Chokoloskee Island Beach Vacations

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Top Beach vacation packages in Chokoloskee Island

Price found within the past 48 hours. Click for updated prices.
Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
Pelican Bay
Save 100% on your flight
Price was ₩4,761,632, price is now ₩3,299,826 per person
₩3,299,826
per person
Mar 6 - Mar 11
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,914 reviews)
Nice property. Nice rooms. The beach was easy to access. Only complaint was poor water pressure in my room

Reviewed on Jan 17, 2026

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Save 100% on your flight
Price was ₩4,446,470, price is now ₩3,840,724 per person
₩3,840,724
per person
Mar 6 - Mar 11
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
Great location but a dated hotel. It could have been much cleaner too. But as a whole it was a pleasant stay due to the location and pool area.

Reviewed on Jan 7, 2026

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.