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

Search Hotels with Pool in Chokoloskee

  • 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 Pool

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chokoloskee hotels with a pool

An indoor swimming pool with a glass ceiling, surrounded by lounge chairs and a white fence.
A modern hotel lobby with a teal accent wall, a grey sofa, a small ottoman, a kitchen area with a sink and countertop, and a mirror reflecting the space.
A modern hotel room with a bed, a sofa, a TV, a desk, and a wardrobe.
A modern bathroom with a walk-in shower, grab bars, a large mirror, and a vanity with a sink and towel rack.

1. 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.
฿3,293
฿3,655 total
includes taxes & fees
16 Oct - 17 Oct
Everglades Adventures Hotel Suites by Ivey House
A rectangular swimming pool with a tiled edge, surrounded by a white fence, and shaded by palm trees.
A thatched-roof structure with a picnic table in front.
A multi-story hotel with a white facade, balconies, and palm trees in the foreground.
A bathroom with a sink, mirror, and shower.

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.
฿2,477
฿2,750 total
includes taxes & fees
18 Oct - 19 Oct
Captain's Table Hotel
An indoor swimming pool with a glass ceiling, surrounded by lounge chairs and a white fence.
A reception desk with a sign for the Everglades City Motel & Ivy House Guest Registration/Check In Office.
A modern kitchen with a built-in refrigerator, microwave, and coffee maker. There is a glass dining table with chairs.
A building with a porch, stairs, and palm trees.

3. 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.
฿3,323
฿3,689 total
includes taxes & fees
15 Oct - 16 Oct
Ivey House Everglades Adventures Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and a view of a body of water.
A living room with a grey sofa, a brown leather chair, a wooden coffee table, and a dining table. There is a window with blinds, a door leading to another room, and a radiator on the wall.
A bedroom with a bed, a ceiling fan, a lamp, and a sign that says "PARADISE".
A wooden deck with a glass door leading to a balcony overlooking a body of water.

4. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
Everglades City
  • Outdoor pool paradise in Everglades wilderness setting lets wildlife views shine.
฿6,510
฿7,421 total
includes taxes & fees
18 Oct - 19 Oct
River Wilderness Waterfront Cabins
A pool with clear water, surrounded by tropical plants and a stone wall.
A covered outdoor seating area with tables and chairs, large windows, and a view of a grassy area and water.
An outdoor dining area with tables and chairs, overlooking a body of water and a dock.
A covered parking area with a vintage truck parked under a canopy, a brick pathway leading to a dock, and a view of the water with boats.

5. Rod And Gun Club

Rod And Gun Club
Everglades City
  • Poolside bliss awaits with refreshing dips and tennis matches at this serene retreat.
฿5,001
฿5,552 total
includes taxes & fees
18 Oct - 19 Oct
Rod And Gun Club
A clear swimming pool with lounge chairs and palm trees.
A modern hotel room with a large bed, bedside lamps, a small desk, a TV, and a kitchen area with a microwave and sink.
A building with a thatched roof and large windows, surrounded by a paved courtyard and greenery.
A marina with a white yacht docked, a grassy area in the foreground, and a clear sky with clouds.

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

POI Resort Studio Near Everglades NP: Swim + Sail
Naples
฿3,055
฿5,670 total
includes taxes & fees
15 Oct - 16 Oct
POI Resort Studio Near Everglades NP: Swim + Sail
A swimming pool with lounge chairs and palm trees.
A covered outdoor seating area with two chairs and a small table, large windows with a view of greenery and a building with a tiled roof.
A compact kitchen with a sink, microwave, and dishwasher.
A marina with boats docked, a grassy area, and a building in the background.

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

Everglades Escape w/ Heated Pool & Marina Access!
Naples
฿3,055
฿5,670 total
includes taxes & fees
15 Oct - 16 Oct
Everglades Escape w/ Heated Pool & Marina Access!
A swimming pool with a brick border, palm trees, and a building with a tiled roof in the background.
A double room with two wooden headboards, a nightstand with a lamp, and a bed with a beige blanket.
Interior
A room with a large window, a door, and a small refrigerator.

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

Bring Your Boat: Condo w/ Pool in Naples!
Naples
฿3,659
฿6,340 total
includes taxes & fees
15 Oct - 16 Oct
Bring Your Boat: Condo w/ Pool in Naples!
A swimming pool with lounge chairs and palm trees.
Interior
Interior
A hotel room with two beds, a desk with a television, a wardrobe, and a ceiling fan.

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

Resort-style Naples Studio w/ Marina Access!
Naples
฿3,659
฿6,340 total
includes taxes & fees
15 Oct - 16 Oct
Resort-style Naples Studio w/ Marina Access!
A swimming pool with lounge chairs and palm trees.
Interior
Interior
Interior

10. Resort-style Studio 15 Mi to Everglades NP

Resort-style Studio 15 Mi to Everglades NP
Naples
฿3,625
฿6,303 total
includes taxes & fees
15 Oct - 16 Oct
Resort-style Studio 15 Mi to Everglades NP
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

8/10 Good
"Staff was accommodating. Perfect setting and location. We are a repeat customer."
Tangela 1-night trip
Posted 2 days ago
River Wilderness Waterfront Cabins
Ivey House Everglades Adventures Hotel

Ivey House Everglades Adventures Hotel

10/10 Excellent
"Great property"
Mark 1-night trip
Posted 5 days ago
Ivey House Everglades Adventures Hotel
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 3 months ago
Port of the Islands Everglades Adventure Resort

Frequently asked questions

What are some hotels with pools in Chokoloskee?
Everglades Adventures Hotel Suites by Ivey House: Holiday home located near Everglades National Park. Offers complimentary wireless Internet access, a pool and kitchens. Captain's Table Hotel: Hotel located near Everglades National Park. Offers free self parking, an outdoor pool and complimentary wireless Internet access. Ivey House Everglades Adventures Hotel: Hotel located near Everglades National Park. Features free self parking, an outdoor pool and complimentary wireless Internet access. Rod And Gun Club: Offers sunloungers, a communal pool and complimentary wireless Internet access. River Wilderness Waterfront Cabins: Hotel located near Everglades National Park. Provides free self parking, a pool and complimentary wireless Internet access.
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 such as 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're planning to visit Chokoloskee in the driest months of February, December or March, when the average rainfall is 35 mm. Accommodation that has an indoor pool 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 180 mm.

Explore a world of travel with Expedia