Title: Mountain Vacations in Little Gasparilla Island 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/146453/ccf7158d-ebc2-4aa7-bd81-fc5e0ad2ee94.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 Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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. ![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 $713 per person Jan 1 - Jan 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Sarasota (SRQ) 7/10 Good! (1,651 reviews) Beautiful on the water, nicely walkable, although we made a request, our room was not cleaned. Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-06/?FromAirport=DTW&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=22354&paandie=true&HotelClass=40&dealMarker=gFDIYQSRJeHV2svAQJ0UXuqJVM_qTbdsOIhHouVlMMO8rPcUTOE_JukNHRIXqV3V) ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $1,762 per person Nov 26 - Dec 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Our experience at La Playa was exceptional, everything was what we wanted and expected it to be Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-26/2025-12-01/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=pBWSq839M8tQxlmOp_1odECK5-u5aSxHcGYdthG6F4v26VT2Ei8uWPemoQBzGP4Q) ![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 $2,290 per person Dec 26 - Dec 30 found 6 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) Staff was kind and the pool was great Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=lLZ5FslV9DiEsJdDnUOevh1EawZ4MtOOqXyAWrcpa7izreEcGVHqutJAwwBv1bVa) ![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 $1,875 per person Nov 26 - Dec 1 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Great property & area to stay at. Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-26/2025-12-01/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=ugl_StRBYjQnUwXlUkr_Aj4ncP7X0oQnkNsnZPCPS-fVQlEXO6pfTkw4rz0wC7j5) ![Hotel Alba, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/13800/13705/2714044c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Alba, Tapestry Collection by Hilton Westshore CA $850 per person Jan 1 - Jan 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Sarasota (SRQ) 8.8/10 Excellent! (2,175 reviews) Friendly Staff and clean room Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-06/?FromAirport=DTW&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=13705&paandie=true&HotelClass=40&dealMarker=gFDIYQSRJeHV2svAQJ0UXoBvg3CZSGVQVZtJjDCroZLgverNHD1U6k94_llm5bDO) 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/2025-11-08/2025-11-15/?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 $1,362 per person Jan 1 - Jan 6 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Sarasota (SRQ) 9.6/10 Exceptional! (48 reviews) Property was fun, on the corner. We had a great time walking around. There are excellent resturants and shopping around the area. Reviewed on Sep 27, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-06/?FromAirport=DTW&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96044015&paandie=true&HotelClass=50&dealMarker=gFDIYQSRJeHV2svAQJ0UXoBvg3CZSGVQVZtJjDCroZKdi4paTB4rI91uo7froUuk) ![The Ritz-Carlton, Naples](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Naples Pelican Bay CA $5,973 per person Dec 26 - Dec 30 found 6 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (443 reviews) It’s a depersonalized place this Ritz, as most are, with mediocre food and service that repeatedly miss the mark. Reviewed on Aug 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=10494&paandie=true&HotelClass=50&dealMarker=b3fWbLscUsiTNf0BuuZUcKQCUiRwCOkNf1htwyYhExNaDRHWDzWepW-FoWy1Oa-N) ![The Ritz-Carlton Naples, Tiburón](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/75f45fbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Naples, Tiburón CA $3,619 per person Dec 26 - Dec 30 found 6 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.4/10 Exceptional! (603 reviews) We had a fantastic stay at the Ritz-Carlton. All of the staff were super nice and welcoming, which made our experience wonderful from start to finish. A special thank you to Miranda at the host stand, who was incredibly kind to our child and made them feel so comfortable and happy. That extra care meant so much to us as parents and turned our stay into something truly memorable Reviewed on Sep 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=788295&paandie=true&HotelClass=50&dealMarker=b3fWbLscUsiTNf0BuuZUcKQCUiRwCOkNf1htwyYhExOZ5qIgscP7MSQ5GO3oMi86) 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/2025-11-08/2025-11-15/?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. ![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 $928 per person Nov 28 - Dec 1 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) Staff was kind and the pool was great Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=kxd8HG-yLPB5tYMWska48FqEPgkIdyqegIX8QwYlEtOIZexakfZXQ4M2D5g9p8cI) ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $1,406 per person Nov 27 - Nov 30 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Our experience at La Playa was exceptional, everything was what we wanted and expected it to be Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-11-30/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=fm-2rPBOWPNxhQbdN9cBoXvhtvs7cSAY-Txu590wcOMDTLMa2CSCMeLfctgyHMVw) ![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 $1,075 per person Nov 28 - Dec 1 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Great property & area to stay at. Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=kxd8HG-yLPB5tYMWska48BNY_aOvjqe9vEGnLPmmu-A3KDTKkjxYooWJGXJAb1Eh) 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/2025-11-08/2025-11-15/?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. ![Sleeps 6 Hot Tub Fenced Yard Cozy Chic](https://images.trvl-media.com/lodging/93000000/92340000/92332700/92332674/2a7c2ed0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sleeps 6 Hot Tub Fenced Yard Cozy Chic Town 'n' Country CA $955 per person Dec 31 - Jan 4 found 6 hours ago Roundtrip flight included Toronto (YYZ) to Sarasota (SRQ) 2/10 (3 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-04/?FromAirport=YYZ&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=92332674&paandie=true&dealMarker=SaZM-RueWbr6syak1fHRoA9HolqjNTABbAmWQz7r4kc_7kzptvSvOQXRFdszvFJW) ![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 $2,290 per person Dec 26 - Dec 30 found 6 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) Staff was kind and the pool was great Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&dealMarker=lLZ5FslV9DiEsJdDnUOevh1EawZ4MtOOqXyAWrcpa7izreEcGVHqutJAwwBv1bVa) ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/7c494168_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $1,084 per person Dec 24 - Dec 28 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.2/10 Wonderful! (639 reviews) Excellent service at the pool area Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=991114&paandie=true&dealMarker=GbQ274BTYzqWNWCTTuMFn-hUZPSfeGE2GgIa5Fhsfg2Gl-LMTrJqkWOJ8_I2GLcL) 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/2025-11-08/2025-11-15/?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 ![QR code to download the app](data:image/png;base64,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)