Best Resorts in Winter Haven

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Our top choices for Winter Haven resorts

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, (1,003 reviews)
"it was a wonderful place to stay and my family enjoyed it"
United States
Skyla
$153 nightly
The price is $174
Jun 14 - Jun 15
Total with taxes and fees
Disney's All-Star Music Resort

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,288 reviews)
"Great place to stay."
Canada
Paulo Henrique
$100 nightly
The price is $114
Jun 24 - Jun 25
Total with taxes and fees
Kompose Boutique Resort at Theme Parks

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, (801 reviews)
"Everything was amazing from staff to property and the breakfast was amazing"
United States
Alice J
$163 nightly
The price is $185
Jun 22 - Jun 23
Total with taxes and fees
Embassy Suites By Hilton Orlando Sunset Walk

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,615 reviews)
"Great place to spend a few days with loved ones"
United States
Francia
$182 nightly
The price is $207
Jul 5 - Jul 6
Total with taxes and fees
Margaritaville Resort Orlando with H2O Waterpark

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, (33 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
$383 nightly
The price is $431
Jul 2 - Jul 3
Total with taxes and fees
Disney's Animal Kingdom Villas - Jambo House

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, (10,082 reviews)
"Hotel is nice and the waterpark was great"
United States
rocio gascon
$248 nightly
The price is $279
Jun 8 - Jun 9
Total with taxes and fees
The Grove Resort & Water Park Orlando

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very Good, (1,755 reviews)
"Great hotel, love it"
United States
YOERLANDYS
$120 nightly
The price is $137
Jun 7 - Jun 8
Total with taxes and fees
Westgate Town Center Resort

Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities

Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
Champions Gate
10.0 out of 10, Exceptional, (25 reviews)
"Condo was just what we wanted. Good location, lot's of good bars/restaurants, pretty much anything you would need is nearby. Theme parks close by.Pool area was very nice. I was pleasantly surprised at the equipment available in the gym. Property was well maintained."
United States
william g.
$286 nightly
The price is $319
Jun 14 - Jun 15
Total with taxes and fees
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities

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, (2,959 reviews)
"Cute little place to stay!!!!"
United States
Melissa
$192 nightly
The price is $216
Jun 8 - Jun 9
Total with taxes and fees
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
$261 nightly
The price is $289
Jun 5 - Jun 6
Total with taxes and fees
Resort style near Disney and theme parks

Disney's All-Star Movies Resort

Disney's All-Star Movies Resort
3.5 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,000 reviews)
"Beautiful and friendly place"
United States
Denise
$154 nightly
The price is $175
Jun 7 - Jun 8
Total with taxes and fees
Disney's All-Star Movies Resort

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Kissimmee
$203 nightly
The price is $228
Jun 7 - Jun 8
Total with taxes and fees
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.2 out of 10, Very Good, (1,000 reviews)
"Our stay was perfect for my family and I. Location was convenient to stores, food, and of course Disney. This is our 2nd time staying here we will definitely be back for a 3rd visit."
United States
Ebony
$655 nightly
The price is $743
Jun 7 - Jun 8
Total with taxes and fees
Encore Resort and Water Park at Reunion by Rentyl

Paradise Room Resort Suite room near Disney and other interest places of Florida

Paradise Room Resort Suite room near Disney and other interest places of Florida
Regal Palms
9.8 out of 10, Exceptional, (7 reviews)
"The host was very accommodating all week long and responded to any questions we had within the hour. I would say she went beyond and above our normal VRBO experiences. The pools are a major plus and the restaurant was very convient! I will also say there is a major grocery store a block away and many restaurants within a short drive. "
United States
Anonymous traveler
$101 nightly
The price is $111
Jun 8 - Jun 9
Total with taxes and fees
Paradise Room Resort Suite room near Disney and other interest places of Florida

Family Villa | Mickey + Avengers + Pool

Family Villa | Mickey + Avengers + Pool
Kissimmee
$431 nightly
The price is $456
Jun 24 - Jun 25
Total with taxes and fees
Family Villa | Mickey + Avengers + Pool

Family retreat with Princess Room, Space Room, and resort amenities near Disney

Family retreat with Princess Room, Space Room, and resort amenities near Disney
Davenport
$155 nightly
The price is $171
Jun 16 - Jun 17
Total with taxes and fees
Family retreat with Princess Room, Space Room, and resort amenities near Disney

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very Good, (1,963 reviews)
"This was a amazing resort with so many amenities and the Mexican restaurant was great and the ice cream was yummy - rooms are clean and it is very family friendly"
United States
Rebecca
$115 nightly
The price is $130
Jun 7 - Jun 8
Total with taxes and fees
Westgate Vacation Villas Resort

*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo

*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo
Windsor Hills
10.0 out of 10, Exceptional, (10 reviews)
"Very nice newly renovated condo, we loved the location and amenities."
Canada
Jesse A.
$359 nightly
The price is $402
Jun 19 - Jun 20
Total with taxes and fees
*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo

Grand Resort Home in Resort with Pool

Grand Resort Home in Resort with Pool
Kissimmee
6.0 out of 10, (2 reviews)
"The stay was amazing, wonderful and relaxing "
United States
Gail L.
$680 nightly
The price is $761
Jun 5 - Jun 6
Total with taxes and fees
Grand Resort Home in Resort with Pool

Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks
Davenport
$522 nightly
The price is $584
Jun 9 - Jun 10
Total with taxes and fees
Stylish Waterpark Resort Near Orlando Parks
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

Find out more about Winter Haven

Winter Haven Resorts information

Number of reviews
24,255
Accommodation
405 Resorts
Lowest Price
$111
Highest Price
$761

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. Westgate Town Center Resort - Family-friendly resort. 22.8 mi (36.6 km) from Winter Haven. Access to 14 outdoor pools, 2 restaurants, and 3 bars.
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 Cypresswood Golf and Country Club and Baytree Golf 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.

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