Photo by Noel Benadom

Search Chokoloskee Island Cottage Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 7 Cottages in Chokoloskee Island with updated reviews, rates, and availability.

Cottage retreat with walking distance to the Dock 🐠

9.8 out of 10, Exceptional, (16)
"Great place, clean, tidy and in a great location. "
Cottage retreat with walking distance to the Dock 🐠

Paradise on the Bay

10.0 out of 10, Exceptional, (11)
"The apartment is very nice, cozy, super clean and with everything you need to make your stay enjoyable. The sunrise is beautiful. Very quiet area. I would come back again without hesitation."
Paradise on the Bay

Private island vacation house

10.0 out of 10, Exceptional, (3)
"Great location very comfortable peaceful and relaxing place friendly people. Easy access to the everglades if you love to fish. What more could you ask for. Already planning next year."
Private island vacation house

Cozy coastal cottage in Goodland

10.0 out of 10, Exceptional, (6)
"The house is very nice and clean on the inside. Comfortable accomodations."
Cozy coastal cottage in Goodland

Everglades City Cabin: Dock & Heated Pool!

3.0 star property
Everglades City Cabin: Dock & Heated Pool!

Everglades Getaway w/ Deck & Water Views!

3.0 star property
Everglades Getaway w/ Deck & Water Views!

Luxurious Canal-front Retreat w/ Game Room!

3.0 star property
Luxurious Canal-front Retreat w/ Game Room!
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.
Don't see what you're looking for?
See all available properties in Chokoloskee Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chokoloskee Island

Deep Water Access with a Panoramic View of Chokoloskee Bay

10.0 out of 10, Exceptional, (48)
"Wonderful place to stay. LM and GM are great hosts. Place was immaculate and sitting out at night looking at the oyster bars is an amazing experience. Choko is one of the last real Florida experiences left and this property exemplifies it. Thanks again!"
Deep Water Access with a Panoramic View of Chokoloskee Bay

Chokoloskee-incredible fishing while enjoying Florida with friends and family.

10.0 out of 10, Exceptional, (2)
"This place had great space for our family! Kitchen well equipped, screened in porch was perfect to sit and enjoy the surroundings, 2 areas to watch tv (if needed) plus master tv. We were here for the superbowl so it was perfect! "
Chokoloskee-incredible fishing while enjoying Florida with friends and family.

Waterfront 2 bedroom 1 bath with boat slip

10.0 out of 10, Exceptional, (42)
"Our long weekend stay in Choko was nothing short of awesome, and the experience all starts with the host. Heather was without a doubt the best VRBO host we've encountered to date, and I challenge anyone to find a more responsive, courteous and friendly host. The tiny home was extremely clean, well-stocked and exactly what the pics show. We were able to dock our 24' bay boat directly behind the house and the available pulley system made the Choko tides a non-issue. Live shrimp/ice were available...
Waterfront 2 bedroom 1 bath with boat slip
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.