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Find Hotels with a Pool in Cleveland, FL

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Check availability on Cleveland Hotels with a Pool

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Cleveland hotels with a pool

A swimming pool with lounge chairs and palm trees, surrounded by a brick patio.
A balcony with a view of a marina and the sea.
A marina with boats docked in front of a building labeled "Four Points."
A beachfront walkway with palm trees wrapped in lights, a thatched-roof structure, and a wooden fence.

1. Four Points by Sheraton Punta Gorda Harborside

Four Points by Sheraton Punta Gorda Harborside
Downtown Punta Gorda
  • Sip cool drinks at the poolside bar after swimming in this hotel's outdoor pool with sun loungers.
₩171,785
₩209,617 total
includes taxes & fees
Nov 8 - Nov 9
Four Points by Sheraton Punta Gorda Harborside
A large swimming pool with multiple lanes, surrounded by palm trees and lounge chairs, with a hotel building in the background.
A spacious room with large windows overlooking the sea, exercise mats, and yoga balls arranged for physical activities.
A large resort with a central pool, multiple buildings, and a pier extending into the water.
A balcony with a table set for two, featuring a bottle of champagne, glasses, and a plate of fruit.

2. Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Punta Gorda
  • Luxury poolside cabana retreat with two expansive outdoor pools and attentive bar service.
₩217,571
₩310,543 total
includes taxes & fees
Nov 1 - Nov 2
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
A swimming pool with lounge chairs, a brick building, and a sunset view.
A Holiday Inn Express & Suites building with a modern facade, large windows, and a covered entrance area.
A modern bathroom with a large mirror, a sink, and a glass shower enclosure.
A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.

3. Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG
Punta Gorda
  • Splash into serene poolside lounging at this Punta Gorda hotel with sun-soaked relaxation zones.
₩123,272
₩138,065 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Express & Suites Punta Gorda by IHG
A clear swimming pool with a metal ladder, surrounded by a white fence, and a building with a green roof in the background.
A modern bathroom with a large mirror, a sink, a toilet, and a shower area.
A modern hotel room with a sofa, two beds, a desk, and a small table.
A spacious lobby with a seating area, a staircase, and a fireplace.

4. Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL
Port Charlotte
  • Splash into a Florida getaway at this rural hotel with an outdoor pool and sun loungers.
₩94,376
₩105,700 total
includes taxes & fees
Nov 15 - Nov 16
Country Inn & Suites by Radisson, Port Charlotte, FL
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and potted plants.
A modern hotel room with a grey sectional sofa, a small table, a floor lamp, and a framed picture on the wall.
A wooden pathway leading to a fenced enclosure with a sign warning of slippery steps when wet.
A hotel room with two beds, a desk with a chair, a television, and a large window with curtains.

5. Comfort Inn & Suites

Comfort Inn & Suites
Port Charlotte
  • Dive into a sun-kissed retreat with a glistening outdoor pool and steaming hot tub awaiting your arrival.
₩113,198
₩126,783 total
includes taxes & fees
Nov 22 - Nov 23
Comfort Inn & Suites
A swimming pool with a brick deck, surrounded by a fence and a building with a blue roof.
A spacious living area with a curved grey sofa, a flat-screen TV, and a dining area with chairs and a table.
A hotel room with a large bed, a ceiling fan, a desk, and a window.
A spacious living area with a grey sectional sofa, a glass coffee table with flowers, and a kitchen in the background.

6. Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
Punta Gorda
  • Dive into poolside bliss with a spacious outdoor pool, shaded umbrellas, and a relaxing hot tub at this centrally located motel.
₩91,340
₩102,300 total
includes taxes & fees
Oct 30 - Oct 31
Baymont by Wyndham Punta Gorda/Port Charlotte
A pool area with chairs and a table, a lifeguard stand, and a mural of a building in the background.
A modern restaurant with multiple dining tables and chairs, a bar area, and a large window providing a view of the outdoors.
An outdoor patio with a fire feature, seating, and a glass-enclosed area.
A marina with boats, a pier, and a building with a dome roof.

