Monthly Rentals in Chokoloskee Island

Discover long-term rentals that feel like home, for stays of a month or longer.

Nearby monthly rentals

Enter dates and number of guests to see the total trip price including additional fees and taxes, and rounded up to the nearest integer.

Superhost
Campervan/RV in Chokoloskee
4.76 out of 5 average rating, 59 reviews

Dolphin View -Delightful waterfront RV & Boat slip

SharonRating, 5 stars3 weeks ago
A charming little RV right up against the water. Unbelievably beautiful view, we had dolphins swimming right under our window the entire stay, and pelicans fishing right at our private little pier! The area is so friendly and the place had everything we needed to be comfortable. We'd absolutely stay here again!
Top Guest favourite
Home in Chokoloskee
4.96 out of 5 average rating, 26 reviews

Waterfront house with boat slip.

EllenRating, 5 stars2 months ago
Heather's tiny home is lovely. Very clean and well equipped and appointed. She was always very responsive and helpful. Excellent views of the waterfront and sunsets.
Guest favourite
Home in Chokoloskee
5 out of 5 average rating, 46 reviews

Chokoloskee/Everglades City

RebeccaRating, 5 stars1 month ago
We had a lovely time during our stay—the home has a lot of charm and is in a great location. The check-in process was smooth, and the host was easy to communicate with. The space had everything we needed for a comfortable visit. While the house felt a little more lived-in than we expected from the photos, we still really enjoyed our time and appreciated the opportunity to stay.
Guest favourite
Cabin in Everglades City
4.9 out of 5 average rating, 147 reviews

Everglades City waterfront cabin

ToddRating, 5 stars5 days ago
Cheryl was a great host for our Everglades City stay. Great location for exploring local parks. Cabin was just great, lovely location on the water. Would stay here again if we came back to the area for another visit. Thank you!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed Wi-Fi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.