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Chokoloskee Vacation Packages

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A calm lake with a clear sky and scattered clouds, surrounded by dense green forest.

Chokoloskee
Florida
United States of America
North America
Hotwire.com

Chokoloskee Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Lehigh Resort Club

3.5 out of 5

Save 100% on your flight

Price was $351, price is now $234 per person

$234

per person

Nov 7 - Nov 10

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) to Fort Myers (RSW)

Book a stay at this golf aparthotel in Lehigh Acres. Enjoy free WiFi, free parking, and a golf course. Popular attractions Veterans Park and Cypress Pines Country Club are located nearby.

I like the hotel however needs upgrade they have bicycles and stuff but most they were flat or not working

Reviewed on Aug 20, 2026

The Perry Hotel Naples

4.5 out of 5

Save 100% on your flight

Price was $2,168, price is now $1,114 per person

$1,114

per person

Nov 4 - Nov 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass State Park are located nearby.

amazing hotel, excellent loction, close to vanderbilt beach

Reviewed on Aug 21, 2026

Casa Ybel Resort

2.5 out of 5

Save 100% on your flight

Price was $812, price is now $509 per person

$509

per person

Oct 23 - Oct 27

found 11 hours ago

Roundtrip flight included

Atlanta (ATL) to Fort Myers (RSW)

Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Sanibel Island Lighthouse are located nearby.

Casa Tiki

3 out of 5

Save 100% on your flight

Price was $1,135, price is now $736 per person

$736

per person

Oct 31 - Nov 7

found 11 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this vacation home in Cape Coral. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Four Mile Cove Ecological Preserve and Coralwood Mall are located nearby.

Stay Inn & Suites

2.5 out of 5

Price was $675, price is now $439 per person

$439

per person

Sep 22 - Sep 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Stay at this hotel in Fort Myers. Enjoy free WiFi, free parking, and room service. Popular attractions Edison and Ford Winter Estates and The Ranch Concert Hall & Saloon are located nearby.

The place is good for the price

Reviewed on Jul 31, 2026

Venice Beach Villas

3 out of 5

Save 100% on your flight

Price was $400, price is now $270 per person

$270

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Fort Myers (RSW)

Book a stay at this business-friendly condo in Venice. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.

Very nicely kept. A great piece of old Florida

Reviewed on Aug 16, 2026

Windward Passage Resort

2 out of 5

Save 100% on your flight

Price was $1,229, price is now $840 per person

$840

per person

Nov 4 - Nov 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Landing Furnished Apartments - Naples, FL

4 out of 5

Save 100% on your flight

Price was $1,573, price is now $1,082 per person

$1,082

per person

Nov 7 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.