Find Hotels with a Pool in Winter Haven, FL from CA $165

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Check availability on Winter Haven Hotels with a Pool

Our top choices for Winter Haven hotels with a pool

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (181 reviews)
"Staff was very friendly and helpful "
United States
Samantha
The price is CA $270
CA $357 total
includes taxes & fees
Apr 1 - Apr 2
LEGOLAND Beach Retreat

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff friendly. Breakfast good. Hotel easy to access and quiet neighborhood. "
United States
Rebecca
The price is CA $189
CA $212 total
includes taxes & fees
Apr 5 - Apr 6
Hampton Inn Winter Haven

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (311 reviews)
"Excellent stay"
United States
Christine M
The price is CA $241
CA $270 total
includes taxes & fees
Apr 12 - Apr 13
Home2 Suites By Hilton 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, (1,177 reviews)
"We enjoyed our stay."
United States
Diane
The price is CA $213
CA $238 total
includes taxes & fees
Mar 22 - Mar 23
Best Western Plus Winter Haven Inn & Suites 

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean spacious rooms and friendly staff."
United States
Mark
The price is CA $185
CA $208 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Winter Haven by IHG

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1,002 reviews)
"Very clean room and bathroom. Very happy with accommodations and service."
United States
Frank
The price is CA $147
CA $165 total
includes taxes & fees
Apr 3 - Apr 4
Lake Roy Beach Inn

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (732 reviews)
"Highly recommends this hotel for a nice stay, clean, cozy, nearby NH downtown ! Great service!"
United States
Corina
The price is CA $232
CA $260 total
includes taxes & fees
Mar 22 - Mar 23
Staybridge Suites Winter Haven Auburndale by IHG

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, (45 reviews)
"We had a great stay!"
United States
Harper B.
The price is CA $286
CA $595 total
includes taxes & fees
Mar 31 - Apr 1
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Cheerful 4 Bed, 3 Bath Home with Screened Pool

Cheerful 4 Bed, 3 Bath Home with Screened Pool
Winter Haven
10.0 out of 10, Exceptional, (24 reviews)
"Very lovely place to stay for a family vacation."
United States
Charley L.
The price is CA $288
CA $642 total
includes taxes & fees
Mar 23 - Mar 24
Cheerful 4 Bed, 3 Bath Home with Screened Pool

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.2 out of 10, Good, (1,006 reviews)
"Lovely rooms and great staff"
United States
Linda
The price is CA $152
CA $170 total
includes taxes & fees
Apr 1 - Apr 2
Howard Johnson by Wyndham Winter Haven FL
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.

Choose what matters most at hotels with a pool in Winter Haven

Hotels with pools and free breakfast in Winter Haven

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?
Economy Suites: Features free self parking, an outdoor pool, and complimentary wireless internet access. Courtyard by Marriott Winter Haven: Hotel located near LEGOLAND® Florida. Offers free self parking, a 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.

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