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

Hotels with Swimming Pools 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 Swimming Pools

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 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 kitchen with a microwave, refrigerator, and a flat-screen TV on a cabinet.
A modern bathroom with a walk-in shower, grab bars, a large mirror, and a vanity with a sink and towel rack.
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.

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.
S$106
includes taxes & fees
10 Oct - 11 Oct
Everglades Adventures Hotel Suites by Ivey House
An indoor swimming pool with a glass ceiling, surrounded by lounge chairs and a white fence.
A living room with teal walls, a ceiling fan, a leather sofa, a glass coffee table, and a lamp.
A modern kitchen with a built-in refrigerator, microwave, and coffee maker. There is a glass dining table with chairs.
A reception desk with a sign for the Everglades City Motel & Ivy House Guest Registration/Check In Office.

2. 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.
S$140
includes taxes & fees
7 Oct - 8 Oct
Ivey House Everglades Adventures Hotel
A rectangular swimming pool with a tiled edge, surrounded by a white fence, and shaded by palm trees.
A kitchen with white cabinets, a black countertop, a stove, and a microwave.
A bathroom with a sink, mirror, and shower.
A multi-story hotel with a white facade, balconies, and palm trees in the foreground.

3. Captain's Table Hotel

Captain's Table Hotel
Everglades City
  • Splash into sun-soaked serenity at this Florida escape with a refreshing outdoor pool.
S$87
includes taxes & fees
8 Oct - 9 Oct
Captain's Table Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and a view of a body of water.
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.
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.

4. River Wilderness Waterfront Cabins

River Wilderness Waterfront Cabins
Everglades City
  • Outdoor pool paradise in Everglades wilderness setting lets wildlife views shine.
S$283
includes taxes & fees
19 Oct - 20 Oct
River Wilderness Waterfront Cabins
A pool with clear water, surrounded by tropical plants and a stone wall.
An outdoor dining area with tables and chairs, overlooking a body of water and a dock.
A covered outdoor seating area with tables and chairs, large windows, and a view of a grassy area and water.
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.
S$254
includes taxes & fees
19 Oct - 20 Oct
Rod And Gun Club
A swimming pool with a brick border, palm trees, and a building with a tiled roof in the background.
A bathroom with a toilet, sink, and mirror. There is a tissue box on the sink counter, and a microwave in the adjacent kitchen area.
A compact kitchenette with a white sink, a microwave, a coffee maker, and a small stove.
A covered outdoor area with a bench and a view of a garden and buildings.

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

Near the Everglades: Studio at Port of the Islands
Naples
S$240
includes taxes & fees
7 Oct - 8 Oct
Near the Everglades: Studio at Port of the Islands
A clear swimming pool with lounge chairs and palm trees.
A marina with a white yacht docked, a grassy area in the foreground, and a clear sky with clouds.
A building with a thatched roof and large windows, surrounded by a paved courtyard and greenery.
Interior

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

POI Resort Studio Near Everglades NP: Swim + Sail
Naples
S$216
includes taxes & fees
19 Oct - 20 Oct
POI Resort Studio Near Everglades NP: Swim + Sail
A swimming pool with lounge chairs and palm trees.
Interior
Interior
Interior

8. Resort-style Studio 15 Mi to Everglades NP

Resort-style Studio 15 Mi to Everglades NP
Naples
S$240
includes taxes & fees
25 Oct - 26 Oct
Resort-style Studio 15 Mi to Everglades NP
A swimming pool with lounge chairs and palm trees.
A spacious lobby with a central Christmas tree, multiple seating areas, and a staircase connecting floors.
A bathroom with a shower, toilet, and sink.
A hotel room with two beds, a ceiling fan, a painting, a desk with a lamp, a television, and a dining area with chairs and a table.

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

Dock, Pool & Tennis Courts: Naples Resort Retreat!
Naples
S$242
includes taxes & fees
7 Oct - 8 Oct
Dock, Pool & Tennis Courts: Naples Resort Retreat!
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.
A room with a large window, a door, and a small refrigerator.
Interior

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

Bring Your Boat: Condo w/ Pool in Naples!
Naples
S$242
includes taxes & fees
7 Oct - 8 Oct
Bring Your Boat: Condo w/ Pool in Naples!
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
"Everglades pur"
David 1-night trip
Posted 9 days ago
River Wilderness Waterfront Cabins
Ivey House Everglades Adventures Hotel

Ivey House Everglades Adventures Hotel

10/10 Excellent
"Like"
Lynn 2-night trip
Posted 12 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 2 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