Hotels with Pool & Resorts in Winter Haven from AU$109

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winter Haven Hotels with Pool

Best Winter Haven Hotels with Pool

Our top choices for Winter Haven hotels with a pool

Serena Inn
Outdoor pool

Serena Inn

2.0 star property
7.8 out of 10, Good, (84)
"Perfect for shorts stays"
The price is AU$109
includes taxes & fees
26 Sept - 27 Sept
Serena Inn
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Property amenity

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3.0 star property
8.4 out of 10, Very good, (1796)
"It was amazing will stay again"
The price is AU$112
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Howard Johnson by Wyndham Winter Haven FL
Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, pool loungers

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
7.0 out of 10, Good, (1007)
"Room was very clean and great shower "
The price is AU$145
includes taxes & fees
27 Sept - 28 Sept
Howard Johnson by Wyndham Winter Haven FL
Hampton Inn Orlando-Maingate South
Outdoor pool

Hampton Inn Orlando-Maingate South

2.5 star property
9.2 out of 10, Wonderful, (1015)
"Everything was great love the cleanliness of the room will come back and recommended!!!"
The price is AU$192
includes taxes & fees
27 Sept - 28 Sept
Hampton Inn Orlando-Maingate South
Staybridge Suites Winter Haven Auburndale by IHG
Outdoor pool, pool umbrellas, pool loungers

Staybridge Suites Winter Haven Auburndale by IHG

3.0 star property
9.8 out of 10, Exceptional, (566)
"It was vwry clean and family friendly i would stay here again."
The price is AU$216
includes taxes & fees
28 Sept - 29 Sept
Staybridge Suites Winter Haven Auburndale by IHG
Hampton Inn Winter Haven
Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Winter Haven

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Very nice stay "
The price is AU$172
includes taxes & fees
2 Oct - 3 Oct
Hampton Inn Winter Haven
Best Western Plus Winter Haven Inn & Suites 
Outdoor pool, pool umbrellas, pool loungers

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
9.4 out of 10, Exceptional, (991)
"Very friendly staff and great room!"
The price is AU$216
includes taxes & fees
28 Sept - 29 Sept
Best Western Plus Winter Haven Inn & Suites 
Lake Roy Beach Inn
Outdoor pool, pool loungers

Lake Roy Beach Inn

2.0 star property
7.0 out of 10, Good, (976)
"Love this place, "
The price is AU$135
includes taxes & fees
28 Sept - 29 Sept
Lake Roy Beach Inn
Courtyard by Marriott Winter Haven
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Courtyard by Marriott Winter Haven

3.0 star property
9.4 out of 10, Exceptional, (715)
"Wonderful stay, great staff and accommodations!"
The price is AU$216
includes taxes & fees
1 Oct - 2 Oct
Courtyard by Marriott Winter Haven
Holiday Inn Winter Haven by IHG
Outdoor pool, open 7:00 AM to 10:00 PM, pool loungers

Holiday Inn Winter Haven by IHG

3.0 star property
9.0 out of 10, Wonderful, (1011)
"We had a good stay. "
The price is AU$176
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Winter Haven by IHG
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.
View all properties

Top Winter Haven Hotel Reviews

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"Everything was great"
Yesenia 2-night trip
Posted 2 days ago
Delta Hotels by Marriott Orlando Celebration

Frequently asked questions

What's it like visiting Winter Haven?
If lounging by a pool is your idea of the perfect getaway, you might want to think about family-friendly Winter Haven, which has 18 places to stay with pools. During your trip, you can explore sights such as LEGOLAND® Florida, and then take it easy poolside at one of the accommodation options in Winter Haven that travellers like for their pools.
What are some accommodation options with pools in Winter Haven?
Courtyard by Marriott Winter Haven: Hotel located near LEGOLAND® Florida. Features free self parking, a pool and complimentary wireless Internet access. Economy Suites: Offers free self parking, an outdoor pool and complimentary wireless Internet access.
How many pool hotels should I expect to find in Winter Haven?
Expedia's 18 hotels in Winter Haven give you a great choice for your poolside getaway.
What is there to see and do in Winter Haven?
Explore places such as LEGOLAND® Florida while you're in Winter Haven. Make a point to visit attractions such as The Circle B Bar Reserve and Peppa Pig Theme Park Florida. Winter Haven appeals to visitors with its beautiful lakeside setting and array of dining options.
When is the best time to book a hotel with a pool in Winter Haven?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Winter Haven in the driest months of November, December or February, when the average rainfall is 47 mm. Accommodation with an indoor pool may be the way to go if you are visiting during the rainiest months of August, July and September when the average rainfall is 211 mm.
What's the best way to travel around Winter Haven?
Knowing the transportation options in and around Winter Haven can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, take a train from Winter Haven Station. Winter Haven might not have many public transport choices, so consider renting a car to explore more.

Explore a world of travel with Expedia

Explore a world of travel with Expedia