Gasparilla Island Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Vickie Koenig

  • Plan, book, travel with confidence

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    Better together

    Save up to ￥45,448 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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Find the Best Gasparilla Island Vacation Packages

Gasparilla Island Hotel Deals

Boca Grande Hotel

Boca Grande Hotel

2.5 out of 5
5800 Gasparilla Road, Gasparilla Island, Boca Grande, FL
Fully refundableReserve now, pay when you stay
The price is ￥16,568 per night from Sep 1 to Sep 2
￥16,568
￥18,558 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (562 reviews)
"Quiet and a beautiful destination"

Reviewed on Aug 24, 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 ￥23,563 per night from Sep 1 to Sep 2
￥23,563
￥32,831 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,405 reviews)
"Beautiful and clean. It was a one night stay, and I thought there were too many add on fees for a quick overnight stay."

Reviewed on Aug 26, 2025

Sunseeker Resort Charlotte Harbor
Wyvern Hotel, Ascend Hotel Collection

Wyvern Hotel, Ascend Hotel Collection

4 out of 5
101 E Retta Esplanade, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is ￥17,400 per night from Sep 21 to Sep 22
￥17,400
￥19,489 total
Sep 21 - Sep 22
includes taxes & fees
Wyvern Hotel, Ascend Hotel Collection
See all 7,740 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 vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Gasparilla Island from just . And the more you bundle, the more dollars you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to Gasparilla Island?
Booking a Gasparilla Island vacation 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 vacation?
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 vacation 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 vacation package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Gasparilla Island vacation 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.