HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

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.

Wonderful! 4.8/5
(41 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 9
Townhome #501117vb
41
Viewed 46 times in the last 48 hours
Exceptional! 5/5
(35 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #210299
35
Viewed 31 times in the last 48 hours
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #969979vb
4
Viewed 61 times in the last 48 hours
Excellent! 4.6/5
(22 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Condo #678058vb
22
Viewed 64 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 46 times in the last 48 hours
Exceptional! 5/5
(5 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 6
House #807021vb
5
Viewed 31 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 6 times in the last 48 hours
Excellent! 4.5/5
(6 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
House #784190vb
6
Viewed 23 times in the last 48 hours
Wonderful! 4.9/5
(15 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Condo #696845vb
15
Viewed 79 times in the last 48 hours
Wonderful! 4.9/5
(25 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #252700vb
25
Viewed 52 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #912440vb
3
Viewed 24 times in the last 48 hours
Exceptional! 5/5
(16 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 8
House #199117vb
16
Viewed 31 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
House #872317vb
Viewed 17 times in the last 48 hours
Wonderful! 4.9/5
(35 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #43883vb
35
Viewed 14 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
House #964484vb
4
Viewed 22 times in the last 48 hours
Exceptional! 5/5
(81 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 6
House #103237
81
Viewed 31 times in the last 48 hours
  • 5 BR
  • 3 BA
  • Sleeps 9
Cottage #63033
6
Viewed 61 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #1003127vb
4
Viewed 14 times in the last 48 hours
View details for price
  • 3 BR
  • 3 BA
  • Sleeps 6
Townhome #961692vb
2
Viewed 9 times in the last 48 hours
Excellent! 4.4/5
(9 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 6
House #434440vb
9
Viewed 22 times in the last 48 hours
Very Good! 4.2/5
(21 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Apartment #592980vb
21
Viewed 34 times in the last 48 hours
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 8
House #999489vb
4
Viewed 77 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Sleeps 8
House #828739vb
Viewed 21 times in the last 48 hours
Exceptional! 5/5
(5 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #253715
5
Viewed 11 times in the last 48 hours
Exceptional! 5/5
(45 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Condo #289623vb
45
Viewed 17 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #951862vb
Viewed 14 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 4
Townhome #672097vb
1
Viewed 34 times in the last 48 hours
Exceptional! 5/5
(9 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Condo #786418vb
9
Viewed 18 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #4349831
Viewed 5 times in the last 48 hours
  • 2 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 4
Villa #4349845
  • 1 BR
  • 1 BA
  • Sleeps 4
House #968801vb
Viewed 97 times in the last 48 hours
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #4480539
Viewed 68 times in the last 48 hours
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 8
House #4436900
1
Viewed 6 times in the last 48 hours
Exceptional! 5/5
(68 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Condo #337383vb
68
Viewed 20 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #4355928
Viewed 5 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 17 times in the last 48 hours
avg/night
  • 5 BR
  • 4 BA
  • Separate Toilet
  • Sleeps 10
House #949742vb
Viewed 57 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Sleeps 10
House #848414vb
1
Viewed 21 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 7
House #4349854
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #361117
8
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 8
House #4349857
Viewed 9 times in the last 48 hours
avg/night
  • 5 BR
  • 5 BA
  • Sleeps 14
House #4349801
Viewed 7 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 6
Villa #4349811
avg/night
  • 4 BR
  • 3 BA
  • Separate Toilet
  • Sleeps 8
House #4349808
Viewed 8 times in the last 48 hours
Exceptional! 5/5
(27 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Cottage #306690vb
27
Viewed 17 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 6
Villa #4349813
  • 2 BR
  • 2 BA
  • Sleeps 6
Condo #4355917
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 8
House #858097vb
Viewed 23 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 7
Condo #450912vb
2
  • 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: Dec 06, 2007
  • Date of Stay: Dec 2007