Find Hotels with a Pool in Winter Haven, FL

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Check availability on Winter Haven Hotels with a Pool

Top Winter Haven Hotels with a Pool

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

LEGOLAND Beach Retreat

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (127)
"Ryan was great at breakfast! Rooms are nice. "
United States
Laura
The price is AED 739
AED 972 total
includes taxes & fees
21 Nov - 22 Nov
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, (230)
"Very nice staff and was cleaned."
United States
Lemyale
The price is AED 467
AED 523 total
includes taxes & fees
16 Nov - 17 Nov
Home2 Suites By Hilton Winter Haven
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Winter Haven

Hampton Inn Winter Haven

2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1000)
"Clean room, staff was nice, breakfast was good, easy parking."
United States
Jessica
The price is AED 350
AED 392 total
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Winter Haven
Outdoor pool, open 7:00 AM to 10:00 PM, sun 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, (1000)
"Bartender made great drinks "
United States
Antonio
The price is AED 404
AED 452 total
includes taxes & fees
13 Nov - 14 Nov
Holiday Inn Winter Haven by IHG
2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers
Legoland Florida Hotel

Legoland Florida Hotel

3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (38)
"Staff was welcoming and polite and helpful "
United States
Latoya
The price is AED 1,054
AED 1,325 total
includes taxes & fees
30 Nov - 1 Dec
Legoland Florida Hotel
Outdoor pool, open 8:30 AM to 9:00 PM, pool umbrellas, sun loungers
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
Winter Haven
7.0 out of 10, Good, (1002)
"This hotel is always our go to !!! Breakfast in the morning is simple, clean, and basic "
United States
Daniella
The price is AED 312
AED 350 total
includes taxes & fees
11 Nov - 12 Nov
Howard Johnson by Wyndham Winter Haven FL
Outdoor pool, pool umbrellas, sun 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, (1037)
"Clean, quiet, nice breakfast, super attentive staff."
United States
Laura
The price is AED 449
AED 503 total
includes taxes & fees
17 Nov - 18 Nov
Best Western Plus Winter Haven Inn & Suites 
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers
Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven

3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (724)
"It’s very close to Legoland and shopping centers."
Mexico
Luis
The price is AED 481
AED 539 total
includes taxes & fees
23 Nov - 24 Nov
Courtyard by Marriott Winter Haven
Outdoor pool, sun loungers
Lake Roy Beach Inn

Lake Roy Beach Inn

2.0 star property
Winter Haven
7.0 out of 10, Good, (982)
"clean room"
United States
stephen
The price is AED 298
AED 334 total
includes taxes & fees
13 Nov - 14 Nov
Lake Roy Beach Inn
Outdoor pool
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, (38)
"We really enjoyed staying here. The location was a great proximity to restaurants and Legoland, which was our main reason for being in the area. The pool was fun and the beds were comfortable. Would definitely recommend staying at Vince and Amy’s!"
United States
Makenzie H.
The price is AED 364
AED 1,073 total
includes taxes & fees
10 Nov - 11 Nov
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
"Great trip. "
adam 1-night trip
Posted 1 day ago
Hilton Vacation Club Aqua Sol Orlando West

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Frequently asked questions

What's it like visiting Winter Haven?
If lounging next to a pool is your idea of the perfect getaway, you may want to check out family-friendly Winter Haven, which has 18 places to stay with pools. While you're here, you can explore sights such as LEGOLAND® Florida, and then relax and unwind poolside at one of the accommodations in Winter Haven that travelers like for their pools.
What are some accommodations 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 like LEGOLAND® Florida while you're in Winter Haven. Make a point to visit attractions like 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 with an outdoor pool if you'll be visiting Winter Haven in the driest months of November, December, or February when the average rainfall is 2 inches. Lodging 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 8 inches.
What's the best way to travel around Winter Haven?
Knowing the transportation options in Winter Haven can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop on a train at Winter Haven Station. Winter Haven may not have many public transit options so consider renting a car to explore more.