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

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Check availability on Winter Haven Hotels with Pool

Top Winter Haven Hotels with Pool

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
9.0 out of 10, Wonderful, (1005)
"The hotel was extremely clean and quiet! The front desk staff was nice and extremely helpful! I will definitely stay at this hotel again! "
The price is €84
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Winter Haven by IHG
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers
LEGOLAND Beach Retreat
LEGOLAND Beach Retreat
3.0 star property
9.0 out of 10, Wonderful, (121)
"small "
The price is €250
includes taxes & fees
31 Oct - 1 Nov
LEGOLAND Beach Retreat
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Winter Haven
Hampton Inn Winter Haven
2.5 star property
9.0 out of 10, Wonderful, (1010)
"Very good Hotel for the price and all its amenities. "
The price is €94
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn Winter Haven
2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, pool loungers
Legoland Florida Hotel
Legoland Florida Hotel
3.0 star property
9.2 out of 10, Wonderful, (33)
"Really enjoyable stay. "
The price is €250
includes taxes & fees
21 Oct - 22 Oct
Legoland Florida Hotel
Seasonal outdoor pool
Home2 Suites By Hilton Winter Haven
Home2 Suites By Hilton Winter Haven
3.0 star property
9.4 out of 10, Exceptional, (221)
"Excellent stay 👌 "
The price is €134
includes taxes & fees
22 Oct - 23 Oct
Home2 Suites By Hilton Winter Haven
Outdoor pool, pool loungers
Lake Roy Beach Inn
Lake Roy Beach Inn
2.0 star property
7.0 out of 10, Good, (978)
"Love this place, "
The price is €85
includes taxes & fees
16 Oct - 17 Oct
Lake Roy Beach Inn
Outdoor pool, pool umbrellas, pool loungers
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
3.5 star property
9.4 out of 10, Exceptional, (1015)
"Excellent place to stay"
The price is €131
includes taxes & fees
19 Oct - 20 Oct
Best Western Plus Winter Haven Inn & Suites 
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
9.4 out of 10, Exceptional, (719)
"Wonderful stay, great staff and accommodations!"
The price is €134
includes taxes & fees
9 Nov - 10 Nov
Courtyard by Marriott Winter Haven
Outdoor pool, pool umbrellas, pool loungers
Staybridge Suites Winter Haven Auburndale by IHG
Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
9.8 out of 10, Exceptional, (602)
"Room was great, very spacious. I really loved the surrounding area, close walk to the lake and lots of thrifting/antiquing nearby. "
The price is €130
includes taxes & fees
19 Oct - 20 Oct
Staybridge Suites Winter Haven Auburndale by IHG
Outdoor pool
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
9.8 out of 10, Exceptional, (34)
"We had a great stay!"
The price is €301
includes taxes & fees
19 Oct - 20 Oct
Heated Pool and Hot tub-near Legoland, Disney, Theme parks
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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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
"Nice place, clean rooms. Very family oriented. "
Shelly 1-night trip
Posted 2 days ago
Holiday Inn Resort Kissimmee by the Parks by IHG

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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 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.