Little Gasparilla Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
The Perry Hotel Naples
CA $1,217
per person
Dec 6 - Dec 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (1,099 reviews)
Excelente estadía en The Perry Hotel Naples. El hotel es moderno, hermoso y muy bien cuidado, con un ambiente tranquilo y relajante. La atención del personal fue excelente y disfrutamos mucho las instalaciones y la ubicación. Definitivamente un lugar al que volveríamos y que recomendamos para una escapada en Naples.
Reviewed on Sep 13, 2026
Ready to book your vacation to Little Gasparilla Island?
Little Gasparilla Island Hotel Deals
Dream Beach House, steps to the Beach and beautiful Sunsets
Placida FL
10/10 Exceptional! (3 reviews)
"Una experiencia maravillosa!Nuestra estadía en esta hermosa casa de playa fue simplemente increíble. El lugar es precioso, acogedor, limpio y perfecto para disfrutar y relajarse. La ubicación es espectacular y hace que cada momento sea especial.Pero lo mejor de todo fueron los dueños. Son personas ..."
Reviewed on Sep 14, 2026
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
CA $199
CA $293 total
Oct 1 - Oct 2
includes taxes & fees
The Suites at Fishermen’s Village
1200 W Retta Esplanade Punta Gorda FL
Fully refundableReserve now, pay when you stay
CA $211
CA $237 total
Sep 30 - Oct 1
includes taxes & fees
9.8/10 Exceptional! (1,320 reviews)
"Check-in was a quick. Front desk staff was friendly. Location is perfect. Lots of places to eat or have a drink within walking distance. Loved the balcony. It was stocked with utensils and dishes if you wanted to cook.I loved it had tvs in all the rooms.Staff was very friendly.Parking was great because ..."
Reviewed on Sep 13, 2026
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.
What to do in Little Gasparilla Island
Tropical Tides Scenic Day Cruise - Public
CA $82
per adult
100% of travellers recommend
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 $850, 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.
Explore a world of travel with Expedia
- Secluded and Private House with Pool
- Oceanfront Hotels in Gasparilla Island
- Rotonda West Hotels
- Pet-Friendly Hotels in Gasparilla Island
- Sea Oats 152 2 Bedroom Condo by RedAwning
- Boca Grande Hotels
- Wyndham Hotels in Placida
- New Listing! Charlotte Harbor Area Resort
- Check Dreams Retreat
- Perfect Florida Getaway with Private Lanai and Pool in Gated Community
- Hotel Wedding Venues Hotels in Boca Grande
- Little Gasparilla Island Getaway
- Change of Latitude
- Amazing Cape Haze Location
- Oceanfront Hotels in Boca Grande
- White Marsh Hotels
- Tranquil location Close to Beaches Lake Front
- Spectacular Boca Grande Waterfront Views of Gasparilla Sound; Boca Grande Club
- Mermaid Crossing
- * Relax
- Beach Hotel Hotels in Gasparilla Island
- Cape Haze Hotels
- Gulf Coast Villa On Rotonda West Nature Reserve With A Private Pool And Jeti
- Island Breeze
- Guest Houses in Boca Grande
- 10 miles from 2 beaches in the lovely Rotonda West Florida community.
- 249 Bunker Road
- 15 min. from the beaches
- Resorts in Rotonda West
- * Your Florida getaway starts right here! *
- Secret Escape
- Fort Myers Hotels
- Wake Up on the Beach
- 5 Star Hotels in Gasparilla Island
- Honeymoon Resorts and in Pebble Beach
- All Inclusive Resorts and in Boca Grande
- Flights to Placida
- Flights from Gasparilla Island
- Flights to Gasparilla Island
- Flights from Toronto (YYZ) to Fort Myers (RSW)
- Flights to Fort Myers
- Flights to Rotonda West
- Flights to Punta Gorda
- Flights from Detroit (DTW) to Fort Myers (RSW)
- Flights from Toronto (YYZ) to Punta Gorda Airport (PGD)
- Flights from Southwest Florida Intl.
- Flights from Buffalo (BUF) to Fort Myers (RSW)
- Flights to Boca Grande
- Flights from Toronto (YYZ) to Sarasota (SRQ)
- Bunche Beach
- Caspersen Beach
- Boca Grande Beach
- Visit Gasparilla Island
- Nokomis Beach
- Englewood Beach
- Cape Coral Vacations
- Punta Gorda Vacations
- Visit Don Pedro Island
- Warm Mineral Springs Vacations
- Siesta Key Beach
- Sun Splash Water Park
- Englewood Vacations
- Fort Myers Beach Vacations
- Riverwood Golf and Country Club
- Captiva Vacations
- Burnt Store Marina Vacations
- North Jetty Beach
- Visit Placida
- Sanibel Vacations
- Edison and Ford Winter Estates
- Visit Rotonda West
- Venice Vacations
- Coral Oaks Golf Course
- Harbor Heights Park
- Lake Betty Park
- Bayshore Park Fishing Pier
- Visit Downtown Boca Grande Historic District
- J. N. Ding Darling National Wildlife Refuge
- Venice Beach
- Boca Grande Vacations
- Fort Myers Vacations
- Bobcat Trail Golf and Country Club
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
