
Chokoloskee Island Vacation Packages
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Top Chokoloskee Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Tween Waters Island Resort & Spa
Price was CA $1,252, price is now CA $922 per person
CA $922
per person
Sep 15 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,008 reviews)
Clean room, private beach, good breakfast, good restaurants
Reviewed on Jun 19, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was CA $2,672, price is now CA $1,722 per person
CA $1,722
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
First, the beach here is impeccable and well maintained by this hotel company. The water is a bluish green and very calm and clear. Unlike other resorts, the pictures that I saw before I booked this stay were not photoshopped. We stayed in the beachfront room on the third floor and arrived late at night. When I woke up in the morning and saw the white sand beach and the beautiful ocean, I was blown away.This resort reminded me of a small resort in the Caribbean. You don’t see resorts like this in America, where there’s multiple pools and a restaurant and a bar poolside (with all young, American, clear English speaking staff, I love that). They also had a nice restaurant facing the beach which we had breakfast in. The food was good however I didn’t get a chance to check out their lunch or dinner since I was only there for two days. There was a great place a 10 minute walk or two minute drive called Buzz’s lighthouse which had very good food if you’re into fish and crab. The price for this resort was not cheap, but as I stated earlier, I really haven’t seen a place like this on the beach in America. I’d say there was a value here. I would definitely come back to this place. Bring loose cash in $5, $10 & $20 increments to tip the workers and the valets. They’re working class people in a very rich city.
Reviewed on Jun 23, 2026


Marco Beach Ocean Suites
South End
Price was CA $2,226, price is now CA $1,625 per person
CA $1,625
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (1,427 reviews)
Loved staying here. The staff was wonderful, and the place is beautiful.
Reviewed on Jun 27, 2026

Bellasera Resort
Old Naples
Price was CA $1,946, price is now CA $1,447 per person
CA $1,447
per person
Aug 30 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.6/10 Exceptional! (2,283 reviews)
Nos hemos hospedado muchas veces durante años Y sigue siendo muy bueno
Reviewed on Jun 21, 2026
Chokoloskee Island Hotel Deals

Deep Water Access with a Panoramic View of Chokoloskee Bay
Chokoloskee FL

Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands
Chokoloskee FL
9.6/10 Exceptional! (135 reviews)
"Great place for stay with my family, first time on Chokoloskee and Everglades City and we enjoy it all the time, we definitely will stay here again. Thank you"
Reviewed on May 25, 2026

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access
Ochopee FL
The price is CA $315 per night from Jun 29 to Jun 30
CA $315
CA $740 total
Jun 29 - Jun 30
includes taxes & fees
9.8/10 Exceptional! (21 reviews)
"Great host"
Reviewed on May 23, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Chokoloskee Island attractions
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- Naples Zoo at Caribbean Gardens
- Naples Beach
- Barefoot Beach
- East Coast Buffer Water Preserve Area
- Bonita Springs Vacations
- Coconut Point Mall
- Naples Marina and Excursions
- Fifth Avenue South
- Everglades City Vacations
- Naples Pier
- Shark Valley Observatory Tower
- Visit Marco Island
- Little Hickory Island Beach Park
- Marco Island Vacations
- Naples Botanical Garden
- Naples Vacations
- Visit Ochopee
- Visit Everglades City
- San Carlos Golf Club
- Marco Town Center Mall
- Estero Vacations
- Everglades National Park
- All inclusive Vacation Packages Ten Thousand Islands
- Miccosukee Casino
- Kid friendly Vacation Packages Chokoloskee Island
- Tiburon Golf Club
- Shark Valley Visitor Center
- Fort Myers Beach Vacations
- Delnor-Wiggins Pass State Park
- All inclusive Vacation Packages Marco Island
- Vanderbilt Beach
- Seminole Casino Immokalee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