7. SpringHill Suites by Marriott Punta Gorda Harborside

SpringHill Suites by Marriott Punta Gorda Harborside
Downtown Punta Gorda
  • Dive into pool bliss at this downtown harbor retreat with a breeze-shielded aquatic haven.
₩184,404
₩206,533 total
includes taxes & fees
Oct 25 - Oct 26
SpringHill Suites by Marriott Punta Gorda Harborside
A pool area with lounge chairs, umbrellas, and tiled planters.
A hotel with a central tower displaying the name, a covered entrance, and a parking lot with handicapped accessibility.
A hotel room with a dark wooden desk, a black office chair, a flat-screen TV mounted on the wall, and a small kitchenette with a microwave and refrigerator.
A hotel room with a bed, a sofa, a coffee table, and wall art.

8. Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda
Port Charlotte
  • Float away in this sun-soaked outdoor pool paradise where refreshing dips meet fitness perks.
₩95,767
₩107,260 total
includes taxes & fees
Nov 19 - Nov 20
Sleep Inn & Suites Port Charlotte - Punta Gorda
A clear swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.
A beach with thatched-roof structures, palm trees, and blue chairs.
A modern kitchen with a central island, stainless steel appliances, and a dining area with a table and chairs.
A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.

9. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
Punta Gorda Isles
  • Sunlit days await at this bayside retreat with a sparkling pool, marina access, and vibrant shopping village just steps away.
₩246,080
₩275,598 total
includes taxes & fees
Oct 30 - Oct 31
The Suites at Fishermen’s Village
A pool area with a view of a lake, surrounded by lush greenery and palm trees.
A hotel room with two beds, a desk, a TV, and a window with a view of the outdoors.
A covered outdoor seating area with a bench and two chairs, a white fence, and a view of greenery and water.
A hotel lobby with a sofa, dining area, and a pool sign.

10. Hampton Inn Port Charlotte

Hampton Inn Port Charlotte
Deep Creek
  • Splash into Florida sunshine at this Deep Creek hotel with a sparkling outdoor pool for leisurely afternoon dips.
₩167,875
₩188,020 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Port Charlotte
View all properties

Choose what matters most at hotels with a pool in Cleveland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cleveland Hotel Reviews

Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

10/10 Excellent
"Excellent, friendly and helpful staff. very clean and cozy hotel."
Tamara 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Port Charlotte, FL
Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

8/10 Good
"The offered Continental Breakfast was anything but that ... no eggs, bacon, sausage, juices (apple or orange). All that was offered were some bananas, cold cereal, english muffin, milk, yogurt and pancakes."
Thomas John 3-night trip
Posted 7 days ago
Days Inn by Wyndham Port Charlotte/Punta Gorda

Frequently asked questions

What are some accommodations with pools in Cleveland?
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton: Features 7 restaurants, 2 outdoor pools, and 2 pool bars. The Suites at Fishermen's Village: Offers 2 restaurants, an outdoor pool, and 2 bars. Comfort Inn & Suites: Provides a snack bar/deli, an outdoor pool, and daily. Sunsuites Villas At Sunseeker Resort, Curio By Hilton: Features 7 restaurants, 2 outdoor pools, and 2 pool bars. Country Inn & Suites by Radisson, Port Charlotte, FL: Offers buffet, an outdoor pool, and free self parking.
What is there to see and do in Cleveland?
The picturesque setting of Peace River Botanical & Sculpture Gardens and Peace River showcase the area's natural beauty. During your stay, check out sights such as Deep Creek Golf Club, Punta Gorda History Park, and Fishermen's Village.
When is the best time to book a hotel with a pool in Cleveland?
You may want to think about a place to stay that offers an outdoor swimming pool if you plan to visit Cleveland in the driest months of February, March, or January when the average rainfall is 2 inches. Lodging that has a pool indoors may be the way to go if you come to town during the rainiest months of August, July, and June when the average rainfall is 8 inches.

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