Find Hotels with a Pool in Winter Haven, FL

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 10 Winter Haven Hotels with a Pool and compare room rates, reviews, and availability. Most hotels are fully refundable.

Lake Roy Beach Inn
Outdoor pool
Lake Roy Beach Inn
2.0 star property
6.8 out of 10, (903)
"Beautiful view "
The price is SAR 361
SAR 397 total
includes taxes & fees
30 Nov - 1 Dec
Lake Roy Beach Inn
Howard Johnson by Wyndham Winter Haven FL
Pool
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
7.0 out of 10, Good, (1002)
"Property was ok, Should have been more staff at the counter, had to pay a $50 room essential fee, which we got back after the room was checked. "
The price is SAR 383
SAR 422 total
includes taxes & fees
3 Dec - 4 Dec
Howard Johnson by Wyndham Winter Haven FL
Hampton Inn Winter Haven
Pool
Hampton Inn Winter Haven
2.5 star property
8.8 out of 10, Excellent, (1000)
"Great "
The price is SAR 413
SAR 455 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn Winter Haven
Winter Haven Gardens Inn
Pool
Winter Haven Gardens Inn
2.5 star property
5.8 out of 10, (1000)
"Didn't stay. Got here and sign on door saying permanent closed. Had to find somewhere else to stay at last minute. Good thing other family members had extra room and allowed us to stay with them."
Winter Haven Gardens Inn
Legoland Hotel
Outdoor pool
Legoland Hotel
2.0 star property
8.6 out of 10, Excellent, (9)
"Amazing hotel absolutely fabulous time. Fantastic staff and amenities. Great pool great buffet breakfast and great evening meal."
Legoland Hotel
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Pool
Rodeway Inn & Suites Winter Haven Chain Of Lakes
2.0 star property
5.4 out of 10, (234)
"I like the staff. They call me when I didn’t check in and I find out that I made a mistake on the day on my reservation. I didn’t like that it show in the link that they have free breakfast and that did not include."
The price is SAR 544
SAR 610 total
includes taxes & fees
8 Dec - 9 Dec
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Travelodge by Wyndham Winter Haven
Pool
Travelodge by Wyndham Winter Haven
2.5 star property
4.2 out of 10, (79)
"Worst hotel I've ever been to"
Travelodge by Wyndham Winter Haven
Economy Suites
Outdoor pool
Economy Suites
2.0 star property
5.0 out of 10, (324)
"The room was a lot cleaner than other hotels. Friendly staff "
The price is SAR 285
SAR 320 total
includes taxes & fees
1 Dec - 2 Dec
Economy Suites
Holiday Inn Winter Haven, an IHG Hotel
Pool
Holiday Inn Winter Haven, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Clean and neutral smell, which is a plus in Florida, where hotels typically smell bad. There are great restaurants and stores nearby."
The price is SAR 371
SAR 409 total
includes taxes & fees
4 Dec - 5 Dec
Holiday Inn Winter Haven, an IHG Hotel
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.
Don't see what you're looking for?
See all available properties in Winter Haven

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 6 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 a health club, a pool, and free self parking. 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 has 6 hotels in Winter Haven for your poolside break.
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 Inman Park 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.