Search Resorts in Winter Haven

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Resorts in Winter Haven

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (7769)
"Great place to stay with the family."
The price is SAR 495
SAR 726 total
includes taxes & fees
9 Jun - 10 Jun
The Grove Resort & Water Park Orlando

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (223)
"Excellent stay"
The price is SAR 311
SAR 398 total
includes taxes & fees
8 Jun - 9 Jun
Kompose Boutique Resort at Theme Parks

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3372)
"Really nice stay at the resort "
The price is SAR 597
SAR 865 total
includes taxes & fees
12 Jun - 13 Jun
Margaritaville Resort Orlando with H2O Waterpark

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2029)
"Great place to stay and a very good value. "
The price is SAR 465
SAR 688 total
includes taxes & fees
9 Jun - 10 Jun
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Westgate Town Center Resort

4.0 star property
7.8 out of 10, Good, (1257)
"Nice place to stay and service is nice"
The price is SAR 334
SAR 506 total
includes taxes & fees
8 Jun - 9 Jun
Westgate Town Center Resort

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.2 out of 10, Wonderful, (214)
"Nice place we really enjoyed our stay "
The price is SAR 417
SAR 644 total
includes taxes & fees
15 Jun - 16 Jun
Embassy Suites By Hilton Orlando Sunset Walk

Westgate Vacation Villas Resort

4.0 star property
7.8 out of 10, Good, (1616)
"Love this place"
The price is SAR 319
SAR 489 total
includes taxes & fees
8 Jun - 9 Jun
Westgate Vacation Villas Resort

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (993)
"My family always have an amazing time staying here"
Encore Resort and Water Park At Reunion by Rentyl

WorldMark Reunion

4.0 star property
9.4 out of 10, Exceptional, (536)
"We love staying there the condo we were in was clean was connected to a nice pool for my toddler to play in right away. Beautiful place would stay there again."
WorldMark Reunion

AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY

9.0 out of 10, Wonderful, (92)
"Stayed to attend our daughters cheer comp @ ESPN World of Sports Complex. Great location, acommodations were clean, and checkin was a breeze. Room was comfortable and well priced. Will return again."
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY

Celebration Suites

3.0 star property
8.6 out of 10, Excellent, (1001)
"I have been staying here for years and I’ve never been disappointed, old town and fun spot, so close to everything enjoyable for people of all ages "
Celebration Suites

Designer Renovated Condo in Gorgeous Tropical Setting

9.6 out of 10, Exceptional, (160)
"Great neighborhood, great host and a very cosy condo made for a stress free stay."
Designer Renovated Condo in Gorgeous Tropical Setting

AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY

9.0 out of 10, Wonderful, (94)
"We love Westgate Town Center! It's convenient, centrally located, staff is friendly ...is always great when we stay here."
AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY

Luxury home at Windsor Resort - Kissimme

2.0 star property
8.8 out of 10, Excellent, (3)
"Everything was just as advertised "
Luxury home at Windsor Resort - Kissimme

Alhambra Villas

2.0 star property
8.4 out of 10, Very Good, (15)
"More room.kets got locked o7t a couple times"
Alhambra Villas

STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY

8.6 out of 10, Excellent, (47)
"Disney Trip"
STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY

GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY

9.2 out of 10, Wonderful, (65)
"Very spacious and clean will definitely stay again if in Orlando "
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY

Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins

9.8 out of 10, Exceptional, (31)
"Really enjoyed our stay very nice and clean if im ever back in orlando thats the place for me"
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins

Unforgettable Family Getaways Await at Wyndham Reunion Resort 3 Bedroom Deluxe

9.6 out of 10, Exceptional, (4)
"The staff were incredibly helpful and kind. Really incredible customer service the entire week. Place was clean, spacious and we all loved the water park!"
Unforgettable Family Getaways Await at Wyndham Reunion Resort 3 Bedroom Deluxe

Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath

9.6 out of 10, Exceptional, (56)
"This unit was very clean and perfect for our family of four. Mark answered any questions I had very quickly. We loved the location. Near entrance and pool. This was close to most parks and we truly enjoyed our stay!"
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
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.
Save an average of 15% on thousands of hotels when you're signed in

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 - Spa 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 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.