Title: Cheap Vacations in Chokoloskee Island 2025/2026 | Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Chokoloskee Island Cheap Vacations ## Book a Hotel + Flight or Car together to unlock savings 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 Cheap hotel deals in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![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 $848 per person Dec 17 - Dec 24 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (639 reviews) Everything was perfect Reviewed on Sep 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-17/2025-12-24/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=991114&paandie=true&HotelClass=40&dealMarker=mZZMkr4R6k8_tS74SKCId3-MAwMk5okCyg8GhQo0WtEi9hnsktPmg5AQ07tZ7Wzh) ![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 $2,124 per person Nov 1 - Nov 8 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Excellent service and staff, room and áreas clean, Beautiful beach and view. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-01/2025-11-08/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=cYb9oYjSz6eos98ScIg7yw5Kb7DoggSN6aIZvSewoBoATI7Cmhmp_zUsWCX7ERKJ) ![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 $995 per person Nov 1 - Nov 8 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) Very clean hotel has it all the staff is very friendly. I do recommend this hotel. Pet friendly too. The room are beautiful with a great view. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-01/2025-11-08/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=QwrqPzPrG0-nH8RN6G91tGsHYH3UwDAYvGxcDBUpjLGEDdBd3GkXyoWRpd1jSWXf) ![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 $1,147 per person Nov 15 - Nov 22 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.8/10 Exceptional! (521 reviews) Very nice hotel. Good service and great rooms. Reviewed on Aug 31, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=82988281&paandie=true&HotelClass=40&dealMarker=QwrqPzPrG0-nH8RN6G91tMHVO_0E4C5wJSHqO-5kf9TthwZQxFMWAMxXdNnOert_) ![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 $1,888 per person Nov 27 - Dec 3 found 5 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Every aspect of staying at the Inn was very special. The location to dining, shops and the beach is perfect. The hotel shuttle that provides transportation to/froma the beach along with chairs, towels and umbrellas is another special advantage of staying at the Inn. Reviewed on Sep 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-12-03/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=5QBHpSXbnjQ4O8BcH4COpQyJZw5wG_g-Fzd-mzXglyzgGaHevMOFihVnQ8xVmGzF) Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-25/2025-11-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Cheap holidays in Chokoloskee 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/c6ba33ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa CA $2,113 per person Nov 1 - Nov 8 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (2,576 reviews) The ocean view 1 minute to the beach Reviewed on Sep 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-01/2025-11-08/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1939&paandie=true&HotelClass=50&dealMarker=askVxjKCyyKMZx7CPLddG8u5YzkJbzQSSnOAPvmGi75bO2zFUROMdFcfUjz_oM-v) ![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 $4,470 per person Nov 27 - Dec 3 found 5 hours ago Roundtrip flight included Toronto (YTO) 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/2025-11-27/2025-12-03/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=10494&paandie=true&HotelClass=50&dealMarker=7NiB-A02FFij052FyyfDv0HEHAjHTmriVsOPkGFmHquRorThjMCBvrz9MzsKh5Kd) ![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 $2,765 per person Nov 27 - Dec 3 found 5 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.4/10 Exceptional! (603 reviews) Everything on this hotel was great. All around. Staff went above and beyond. Amenities very nice. Cleanliness on the spot. I guess my only observation is that I wasn't able to control successfully the climate inside my hotel room. The thermostat didn't seem to be working properly so all the time it was a little colder than I wanted it. Other than that, everything was amazing. Thank you. Reviewed on Sep 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-12-03/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=788295&paandie=true&HotelClass=50&dealMarker=7NiB-A02FFij052FyyfDv0HEHAjHTmriVsOPkGFmHqsIvJjMVGX8jTX-ofOo7nWT) Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-25/2025-11-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Cheap holidays in Chokoloskee 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 $435 per person Oct 30 - Nov 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) Very clean hotel has it all the staff is very friendly. I do recommend this hotel. Pet friendly too. The room are beautiful with a great view. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-10-30/2025-11-02/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=PxJM7DVC0sJ9fFir1oyWH0YkML3bqdKt6_-LAyDPfX9fSFthgiv28ezXq8OeEHX0) ![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 $1,240 per person Nov 28 - Dec 1 found 3 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Excellent service and staff, room and áreas clean, Beautiful beach and view. Reviewed on Sep 23, 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=25199&paandie=true&HotelClass=40&dealMarker=7NiB-A02FFij052FyyfDv8I6LVwfH6Am1-PbWU8qzKx7U1rfgIrQaHVFt8CieCOQ) ![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 $1,123 per person Nov 28 - Dec 1 found 3 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Every aspect of staying at the Inn was very special. The location to dining, shops and the beach is perfect. The hotel shuttle that provides transportation to/froma the beach along with chairs, towels and umbrellas is another special advantage of staying at the Inn. Reviewed on Sep 20, 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=7jRf7ky4zPWNNkm1ahQ6fNxJ8eIgRrgP0SM0gBX4PFHy6TDAjjmM3a-VoIPv3lrp) Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-25/2025-11-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Cheap holidays in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![Hilton Garden Inn Ft Myers](https://images.trvl-media.com/lodging/1000000/850000/848800/848740/d8bd559a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Ft Myers Villas CA $468 per person Dec 4 - Dec 8 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (1,011 reviews) Shower had poor pressure. I have thick hair so this is important to me. Besides that it was nice. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-08/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=848740&paandie=true&dealMarker=SZZ8i80rE1drHuV5YUukpW8i30uoGx7Yb4A26ATIL7ZW4Bi1teQwLcTVEzXbQSQz) ![Comfort Inn & Suites](https://images.trvl-media.com/lodging/3000000/2210000/2202400/2202318/a6b8efcf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Inn & Suites CA $508 per person Nov 2 - Nov 6 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.2/10 Very Good! (1,004 reviews) Great place easy to enjoy our stay Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-02/2025-11-06/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2202318&paandie=true&dealMarker=SZZ8i80rE1drHuV5YUukpUjNk65qsFQ7XPkhQSbOtLKixdZ29MXG1tW5FOkeMF11) ![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 $727 per person Dec 4 - Dec 8 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.2/10 Wonderful! (1,002 reviews) It very much met my need. Erika, the receptionist, was very nice and helpful. Reviewed on Sep 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-04/2025-12-08/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2665085&paandie=true&dealMarker=7YlSx3V2cGgbr7bqIb2HUkg7n58Dw__G4ET9fCoyOAMXyEj2yllR-9GWLLz3JLUw) Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-10-25/2025-11-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&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 Chokoloskee Island](https://expedia.ca/Cheap-Flights-To-Chokoloskee-Island.d553248635976468286.Travel-Guide-Flights)[Chokoloskee Island Hotels](https://expedia.ca/Chokoloskee-Island-Hotels.d553248635976468286.Travel-Guide-Hotels)[Chokoloskee Island Vacation Rentals](https://expedia.ca/Chokoloskee-Island-Vacation-Rentals.d553248635976468286.Travel-Guide-VacationRentals)[Chokoloskee Island Car Rentals](https://expedia.ca/Car-Rentals-In-Chokoloskee-Island.d553248635976468286.Car-Rental-Guide)[Chokoloskee Island Vacations](https://expedia.ca/Chokoloskee-Island.d553248635976468286.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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)