Best Resorts in Winter Haven

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Check prices for these dates

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Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Resorts in Winter Haven

Grand Resort Home in Resort with Pool
Pool

Grand Resort Home in Resort with Pool

2.0 out of 10, (1)
$542 nightly
The price is $606
Jun 29 - Jun 30
Total includes taxes and fees
Grand Resort Home in Resort with Pool
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Outdoor pool, a heated pool

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

$222 nightly
The price is $248
Jul 22 - Jul 23
Total includes taxes and fees
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Fun Filled Florida Holidays Resort
Outdoor pool

Fun Filled Florida Holidays Resort

$193 nightly
The price is $216
Jun 29 - Jun 30
Total includes taxes and fees
Fun Filled Florida Holidays Resort
Kompose Boutique Resort at Theme Parks
Reception

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (422)
"Excellent location, extremely clean accommodations, and decent quality breakfast in the morning. "
$90 nightly
The price is $102
Jul 1 - Jul 2
Total includes taxes and fees
Kompose Boutique Resort at Theme Parks
Westgate Towers Resort Kisseme Florida
Cookware/dishes/utensils

Westgate Towers Resort Kisseme Florida

$171 nightly
The price is $191
Jul 5 - Jul 6
Total includes taxes and fees
Westgate Towers Resort Kisseme Florida
Go!#21 - SOLTERRA - Seven Bedroom Resort, Sleeps 18
A heated pool

Go!#21 - SOLTERRA - Seven Bedroom Resort, Sleeps 18

8.0 out of 10, Very Good, (1)
"Had a good time with the fellas, didn’t have any problems with the location, had to give a security deposit which was unheard of to me but I was understanding about it, waiting to get that back though. "
$828 nightly
The price is $828
Jun 29 - Jun 30
Total includes taxes and fees
Go!#21 - SOLTERRA - Seven Bedroom Resort, Sleeps 18
Westgate Vacation Villas Resort
Aerial view

Westgate Vacation Villas Resort

4.0 star property
7.8 out of 10, Good, (1650)
"Property was comfortable staff was friendly"
$130 nightly
The price is $148
Jul 13 - Jul 14
Total includes taxes and fees
Westgate Vacation Villas Resort
Westgate Town Center with 5 water parks
Exterior

Westgate Town Center with 5 water parks

$800 nightly
The price is $895
Jun 29 - Jun 30
Total includes taxes and fees
Westgate Town Center with 5 water parks
Westgate Town Center Resort
Water park

Westgate Town Center Resort

4.0 star property
8.0 out of 10, Very Good, (1264)
"Nice place for the family!!"
$132 nightly
The price is $150
Jul 13 - Jul 14
Total includes taxes and fees
Westgate Town Center Resort
Cozy 2-Bedroom Deluxe Villa resort with Water Park, WiFi in charming Kissimmee
Exterior

Cozy 2-Bedroom Deluxe Villa resort with Water Park, WiFi in charming Kissimmee

2.0 star property
$559 nightly
The price is $625
Jun 29 - Jun 30
Total includes taxes and fees
Cozy 2-Bedroom Deluxe Villa resort with Water Park, WiFi in charming Kissimmee
1BED/1BATH LUXURY RESORT W/LOTS OF AMENITIES
Pool

1BED/1BATH LUXURY RESORT W/LOTS OF AMENITIES

$405 nightly
The price is $453
Jun 30 - Jul 1
Total includes taxes and fees
1BED/1BATH LUXURY RESORT W/LOTS OF AMENITIES
Charming 3-bedroom Resort - Close to Disney!
Exterior

Charming 3-bedroom Resort - Close to Disney!

10.0 out of 10, Exceptional, (1)
"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."
$210 nightly
The price is $236
Jun 29 - Jun 30
Total includes taxes and fees
Charming 3-bedroom Resort - Close to Disney!
Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark Access - 3004SR
Pool

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark Access - 3004SR

$540 nightly
The price is $604
Jul 27 - Jul 28
Total includes taxes and fees
Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark Access - 3004SR
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville Resort & Island H2O.
Pool

Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville Resort & Island H2O.

$540 nightly
The price is $604
Jul 13 - Jul 14
Total includes taxes and fees
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville Resort & Island H2O.
Seaweed Paradise Cottage near Disney with Margaritaville Resort & Island H2O Access - 8057KD
Pool

Seaweed Paradise Cottage near Disney with Margaritaville Resort & Island H2O Access - 8057KD

$678 nightly
The price is $759
Jul 27 - Jul 28
Total includes taxes and fees
Seaweed Paradise Cottage near Disney with Margaritaville Resort & Island H2O Access - 8057KD
Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access - 8012FF
Pool

Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access - 8012FF

$540 nightly
The price is $604
Jul 13 - Jul 14
Total includes taxes and fees
Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access - 8012FF
Sky Blue Cottage with Private Pool near Disney with Margaritaville Resort & Island H2O Access -.
Pool

Sky Blue Cottage with Private Pool near Disney with Margaritaville Resort & Island H2O Access -.

$871 nightly
The price is $974
Jul 13 - Jul 14
Total includes taxes and fees
Sky Blue Cottage with Private Pool near Disney with Margaritaville Resort & Island H2O Access -.
Inviting Cottage with Private Pool near Disney with Margaritaville Resort & Island H2O Access -.
Pool

Inviting Cottage with Private Pool near Disney with Margaritaville Resort & Island H2O Access -.

$597 nightly
The price is $668
Jul 27 - Jul 28
Total includes taxes and fees
Inviting Cottage with Private Pool near Disney with Margaritaville Resort & Island H2O Access -.
Margaritaville Resort Orlando with H2O Waterpark
Lobby

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3391)
"Loved the resort will definitely will stay again."
$191 nightly
The price is $216
Jul 20 - Jul 21
Total includes taxes and fees
Margaritaville Resort Orlando with H2O Waterpark
Dreamy Cottage near Disney with Margaritaville Resort & Island H20 Waterpark Access - 2950SR
Pool

Dreamy Cottage near Disney with Margaritaville Resort & Island H20 Waterpark Access - 2950SR

$540 nightly
The price is $604
Jul 13 - Jul 14
Total includes taxes and fees
Dreamy Cottage near Disney with Margaritaville Resort & Island H20 Waterpark Access - 2950SR
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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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. 23.9 mi (38.4 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. 23.4 mi (37.6 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. 22.7 mi (36.6 km) from Winter Haven. Access to 14 outdoor pools, 2 restaurants, and 3 bars.
How many resorts can I expect to find in Winter Haven?
Take your pick from Expedia's 21 resort hotels in Winter Haven where you can enjoy onsite spas, fantastic guest rooms, and more.
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 Baytree Golf Club and Willowbrook Golf Course, or take the whole family to LEGOLAND® Florida and Peppa Pig Theme Park Florida. 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.