Hotels with Pool & Resorts in Winter Haven from NZ$174

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Check availability on Winter Haven Hotels with Pool

Tonight
30 Mar - 31 Mar
Tomorrow
31 Mar - 1 Apr
This weekend
3 Apr - 5 Apr
Next weekend
10 Apr - 12 Apr

Our top choices for Winter Haven hotels with a pool

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (191 reviews)
"super friendly staff clean rooms walking distance from peppa pig park "
United States
Rosmina
The price is NZ$583
includes taxes & fees
10 Apr - 11 Apr
LEGOLAND Beach Retreat
Seasonal outdoor pool

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (313 reviews)
"Excellent stay"
United States
Christine M
The price is NZ$340
includes taxes & fees
12 Apr - 13 Apr
Home2 Suites By Hilton Winter Haven
Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,002 reviews)
"Staff friendly. Breakfast good. Hotel easy to access and quiet neighborhood. "
United States
Rebecca
The price is NZ$253
includes taxes & fees
30 Apr - 1 May
Hampton Inn Winter Haven
Outdoor dining

Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Winter Haven
9.8 out of 10, Exceptional, (47 reviews)
"We had a great stay!"
United States
Harper B.
The price is NZ$743
includes taxes & fees
31 Mar - 1 Apr
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Property grounds

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1,002 reviews)
"Nice little spot near legoland and was perfect for the family to stay and enjoy a florida lifestyle!"
United States
Amanda
The price is NZ$174
includes taxes & fees
1 Apr - 2 Apr
Lake Roy Beach Inn
Outdoor pool, open 7:00 AM to 10:00 PM, pool loungers

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean spacious rooms and friendly staff."
United States
Mark
The price is NZ$269
includes taxes & fees
19 Apr - 20 Apr
Holiday Inn Winter Haven by IHG
Outdoor pool, pool umbrellas, pool loungers

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (738 reviews)
"Fabulous stay!!"
United States
Leslie
The price is NZ$337
includes taxes & fees
20 Apr - 21 Apr
Staybridge Suites Winter Haven Auburndale by IHG
Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, pool loungers

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.2 out of 10, Good, (1,003 reviews)
"Great place for our stay!"
United States
Anne E.
The price is NZ$199
includes taxes & fees
2 Apr - 3 Apr
Howard Johnson by Wyndham Winter Haven FL
Dining

Home Away from Home Winter Haven! Disney, Legoland, Bok Tower, Golf, Medical Ctr

Home Away from Home Winter Haven! Disney, Legoland, Bok Tower, Golf, Medical Ctr
Winter Haven
9.4 out of 10, Exceptional, (3 reviews)
"I'm town for family graduation party. Perfect place to stay"
United States
John S.
The price is NZ$736
includes taxes & fees
4 Apr - 5 Apr
Home Away from Home Winter Haven! Disney, Legoland, Bok Tower, Golf, Medical Ctr
Outdoor pool, pool umbrellas, pool loungers

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.4 out of 10, Exceptional, (1,186 reviews)
"We enjoyed our stay."
United States
Diane
The price is NZ$325
includes taxes & fees
12 Apr - 13 Apr
Best Western Plus Winter Haven Inn & Suites 
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.
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Choose what matters most at hotels with a pool in Winter Haven

Breakfast included
Spa pool

Hotels with pools and free breakfast in Winter Haven

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (191)
The price is NZ$583
includes taxes & fees
10 Apr - 11 Apr
LEGOLAND Beach Retreat
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

2/10 Terrible
"My experience with Hotels.com customer service was very disappointing. I spent about an hour on the phone with them, and unfortunately, they were not professional or helpful in resolving my concerns and I will never use Hotels.com again."
Saad 1-night trip
Posted 6 hours ago
The Grove Resort & Water Park Orlando

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?
Economy Suites: Features free self parking, an outdoor pool and complimentary wireless Internet access. Courtyard by Marriott Winter Haven: Hotel located near LEGOLAND® Florida. Offers free self parking, a 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 Indigo's Family Fun Center. 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.