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Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Resorts in Winter Haven

Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1797)
"Great stay."
United States
Jasmin
The price is AED 224
AED 400 total
includes taxes & fees
19 Nov - 20 Nov
Kompose Boutique Resort at 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
8.8 out of 10, Excellent, (1001)
"The staff is very friendly and helpful. Buses run every 30 min, and you get a free pass to Disney typhoon when checking in, so that was a plus. Only down side is that there’s not much availability for late check out, although they allow you to leave your bags in the front and enjoy the hotel amenities after check out. So all in all we had a great time. Kids loved it and I would definitely recommend. "
United States
Alejandro
Disney's All-Star Movies Resort
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3669)
"Wonderful stay!"
Canada
mike J
The price is AED 450
AED 694 total
includes taxes & fees
24 Nov - 25 Nov
Margaritaville Resort Orlando
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, (8749)
"Great stay"
United States
Breanna
The price is AED 547
AED 818 total
includes taxes & fees
19 Nov - 20 Nov
The Grove Resort & Water Park Orlando
7 outdoor pools, cabanas (surcharge), pool umbrellas
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, (2493)
"My fave place to stay when in Orlando."
United States
Jodi
The price is AED 390
AED 601 total
includes taxes & fees
20 Nov - 21 Nov
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Egyptian cotton sheets, premium bedding, down comforters, in-room safe
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, (425)
"The hotel was great stayed with my kids and loved the shopping they had all around and great breakfast to"
United States
Tatiana
The price is AED 408
AED 630 total
includes taxes & fees
24 Nov - 25 Nov
Embassy Suites By Hilton Orlando Sunset Walk
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
The price is AED 360
AED 852 total
includes taxes & fees
24 Nov - 25 Nov
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Pool
Grand Resort Home in Resort with Pool

Grand Resort Home in Resort with Pool

Kissimmee
6.0 out of 10, (2)
"The stay was amazing, wonderful and relaxing "
United States
Gail L.
The price is AED 1,098
AED 2,575 total
includes taxes & fees
19 Nov - 20 Nov
Grand Resort Home in Resort with Pool
Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas
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, (1004)
"House was super clean! Staff were amazing and location was perfect!"
United States
Donovan
The price is AED 880
AED 2,583 total
includes taxes & fees
23 Nov - 24 Nov
Encore Resort and Water Park at Reunion by Rentyl
Aerial view
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1704)
"Clean room, Friendly staff, and convenient "
United States
Jean
The price is AED 327
AED 496 total
includes taxes & fees
1 Dec - 2 Dec
Westgate Vacation Villas Resort
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, (1001)
"Was great"
United States
Terry
Disney's All-Star Music Resort
Outdoor pool, a heated pool
Impressive Condo Newly Renovated 2+2 Near Disney

Impressive Condo Newly Renovated 2+2 Near Disney

Champions Gate
9.4 out of 10, Exceptional, (32)
"Great location, highly recommend. We stayed here while visiting Disney and the kids loved the place and the pool. "
United States
Alize T.
The price is AED 253
AED 782 total
includes taxes & fees
23 Nov - 24 Nov
Impressive Condo Newly Renovated 2+2 Near Disney
Exterior
Charming 3-bedroom Resort - Close to Disney!

Charming 3-bedroom Resort - Close to Disney!

Champions Gate
10.0 out of 10, Exceptional, (3)
"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
The price is AED 551
AED 940 total
includes taxes & fees
19 Nov - 20 Nov
Charming 3-bedroom Resort - Close to Disney!
Pool
Cozy and perfect for a family time.

Cozy and perfect for a family time.

Clermont
The price is AED 433
AED 583 total
includes taxes & fees
22 Nov - 23 Nov
Cozy and perfect for a family time.
Outdoor pool, a heated pool
Resort style near Disney and theme parks

Resort style near Disney and theme parks

Bahama Bay
The price is AED 496
AED 1,068 total
includes taxes & fees
19 Nov - 20 Nov
Resort style near Disney and theme parks
Pool
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.

Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.

Kissimmee
10.0 out of 10, Exceptional, (1)
"We loved our experience, from the time we walked into our cottage, we knew we would have a great time. The Cottage was spaces enough for our party of five. This vacation was a graduation gift for my grandson. I loved the proximity to the theme parks. I also loved the amenities that were offered by the property’s management team, Awesome! "
United States
Patricia B.
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.
Outdoor pool
Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks

Davenport
The price is AED 397
AED 1,463 total
includes taxes & fees
19 Nov - 20 Nov
Stylish Waterpark Resort Near Orlando Parks
Pool
Disney Retreat | Pool + Mickey & Avengers

Disney Retreat | Pool + Mickey & Avengers

Kissimmee
The price is AED 605
AED 1,528 total
includes taxes & fees
19 Nov - 20 Nov
Disney Retreat | Pool + Mickey & Avengers
Pool
Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access -.

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

Kissimmee
The price is AED 937
AED 2,129 total
includes taxes & fees
14 Dec - 15 Dec
Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access -.
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Two bedroom was great! Clean and big. Pool is amazing!"
TEONA 4-night trip
Posted 9 hours ago
The Grove Resort & Water Park Orlando

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 - 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. Embassy Suites By Hilton Orlando Sunset Walk - 23.2 mi (37.4 km) from Winter Haven. Access to a 24-hour fitness center, free self parking, and free breakfast.
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 Willowbrook Golf Course and Lake Henry Golf Club, 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.

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