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

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Our top choices for Chokoloskee holiday rentals

1. Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

Waterfront Everglades basecamp with dock, trailer parking, and direct bay access
Ochopee
9.8 out of 10, Exceptional, (21 reviews)
"The place was nice, roomy and comfortable. Right on the water, if you plan on fishing, it's an all-around great rental."
United States
Jadon H.
The price is £358
includes taxes & fees
12 Oct - 13 Oct
Waterfront Everglades basecamp with dock, trailer parking, and direct bay access

2. 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, (3 reviews)
"We had a fabulous stay."
United States
Christie
The price is £249
includes taxes & fees
20 Oct - 21 Oct
Amazing little fishing cabin on the water with a boat ramp in Everglades City

3. 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 £286
includes taxes & fees
10 Oct - 11 Oct
Charming 1-bedroom cottage with AC and WiFi on a creek with private deck.

4. 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 £167
includes taxes & fees
11 Oct - 12 Oct
River Wilderness Waterfront Cabins

5. 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)
The price is £309
includes taxes & fees
20 Oct - 21 Oct
If you prefer wildlife over nightlife this is the place for you, Fakahatchee!

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

Resort-style Naples Studio w/ Marina Access!
3.0 star property
Naples
The price is £143
includes taxes & fees
11 Oct - 12 Oct
Resort-style Naples Studio w/ Marina Access!

7. Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!
Naples
9.8 out of 10, Exceptional, (11 reviews)
The price is £178
includes taxes & fees
14 Oct - 15 Oct
Marina Fish- Boat and Relax in this Paradise newly remodeled in Naples, Florida!

8. 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 £188
includes taxes & fees
20 Oct - 21 Oct
Naples Marina Getaway Studio DIRECT WATER VIEWS!

9. 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 £147
includes taxes & fees
20 Oct - 21 Oct
Naples Resort Retreat w/ Pool Access!

10. 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 £147
includes taxes & fees
11 Oct - 12 Oct
Everglades Studio w/ Resort Amenities & Porch!

11. 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 £147
includes taxes & fees
20 Oct - 21 Oct
Resort-Style Studio 15 Mi to Everglades NP

12. Pool Access: Everglades Resort Retreat!

Pool Access: Everglades Resort Retreat!
Naples
The price is £133
includes taxes & fees
20 Oct - 21 Oct
Pool Access: Everglades Resort Retreat!

13. 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 £147
includes taxes & fees
20 Oct - 21 Oct
Dock, Pool & Tennis Courts: Naples Resort Retreat!

14. 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 £133
includes taxes & fees
20 Oct - 21 Oct
Everglades Escape w/ Outdoor Pool & Marina Access!

15. Exclusive 10,000 Islands Access: Naples Studio

Exclusive 10,000 Islands Access: Naples Studio
Naples
The price is £133
includes taxes & fees
20 Oct - 21 Oct
Exclusive 10,000 Islands Access: Naples Studio

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

POI Resort Studio Near Everglades NP: Swim + Sail
3.0 star property
Naples
The price is £128
includes taxes & fees
12 Oct - 13 Oct
POI Resort Studio Near Everglades NP: Swim + Sail

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

Resort-Style Naples Studio w/ Marina Access!
Naples
The price is £147
includes taxes & fees
20 Oct - 21 Oct
Resort-Style Naples Studio w/ Marina Access!

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

Everglades Getaway 15 Mi to NP: Sail + Swim!
Naples
The price is £133
includes taxes & fees
20 Oct - 21 Oct
Everglades Getaway 15 Mi to NP: Sail + Swim!

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

Near the Everglades: Studio at Port of the Islands
Naples
6.0 out of 10, (2 reviews)
"Very quiet, adjacent to marina with a nice pool. Staff was very friendly and responsive."
United States
Sally G.
The price is £147
includes taxes & fees
10 Oct - 11 Oct
Near the Everglades: Studio at Port of the Islands

20. 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 £147
includes taxes & fees
11 Oct - 12 Oct
Bring Your Boat: Condo w/ Pool in Naples!
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

Find out more about Chokoloskee

Everything you need to know about Chokoloskee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chokoloskee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chokoloskee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chokoloskee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chokoloskee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chokoloskee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chokoloskee holiday rentals we have selected for you start as low as £167 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chokoloskee rentals

At Expedia, we put the best Chokoloskee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chokoloskee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chokoloskee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chokoloskee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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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?

The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool: This highly rated holiday home rental in Chokoloskee offers an outdoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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.