Title: Cheap Vacations in Chokoloskee Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/3000430940/6a686070-6a7c-41a9-b800-f0b3cf385f24.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chokoloskee Island Cheap Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Noel Benadom - ## 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. ![Landing Fort Myers Near Highland Pines](https://images.trvl-media.com/lodging/120000000/119980000/119975900/119975870/218e3a8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Fort Myers Near Highland Pines Daniels Corridor CA $957 per person Mar 3 - Mar 8 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) No reviews ![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 $2,513 per person Mar 5 - Mar 10 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) The hotel and staff were great! The property was clean and had all the amenities we needed for a trip with children. Great location with a quick drive to shops and the beach is awesome. Reviewed on Jan 25, 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 $1,647 per person Mar 14 - Mar 21 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) 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 ![Landing Apartments near North Fort Myers](https://images.trvl-media.com/lodging/107000000/106660000/106652000/106651913/b10cad92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments near North Fort Myers Hancock CA $1,026 per person Feb 25 - Mar 4 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.4/10 Exceptional! (44 reviews) There were a few issues with apartment but host stepped up and had them remedied immediately which was awesome. The place was perfect for our stay. Location is beautiful. Reviewed on Jan 6, 2026 ![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 $2,002 per person Mar 5 - Mar 10 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) Everything was flawless, Staff was great, especially Ken!! Thanks!! Reviewed on Jan 23, 2026 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/2026-02-26/2026-03-05/?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/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $2,057 per person Mar 3 - Mar 8 found 16 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Overall it has amazing potential. Thursday we hung out at the pool all day as my kiddo wanted to participate in the activities. We had to inquire about the craft to get it and the only other thing was bingo. The rest of the activities didn’t take place. The sheets and bedding are unfortunately the worst part. They feel like paper. While we loved the other parts of the units - we did not sleep well and eventually went out to purchase a blanket. The breakfast was a large waste of money in our opinion. It’s an expensive low-grade buffet option. The only thing my child appreciated was the omelets. However we adored Shima and Tikis! Both expensive but worth the price. We appreciated the check in staff and used the bikes a ton! The slide was a hit for all. We hope that as things continue to open up on the island that sundial will continue to improve as well! Reviewed on Jan 23, 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 $6,082 per person Apr 1 - Apr 5 found 22 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 6/10 (2 reviews) ![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 $3,163 per person Apr 13 - Apr 18 found 20 hours ago Roundtrip non-stop flight included Montreal (YUL) to Fort Myers (RSW) 9.4/10 Exceptional! (609 reviews) Very nice accomodations. Reviewed on Jan 12, 2026 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/2026-02-26/2026-03-05/?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. ![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 $848 per person Mar 15 - Mar 18 found 1 day ago Roundtrip flight included Detroit (DTW) 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 ![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 $2,104 per person Mar 15 - Mar 18 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) Great stay, fabulous spot. Reviewed on Jan 10, 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 $1,266 per person Apr 16 - Apr 19 found 1 hour ago Roundtrip non-stop flight included Ottawa (YOW) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) The hotel and staff were great! The property was clean and had all the amenities we needed for a trip with children. Great location with a quick drive to shops and the beach is awesome. Reviewed on Jan 25, 2026 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/2026-02-26/2026-03-05/?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. ![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 $1,466 per person Apr 2 - Apr 6 found 1 day ago Roundtrip non-stop 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 ![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 $2,221 per person Mar 23 - Mar 27 found 18 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) The hotel and staff were great! The property was clean and had all the amenities we needed for a trip with children. Great location with a quick drive to shops and the beach is awesome. Reviewed on Jan 25, 2026 ![South Seas Resort](https://images.trvl-media.com/lodging/1000000/50000/40800/40732/aa4dca69_edited_4cce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### South Seas Resort CA $2,038 per person Apr 1 - Apr 5 found 22 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.4/10 Very Good! (1,001 reviews) I'll preface this by saying that i had an incredible week and rhat Captiva is literal Paradise. My lodging however could use some work. The main office, gym facility, and retail establishments are excellent. Unfortunately my actual suite could use some work. While the facility was clean and had a spectacular view- the lodging was old and tired. Dirty elevators cheaply updated should have been a sign of things to come. Once inside the lodging I found cheap plastic flooring that flexed as you walked over uneven surface underneath. The walls were "updated" with textured wall covering the in areas was peeling. Baseboard looked as if a child did.the job. Poorly finished, improperly cut, and nailholes unfinished. Most things painted revraled many layers of old paint. Nights 1 and 2 were spent listening to the toilet by the bedroom run. Despite requesting it be remedied- it took speaking to the property manager on day 3 to get this accomplished. Ironically, the second toilet also broke and needed repair. Additionally- the water was only "warm" in the shower. Dining at the "resort" facilities is ridiculously expensive, so I ate better elsewhere for the same price. Lastly, there's no hospitality all week. You make your own bed, hang your towels, and if you want more- you drive to get them yourself. Reviewed on Jan 18, 2026 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/2026-02-26/2026-03-05/?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