Title: Mountain 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 Mountain 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 Mountain hotel deals in Little Gasparilla Island Price found within the past 48 hours. Click for updated prices. ![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 $1,351 per person Jan 29 - Feb 3 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) Food quality was excellent, staff was very polite, professional, and accommodating especially Reuben at the front desk, the hotel is under a year old so very current with technology, and lastly it's a beautiful hotel! Reviewed on Dec 15, 2025 ![Innovation Hotel](https://images.trvl-media.com/lodging/83000000/82990000/82988300/82988281/61b55ef1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Innovation Hotel CA $1,925 per person Feb 3 - Feb 10 found 22 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.8/10 Exceptional! (527 reviews) We had a great time! Modern design, great service and friendly. Reviewed on Dec 14, 2025 ![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 $2,196 per person Feb 3 - Feb 10 found 22 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) The place was fabulous!!! Everyone was fabulous! Only issue was that the adult pool was not just adults. Parents would leave their kids in it and they would yell and splash. Reviewed on Dec 18, 2025 ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Tampa Riverwalk Downtown Tampa CA $1,585 per person Feb 8 - Feb 14 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Sarasota (SRQ) 7/10 Good! (1,784 reviews) Loved the restaurant, breakfast was no nonsense and as expected. Reviewed on Dec 17, 2025 ![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 $1,390 per person Feb 2 - Feb 9 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) 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 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Little Gasparilla Island Price found within the past 48 hours. Click for updated prices. ![The Adaline](https://images.trvl-media.com/lodging/97000000/96050000/96044100/96044015/2cb71c62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Adaline Hyde Park CA $975 per person Feb 24 - Feb 27 found 22 hours ago Roundtrip flight included Toronto (YYZ) to Sarasota (SRQ) 9.6/10 Exceptional! (53 reviews) Very cute place! Feels like home. It’s in a walkable area really close to a lot of stores and food options. I enjoyed staying here! Reviewed on Dec 1, 2025 ![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 $1,584 per person Jan 29 - Feb 3 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean, fun activities for the kids. Reviewed on Nov 29, 2025 ![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 $4,433 per person Feb 18 - Feb 22 found 3 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 6/10 (2 reviews) 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Little Gasparilla Island Price found within the past 48 hours. Click for updated prices. ![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Tampa Riverwalk Downtown Tampa CA $907 per person Mar 13 - Mar 16 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 7/10 Good! (1,784 reviews) Loved the restaurant, breakfast was no nonsense and as expected. Reviewed on Dec 17, 2025 ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn on Fifth Old Naples CA $2,106 per person Mar 4 - Mar 7 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,000 reviews) This was described as a boutique hotel. It is dated and hasn't been updated since the '90s, with a 90s contemporary style of artwork, flooring and decor. The rooms are tiled so bring slippers or you're walking on cold tile. There's no magnifying mirror in the bathroom, no mini bar, the gift shop is minuscule, the size of a closet.. My room overlooked the parking garage. Check in is 4 pm. I was told I'd get a text when my room is ready, waited and by 4:00 I went to the front desk and asked why I didn't get a text even though it was obvious my room had been ready for a while. The staff is friendly and the place is clean but the only good thing about this hotel is the location. Reviewed on Dec 17, 2025 ![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 $973 per person Mar 13 - Mar 16 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Sarasota (SRQ) 9.4/10 Exceptional! (1,843 reviews) The breafest was fresh and yummy and the staff was amazing. We loved the bartender! Reviewed on Dec 18, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain 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 $1,006 per person Feb 18 - Feb 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (1,010 reviews) got the 2 bdr unit next to office. rooms were great, check inn easy, pool and hot tub made it very enjoyable. my only complaint was i only booked for 1 night. will be my stop when return Reviewed on Dec 18, 2025 ![Innovation Hotel](https://images.trvl-media.com/lodging/83000000/82990000/82988300/82988281/61b55ef1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Innovation Hotel CA $1,351 per person Feb 18 - Feb 22 found 3 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.8/10 Exceptional! (527 reviews) We had a great time! Modern design, great service and friendly. Reviewed on Dec 14, 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 $1,111 per person Feb 18 - Feb 22 found 3 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) Food quality was excellent, staff was very polite, professional, and accommodating especially Reuben at the front desk, the hotel is under a year old so very current with technology, and lastly it's a beautiful hotel! Reviewed on Dec 15, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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) ## 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