Hotels with Swimming Pool in Winter Haven, Florida

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Winter Haven Hotels with Swimming Pool

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 10 - Oct 12
Next weekend
Oct 17 - Oct 19

Top Winter Haven Hotels with Swimming Pool

Hampton Inn Winter Haven
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Winter Haven

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Very good Hotel for the price and all its amenities. "
The price is P5,902
P6,610 total
includes taxes & fees
Oct 16 - Oct 17
Hampton Inn Winter Haven
Holiday Inn Winter Haven by IHG
Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers

Holiday Inn Winter Haven by IHG

3.0 star property
9.0 out of 10, Wonderful, (1002)
"We had a good stay. "
The price is P5,088
P5,699 total
includes taxes & fees
Oct 12 - Oct 13
Holiday Inn Winter Haven by IHG
Staybridge Suites Winter Haven Auburndale by IHG
Outdoor pool, pool umbrellas, sun loungers

Staybridge Suites Winter Haven Auburndale by IHG

3.0 star property
9.8 out of 10, Exceptional, (589)
"We like it so much we are staying another night."
The price is P8,402
P9,411 total
includes taxes & fees
Oct 12 - Oct 13
Staybridge Suites Winter Haven Auburndale by IHG
Lake Roy Beach Inn
Outdoor pool, sun loungers

Lake Roy Beach Inn

2.0 star property
7.0 out of 10, Good, (976)
"Love this place, "
The price is P5,146
P5,764 total
includes taxes & fees
Oct 9 - Oct 10
Lake Roy Beach Inn
Legoland Florida Hotel
2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers

Legoland Florida Hotel

3.0 star property
9.2 out of 10, Wonderful, (31)
"Great hotel "
The price is P13,076
P16,933 total
includes taxes & fees
Oct 21 - Oct 22
Legoland Florida Hotel
Best Western Plus Winter Haven Inn & Suites 
Outdoor pool, pool umbrellas, sun loungers

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
9.4 out of 10, Exceptional, (1007)
"Excellent place to stay"
The price is P7,936
P8,888 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Plus Winter Haven Inn & Suites 
Lake Ida Beach Resort
Outdoor pool, pool umbrellas, sun loungers

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (178)
"We have stayed here several times. "
The price is P4,376
P4,901 total
includes taxes & fees
Oct 14 - Oct 15
Lake Ida Beach Resort
Courtyard by Marriott Winter Haven
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Courtyard by Marriott Winter Haven

3.0 star property
9.4 out of 10, Exceptional, (717)
"Wonderful stay, great staff and accommodations!"
The price is P8,869
P9,934 total
includes taxes & fees
Oct 14 - Oct 15
Courtyard by Marriott Winter Haven
Home2 Suites By Hilton Winter Haven
Seasonal outdoor pool

Home2 Suites By Hilton Winter Haven

3.0 star property
9.4 out of 10, Exceptional, (217)
"Excellent stay 👌 "
The price is P8,382
P9,388 total
includes taxes & fees
Oct 19 - Oct 20
Home2 Suites By Hilton Winter Haven
LEGOLAND Beach Retreat
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

LEGOLAND Beach Retreat

3.0 star property
9.0 out of 10, Wonderful, (120)
"small "
The price is P13,070
P16,926 total
includes taxes & fees
Oct 31 - Nov 1
LEGOLAND Beach Retreat
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.
View all properties

Top Winter Haven Hotel Reviews

Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"I just came back again to spend the weekend here. "
Reinaldo 2-night trip
Posted 2 days ago
Galleria Palms Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.