Title: Cheap Vacations in Chokoloskee Island 2026/2026 | 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

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Photo by Noel Benadom

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## 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/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Coconut Cove, Bonita Springs

CA $1,419

per person

Feb 14 - Feb 17

found 18 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Room was amazing! View spectacular! Service the best!

Reviewed on Dec 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 $1,726

per person

Jan 31 - Feb 7

found 13 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

We especially loved the kayaking

Reviewed on Dec 7, 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 $2,172

per person

Jan 31 - Feb 7

found 13 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Fort Myers (RSW)

9.8/10 Exceptional! (527 reviews)

Nice, spacious rooms. Good bar and restaurant. Great gym. Also, no children!

Reviewed on Dec 4, 2025

![Shell Island Beach Club](https://images.trvl-media.com/lodging/112000000/111490000/111488300/111488225/9e849186_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shell Island Beach Club

East End

CA $2,282

per person

Jan 31 - Feb 7

found 13 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Fort Myers (RSW)

9.6/10 Exceptional! (22 reviews)

Beautiful view and beautiful beach!

Reviewed on Aug 2, 2025

![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 $2,110

per person

Jan 26 - Jan 29

found 18 hours ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9/10 Wonderful! (1,000 reviews)

The bathtub was blacked and sink was leaking water ……. Missing my art knife after room cleaned

Reviewed on Nov 29, 2025

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/2026-01-08/2026-01-15/?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 $3,440

per person

Feb 22 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) 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 $8,211

per person

Feb 7 - Feb 14

found 10 hours ago

Roundtrip non-stop flight included

Toronto (YTO) 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 $7,133

per person

Jan 15 - Jan 22

just found

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.4/10 Exceptional! (609 reviews)

The staff overall was very nice! The only small issue we had was that a lot of times we couldn't reqch valet, were transferred to the front desk, asked for our car, and then they never communicated with valet to get our car. The rooms were okay, nothing spectacular, and the beds weren't comfortable at all. We specifically won't stay here again because of the bed discomfort.

Reviewed on Dec 7, 2025

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/2026-01-08/2026-01-15/?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 $1,201

per person

Feb 19 - Feb 22

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

We especially loved the kayaking

Reviewed on Dec 7, 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 $1,419

per person

Feb 14 - Feb 17

found 18 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (704 reviews)

Room was amazing! View spectacular! Service the best!

Reviewed on Dec 7, 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 $1,341

per person

Feb 19 - Feb 22

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

9.8/10 Exceptional! (527 reviews)

Nice, spacious rooms. Good bar and restaurant. Great gym. Also, no children!

Reviewed on Dec 4, 2025

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/2026-01-08/2026-01-15/?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.

![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 $885

per person

Jan 18 - Jan 22

found 1 hour ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.6/10 Exceptional! (477 reviews)

We especially loved the kayaking

Reviewed on Dec 7, 2025

![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 $1,125

per person

Feb 12 - Feb 16

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

9.2/10 Wonderful! (1,001 reviews)

Great staff, everything as expected! Wonderful visit!

Reviewed on Dec 6, 2025

![Edison Beach House](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/fb0b7d7c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Edison Beach House

CA $1,618

per person

Feb 13 - Feb 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

9.4/10 Exceptional! (1,554 reviews)

Nice view from the room to the beach

Reviewed on Dec 5, 2025

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/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

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## 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.

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