Chokoloskee Island Vacations from $333
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 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
The Latest Chokoloskee Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers
Villas
Save 100% on your flight
Price was $603, price is now $333 per person
$333
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,011 reviews)
Staff were super friendly. Loved the fresh cookies daily.
Reviewed on Sep 30, 2025
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Price was $1,688, price is now $808 per person
$808
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,002 reviews)
Our experience at La Playa was exceptional, everything was what we wanted and expected it to be
Reviewed on Sep 29, 2025
Edison Beach House
Save 100% on your flight
Price was $984, price is now $596 per person
$596
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,499 reviews)
Very clean rooms and the staff was great!
Especially Ms Annie ….. she was wonderful!
Reviewed on Oct 1, 2025
The Perry Hotel Naples
Price was $670, price is now $424 per person
$424
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (417 reviews)
Great all around 10/10 ; tigress restaurant is worth checking out as well
Reviewed on Sep 28, 2025
Don't see what you're looking for?
See all available trips from Columbus to Chokoloskee Island
View all tripsChokoloskee Island Hotel Deals
Deep Water Access with a Panoramic View of Chokoloskee Bay
Chokoloskee
9.8/10 Exceptional! (54 reviews)
"Property was in great location Property owner was friendly"
Reviewed on Jun 14, 2025
The Ultimate Fishing Retreat- Comfortable and Convenient!
Ochopee
$417 nightly
The price is $458 total per night from Oct 2 to Oct 3
$458 total
Oct 2 - Oct 3
Total with taxes and fees
9.6/10 Exceptional! (12 reviews)
"Great location! House is right next to boat ramp. House was as described. Would stay again"
Reviewed on Sep 1, 2025
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
Chokoloskee
10/10 Exceptional! (4 reviews)
"Overall was great and as expected!"
Reviewed on Jul 22, 2025
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.
Chokoloskee Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Miami Intl. Airport (MIA) |
More vacations you might like
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Chokoloskee Hotels
- Fishing Resorts & in Chokoloskee
- RV Parks in Chokoloskee
- Houseboats in Chokoloskee
- Cabin Rentals in Chokoloskee
- Vacation Homes in Chokoloskee
- Condo Rentals in Chokoloskee
- Motels in Chokoloskee
- Hotels near Chokoloskee Bay
- Plantation Island Hotels
- Hotels near Gulf Coast Visitor Center
- Ten Thousand Islands Hotels
- RV Parks in Ten Thousand Islands
- Houseboats in Ten Thousand Islands
- Fishing Resorts & in Ten Thousand Islands
- 5 Star Hotels in Ten Thousand Islands
- La Quinta Inn & Suites Hotels in Ten Thousand Islands
- Apartments in Ten Thousand Islands
- Resorts in Ten Thousand Islands
- Farmstay in Ten Thousand Islands
- Cabin Rentals in Ten Thousand Islands
- Beach Hotels in Ten Thousand Islands
- Luxury Hotels in Ten Thousand Islands
- Golf Hotels in Ten Thousand Islands
- Villas in Ten Thousand Islands
- Hotels & Resorts for Couples in Ten Thousand Islands
- Everglades City Hotels
- Luxury Hotels in Everglades City
- Hotels near Everglades City Hall
- Hotels near Museum of the Everglades
- Cabin Rentals in Everglades City
- Historic Hotels in Everglades City
- Fishing Resorts & in Everglades City
- Pet-friendly Hotels in Everglades City
- Motels in Everglades City
- Marriott Hotels & Resorts in Everglades City
- RV Parks in Everglades City
- Cheap Hotels in Everglades City
- 5 Star Hotels in Everglades City
- Hilton Hotels in Everglades City
- Condo Rentals in Everglades City
- Family Hotels in Everglades City
- Resorts in Everglades City
- Beach Hotels in Everglades City
- Romantic Hotels in Everglades City
- Villas in Everglades City
- Resorts & Hotels with Spas in Everglades City
- 4 Star Hotels in Everglades City
- Hotels with Tennis Courts in Everglades City
- Hotels with Bars in Everglades City
- 3 Star Hotels in Everglades City
- Houseboats in Everglades City
- Quiet Resorts & in Everglades City
- Hotels with Restaurants in Everglades City
- Hotels on the Lake in Everglades City
- Casino Hotels in Everglades City
- Hotels with a Pool in Everglades City
- Vacation Homes in Everglades City
- Hotel Wedding Venues Hotels in Everglades City
- Hotels with Laundry Facilities in Everglades City
- Green Hotels in Everglades City
- Hotels with a Gym in Everglades City
- Hotels with Free Breakfast in Everglades City
- Cottages in Everglades City
- Sunstream Hotels in Everglades City
- Hotels & Resorts for Couples in Everglades City
- Hotels with an Indoor Pool in Everglades City
- Hotels with Hot Tubs in Everglades City
- Golf Hotels in Everglades City
- Hotels near Loop Road
- Copeland Hotels
- Cottages in Copeland
- RV Parks in Copeland
- Visit Chokoloskee
- Gulf Coast Visitor Center
- Ten Thousand Islands Vacations
- Everglades City Vacations
- Everglades City Hall
- Museum of the Everglades
- Visit Ten Thousand Islands
- Where to stay in Ten Thousand Islands
- Visit Everglades City
- Where to stay in Everglades City
- Copeland Vacations
- Visit Copeland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
