Best Resorts in Winter Haven

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Our top choices for Winter Haven resorts

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,492 reviews)
"amazing place to stay"
United States
caleb
$87 nightly
The price is $99
Jan 27 - Jan 28
Total with taxes and fees
Kompose Boutique Resort at Theme Parks

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)
"Always a pleasure coming "home" to the resort with the most magical & accommodating cast members. Never disappointed. "
United States
Erin-Therese
$142 nightly
The price is $161
Feb 24 - Feb 25
Total with taxes and fees
Disney's All-Star Music Resort

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,636 reviews)
"Great , great hotel great location "
United States
Adrian
$203 nightly
The price is $231
Feb 1 - Feb 2
Total with taxes and fees
Margaritaville Resort Orlando with H2O Waterpark

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, (9,014 reviews)
"Great place to stay with the family. "
United States
Nabeel
$210 nightly
The price is $236
Feb 25 - Feb 26
Total with taxes and fees
The Grove Resort & Water Park Orlando

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, (30 reviews)
"The best Disneyvacation ever!"
Sweden
Anonymous traveler
$414 nightly
The price is $465
Feb 25 - Feb 26
Total with taxes and fees
Disney's Animal Kingdom Villas - Jambo House

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, (519 reviews)
"Favorite place to stay!"
United States
Ebony
$166 nightly
The price is $189
Feb 2 - Feb 3
Total with taxes and fees
Embassy Suites By Hilton Orlando Sunset Walk

Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort
3.0 star property
Auburndale
9.8 out of 10, Exceptional, (6 reviews)
"Very cool place, lots of space for the money, wish I’d stayed longer. "
United States
Jon
$107 nightly
The price is $120
Jan 27 - Jan 28
Total with taxes and fees
Camp Margaritaville Auburndale RV Resort

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, (2,587 reviews)
"Great location best place to take the family on Vacation "
United States
Andrew
$196 nightly
The price is $221
Jan 27 - Jan 28
Total with taxes and fees
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1,763 reviews)
"Enjoyed my stay with then"
United States
Margaret
$115 nightly
The price is $130
Jan 27 - Jan 28
Total with taxes and fees
Westgate Vacation Villas Resort

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, (1,004 reviews)
"House was clean and spacious, water park was fun, location to parks was great. "
United States
Ruth
$629 nightly
The price is $714
Feb 11 - Feb 12
Total with taxes and fees
Encore Resort and Water Park at Reunion by Rentyl

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, (1,001 reviews)
"The hotel was perfect for our short stay. "
United States
Megan Marie
$114 nightly
The price is $130
Feb 4 - Feb 5
Total with taxes and fees
Disney's All-Star Movies Resort

Impressive Condo Newly Renovated 2+2 Near Disney

Impressive Condo Newly Renovated 2+2 Near Disney
Champions Gate
9.4 out of 10, Exceptional, (35 reviews)
"Great location, highly recommend. We stayed here while visiting Disney and the kids loved the place and the pool. "
United States
Alize T.
$235 nightly
The price is $263
Feb 2 - Feb 3
Total with taxes and fees
Impressive Condo Newly Renovated 2+2 Near Disney

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
Jan 27 - Jan 28
Total with taxes and fees
Grand Resort Home in Resort with Pool

Cozy and perfect for a family time.

Cozy and perfect for a family time.
Clermont
$145 nightly
The price is $159
Jan 30 - Jan 31
Total with taxes and fees
Cozy and perfect for a family time.

Charming 3-bedroom Resort - Close to Disney!

Charming 3-bedroom Resort - Close to Disney!
Champions Gate
8.8 out of 10, Excellent, (5 reviews)
"This was a beautiful clean accommodation. Would recommend to anyone that is staying in the area as it accommodated many and at a reasonable price."
United States
Stephen
$257 nightly
The price is $287
Jan 27 - Jan 28
Total with taxes and fees
Charming 3-bedroom Resort - Close to Disney!

Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks
Davenport
$373 nightly
The price is $418
Feb 17 - Feb 18
Total with taxes and fees
Stylish Waterpark Resort Near Orlando Parks

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1,420 reviews)
"Great place! Will definitely be back! "
United States
Amanda
$120 nightly
The price is $137
Jan 27 - Jan 28
Total with taxes and fees
Westgate Town Center Resort

Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
$257 nightly
The price is $285
Jan 27 - Jan 28
Total with taxes and fees
Resort style near Disney and theme 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
24,435
Accommodation
414 Resorts
Lowest Price
$99
Highest Price
$767

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, 8 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 Lake Henry Golf 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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