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Check prices for these dates

Next weekend
Jul 18 - Jul 20
In two weeks
Jul 25 - Jul 27
In one month
Aug 8 - Aug 10
In two months
Sep 5 - Sep 7

Resorts in Winter Haven

The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (8050)
"Great stay"
The price is ￥24,415
￥33,969 total
includes taxes & fees
Jul 9 - Jul 10
The Grove Resort & Water Park Orlando
Kompose Boutique Resort at Theme Parks
Reception

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (540)
"Great stay and perfect place for the whole family! "
The price is ￥11,409
￥14,705 total
includes taxes & fees
Aug 7 - Aug 8
Kompose Boutique Resort at Theme Parks
Margaritaville Resort Orlando with H2O Waterpark
Lobby

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3425)
"Lots to do and eat in the area."
The price is ￥21,209
￥31,288 total
includes taxes & fees
Jul 13 - Jul 14
Margaritaville Resort Orlando with H2O Waterpark
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Exterior

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2140)
"Great weekend getaway"
The price is ￥15,025
￥23,261 total
includes taxes & fees
Jul 10 - Jul 11
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Westgate Town Center Resort
Water park

Westgate Town Center Resort

4.0 star property
8.0 out of 10, Very Good, (1276)
"Great stay as always "
The price is ￥12,846
￥19,497 total
includes taxes & fees
Aug 5 - Aug 6
Westgate Town Center Resort
Embassy Suites By Hilton Orlando Sunset Walk
Egyptian cotton sheets, premium bedding, down comforters, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.4 out of 10, Exceptional, (257)
"Beautiful property and great staff, "
The price is ￥13,992
￥22,440 total
includes taxes & fees
Jul 28 - Jul 29
Embassy Suites By Hilton Orlando Sunset Walk
Westgate Vacation Villas Resort
Aerial view

Westgate Vacation Villas Resort

4.0 star property
7.8 out of 10, Good, (1649)
"Excellent service, clean, beautiful and fancy place to stay"
The price is ￥12,270
￥18,842 total
includes taxes & fees
Aug 5 - Aug 6
Westgate Vacation Villas Resort
Encore Resort and Water Park At Reunion by Rentyl
Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (1007)
"Excellent property and amenities"
Encore Resort and Water Park At Reunion by Rentyl
WorldMark Reunion
10 outdoor pools, cabanas (surcharge), pool umbrellas

WorldMark Reunion

4.0 star property
9.4 out of 10, Exceptional, (548)
"Staff was friendly and helpful "
WorldMark Reunion
Celebration Suites
Bar (on property)

Celebration Suites

3.0 star property
8.8 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
Alhambra Villas
Pool

Alhambra Villas

2.0 star property
8.4 out of 10, Very Good, (15)
"Very nice place to stay "
Alhambra Villas
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
Pool

Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!

9.6 out of 10, Exceptional, (27)
"A great place without all the character themed rooms. Definitely a nice change from the typical Florida rentals. The pool and spa area was the icing on the cake. "
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
Luxury home at Windsor Resort - Kissimme
Outdoor pool

Luxury home at Windsor Resort - Kissimme

2.0 star property
8.8 out of 10, Excellent, (3)
"Well, the only toilet paper was what was left on the roll, in each bathroom. Paper towels were one half used roll, no more. Not near enough towels, no hand towels in kitchen. The whole thing lacked necessities majorly. No salt and pepper. In the bath they had lovely conditioner, shampoo and body gel dispensers that were all totally empty. "
Luxury home at Windsor Resort - Kissimme
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
Outdoor pool, a heated pool

AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY

9.2 out of 10, Wonderful, (94)
"Great property with great service. Property very convenient to Disney parks. Traffic at times are heavy but overall its a fabulous resort to stay."
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
Designer Renovated Condo in Gorgeous Tropical Setting
Outdoor pool, a heated pool

Designer Renovated Condo in Gorgeous Tropical Setting

9.6 out of 10, Exceptional, (162)
"Great neighborhood, great host and a very cosy condo made for a stress free stay."
Designer Renovated Condo in Gorgeous Tropical Setting
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
Pool

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

9.8 out of 10, Exceptional, (34)
"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
STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY
Fridge, microwave, oven, stovetop

STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY

8.6 out of 10, Excellent, (47)
"We loved it!"
STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY
AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY
Exterior

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

9.0 out of 10, Wonderful, (95)
"This place was absolutely amazing and beautiful!!!"
AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY
Unforgettable Family Getaways Await at Wyndham Reunion Resort 3 Bedroom Deluxe
Pool

Unforgettable Family Getaways Await at Wyndham Reunion Resort 3 Bedroom Deluxe

9.6 out of 10, Exceptional, (5)
Unforgettable Family Getaways Await at Wyndham Reunion Resort 3 Bedroom Deluxe
Impressive Condo Newly Renovated 2+2 Near Disney
Outdoor pool, a heated pool

Impressive Condo Newly Renovated 2+2 Near Disney

9.4 out of 10, Exceptional, (28)
"Perfect place for our family to visit for a couple days. Cute spot with an amazing pool area. Also, great communication, will definitely be back again if ever in Orlando "
Impressive Condo Newly Renovated 2+2 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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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: Kompose Boutique Resort at Theme Parks - 23.3 mi (37.5 km) from Winter Haven. Features 2 hot tubs, a 24-hour fitness center, and a snack bar/deli. The Grove Resort & Water Park Orlando - Family-friendly resort. 23.9 mi (38.4 km) from Winter Haven. Has 6 outdoor pools, 3 restaurants, and 3 poolside bars. Highly rated for its pool. 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 Cypresswood Golf and Country 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.