Photo by Noel Benadom

Search Vacation Homes in Chokoloskee Island

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Chokoloskee Island

Deep Water Access with a Panoramic View of Chokoloskee Bay

10.0 out of 10, Exceptional, (54)
"Property was in great location Property owner was friendly "
Deep Water Access with a Panoramic View of Chokoloskee Bay

@cypresscottage

10.0 out of 10, Exceptional, (47)
"We had a great stat and would absolutely stay here again"
@cypresscottage

4-bedroom house with pool steps from the dock!

10.0 out of 10, Exceptional, (40)
"Great clean comfortable lodging. Had a great fishing trip w the guys!"
4-bedroom house with pool steps from the dock!

The Ultimate Fishing Retreat- Comfortable and Convenient!

2.0 star property
9.8 out of 10, Exceptional, (11)
"Great place"
The price is ¥26,352
¥68,183 total
includes taxes & fees
Aug 18 - Aug 19
The Ultimate Fishing Retreat- Comfortable and Convenient!

Goodland pet-friendly home w/ dock & kayaks

9.2 out of 10, Wonderful, (20)
"We had a great stay! The property is exactly as described with all the listed amenities. We rented a boat (from Dolphin Cove Marina) so made great use of the dock. We brought our dog which is always nice when possible. There are plenty of restaurants in walking distance which is something I personally love. The house was also exceptionally clean when we arrived. "
Goodland pet-friendly home w/ dock & kayaks

Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door

9.4 out of 10, Exceptional, (19)
"Great hosts "
The price is ¥21,936
¥27,293 total
includes taxes & fees
Aug 8 - Aug 9
Everglades City Motel - Queen Room, 2 Beds, Kitchenette and Back Door

The Everglades House

10.0 out of 10, Exceptional, (6)
"We relaxed and enjoyed the wonderful wildlife "
The Everglades House

Lostman's Lodge -Everglades City, Sunset View,Pool

10.0 out of 10, Exceptional, (10)
"We've stayed here two years in a row and would highly recommend it. "
Lostman's Lodge -Everglades City, Sunset View,Pool

Quaint, Lakeside Queen Hotel Room

10.0 out of 10, Exceptional, (1)
"Comfortable beds nice location"
The price is ¥10,158
¥14,220 total
includes taxes & fees
Aug 10 - Aug 11
Quaint, Lakeside Queen Hotel Room

Quaint, Lakeside Family Suite with Deluxe Kitchen and Porch

6.0 out of 10, (1)
"It was good for what we needed and the price we paid. "
The price is ¥12,514
¥16,835 total
includes taxes & fees
Aug 21 - Aug 22
Quaint, Lakeside Family Suite with Deluxe Kitchen and Porch

Quaint, Lakeside Standard Hotel Room with Kitchenette and Balcony

10.0 out of 10, Exceptional, (1)
"Overall had a great experience!"
The price is ¥11,042
¥15,201 total
includes taxes & fees
Aug 11 - Aug 12
Quaint, Lakeside Standard Hotel Room with Kitchenette and Balcony

Everglades City Motel - Queen Room, 2 Beds, Kitchenette

The price is ¥21,936
¥27,441 total
includes taxes & fees
Aug 19 - Aug 20
Everglades City Motel - Queen Room, 2 Beds, Kitchenette

Tropical studio with game room, sauna, pool, restaurant, tennis, basketball, gym

The price is ¥20,070
¥38,043 total
includes taxes & fees
Aug 10 - Aug 11
Tropical studio with game room, sauna, pool, restaurant, tennis, basketball, gym

Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ

Splendid studio with heated pool, game room, tennis, restaurant, sauna, gym, BBQ

Waterfront retreat with bay views, dog-friendly, & snowbird-ready

10.0 out of 10, Exceptional, (3)
"We had a very good stay at this house. It was clean, had everything we needed and was in a convenient location. We would definitely recommend. "
Waterfront retreat with bay views, dog-friendly, & snowbird-ready

Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D

7.8 out of 10, Good, (13)
"Great location"
Upscale waterfront home with private dock, saltwater pool, lanai, grill, & W/D

Full 3-bedroom Canal Front home, in Goodland Fl

10.0 out of 10, Exceptional, (6)
"This little spot is a jewel"
Full 3-bedroom Canal Front home, in Goodland Fl

Waterfront home with kayaks, washer/dryer & fast WiFi

8.4 out of 10, Very Good, (14)
"We thoroughly enjoyed this fun little place. From its eclectic decorating to its Great location on the water, it’s probably one of my favorite places that we’ve stayed on the island. Definitely gives you the Island vacation Feel. "
Waterfront home with kayaks, washer/dryer & fast WiFi

Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing

10.0 out of 10, Exceptional, (65)
"We really enjoyed our stay there!"
Home With Cottage Feel Offering Golf Cart, Kayaks, Bikes, Fishing

Stilt Home in Paradise

9.6 out of 10, Exceptional, (8)
"We loved the live music and easy going atmosphere. "
Stilt Home in Paradise
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chokoloskee Island Hotel Reviews