Find Hotels with a Pool in Winter Haven, FL

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Our top choices for Winter Haven hotels with a pool

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.2 out of 10, Wonderful, (149)
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
The price is AED 896
AED 1,148 total
includes taxes & fees
30 Jan - 31 Jan
LEGOLAND Beach Retreat

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1006)
"Location is very convenient to shopping & food options, everything was very close. Hotel is in a good location, safe & quiet"
United States
HOA
The price is AED 449
AED 503 total
includes taxes & fees
11 Jan - 12 Jan
Hampton Inn Winter Haven

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, (1106)
"Good breakfast, Clean quiet room, Friendly staff."
United States
Harry
The price is AED 479
AED 536 total
includes taxes & fees
7 Jan - 8 Jan
Best Western Plus Winter Haven Inn & Suites 

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (276)
"Great room and location "
United States
Ashley
The price is AED 539
AED 604 total
includes taxes & fees
18 Jan - 19 Jan
Home2 Suites By Hilton Winter Haven

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, (1009)
"Nice hotel. Clean and great location. "
United States
Raylene
The price is AED 312
AED 350 total
includes taxes & fees
7 Jan - 8 Jan
Howard Johnson by Wyndham Winter Haven FL

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1005)
"Was ok Regular Holiday inn experience Staff were nice "
United States
Nadav
The price is AED 544
AED 609 total
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Winter Haven by IHG

Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (1)
"An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park"
Mexico
Monica
The price is AED 338
AED 1,322 total
includes taxes & fees
7 Jan - 8 Jan
Spacious 4-bedroom house in pleasant Winter Haven with AC

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, (42)
"We had a great stay!"
United States
Harper B.
The price is AED 545
AED 1,298 total
includes taxes & fees
12 Jan - 13 Jan
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (737)
"Great staff, great location "
United States
katherine
The price is AED 635
AED 712 total
includes taxes & fees
13 Jan - 14 Jan
Courtyard by Marriott Winter Haven

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (994)
"The views are great here. Porch also very nice."
United States
Barbara
The price is AED 359
AED 402 total
includes taxes & fees
19 Jan - 20 Jan
Lake Roy Beach Inn
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

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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.