Best Resorts in Winter Haven

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Check prices for these dates

Next weekend
Jun 12 - Jun 14
In two weeks
Jun 19 - Jun 21
In one month
Jul 3 - Jul 5
In two months
Jul 31 - Aug 2

Our top choices for Winter Haven resorts

2 outdoor pools, pool umbrellas, sun loungers

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, (1,005 reviews)
"it was a wonderful place to stay and my family enjoyed it"
United States
Skyla
$153 nightly
The price is $174
Jun 3 - Jun 4
Total with taxes and fees
Disney's All-Star Music Resort
Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,256 reviews)
"Great place to stay."
Canada
Paulo Henrique
$83 nightly
The price is $94
Jun 4 - Jun 5
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
Suite, 2 Bedrooms | Living area | 50-inch LCD TV with cable channels

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, (792 reviews)
"Great place for a big family."
United States
Alondra
$163 nightly
The price is $185
Jun 22 - Jun 23
Total with taxes and fees
Embassy Suites By Hilton Orlando Sunset Walk
Lobby

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
Lobby

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,607 reviews)
"Great place to spend a few days with loved ones"
United States
Francia
$189 nightly
The price is $215
Jun 3 - Jun 4
Total with taxes and fees
Margaritaville Resort Orlando with H2O Waterpark
Water park

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very Good, (1,751 reviews)
"Great hotel, love it"
United States
YOERLANDYS
$120 nightly
The price is $137
Jun 3 - Jun 4
Total with taxes and fees
Westgate Town Center Resort
Aerial view

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, (10,050 reviews)
"Hotel is nice and the waterpark was great"
United States
rocio gascon
$218 nightly
The price is $245
Jun 3 - Jun 4
Total with taxes and fees
The Grove Resort & Water Park Orlando
Exterior

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, (2,950 reviews)
"I very beautiful and nice place to stay! "
United States
Lohana
$184 nightly
The price is $207
Jun 3 - Jun 4
Total with taxes and fees
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Outdoor pool, a heated pool

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.
$285 nightly
The price is $318
Jun 3 - Jun 4
Total with taxes and fees
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
Property grounds

Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
$259 nightly
The price is $287
Jun 3 - Jun 4
Total with taxes and fees
Resort style near Disney and theme parks
2 outdoor pools, pool umbrellas, sun loungers

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, (1,003 reviews)
"Beautiful and friendly place"
United States
Denise
$154 nightly
The price is $175
Jun 14 - Jun 15
Total with taxes and fees
Disney's All-Star Movies Resort
Outdoor pool, a heated pool

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

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Kissimmee
$207 nightly
The price is $232
Jun 3 - Jun 4
Total with taxes and fees
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Water park

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, (1,010 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
$647 nightly
The price is $734
Jun 14 - Jun 15
Total with taxes and fees
Encore Resort and Water Park at Reunion by Rentyl
Outdoor pool, a heated pool

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
$124 nightly
The price is $136
Jun 7 - Jun 8
Total with taxes and fees
Paradise Room Resort Suite room near Disney and other interest places of Florida
Pool

Family Villa | Mickey + Avengers + Pool

Family Villa | Mickey + Avengers + Pool
Kissimmee
$430 nightly
The price is $455
Jun 24 - Jun 25
Total with taxes and fees
Family Villa | Mickey + Avengers + Pool
Aerial view

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very Good, (1,958 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 3 - Jun 4
Total with taxes and fees
Westgate Vacation Villas Resort
A heated pool

*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
Pool

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.
$686 nightly
The price is $767
Jun 3 - Jun 4
Total with taxes and fees
Grand Resort Home in Resort with Pool
Exterior

Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks
Davenport
$526 nightly
The price is $588
Jun 4 - Jun 5
Total with taxes and fees
Stylish Waterpark Resort Near Orlando Parks
Pool

15% OFF! Luxury 8BR Retreat | Private Pool, Spa & Resort Amenities | Near Disney

15% OFF! Luxury 8BR Retreat | Private Pool, Spa & Resort Amenities | Near Disney
Davenport
9.4 out of 10, Exceptional, (38 reviews)
"Very spacious home"
United States
Carolyn K.
$926 nightly
The price is $1,023
Jun 23 - Jun 24
Total with taxes and fees
15% OFF! Luxury 8BR Retreat | Private Pool, Spa & Resort Amenities | Near Disney
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
"Cute little place to stay!!!!"
Melissa 1-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
26,539
Accommodation
405 Resorts
Lowest Price
$94
Highest Price
$1,023

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 Vacation Villas Resort - Family-friendly resort. 22.8 mi (36.8 km) from Winter Haven. Highly rated for its proximity to shopping. Access to 14 outdoor pools, 2 restaurants, and 2 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 Willowbrook Golf Course, 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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