A castle entrance with flags and banners, including a LEGO Kingdoms banner.

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Winter Haven resorts

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

1. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (5,842 reviews)
"great resort"
United States
RAJA
The price is ₩59,666
₩128,170 total
includes taxes & fees
Sep 29 - Sep 30
Kompose Boutique Resort at Theme Parks
A spacious lobby with a high ceiling, wooden beams, and a central fountain.

2. Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,779 reviews)
"Great place to stay,"
United States
Mike
The price is ₩176,210
₩274,415 total
includes taxes & fees
Oct 4 - Oct 5
Margaritaville Resort Orlando with H2O Waterpark
A swimming pool with a water slide, palm trees, and a building with 'CALYPSO' signage.

3. Disney's All-Star Music Resort

Disney's All-Star Music Resort
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,001 reviews)
"Enjoyed our stay"
United States
Samantha
The price is ₩204,349
₩231,936 total
includes taxes & fees
Sep 28 - Sep 29
Disney's All-Star Music Resort
A resort with multiple swimming pools, a large central pool, and a variety of guest accommodations.

4. Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1,166 reviews)
"We really enjoyed our stay with family - the proximity to sunset walk is great"
Canada
sambou
The price is ₩200,497
₩295,780 total
includes taxes & fees
Oct 13 - Oct 14
Embassy Suites By Hilton Orlando Sunset Walk
A resort with multiple swimming pools, palm trees, and a large hotel building.

5. Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
4.0 star property
Orange Lake
8.8 out of 10, Excellent, (3,352 reviews)
"It was a wonderful stay"
United States
Deborah
The price is ₩143,973
₩231,128 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Club Vacations at Orange Lake Resort by IHG
A water park with slides and water features.

6. Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (1,991 reviews)
"Great location."
United States
Myrna
The price is ₩123,528
₩186,677 total
includes taxes & fees
Oct 7 - Oct 8
Westgate Town Center Resort
A resort with a large pool, water slides, palm trees, and beach umbrellas.

7. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very good, (10,888 reviews)
"Great family resort."
Canada
Rushelle
The price is ₩243,962
₩349,757 total
includes taxes & fees
Oct 26 - Oct 27
The Grove Resort & Water Park Orlando

8. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.4 out of 10, Very good, (1,000 reviews)
"This place was so awesome, had a free shuttle to parks, and a great pool area!"
United States
Tara
The price is ₩367,582
₩1,145,883 total
includes taxes & fees
Oct 5 - Oct 6
Encore Resort and Water Park at Reunion by Rentyl
A nighttime scene at a water park with a large pool, palm trees, and a Mickey Mouse statue.

9. Disney's All-Star Movies Resort

Disney's All-Star Movies Resort
3.5 star property
Lake Buena Vista
9.0 out of 10, Wonderful, (1,001 reviews)
"A stay on Disney property is always a pleasure, the cast members and amenities are always top notch."
United States
Nicole
The price is ₩241,777
₩274,417 total
includes taxes & fees
Sep 30 - Oct 1
Disney's All-Star Movies Resort
A spacious lobby with high ceilings, large windows, and traditional decor.

10. Disney's Animal Kingdom Villas - Jambo House

Disney's Animal Kingdom Villas - Jambo House
4.0 star property
Bay Lake
8.6 out of 10, Excellent, (36 reviews)
"The room was clean, we had a beautiful view of the pool and the flamingo pond, occasionally a glimpse of a giraffe or Wilda beast. Everyone was friendly and helpful. The landscaping around the premises was lush and beautiful. "
United States
Susan
The price is ₩631,078
₩709,963 total
includes taxes & fees
Sep 29 - Sep 30
Disney's Animal Kingdom Villas - Jambo House
A hotel with a central pool area, multiple water slides, and a surrounding pool.

11. Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (2,076 reviews)
"Check in was quick and easy, the room was nice and clean, the staff was nice and helpful!"
United States
Latoya
The price is ₩115,957
₩178,085 total
includes taxes & fees
Oct 5 - Oct 6
Westgate Vacation Villas 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.
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Top Winter Haven Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Todo muy limpio"
guillermo 3-night trip
Posted less than an hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Find out more about Winter Haven

Winter Haven Resorts information

Number of reviews
28,139
Accommodation
26 Resorts
Lowest Price
₩128,170
Highest Price
₩1,145,883

Frequently asked questions

What is Winter Haven like for a resort vacation?
Longing for a relaxing escape? You deserve the luxuries and comforts of a resort, where you can find everything you need for your vacation from tasty food and drink options to entertainment and shopping. Browse the resorts in the area and discover the best one for you, whether you see yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's the best resort for my stay in Winter Haven?
Our top-rated resorts near Winter Haven: The Grove Resort & Water Park Orlando - Family-friendly resort. 24 mi (38.6 km) from Winter Haven. Features 6 outdoor pools, 3 restaurants, and 3 poolside bars. Guests love the pool. Kompose Boutique Resort at Theme Parks - 23.3 mi (37.5 km) from Winter Haven. Has 2 hot tubs, a 24-hour fitness center, and a snack bar/deli. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. 23.3 mi (37.5 km) from Winter Haven. Highly rated for its pool. Enjoy the 3 outdoor pools, 3 restaurants, and 3 bars. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. 23.8 mi (38.4 km) from Winter Haven. Amenities include 7 outdoor pools, 9 restaurants, and 2 poolside bars. Popular for its pool. Embassy Suites By Hilton Orlando Sunset Walk - 23.2 mi (37.4 km) from Winter Haven. Access to a 24-hour fitness center, free breakfast, and an outdoor pool.
What can I do in Winter Haven?
Travelers enjoy exploring the gardens, and also like the baseball games and other sporting events. Grab your golf clubs for a game at Willowbrook Golf Course and Cypresswood Golf and Country Club, or take the whole family to LEGOLAND® Florida and Indigo's Family Fun Center. For more to see in the area, you can spend time at Theatre Winter Haven or Chain of Lakes Park.
What's the seasonal weather like in Winter Haven?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What's the best way to get to and around Winter Haven?
Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) from the city center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. To venture out into the surrounding area, hop on a train at Winter Haven Station.