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

Chokoloskee Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Chokoloskee holiday rentals

Coffee/tea maker, fridge, microwave, oven

1. Amazing little fishing cabin on the water with a boat ramp in Everglades City

Amazing little fishing cabin on the water with a boat ramp in Everglades City
Everglades City
10.0 out of 10, Exceptional, (2 reviews)
"Cabin is well-maintained and location is quiet. Convenient to many activities. Roomy interior with many amenities."
United States
suzanne c.
The price is HK$1,122
HK$2,360 total
includes taxes & fees
12 Aug - 13 Aug
Amazing little fishing cabin on the water with a boat ramp in Everglades City
Terrace/patio

2. Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
Ochopee
10.0 out of 10, Exceptional, (21 reviews)
"Cool place, beautiful inside"
United States
Sarah J
The price is HK$1,553
HK$2,703 total
includes taxes & fees
9 Aug - 10 Aug
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.
Terrace/patio

3. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
2.5 star property
Everglades City
8.6 out of 10, Excellent, (297 reviews)
"Great stay!"
United States
Quentin
The price is HK$1,789
HK$2,040 total
includes taxes & fees
15 Aug - 16 Aug
River Wilderness Waterfront Cabins
TV

4. If you prefer wildlife over nightlife this is the place for you, Fakahatchee!

If you prefer wildlife over nightlife this is the place for you, Fakahatchee!
Copeland
10.0 out of 10, Exceptional, (5 reviews)
"Great clean, cute place! Super clean. Very comfortable beds with a variety of pillows to choose so you can get the one that is just right! Love the location by Fakahatchee Strand. Interesting books and a fun (but challenging) puzzle. We had a wonderful time!"
United States
Lisa S.
The price is HK$1,059
HK$2,514 total
includes taxes & fees
4 Sept - 5 Sept
If you prefer wildlife over nightlife this is the place for you, Fakahatchee!
Interior

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

Near the Everglades: Studio at Port of the Islands
Naples
10.0 out of 10, Exceptional, (1 review)
"Very quiet, adjacent to marina with a nice pool. Staff was very friendly and responsive."
United States
Sally G.
The price is HK$604
HK$1,480 total
includes taxes & fees
7 Aug - 8 Aug
Near the Everglades: Studio at Port of the Islands
Interior

6. Naples Resort Retreat w/ Pool Access!

Naples Resort Retreat w/ Pool Access!
Naples
6.6 out of 10, (4 reviews)
"Great potential needs work no bar restaurants as advertised "
United States
Mike S.
The price is HK$612
HK$1,489 total
includes taxes & fees
9 Aug - 10 Aug
Naples Resort Retreat w/ Pool Access!
Interior

7. Naples Marina Getaway Studio DIRECT WATER VIEWS!

Naples Marina Getaway Studio DIRECT WATER VIEWS!
Naples
9.6 out of 10, Exceptional, (25 reviews)
"The host is amazing and very helpful. I messaged a lot and she always replied and was very nice. Will definitely book again"
United States
glynn l.
The price is HK$784
HK$1,961 total
includes taxes & fees
29 Aug - 30 Aug
Naples Marina Getaway Studio DIRECT WATER VIEWS!
Interior

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

POI Resort Studio Near Everglades NP: Swim + Sail
Naples
4.8 out of 10, (3 reviews)
"Room shown was still in use when we arrived then substituted for a non upgraded, dirty room. Heavy chemical cleaner smell, floors, kitchen, and bathroom not clean or anywhere near what was shown in listing pictures. Felt like a bait and switch. Emailed Evolve Travel upon checkout, a formal claim initiated by them. 5 days later still no resolution. "
United States
Liane H.
The price is HK$486
HK$1,350 total
includes taxes & fees
9 Aug - 10 Aug
POI Resort Studio Near Everglades NP: Swim + Sail
Interior

9. Everglades Escape w/ Outdoor Pool & Marina Access!

Everglades Escape w/ Outdoor Pool & Marina Access!
Naples
8.0 out of 10, Very good, (3 reviews)
"Great Stay!!!"
United States
Ryan S.
The price is HK$486
HK$1,350 total
includes taxes & fees
9 Aug - 10 Aug
Everglades Escape w/ Outdoor Pool & Marina Access!
Interior

10. Pool Access: Everglades Resort Retreat!

Pool Access: Everglades Resort Retreat!
Naples
The price is HK$486
HK$1,350 total
includes taxes & fees
9 Aug - 10 Aug
Pool Access: Everglades Resort Retreat!
Interior

