Find Hotels with a Pool in Winter Haven, FL

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Compare Winter Haven Hotels with a Pool 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, (906)
"Property right on lake. Nice area in back is great for sitting and relaxing. Parking was tight but I was very impressed with the cleanliness of room and property."
The price is SAR 406
SAR 454 total
includes taxes & fees
23 Dec - 24 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, (1003)
"Nice"
The price is SAR 383
SAR 429 total
includes taxes & fees
24 Dec - 25 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)
"Nice clean rooms"
The price is SAR 490
SAR 548 total
includes taxes & fees
6 Jan - 7 January 2025
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
8.8 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 446
SAR 500 total
includes taxes & fees
12 Jan - 13 January 2025
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, (337)
"Under new management.New mgr.and family are extremely hospitable and very eager to please and insure guests are satisfied.Although,they are making great improvements to the property,they have a big job ahead fixing the neglected repairs and upkeep prior MGMT ignored.Needs more housekeeping staff.Also can use some updates on furniture and curtains definitely.overall for the price and location I was satisfied.mo bugs in my room,ac cold,clean."
The price is SAR 364
SAR 408 total
includes taxes & fees
23 Dec - 24 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, (1002)
"We were on vacation with family and got two joining rooms. It was wonderful to have so much space and the extra sofa and slide out bed were perfect for extra room for sleeping, eating in the room and congregating. Staff were wonderful!"
The price is SAR 470
SAR 526 total
includes taxes & fees
13 Jan - 14 January 2025
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.
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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 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 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.