Little Gasparilla Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Little Gasparilla Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
Price was CA $995, price is now CA $599 per person
CA $599
per person
Jan 25 - Feb 1
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
7.6/10 Good! (495 reviews)
The shower should Much better

Reviewed on Nov 2, 2026

Hawthorn Extended Stay by Wyndham Naples

Hawthorn Extended Stay by Wyndham Naples

3 out of 5
Price was CA $1,507, price is now CA $940 per person
CA $940
per person
Jan 23 - Jan 30
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $1,871, price is now CA $1,243 per person
CA $1,243
per person
Dec 5 - Dec 12
found 15 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Beautiful resort. The fitness center was well equipped and clean. The pools were wonderful. Dolphins were observed feeding just off the dock. The walking paths are nice. Even off season there were plenty of staff in restaurant and at the pool cafe. Great view off the balcony of our room. Be prepared for extra fees for resort and parking. If you rent a car bring your EZpass . A lot of tolls in FL including the Leeway to Sanibel. Princess cruise was not operating so we went to Naples and took a sunset cruise dinner cruise!

Reviewed on Oct 30, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $2,220, price is now CA $1,477 per person
CA $1,477
per person
Dec 8 - Dec 15
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,003 reviews)
This is a great property,

Reviewed on Nov 2, 2026

Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village

3 out of 5
Price was CA $2,068, price is now CA $1,422 per person
CA $1,422
per person
Jan 25 - Feb 1
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.8/10 Exceptional! (31 reviews)
Amazing , safe and beautiful place to stay . I was there for over 3 weeks and it’s local to many great locations , quiet and safe and over all highly recommend.

Reviewed on Oct 30, 2026

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Little Gasparilla Island Hotel Deals

Dream Beach House, steps to the Beach and beautiful Sunsets

Dream Beach House, steps to the Beach and beautiful Sunsets

Placida FL
10/10 Exceptional! (5 reviews)
"My short vacation on this island was wonderful."

Reviewed on Oct 4, 2026

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Dream Beach House, steps to the Beach and beautiful Sunsets
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 CA $235 per night from Nov 13 to Nov 14
CA $235
CA $334 total
Nov 13 - Nov 14
includes taxes & fees
9.2/10 Wonderful! (3,529 reviews)
"Excelente"

Reviewed on Nov 2, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
The Suites at Fishermen’s Village

The Suites at Fishermen’s Village

3 out of 5
1200 W Retta Esplanade Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is CA $291 per night from Nov 4 to Nov 5
CA $291
CA $326 total
Nov 4 - Nov 5
includes taxes & fees
The Suites at Fishermen’s Village
See all 6,358 properties in Little 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.
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Frequently asked questions

How much does a Little Gasparilla Island vacation package cost?
Our Little Gasparilla Island vacation packages, which start from as low as CA $599, are an awesome way to save big bucks. Select your preferred hotels, flights and rental car to create your perfect getaway.
How do I get a cheap travel package to Little Gasparilla Island?
Booking a flight and hotel together with Expedia won't just save precious time — it'll save you a few dollars too. A Little Gasparilla Island vacation package makes it simple to put together your perfect trip. With more than 550 airlines worldwide to pick from, finding flights that suit your busy schedule won't be a problem. In addition to that, we have over 1,000,000 hotel options globally to select from. Now that's choice! Whatever your budget, Expedia brings the world within your reach.
How far in advance should I book my Little Gasparilla Island vacation?
It depends on the air carrier, but it's usually possible to look up international fares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers will sometimes score a cheaper seat just weeks prior to their intended journey.
What does an Expedia Little Gasparilla Island travel package include?
You can choose from any combination of flights, rental cars and hotels. Once you've made your booking, you can also add on experiences and activities. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to putting together your perfect Little Gasparilla Island trip.
What should I know before booking a Little Gasparilla Island travel package?
You'll enjoy great savings when you bundle your flights, hotels and rental cars into a travel package. Not only that, booking everything in one spot will make your trip planning easier. So why waste your money or time? Whether you're organizing a ritzy city getaway or a budget solo adventure, take a look at our vacation packages today.
Can I choose my airline with a Little Gasparilla Island Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners all over the world, so you have loads of choice when planning your Little Gasparilla Island escape.
If I'm not able to travel, can I cancel my Little Gasparilla Island vacation package?
You can. We totally understand that even the best-laid plans can go awry, so we're here to help if you need to make changes to your Little Gasparilla Island vacation package. It may be possible to cancel or change your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

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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.