Gasparilla Island Holidays

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Gasparilla Island Holiday

Our pick of the best Gasparilla Island Hotel Deals

Boca Grande Hotel

Boca Grande Hotel

2.5 out of 5
5800 Gasparilla Road Boca Grande FL
Fully refundableReserve now, pay when you stay
The price is NZ$308 per night from 3 Nov to 4 Nov
NZ$308
3 Nov - 4 Nov
includes taxes & fees
Boca Grande Hotel
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is NZ$433 per night from 13 Nov to 14 Nov
NZ$433
13 Nov - 14 Nov
includes taxes & fees
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
The price is NZ$619 per night from 2 Dec to 3 Dec
NZ$619
2 Dec - 3 Dec
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"We had a beach view and it was lovely. We would sit outside for our morning coffee and the view was lovely. I think I was most impressed with the front desk. I regret forgetting his name but he was so informative with every question we had. It was such a wonderful time and looking forward to our ..."

Reviewed on 29 Oct 2026

Tween Waters Island Resort & Spa
See all 8,639 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.

Stay near popular Gasparilla Island attractions

An aerial view of a coastal resort with a beach, water bodies, and a golf course.

Gasparilla Island State Park

9.4/10 (93 reviews)
Wander Gasparilla Island State Park's pristine shores and historic 1890 lighthouse. Spot dolphins from the beach or explore the lighthouse museum during winter's prime shelling season.
See properties

What to do in Gasparilla Island

Bokeelia: Cabbage Key Nature Cruise

Bokeelia: Cabbage Key Nature Cruise

NZ$152
per adult
Bokeelia: Cabbage Key Nature Cruise
See all activities in Gasparilla Island

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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.