Find Hotels with a Pool in Winter Haven, FL

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Top Winter Haven Hotels with a Pool

LEGOLAND Beach Retreat

3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (126)
"Ryan was great at breakfast! Rooms are nice. "
United States
Laura
$234 nightly
The price is $263
Nov 29 - Nov 30
Total with taxes and fees
LEGOLAND Beach Retreat

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
$127 nightly
The price is $142
Nov 16 - Nov 17
Total with taxes and fees
Home2 Suites By Hilton 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
$95 nightly
The price is $107
Nov 30 - Dec 1
Total with taxes and fees
Hampton Inn Winter Haven

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
$89 nightly
The price is $100
Nov 16 - Nov 17
Total with taxes and fees
Holiday Inn Winter Haven by IHG

Legoland Florida Hotel

3.0 star property
Winter Haven
9.2 out of 10, Wonderful, (37)
"Staff was welcoming and polite and helpful "
United States
Latoya
$273 nightly
The price is $306
Nov 18 - Nov 19
Total with taxes and fees
Legoland Florida Hotel

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
Winter Haven
7.0 out of 10, Good, (1034)
"This hotel is always our go to !!! Breakfast in the morning is simple, clean, and basic "
United States
Daniella
$85 nightly
The price is $95
Nov 11 - Nov 12
Total with taxes and fees
Howard Johnson by Wyndham Winter Haven FL

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
Winter Haven
9.4 out of 10, Exceptional, (1035)
"Clean, quiet, nice breakfast, super attentive staff."
United States
Laura
$122 nightly
The price is $137
Nov 17 - Nov 18
Total with taxes and fees
Best Western Plus Winter Haven Inn & Suites 

Courtyard by Marriott Winter Haven

3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (722)
"Everything was excellent. Friendly staff. Very clean place. "
United States
Bill
$131 nightly
The price is $147
Nov 23 - Nov 24
Total with taxes and fees
Courtyard by Marriott Winter Haven

Lake Roy Beach Inn

2.0 star property
Winter Haven
7.0 out of 10, Good, (982)
"clean room"
United States
stephen
$82 nightly
The price is $92
Nov 9 - Nov 10
Total with taxes and fees
Lake Roy Beach Inn

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.
$290 nightly
The price is $320
Nov 10 - Nov 11
Total with taxes and fees
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.

Top Winter Haven Hotel Reviews

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.

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