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

Find Hotels with a Pool in Chokoloskee, FL

  • 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 availability on Chokoloskee Hotels with a Pool

Tonight
Aug 12 - Aug 13
Tomorrow
Aug 13 - Aug 14
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Chokoloskee hotels with a pool

1. Ivey House Everglades Adventures Hotel

Ivey House Everglades Adventures Hotel
Everglades City
  • Splash into Everglades adventure at this charming hotel with a serene outdoor pool and guided nature tours.
¥13,536
¥15,025 total
includes taxes & fees
Aug 15 - Aug 16
Ivey House Everglades Adventures Hotel

2. Captain's Table Hotel

Captain's Table Hotel
Everglades City
  • Splash into sun-soaked serenity at this Florida escape with a refreshing outdoor pool.
¥10,749
¥11,931 total
includes taxes & fees
Aug 13 - Aug 14
Captain's Table Hotel

3. Everglades Adventures Hotel Suites by Ivey House

Everglades Adventures Hotel Suites by Ivey House
Everglades City
  • Outdoor pool escape offers refreshing adventures at Everglades national park doorstep.
¥15,766
¥17,500 total
includes taxes & fees
Aug 25 - Aug 26
Everglades Adventures Hotel Suites by Ivey House

4. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
Everglades City
  • Outdoor pool paradise in Everglades wilderness setting lets wildlife views shine.
¥36,333
¥41,419 total
includes taxes & fees
Aug 15 - Aug 16
River Wilderness Waterfront Cabins

5. Rod And Gun Club

Rod And Gun Club
Everglades City
  • Poolside bliss awaits with refreshing dips and tennis matches at this serene retreat.
¥19,906
¥22,096 total
includes taxes & fees
Aug 15 - Aug 16
Rod And Gun Club
View all properties

Choose what matters most at hotels with a pool in Chokoloskee

Breakfast included
4 stars
5 stars
Hot tub
Spa

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 6 days ago
River Wilderness Waterfront Cabins
Port of the Islands Everglades Adventure Resort

Port of the Islands Everglades Adventure Resort

8/10 Good
"A nice place to stop traveling the Everglades."
Harold 2-night trip
Posted 10 days ago
Port of the Islands Everglades Adventure Resort
Rod And Gun Club

Rod And Gun Club

10/10 Excellent
"Welcoming and charming, this historical landmark was very pleasant and a great location with a boat dock and fishing. The town is very easy to navigate and the people are friendly. Would return again!"
Sarah 1-night trip
Posted 1 month ago
Rod And Gun Club

Frequently asked questions

What are some hotels with pools in Chokoloskee?
Deep Water Access with a Panoramic View of Chokoloskee Bay: Vacation home located near Everglades National Park. Features complimentary wireless internet access, a pool, and kitchens. Waterfront Everglades basecamp with dock, trailer parking, and direct bay access: Hotel located near Everglades National Park. Offers free self parking, an outdoor pool, and complimentary wireless internet access. The Reel'em Inn, Chokoloskee Island Fisherman's Paradise with Pool: Hotel located near Everglades National Park. Provides free self parking, an outdoor pool, and complimentary wireless internet access. Waterfront 2 bedroom 1 bath with boat slip: Features sun loungers, a pool, and complimentary wireless internet access. Everglades Chokoloskee 3 bdrm Home w/ dock, marina, National Park,10,000 Islands: Hotel located near Everglades National Park. Offers 2 bars, an outdoor pool, and free self parking.
What is there to see and do in Chokoloskee?
Surround yourself with nature at Big Cypress National Preserve and Everglades National Park. Discover sights such as Chokoloskee Bay and Smallwood Store during your stay. Enjoy activities like fishing in Chokoloskee.
When is the best time to book a hotel with a pool in Chokoloskee?
You may want to think about a place to stay that has an outdoor pool if you'll be visiting Chokoloskee in the driest months of February, December, or March when the average rainfall is 1 inches. Lodging that has a pool indoors may be the way to go if you come to town during the rainiest months of August, June, and July when the average rainfall is 7 inches.

Explore a world of travel with Expedia