Find Hotels with a Pool in Winter Haven, FL

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Check availability on Winter Haven Hotels with a Pool

Tonight
Nov 4 - Nov 5
Tomorrow
Nov 5 - Nov 6
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

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
9.0 out of 10, Wonderful, (126)
"Ryan was great at breakfast! Rooms are nice. "
United States
Laura
The price is ￥34,543
￥44,732 total
includes taxes & fees
Nov 7 - Nov 8
LEGOLAND Beach Retreat
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
9.2 out of 10, Wonderful, (36)
"Staff was welcoming and polite and helpful "
United States
Latoya
The price is ￥34,431
￥44,608 total
includes taxes & fees
Nov 13 - Nov 14
Legoland Florida Hotel
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
9.0 out of 10, Wonderful, (1017)
"Bartender made great drinks "
United States
Antonio
The price is ￥13,725
￥15,371 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Inn Winter Haven by IHG
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, (229)
"Great staff."
United States
Jeneen
The price is ￥20,106
￥22,518 total
includes taxes & fees
Nov 16 - Nov 17
Home2 Suites By Hilton Winter Haven
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Winter Haven
Hampton Inn Winter Haven
2.5 star property
9.0 out of 10, Wonderful, (1027)
"Very good Hotel for the price and all its amenities. "
United States
Luis
The price is ￥15,048
￥16,854 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn Winter Haven
Outdoor pool, pool umbrellas, sun 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, (1031)
"Clean, quiet, nice breakfast, super attentive staff."
United States
Laura
The price is ￥19,441
￥21,773 total
includes taxes & fees
Nov 18 - Nov 19
Best Western Plus Winter Haven Inn & Suites 
Outdoor pool, sun loungers
Lake Roy Beach Inn
Lake Roy Beach Inn
2.0 star property
7.0 out of 10, Good, (981)
"Loved the lake , so pretty at night"
United States
Nicole
The price is ￥12,378
￥13,864 total
includes taxes & fees
Nov 15 - Nov 16
Lake Roy Beach Inn
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
9.4 out of 10, Exceptional, (722)
"Everything was excellent. Friendly staff. Very clean place. "
United States
Bill
The price is ￥20,202
￥22,627 total
includes taxes & fees
Nov 30 - Dec 1
Courtyard by Marriott Winter Haven
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
7.0 out of 10, Good, (1033)
"This hotel is always our go to !!! Breakfast in the morning is simple, clean, and basic "
United States
Daniella
The price is ￥13,108
￥14,682 total
includes taxes & fees
Nov 9 - Nov 10
Howard Johnson by Wyndham Winter Haven FL
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, (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 ￥18,737
￥49,392 total
includes taxes & fees
Nov 6 - Nov 7
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

Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Everything, the service is very good, the breakfast delicious. Everything excellent "
Paola 4-night trip
Posted 1 day ago
Galleria Palms Hotel

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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 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 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.