate Toilet
                  • Sleeps 4
                  Townhome #926968vb
                  4
                  Viewed 32 times in the last 48 hours
                    • 3 BR
                    • 3 BA
                    • Separate Toilet
                    • Sleeps 10
                    Condo #880151vb
                    2
                    Viewed 51 times in the last 48 hours
                      Exceptional! 5/5
                      (35 reviews)
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                      • 4 BR
                      • 3 BA
                      • Sleeps 8
                      House #421579vb
                      35
                      Viewed 21 times in the last 48 hours
                        Exceptional! 5/5
                        (15 reviews)
                        avg/night
                        • 4 BR
                        • 4 BA
                        • Sleeps 8
                        House #199117vb
                        15
                        Viewed 46 times in the last 48 hours
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
                          House #807021vb
                          2
                          Viewed 37 times in the last 48 hours
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                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Condo #1003127vb
                            2
                            Viewed 8 times in the last 48 hours
                              Wonderful! 4.9/5
                              (32 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #43883vb
                              32
                              Viewed 20 times in the last 48 hours
                                Exceptional! 5/5
                                (77 reviews)
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                                • 4 BR
                                • 2 BA
                                • Sleeps 6
                                House #103237
                                77
                                Viewed 37 times in the last 48 hours
                                  Excellent! 4.3/5
                                  (18 reviews)
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                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  Apartment #592980vb
                                  18
                                  Viewed 36 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (24 reviews)
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                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                    House #252700vb
                                    24
                                    Viewed 63 times in the last 48 hours
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                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Condo #912440vb
                                      1
                                      Viewed 45 times in the last 48 hours
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 6
                                        Townhome #961692vb
                                        Viewed 36 times in the last 48 hours
                                          • 4 BR
                                          • 2 BA
                                          • Sleeps 8
                                          House #828739vb
                                          Viewed 56 times in the last 48 hours
                                            Excellent! 4.3/5
                                            (6 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            House #434440vb
                                            6
                                            Viewed 16 times in the last 48 hours
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                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #964484vb
                                              1
                                              Viewed 49 times in the last 48 hours
                                                Exceptional! 5/5
                                                (4 reviews)
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                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                House #253715
                                                4
                                                Viewed 24 times in the last 48 hours
                                                  Exceptional! 5/5
                                                  (8 reviews)
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                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  Condo #786418vb
                                                  8
                                                  Viewed 47 times in the last 48 hours
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                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    House #872317vb
                                                    Viewed 28 times in the last 48 hours
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                                                      • 2 BR
                                                      • 2 BA
                                                      • Separate Toilet
                                                      • Sleeps 4
                                                      Villa #4349845
                                                      Viewed 9 times in the last 48 hours
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                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #4349831
                                                        Viewed 12 times in the last 48 hours
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                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Villa #4349819
                                                          Viewed 11 times in the last 48 hours
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                                                            • 4 BR
                                                            • 2 BA
                                                            • Sleeps 8
                                                            House #999489vb
                                                            2
                                                            Viewed 60 times in the last 48 hours
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                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Condo #951862vb
                                                              Viewed 21 times in the last 48 hours
                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                House #968801vb
                                                                Viewed 28 times in the last 48 hours
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                                                                  • 4 BR
                                                                  • 3 BA
                                                                  • Sleeps 6
                                                                  Boat #4467802
                                                                  Viewed 37 times in the last 48 hours
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                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Sleeps 8
                                                                    House #4436900
                                                                    Viewed 15 times in the last 48 hours
                                                                      • 3 BR
                                                                      • 3 BA
                                                                      • Sleeps 6
                                                                      Condo #1012368vb
                                                                      Viewed 13 times in the last 48 hours
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 6
                                                                        Villa #4349861
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 4 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 10
                                                                          House #949742vb
                                                                          Viewed 37 times in the last 48 hours
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                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 7
                                                                            House #4349854
                                                                            Viewed 25 times in the last 48 hours
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                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Condo #4355917
                                                                              Viewed 7 times in the last 48 hours
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                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 8
                                                                                House #4349808
                                                                                Viewed 7 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 5 BR
                                                                                  • 5 BA
                                                                                  • Sleeps 14
                                                                                  House #4349801
                                                                                  Viewed 16 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (8 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    Condo #361117
                                                                                    8
                                                                                    Viewed 6 times in the last 48 hours
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                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 7
                                                                                      Condo #450912vb
                                                                                      2
                                                                                      Viewed 7 times in the last 48 hours
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 8
                                                                                        House #4349857
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 4
                                                                                          Condo #3480522
                                                                                          1
                                                                                          Viewed 27 times in the last 48 hours
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                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            House #3662241
                                                                                            Viewed 25 times in the last 48 hours
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                                                                                              • 2 BR
                                                                                              • 3 BA
                                                                                              • Sleeps 6
                                                                                              House #3833534
                                                                                              Viewed 22 times in the last 48 hours
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                Condo #789305vb
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 10
                                                                                                  House #3480470
                                                                                                  Viewed 14 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 3 BA
                                                                                                    • Sleeps 8
                                                                                                    House #4349865
                                                                                                    Viewed 7 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Condo #4349818
                                                                                                      Viewed 11 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      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: 06-Dec-2007
                                                                                                      • Date of Stay: Dec 2007