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

Everglades Getaway 15 Mi to NP: Sail + Swim!
Naples
The price is HK$486
HK$1,350 total
includes taxes & fees
9 Aug - 10 Aug
Everglades Getaway 15 Mi to NP: Sail + Swim!
Interior

12. Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
Naples
The price is HK$486
HK$1,350 total
includes taxes & fees
9 Aug - 10 Aug
Exclusive 10,000 Islands Access: Naples Studio
Interior

13. Everglades Studio w/ Resort Amenities & Porch!

Everglades Studio w/ Resort Amenities & Porch!
Naples
6.6 out of 10, (4 reviews)
"Nice place to spend for a short stay. Unit not really set up for a long stay."
United States
James L.
The price is HK$612
HK$1,497 total
includes taxes & fees
10 Aug - 11 Aug
Everglades Studio w/ Resort Amenities & Porch!
Interior

14. Resort-Style Naples Studio w/ Marina Access!

Resort-Style Naples Studio w/ Marina Access!
Naples
The price is HK$612
HK$1,489 total
includes taxes & fees
9 Aug - 10 Aug
Resort-Style Naples Studio w/ Marina Access!
Interior

15. Access to 10,000 Islands: Resort-Style Naples Gem!

Access to 10,000 Islands: Resort-Style Naples Gem!
Naples
8.0 out of 10, Very good, (3 reviews)
"The room was clean. The host was responsive. The only downside we found is that it is far away from everything we wanted to do. Great place. "
United States
Vanessa O.
The price is HK$541
HK$1,411 total
includes taxes & fees
29 Aug - 30 Aug
Access to 10,000 Islands: Resort-Style Naples Gem!
Interior

16. Resort-Style Studio 15 Mi to Everglades NP

Resort-Style Studio 15 Mi to Everglades NP
Naples
7.0 out of 10, Good, (2 reviews)
"The room was not very clean. The price was good but you get what you pay for. I would not stay here again! "
United States
Jodie M.
The price is HK$604
HK$1,480 total
includes taxes & fees
7 Aug - 8 Aug
Resort-Style Studio 15 Mi to Everglades NP
Interior

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

Dock, Pool & Tennis Courts: Naples Resort Retreat!
Naples
6.0 out of 10, (2 reviews)
"Super cute and updated. Pool was great. Short walk to beach. "
United States
Christy R.
The price is HK$612
HK$1,489 total
includes taxes & fees
9 Aug - 10 Aug
Dock, Pool & Tennis Courts: Naples Resort Retreat!
Interior

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

Bring Your Boat: Condo w/ Pool in Naples!
Naples
4.0 out of 10, (1 review)
"no restaurant open during the week "
United States
Robert S.
The price is HK$612
HK$1,489 total
includes taxes & fees
9 Aug - 10 Aug
Bring Your Boat: Condo w/ Pool in Naples!
Interior

19. Exclusive 10,000 Islands Access: Naples Condo

Exclusive 10,000 Islands Access: Naples Condo
Naples
2.0 out of 10, (1 review)
"Other guests were in our room when we arrived. Could not reach host with contact information. Property is poorly maintained."
United States
Mark K.
The price is HK$612
HK$1,489 total
includes taxes & fees
9 Aug - 10 Aug
Exclusive 10,000 Islands Access: Naples Condo
Property grounds

20. Sunrise Waterfront Cottage

Sunrise Waterfront Cottage
Marco Island
10.0 out of 10, Exceptional, (48 reviews)
"Nice place"
United States
samuel W
The price is HK$1,405
HK$2,891 total
includes taxes & fees
7 Aug - 8 Aug
Sunrise Waterfront Cottage
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chokoloskee Hotel Reviews

River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins

10/10 Excellent
"We enjoyed the stay… amenities were great. The location is amazing. I would definitely recommend."
Pratik 2-night trip
Posted 11 hours ago
River Wilderness Waterfront Cabins

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:

  • View our selection of featured holiday rentals in Chokoloskee
  • Use the map to find apartments and other holiday homes in the Chokoloskee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chokoloskee while they last

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

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.

What are some of the best holiday rentals that Chokoloskee has to offer?

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access: This highly rated holiday home rental in Chokoloskee is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind. Some other top choices in Chokoloskee are Deep Water Access with a Panoramic View of Chokoloskee Bay and The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool.

How many holiday rentals are there in Chokoloskee?

With 7 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.