Gasparilla Island Holidays

Photo by Vickie Koenig
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Gasparilla Island

Boca Grande Hotel
Boca Grande Hotel
2.5 out of 5
5800 Gasparilla Road, Gasparilla Island, Boca Grande, FL
The price is S$242 per night from 18 Jun to 19 Jun
S$242
18 Jun - 19 Jun
includes taxes & fees
8.6/10 Excellent! (542 reviews)
"I was in town for a family wedding and found the staff was amazing. Prompt, courteous attention was given to all of our family over multiple rooms rented. Will definitely be returning for another stay."

Reviewed on 9 Jun, 2025

Boca Grande Hotel
Sunseeker Resort Charlotte Harbor
Sunseeker Resort Charlotte Harbor
4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is S$312 per night from 3 Jul to 4 Jul
S$312
3 Jul - 4 Jul
includes taxes & fees
9/10 Wonderful! (1,075 reviews)
"I had a wonderful time at sunseeker. Great food, amenities , staff. I will definitely go back."

Reviewed on 16 Jun, 2025

Sunseeker Resort Charlotte Harbor
The Suites at Fishermen’s Village- 2 Bedroom Suites
The Suites at Fishermen’s Village- 2 Bedroom Suites
3 out of 5
1200 W Retta Esplanade, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is S$250 per night from 18 Jun to 19 Jun
S$250
18 Jun - 19 Jun
includes taxes & fees
9.6/10 Exceptional! (917 reviews)
"Our stay was amazing from the time we arrived until it was time to check out. The location was perfect and absolutely beautiful."

Reviewed on 8 Jun, 2025

The Suites at Fishermen’s Village- 2 Bedroom Suites
See all 7,562 properties in Gasparilla Island
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.

Frequently asked questions

How much does a Gasparilla Island holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Gasparilla Island from just . And the more you bundle, the more dollars you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Gasparilla Island?
Booking a Gasparilla Island holiday package with Expedia is such a simple way to save. We have more than 550 air carriers and 1,000,000 hotels worldwide. With such an extensive range to pick from, you'll have no worries creating your ideal adventure.
Where should I stay in Gasparilla Island?
With so much to do in Gasparilla Island, it'd be convenient for you to stay close to its attractions. Gasparilla Island State Park, Boca Grande Beaches and Boca Grande Lighthouse Museum are some interesting ones to put on your must-see list.
What are the top hotels in Gasparilla Island?
Get your escape off to a fantastic start by reserving a room at Sundown 17 2 Bedroom Villa By Redawning. It's one of most sought-after properties in Gasparilla Island. Another leading option is Seagrape Colony 10 3 Bedroom Home By Redawning.
How far in advance should I book my Gasparilla Island holiday?
Reserving your flights early with Expedia means one less thing to worry about. Most carriers display prices up to a year in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, low prices to Gasparilla Island sometimes become available in the weeks leading up to departure.
What does an Expedia Gasparilla Island travel package include?
That's up to you. You can pick from a range of Gasparilla Island bundles, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your dream Gasparilla Island getaway looks like, get set to save!
What should I know before booking a Gasparilla Island travel package?
Find deals that fit your budget with an Expedia package. Flights, hotels, rental cars --- we have everything you need to plan your break. You'll save loads just for combining your bookings. Whether you're embarking on a ski adventure or venturing someplace warm, your perfect getaway is only a few clicks away.
Can I choose my airline with a Gasparilla Island Expedia holiday package?
Yes, and with more than 550 airlines to choose from around the world, you have loads of choice. Have a look through the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Gasparilla Island holiday package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Gasparilla Island holiday package at no cost if you booked in the last 24 hours. However, you may be charged a fee by your airline, hotel or car rental company for older bookings. If your circumstances suddenly change, have a look at our Customer Service Portal for further information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.