Winter Haven Hotel Guide - Hotels with Pool in Winter Haven, Florida

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Check availability on Winter Haven Hotels with Pool

Tonight
1 Mar - 2 Mar
Tomorrow
2 Mar - 3 Mar
Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar

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, (170 reviews)
"Everything was great!"
United States
Fio
The price is €222
includes taxes & fees
23 Mar - 24 Mar
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, (307 reviews)
"Rooms were spotless and very comfortable. Would definitely recommend"
United States
Keshia Lashae
The price is €155
includes taxes & fees
22 Mar - 23 Mar
Home2 Suites By Hilton 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, (45 reviews)
"We had a great stay!"
United States
Harper B.
The price is €301
includes taxes & fees
4 Mar - 5 Mar
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
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 €132
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Winter Haven by IHG
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)
"Yes the room was spotless and all the amenities were great "
United States
Devan
The price is €145
includes taxes & fees
29 Mar - 30 Mar
Hampton Inn Winter Haven
Outdoor pool

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Cheerful 4 Bed, 3 Bath Home with Screened Pool
Winter Haven
10.0 out of 10, Exceptional, (24 reviews)
"Very lovely place to stay for a family vacation."
United States
Charley L.
The price is €417
includes taxes & fees
23 Mar - 24 Mar
Cheerful 4 Bed, 3 Bath Home with Screened Pool
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, (1,158 reviews)
"Excelent, clean room and Excelent breakfast, recommended this hotel "
United States
Julian
The price is €151
includes taxes & fees
22 Mar - 23 Mar
Best Western Plus Winter Haven Inn & Suites 
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, (721 reviews)
"Very clean and spacious accommodations. We had a wonderful stay! "
United States
Yolanda R.
The price is €160
includes taxes & fees
22 Mar - 23 Mar
Staybridge Suites Winter Haven Auburndale by IHG
Pool

Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park"
Mexico
Monica
The price is €418
includes taxes & fees
4 Mar - 5 Mar
Spacious 4-bedroom house in pleasant Winter Haven with AC
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (745 reviews)
"Clean rooms, great location and very friendly staff "
United States
Alyssa
The price is €160
includes taxes & fees
22 Mar - 23 Mar
Courtyard by Marriott Winter Haven
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
Hot tub

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, (170)
The price is €222
includes taxes & fees
23 Mar - 24 Mar
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

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Great!"
Karen 1-night trip
Posted 2 days ago
Holiday Inn Resort Kissimmee by the Parks by IHG

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 Reunion Resort Golf Course, and then take it easy poolside at one of the accommodation options in Winter Haven that guests 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.