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Check prices for these dates

Next weekend
Feb 20 - Feb 22
In two weeks
Feb 27 - Mar 1
In one month
Mar 13 - Mar 15
In two months
Apr 10 - Apr 12

Our top choices for Winter Haven resorts

Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,687 reviews)
"amazing place to stay"
United States
caleb
The price is ￥10,328
￥17,808 total
includes taxes & fees
Feb 22 - Feb 23
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, (1,001 reviews)
"Great room for our 2 day trip……..very clean."
Canada
Mario
Disney's All-Star Movies Resort
Lobby sitting area

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,612 reviews)
"Staff was great and the rooms were a great value "
United States
Daniel
The price is ￥24,384
￥36,024 total
includes taxes & fees
Mar 8 - Mar 9
Margaritaville Resort Orlando with H2O Waterpark
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, (9,005 reviews)
"Great resort"
United States
Hasam
The price is ￥25,898
￥37,583 total
includes taxes & fees
Feb 22 - Feb 23
The Grove Resort & Water Park Orlando
Aerial view

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1,789 reviews)
"Such a nice resort "
United States
Jessica Latoya
The price is ￥13,016
￥19,990 total
includes taxes & fees
Feb 23 - Feb 24
Westgate Vacation Villas Resort
Outdoor pool

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, (542 reviews)
"Perfect stay"
United States
Kristie Nicole
The price is ￥15,540
￥25,291 total
includes taxes & fees
Mar 2 - Mar 3
Embassy Suites By Hilton Orlando Sunset Walk
Exterior

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, (2,623 reviews)
"Great location best place to take the family on Vacation "
United States
Andrew
The price is ￥25,591
￥35,533 total
includes taxes & fees
Feb 23 - Feb 24
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Lobby

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
Disney's Animal Kingdom Villas - Jambo House
Water park

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)
"The room was clean and everything was great."
United States
Ock Chul
The price is ￥38,157
￥109,401 total
includes taxes & fees
Feb 27 - Feb 28
Encore Resort and Water Park at Reunion by Rentyl
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 ￥16,703
￥37,573 total
includes taxes & fees
Mar 2 - Mar 3
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
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, (1,002 reviews)
"As usual Disney all star resort was everything I needed and more…easy,clean and affordable "
United States
katie
Disney's All-Star Music Resort
Living area

Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort
4.0 star property
Auburndale
10.0 out of 10, Exceptional, (20 reviews)
"Excellent place "
United States
kevin
The price is ￥24,765
￥40,425 total
includes taxes & fees
Feb 22 - Feb 23
Camp Margaritaville Auburndale RV Resort
Water park

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1,438 reviews)
"Great stay !! "
United States
Omar
The price is ￥13,865
￥20,953 total
includes taxes & fees
Feb 23 - Feb 24
Westgate Town Center Resort
Lobby

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 review)
"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.
The price is ￥39,076
￥88,816 total
includes taxes & fees
Mar 2 - Mar 3
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.
Pool

Cozy and perfect for a family time.

Cozy and perfect for a family time.
Clermont
The price is ￥18,082
￥24,327 total
includes taxes & fees
Feb 16 - Feb 17
Cozy and perfect for a family time.
Property grounds

Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
The price is ￥22,986
￥45,285 total
includes taxes & fees
Mar 8 - Mar 9
Resort style near Disney and theme parks
Dining

*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo

*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo
Windsor Hills
10.0 out of 10, Exceptional, (7 reviews)
"This was an incredible property! I would highly recommend it to anyone! "
United States
Jeffery W.
The price is ￥29,606
￥72,162 total
includes taxes & fees
Mar 1 - Mar 2
*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo
Lobby

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 ￥39,076
￥88,816 total
includes taxes & fees
Mar 2 - Mar 3
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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"everything was nice"
Timothy 2-night trip
Posted 21 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Find out more about Winter Haven

Winter Haven Resorts information

Number of reviews
24,708
Accommodation
414 Resorts
Lowest Price
￥17,808
Highest Price
￥109,401

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. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. 23.8 mi (38.4 km) from Winter Haven. Highly rated for its pool. Enjoy the 7 outdoor pools, 8 restaurants, and 2 poolside bars. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. 23.3 mi (37.5 km) from Winter Haven. Amenities include 3 outdoor pools, 3 restaurants, and 3 bars. Highly rated 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.