Find Hotels with a Pool in Winter Haven, FL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

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
8.8 out of 10, Excellent, (224 reviews)
"Loved the pool and the activities they have!"
United States
Tatiana
The price is AED 731
AED 963 total
includes taxes & fees
18 May - 19 May
LEGOLAND Beach Retreat

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, (779 reviews)
  • cleanliness
    Refreshing outdoor pool oasis with loungers and umbrellas provides a sun-soaked relaxation spot near LEGOLAND Florida.
"Had plenty of amenities including, pool, great full breakfast, complimentary laundry room, and full kitchens."
United States
leah desiderio
The price is AED 507
AED 568 total
includes taxes & fees
31 May - 1 Jun
Staybridge Suites Winter Haven Auburndale by IHG

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Shimmering blue waters await at this family-friendly hotel with pool loungers and workout options.
"Pool was great and heated"
United States
Gary
The price is AED 421
AED 472 total
includes taxes & fees
17 May - 18 May
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, (326 reviews)
  • cleanliness
    Refresh yourself in the seasonal outdoor pool during warm months while staying minutes from LEGOLAND® Florida.
"Pool was nice and clean"
United States
Katherine
The price is AED 524
AED 587 total
includes taxes & fees
18 May - 19 May
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, (1,259 reviews)
  • cleanliness
    Sun-soaked pool area creates perfect retreat near LEGOLAND Florida with loungers and umbrellas.
"The pool area was nice too!"
United States
Wilma
The price is AED 509
AED 570 total
includes taxes & fees
7 Jun - 8 Jun
Best Western Plus Winter Haven Inn & Suites 

Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!

Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!
Winter Haven
10.0 out of 10, Exceptional, (53 reviews)
"Pool area was private."
United States
Sherif M.
The price is AED 545
AED 1,310 total
includes taxes & fees
11 May - 12 May
Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!

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, (1,008 reviews)
  • cleanliness
    Splash into fun with sun loungers and umbrellas at this hotel's relaxing outdoor pool.
"Pool was nice although freezing so we could not go in despite the weather being over 80° whwn we were there."
Canada
Crystal
The price is AED 312
AED 350 total
includes taxes & fees
14 May - 15 May
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, (1,007 reviews)
  • cleanliness
    Dive into crystalline blue waters at this outdoor pool oasis with comfy loungers and sunshine appeal.
"The pool was clean"
United States
Careem
The price is AED 433
AED 485 total
includes taxes & fees
31 May - 1 Jun
Holiday Inn Winter Haven by IHG

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (758 reviews)
  • cleanliness
    Splash into sunset magic at Winter Haven's outdoor pool featuring loungers and mountain views.
"Great hotel with excellent staff from the moment we walked in! Clean rooms, good lobby rstaurant/bar…. And nice pool area! "
United States
JOSE
The price is AED 590
AED 661 total
includes taxes & fees
17 May - 18 May
Courtyard by Marriott Winter Haven

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
  • cleanliness
    Lakeside retreat with refreshing outdoor pool boasts loungers, umbrellas, and garden terrace for sunny Florida escapes.
"Quiet location, the pool was great for personal time off and relaxation."
United States
Carlos
The price is AED 280
AED 314 total
includes taxes & fees
5 Jun - 6 Jun
Lake Ida Beach Resort
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

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?
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.