A calm lake with a clear sky and scattered clouds, surrounded by dense green forest.

Chokoloskee Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chokoloskee vacation rentals

A wooden deck with a glass door leading to a balcony overlooking a body of water.

1. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.8 out of 10, Excellent, (299 reviews)
"Great stay!"
United States
Quentin
The price is P12,179
P13,884 total
includes taxes & fees
Oct 4 - Oct 5
River Wilderness Waterfront Cabins
Interior

2. Resort-style Studio 15 Mi to Everglades NP

Resort-style Studio 15 Mi to Everglades NP
3.0 star property
Naples
The price is P6,767
P11,766 total
includes taxes & fees
Oct 8 - Oct 9
Resort-style Studio 15 Mi to Everglades NP
A marina with a white yacht docked, a grassy area in the foreground, and a clear sky with clouds.

3. POI Resort Studio Near Everglades NP: Swim + Sail

POI Resort Studio Near Everglades NP: Swim + Sail
3.0 star property
Naples
The price is P5,702
P10,583 total
includes taxes & fees
Oct 8 - Oct 9
POI Resort Studio Near Everglades NP: Swim + Sail
A double room with two wooden headboards, a nightstand with a lamp, and a bed with a beige blanket.

4. Bring Your Boat: Condo w/ Pool in Naples!

Bring Your Boat: Condo w/ Pool in Naples!
3.0 star property
Naples
The price is P6,830
P11,835 total
includes taxes & fees
Oct 4 - Oct 5
Bring Your Boat: Condo w/ Pool in Naples!
Interior

5. Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
3.0 star property
Naples
The price is P5,702
P10,583 total
includes taxes & fees
Oct 8 - Oct 9
Exclusive 10,000 Islands Access: Naples Studio
A covered outdoor area with a tiled roof, large windows, and a paved walkway.

6. Everglades Escape w/ Heated Pool & Marina Access!

Everglades Escape w/ Heated Pool & Marina Access!
3.0 star property
Naples
The price is P5,702
P10,583 total
includes taxes & fees
Oct 8 - Oct 9
Everglades Escape w/ Heated Pool & Marina Access!
A swimming pool with lounge chairs and palm trees.

7. Heated Pool Access: Everglades Resort Retreat!

Heated Pool Access: Everglades Resort Retreat!
3.0 star property
Naples
The price is P5,702
P10,583 total
includes taxes & fees
Oct 8 - Oct 9
Heated Pool Access: Everglades Resort Retreat!
A room with a large window, a door with a keypad lock, and a chair near the window.

8. Everglades Getaway 15 Mi to NP: Sail + Swim!

Everglades Getaway 15 Mi to NP: Sail + Swim!
3.0 star property
Naples
The price is P5,702
P10,583 total
includes taxes & fees
Oct 8 - Oct 9
Everglades Getaway 15 Mi to NP: Sail + Swim!
A covered outdoor area with a bench and a view of a garden and buildings.

9. Near the Everglades: Studio at Port of the Islands

Near the Everglades: Studio at Port of the Islands
3.0 star property
Naples
The price is P6,767
P11,766 total
includes taxes & fees
Oct 8 - Oct 9
Near the Everglades: Studio at Port of the Islands
A spacious lobby with a central Christmas tree, multiple seating areas, and a staircase connecting floors.

10. Dock, Pool & Tennis Courts: Naples Resort Retreat!

Dock, Pool & Tennis Courts: Naples Resort Retreat!
3.0 star property
Naples
The price is P6,845
P11,862 total
includes taxes & fees
Oct 5 - Oct 6
Dock, Pool & Tennis Courts: Naples Resort Retreat!
A covered outdoor seating area with a table and chairs, surrounded by glass walls and a view of lush greenery.

11. Resort-style Naples Studio w/ Marina Access!

Resort-style Naples Studio w/ Marina Access!
3.0 star property
Naples
The price is P6,830
P11,835 total
includes taxes & fees
Oct 8 - Oct 9
Resort-style Naples Studio w/ Marina Access!
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.
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Top Chokoloskee Hotel Reviews

Captain's Table Hotel

Captain's Table Hotel

10/10 Excellent
"The place is quant but very clean. I always stay at one of their properties and never have issues."
Jose 2-night trip
Posted 16 hours ago
Captain's Table Hotel

Find out more about Chokoloskee

Search for holiday rentals in Chokoloskee on Expedia! You can easily find your home rentals, villas, holiday apartments in Chokoloskee using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chokoloskee!

Frequently asked questions

Can I find vacation rentals in Chokoloskee?

Yes, there are vacation rentals close to the most popular attractions in Chokoloskee, or you can choose a more secluded option if you're looking for relaxation. Chokoloskee is known for its waterfront and seafood restaurants.

How many vacation rentals are there in Chokoloskee?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Chokoloskee stay.

What can I see and do in Chokoloskee?

Big Cypress National Preserve and Everglades National Park are a couple of lovely local spots to get outside and enjoy nature. Chokoloskee Bay and Smallwood Store are other places to visit while you're in town.

What are vacation rentals like in Chokoloskee?

Vacation rentals are private accommodations you can reserve for a short or long stay in Chokoloskee. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.