Name: The Reel'em Inn, Chokoloskee Island Fisherman's Paradise
Rating: 10

Your Chokoloskee Vacation

The fascinating city of Chokoloskee is calling. Discover all its secrets with a Chokoloskee vacation package that's custom made for you. If seeing the sights is a priority during your trip to Chokoloskee, make sure you find your way to popular attractions like Everglades City Hall and Museum of the Everglades. Your dream Chokoloskee vacation is a few clicks away. Browse airfares, hotels and more on Expedia for a trip that's tailored to suit your style.

Top Chokoloskee Vacation Deals

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

Hampton Inn & Suites Fort Myers-Estero/FGCU

CA $961

per person

Mar 15 - Mar 21

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (1,001 reviews)

It was extremely clean and such great quality of the breakfast and the friendliness of the staff was amazing .

Reviewed on Feb 4, 2026

Tween Waters Island Resort & Spa

CA $1,864

per person

Apr 3 - Apr 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

Great view and staff

Reviewed on Feb 6, 2026

Matanzas Inn Bayside Resort and Marina

CA $1,736

per person

Mar 28 - Apr 4

found 15 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Fort Myers (RSW)

9.2/10 Wonderful! (1,001 reviews)

Very clean room with great view of estuary. Friendly staff. The only downside was that we were charged a $25 per day resort fee we were not expecting

Reviewed on Feb 7, 2026

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,453

per person

Mar 15 - Mar 21

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

8.4/10 Very Good! (1,005 reviews)

Everyone at the resort was very friendly and accommodating. The weather was quite cold during our stay, but of course that’s not something the staff can control. The golf course is about a 10-minute drive away across a toll bridge, so keep that in mind if you plan to play frequently. The rooms felt a bit small and fairly standard. The water views are nice, although the balconies are also on the smaller side. That said, I found the bed very comfortable and the shower was great. I did feel a little disappointed as I was expecting a larger room based on my booking. Breakfast was good overall. One thing to note is that most restaurants and attractions require a drive, as there isn’t much within close walking distance, which can be a bit of a hassle at times.

Reviewed on Feb 9, 2026

Home2 Suites by Hilton Fort Myers Colonial Blvd

CA $1,027

per person

Mar 15 - Mar 21

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

9.4/10 Exceptional! (544 reviews)

Room was super clean. Bathroom was well stocked. Beds were decent.

Reviewed on Feb 6, 2026

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Chokoloskee Hotel Deals

Deep Water Access with a Panoramic View of Chokoloskee Bay

Chokoloskee FL

9.8/10 Exceptional! (60 reviews)

The location was amazing with the south facing house. You can watch the sunrise and the sunset. We didnt come to fish but we may be back tonfish. The Smallwood Store is a must visit.

Reviewed on Jan 1, 2026

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

Chokoloskee FL

9.4/10 Exceptional! (6 reviews)

National park was very close fishin was amazing place was extremely clean and cozy I loved every second

Reviewed on Nov 20, 2025

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

Chokoloskee FL

10/10 Exceptional! (10 reviews)

Very nice home in laid back area of Florida Brock and Maureen were so nice and easy to work with highly recommend

Reviewed on Feb 2, 2026

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See all 247 properties in Chokoloskee

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.