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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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Viewed 547 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 600 sq. ft.
Wonderful! 4.8/5
(6 reviews)
avg/night
Bungalow #4201335
6
Viewed 57 times in the last 48 hours
Premier Partner
  • 3 BR
  • 3 BA
  • Separate Toilet
  • 1865 sq. ft.
Exceptional! 5/5
(12 reviews)
avg/night
Condo #880151vb
12
Viewed 65 times in the last 48 hours
  • 2 BR
  • 2 BA
Exceptional! 5/5
(29 reviews)
avg/night
Cottage #306690vb
29
Viewed 102 times in the last 48 hours
Premier Partner
  • 2 BR
  • 2 BA
  • 1200 sq. ft.
Wonderful! 4.9/5
(18 reviews)
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Condo #696845vb
18
Viewed 51 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1500 sq. ft.
Exceptional! 5/5
(9 reviews)
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House #507588vb
9
Viewed 46 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 3000 sq. ft.
Exceptional! 5/5
(9 reviews)
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House #4662294
9
Viewed 174 times in the last 48 hours
  • 2 BR
  • 2 BA
Exceptional! 5/5
(5 reviews)
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Condo #4480539
5
Viewed 20 times in the last 48 hours
  • 4 BR
  • 3 BA
avg/night
House #4436900
1
Viewed 68 times in the last 48 hours
  • 3 BR
  • 2 BA
Excellent! 4.5/5
(8 reviews)
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House #964484vb
8
Viewed 62 times in the last 48 hours
  • 1 BR
  • 1 BA
Exceptional! 5/5
(73 reviews)
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Condo #337383vb
73
Viewed 17 times in the last 48 hours
  • 2 BR
  • 2 BA
  • Separate Toilet
Exceptional! 5/5
(6 reviews)
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Townhome #926968vb
6
Viewed 50 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 850 sq. ft.
Excellent! 4.7/5
(28 reviews)
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Condo #678058vb
28
Viewed 44 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1450 sq. ft.
Excellent! 4.7/5
(15 reviews)
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Condo #442521vb
15
Viewed 36 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1600 sq. ft.
Excellent! 4.6/5
(8 reviews)
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House #784190vb
8
Viewed 46 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1250 sq. ft.
Wonderful! 4.8/5
(6 reviews)
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Condo #969979vb
6
Viewed 26 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1400 sq. ft.
Exceptional! 5/5
(50 reviews)
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Condo #289623vb
50
Viewed 44 times in the last 48 hours
  • 5 BR
  • 5 BA
avg/night
House #4349801
Viewed 35 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 1910 sq. ft.
Wonderful! 4.8/5
(49 reviews)
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Townhome #501117vb
49
Viewed 28 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 2500 sq. ft.
avg/night
House #587323vb
3
  • 2 BR
  • 2 BA
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Condo #4355921
Viewed 60 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2000 sq. ft.
Exceptional! 5/5
(5 reviews)
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House #911393vb
5
Viewed 25 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 2000 sq. ft.
avg/night
House #828739vb
1
Viewed 27 times in the last 48 hours
  • 2 BR
  • 2 BA
  • Separate Toilet
  • 1300 sq. ft.
avg/night
Townhome #672097vb
1
Viewed 69 times in the last 48 hours
  • 4 BR
  • 3 BA
Excellent! 4.4/5
(7 reviews)
avg/night
House #220917
7
Viewed 6 times in the last 48 hours
  • 2 BR
  • 2 BA
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Condo #4355928
Viewed 25 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 1500 sq. ft.
Exceptional! 5/5
(83 reviews)
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House #103237
83
Viewed 10 times in the last 48 hours
  • 3 BR
  • 3 BA
Excellent! 4.4/5
(9 reviews)
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House #434440vb
9
Viewed 30 times in the last 48 hours
  • 2 BR
  • 2 BA
Wonderful! 4.8/5
(6 reviews)
avg/night
Condo #610306vb
6
Viewed 19 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
Villa #4349811
Viewed 12 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 2500 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
House #807021vb
8
Viewed 6 times in the last 48 hours
  • 3 BR
  • 3 BA
avg/night
House #4355931
Viewed 6 times in the last 48 hours
  • 4 BR
  • 3 BA
avg/night
House #4349808
1
Viewed 12 times in the last 48 hours
  • 3 BR
  • 3 BA
avg/night
Villa #4349825
1
Viewed 5 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Separate Toilet
  • 4500 sq. ft.
avg/night
House #921024vb
Viewed 77 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1540 sq. ft.
avg/night
House #4817856
Viewed 16 times in the last 48 hours
  • 2 BR
  • 2 BA
avg/night
Condo #912440vb
3
Viewed 26 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1600 sq. ft.
Exceptional! 5/5
(8 reviews)
avg/night
House #253715
8
Viewed 29 times in the last 48 hours
  • 6 BR
  • 4 BA
  • Separate Toilet
  • 3907 sq. ft.
avg/night
House #673621vb
Viewed 59 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1250 sq. ft.
avg/night
Condo #788365vb
3
  • 2 BR
  • 2 BA
avg/night
Condo #4355911
Viewed 5 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
Villa #4349816
Viewed 8 times in the last 48 hours
  • 2 BR
  • 2 BA
Wonderful! 4.8/5
(8 reviews)
avg/night
Condo #361117
8
  • 2 BR
  • 2 BA
avg/night
Condo #4355926
  • 2 BR
  • 2 BA
avg/night
Condo #4355924
Viewed 21 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1750 sq. ft.
avg/night
Condo #3166534
2
Viewed 39 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 2500 sq. ft.
avg/night
House #4801808
1
Viewed 9 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
avg/night
House #4349802
  • 3 BR
  • 3 BA
avg/night
Villa #4349841
  • 3 BR
  • 3 BA
avg/night
Cabin #4349839
Viewed 6 times in the last 48 hours
  • 3 BR
  • 3 BA
avg/night
Villa #4349848

Gasparilla Island Holiday Homes & Villas (300+)