Chokoloskee Island Travel Guide

Tourist Guide

A night sky with the Milky Way over a calm body of water and a rocky shoreline with wooden posts.
A dock with boats, a small white building, and people by the water.
A wooden boardwalk leading through a forested area with a sunset sky.
A forested path surrounded by dense green foliage and trees.
A sunset over a body of water with two islands silhouetted against the sky.
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool

The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool

Chokoloskee FL
Stay at this holiday home in Chokoloskee. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Smallwood Store and Chokoloskee Bay are located ...
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The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool
Waterfront 2 bedroom 1 bath with boat slip

Waterfront 2 bedroom 1 bath with boat slip

Chokoloskee FL
Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Smallwood Store and Chokoloskee Bay are located nearby.
10/10 Exceptional! (56 reviews)
"We had a wonderful and comfortable stay"

Reviewed on 5 Nov 2026

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Waterfront 2 bedroom 1 bath with boat slip
Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park

Chokoloskee FL
Enjoy laundry facilities and air conditioning. Popular attractions Smallwood Store and Chokoloskee Bay are located nearby.
9.6/10 Exceptional! (12 reviews)
"The listing was very accurate and the property matched the photos. The host provided the location and check in information in a timely manner. Relaxation was the name of our game and the neighborhood was quiet. Even though the property is aging the inside was in very good condition. A nice large ..."

Reviewed on 9 Aug 2026

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Waterfront RV with Boat Slip in Chokoloske...Surrounded by Everglades Nat'l Park
See all 196 properties in Chokoloskee Island
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.
Waterfront 2 bedroom 1 bath with boat slip

Waterfront 2 bedroom 1 bath with boat slip

Chokoloskee FL
Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Smallwood Store and Chokoloskee Bay are located nearby.
10/10 Exceptional! (56 reviews)
"We had a wonderful and comfortable stay"

Reviewed on 5 Nov 2026

Waterfront 2 bedroom 1 bath with boat slip
Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

Ochopee FL
Stay at this holiday home in Chokoloskee. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Smallwood Store and Chokoloskee Bay are located ...
9.8/10 Exceptional! (21 reviews)
"Great host"

Reviewed on 23 May 2026

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool

The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool

Chokoloskee FL
Stay at this holiday home in Chokoloskee. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Smallwood Store and Chokoloskee Bay are located ...
The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool
See all properties in Chokoloskee Island
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

Smallwood Store

You can spend time browsing the exhibits at Smallwood Store in Chokoloskee. You can seek out the fishing spots while in the area.
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