Hotels with Pool & Resorts in Winter Haven from AU$140

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Check availability on Winter Haven Hotels with Pool

Best Winter Haven Hotels with Pool

Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Winter Haven
Hampton Inn Winter Haven
2.5 star property
9.0 out of 10, Wonderful, (1016)
"Very good Hotel for the price and all its amenities. "
United States
Luis
The price is AU$168
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Winter Haven
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, (122)
"Everything n everyone was very nice to us "
United States
Julia
The price is AU$408
includes taxes & fees
31 Oct - 1 Nov
LEGOLAND Beach Retreat
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, (225)
"Excellent stay 👌 "
United States
Alfonso
The price is AU$225
includes taxes & fees
30 Oct - 31 Oct
Home2 Suites By Hilton 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, (34)
"Really enjoyable stay. "
United Kingdom
John
The price is AU$446
includes taxes & fees
16 Nov - 17 Nov
Legoland Florida Hotel
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, (1007)
"The hotel was extremely clean and quiet! The front desk staff was nice and extremely helpful! I will definitely stay at this hotel again! "
United States
Heather
The price is AU$174
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Winter Haven by IHG
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, (1022)
"Excellent place to stay"
United States
Anita
The price is AU$233
includes taxes & fees
26 Oct - 27 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!"
United States
David
The price is AU$233
includes taxes & fees
29 Oct - 30 Oct
Courtyard by Marriott Winter Haven
Outdoor pool, pool loungers
Lake Roy Beach Inn
Lake Roy Beach Inn
2.0 star property
7.0 out of 10, Good, (980)
"Love this place, "
United States
PATRICIA
The price is AU$140
includes taxes & fees
26 Oct - 27 Oct
Lake Roy Beach Inn
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, (611)
"Rooms were very spacious and clean! Breakfast was great!"
United States
Terri
The price is AU$233
includes taxes & fees
26 Oct - 27 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, (35)
"We had a great stay!"
United States
Harper B.
The price is AU$511
includes taxes & fees
28 Oct - 29 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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Nice and big hotel. Very clean and there was always enough parking "
Monica 4-night trip
Posted 1 day ago
Hilton Vacation Club Aqua Sol Orlando West

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.