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

Chokoloskee Holiday Rentals

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Check prices for these dates

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

Our top choices for Chokoloskee holiday 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 S$332
includes taxes & fees
29 Sept - 30 Sept
River Wilderness Waterfront Cabins

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 S$204
includes taxes & fees
29 Sept - 30 Sept
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 S$216
includes taxes & fees
29 Sept - 30 Sept
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 S$209
includes taxes & fees
29 Sept - 30 Sept
Bring Your Boat: Condo w/ Pool in Naples!

5. Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
3.0 star property
Naples
The price is S$216
includes taxes & fees
29 Sept - 30 Sept
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 S$216
includes taxes & fees
29 Sept - 30 Sept
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 S$216
includes taxes & fees
29 Sept - 30 Sept
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 S$216
includes taxes & fees
29 Sept - 30 Sept
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 S$221
includes taxes & fees
29 Sept - 30 Sept
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 S$241
includes taxes & fees
29 Sept - 30 Sept
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 S$194
includes taxes & fees
30 Sept - 1 Oct
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

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins

10/10 Excellent
"Everglades pur"
David 1-night trip
Posted 23 hours ago
River Wilderness Waterfront Cabins

Frequently asked questions

Can I find holiday rentals in Chokoloskee?

Yes, there are holiday rentals close to the most popular sights in Chokoloskee, or you can select a more secluded option if you're looking for a relaxing stay. Chokoloskee is known for its waterfront and seafood restaurants.

How many holiday rentals are there in Chokoloskee?

With 6 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Chokoloskee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chokoloskee. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.