Title: Kid friendly Vacations in Little Gasparilla Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/146453/85f773f7-8432-4bfe-9807-94101b761832.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Little Gasparilla Island Kid friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Tom Hunt - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Kid friendly hotel deals in Little Gasparilla Island Price found within the past 48 hours. Click for updated prices. ![Landing Apartments Fort Myers near Olympia Pointe](https://images.trvl-media.com/lodging/119000000/118250000/118241800/118241745/2104d438_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments Fort Myers near Olympia Pointe CA $1,112 per person Mar 13 - Mar 20 found 7 hours ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 10/10 Exceptional! (2 reviews) This property is beautiful! We were thoroughly impressed with how nice our room was and how amazing the facilities were. The pool is incredible and made our stay that much better! We would definitely come back again and recommend to others. Reviewed on Oct 7, 2025 ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples CA $1,824 per person Apr 10 - Apr 17 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) The whole place is very noise. The lobby because of it's design, concrete and steel. The pool and balconies because of the highway 41\. The roof top bar is so noisy people yell at each other to have a conversation. Reviewed on Jan 29, 2026 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,610 per person Mar 26 - Mar 31 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 ![Bellasera Resort](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bellasera Resort Old Naples CA $1,679 per person Apr 23 - Apr 28 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 9.6/10 Exceptional! (2,225 reviews) We really enjoyed our stay and will be back again next year. High level of service, room was a good size for our family, I liked the location Reviewed on Jan 10, 2026 ![Compass Hotel by Margaritaville Anna Maria Sound](https://images.trvl-media.com/lodging/42000000/41970000/41961400/41961327/8b0dc5d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Compass Hotel by Margaritaville Anna Maria Sound CA $1,814 per person Apr 4 - Apr 11 found 1 day ago Roundtrip flight included Ottawa (YOW) to Sarasota (SRQ) 9.4/10 Exceptional! (1,843 reviews) Very clean and customer oriented. Breakfast was delicious. Reviewed on Jan 30, 2026 Don't see what you're looking for? See all available trips from Columbus to Little Gasparilla Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Kid friendly holidays in Little Gasparilla Island Price found within the past 48 hours. Click for updated prices. ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $1,928 per person Apr 12 - Apr 18 found 17 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of. Reviewed on Jan 30, 2026 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $4,226 per person Apr 23 - Apr 28 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 6/10 (2 reviews) ![The St. Regis Longboat Key Resort](https://images.trvl-media.com/lodging/1000000/10000/5500/5487/1e787841_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The St. Regis Longboat Key Resort CA $12,243 per person Mar 16 - Mar 21 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Sarasota (SRQ) 9.8/10 Exceptional! (56 reviews) Best of the best ! it was incredible! i want to go back again🙌♥️ Reviewed on Jan 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Little Gasparilla Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Kid friendly holidays in Little Gasparilla Island Price found within the past 48 hours. Click for updated prices. ![Legacy Hotel at IMG Academy](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Legacy Hotel at IMG Academy CA $1,053 per person Mar 6 - Mar 9 found 1 day ago Roundtrip flight included Detroit (DTW) to Sarasota (SRQ) 9/10 Wonderful! (913 reviews) Very convenient to athletic fields Reviewed on Jan 12, 2026 ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $1,823 per person Mar 27 - Mar 30 found 1 day ago Roundtrip flight included Ottawa (YOW) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) The 2 room condo was huge& had everything you could ask for. The surroundings were beautiful. Reviewed on Jan 30, 2026 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,220 per person Apr 3 - Apr 6 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Little Gasparilla Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Kid friendly holidays in Little Gasparilla Island Price found within the past 48 hours. Click for updated prices. ![Matanzas Inn Bayside Resort and Marina](https://images.trvl-media.com/lodging/3000000/2670000/2665100/2665085/fc463bf9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Matanzas Inn Bayside Resort and Marina CA $799 per person Apr 25 - Apr 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (1,001 reviews) room was very clean and updated. Pennie at the office was so nice to work with. Great stay great location and amazing restaurant right on the intercoastal. Reviewed on Jan 26, 2026 ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $1,743 per person Mar 23 - Mar 27 found 17 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) The 2 room condo was huge& had everything you could ask for. The surroundings were beautiful. Reviewed on Jan 30, 2026 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,235 per person Mar 5 - Mar 9 found 22 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Little Gasparilla Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect family-friendly vacation in Little Gasparilla Island with Expedia #### What are some benefits of booking a family-friendly vacation? Whether it's luxurious or cheap, family vacations in Little Gasparilla Island are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships. #### How can I find the best family-friendly vacations? Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Little Gasparilla Island. #### Are there cheap family vacations to Little Gasparilla Island? Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard. #### When should I book family-friendly vacation packages? The right time to book family-friendly vacation packages in Little Gasparilla Island depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example. #### Can I book an all-inclusive family vacation in Little Gasparilla Island? Yes, you'll find plenty of all-inclusive family vacation packages for Little Gasparilla Island. To see what's available, just select the all-inclusive filter on your search. #### How can I book the best family activity vacation? If you're looking to make the most out of the available activities in Little Gasparilla Island, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Little Gasparilla Island or something a bit more relaxed. #### Can I find luxury family vacations in Little Gasparilla Island? If you're looking for a luxury family vacation to Little Gasparilla Island, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line. #### How can I search for family vacation deals? Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Little Gasparilla Island. #### Can I book a family vacation package that is fully refundable? If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Little Gasparilla Island are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking. #### Why should I book my family trip with Expedia? When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Kid friendly Vacation Destinations > - 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[Family vacations in Panama ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/142/Panama) ## More Vacations Ideas [Flights to Little Gasparilla Island ](https://expedia.ca/Cheap-Flights-To-Little-Gasparilla-Island.d553248635976193817.Travel-Guide-Flights)[ Little Gasparilla Island Hotels ](https://expedia.ca/Little-Gasparilla-Island-Hotels.d553248635976193817.Travel-Guide-Hotels)[ Little Gasparilla Island Vacation Rentals ](https://expedia.ca/Little-Gasparilla-Island-Vacation-Rentals.d553248635976193817.Travel-Guide-VacationRentals)[ Little Gasparilla Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Little-Gasparilla-Island.d553248635976193817.Car-Rental-Guide)[ Little Gasparilla Island Vacations ](https://expedia.ca/Little-Gasparilla-Island.d553248635976193817.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app