Little Gasparilla Island Vacations from $806
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The Latest Little Gasparilla Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Resort Harbour Properties
Punta Rassa
$1,007
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (372 reviews)
The property was clean and absolutely gorgeous. The pictures honestly didn't do it justice. The hospitality was great! The communication was top notch, but they weren't too much at all. Great privacy! Beach was steps away from the elevator. The location was wonderful! It was secluded but everything we needed was very close by. Sanibel Island was a 10 minute drive at most! We are only going to stay at this property in the future.
Reviewed on Aug 11, 2026
Mariners Boathouse by Coolvacay
South Island
$820
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (13 reviews)
Pleasant stay. Staff friendly and attentive. Very relaxing stay. The view of the beach is a plus.
Reviewed on Aug 5, 2026
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See all available trips from Columbus to Little Gasparilla Island
View all tripsWhat to do in Little Gasparilla Island
Tropical Tides Scenic Day Cruise - Public
$59
per adult
100% of travellers recommend
Little Gasparilla Island Hotel Deals
Dream Beach House, steps to the Beach and beautiful Sunsets
Placida FL
10/10 Exceptional! (1 review)
"Our stay on Little Gasparilla Island was truly unforgettable! From the beautiful, peaceful surroundings to the relaxing island atmosphere, it was exactly the escape we needed. There’s something so special about this little piece of paradise, and we loved every moment we spent there.What made our ..."
Reviewed on Aug 31, 2026
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
$208 nightly
$233 total
Oct 1 - Oct 2
Total with taxes and fees
9.2/10 Wonderful! (3,319 reviews)
"Great experience"
Reviewed on Sep 3, 2026
The Suites at Fishermen’s Village- 2 Bedroom Suites
1200 W Retta Esplanade Punta Gorda FL
Fully refundableReserve now, pay when you stay
$169 nightly
$189 total
Sep 7 - Sep 8
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best Little Gasparilla Island Vacation Packages
Little Gasparilla Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Southwest Florida Intl. Airport (RSW) |
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- Cedar Point Environmental Park
- Visit Placida
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- Oyster Creek Golf Club
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- Boca Grande Historical Society and Museum
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- Visit Siesta Key Village
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- Visit Bokeelia
- Uncle Henrys Marina
- Gasparilla Marina
- Visit Saint James City
- St Andrews Episcopal Church
- Placida Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.