Search Resorts in Winter Haven

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Winter Haven resorts

2 outdoor pools, pool umbrellas, sun loungers
Disney's All-Star Music Resort

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, (1,000 reviews)
"Very clean and there are two pools which is great. Lots of things to do on the property."
United States
Palmer
Disney's All-Star Music Resort
Reception
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,265 reviews)
"Overall such a great place to stay "
Canada
Negar
The price is AED 122
AED 284 total
includes taxes & fees
11 Jan - 12 Jan
Kompose Boutique Resort at Theme Parks
Lobby
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,636 reviews)
"Great , great hotel great location "
United States
Adrian
The price is AED 513
AED 782 total
includes taxes & fees
11 Jan - 12 Jan
Margaritaville Resort Orlando with H2O Waterpark
Exterior
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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, (2,554 reviews)
"Nice location. "
United States
EMILY
The price is AED 397
AED 608 total
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Aerial view
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1,738 reviews)
"This place is awsome "
Mexico
Wilson
The price is AED 312
AED 479 total
includes taxes & fees
11 Jan - 12 Jan
Westgate Vacation Villas Resort
Aerial view
The Grove Resort & Water Park Orlando

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, (8,934 reviews)
"Great place to stay with the family. "
United States
Nabeel
The price is AED 604
AED 882 total
includes taxes & fees
12 Jan - 13 Jan
The Grove Resort & Water Park Orlando
Lobby
Disney's Animal Kingdom Villas - Jambo House

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
Outdoor pool
Embassy Suites By Hilton Orlando Sunset Walk

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, (496 reviews)
"Staff was great and had a variety of food options"
United States
Mark Phillip
The price is AED 343
AED 573 total
includes taxes & fees
2 Feb - 3 Feb
Embassy Suites By Hilton Orlando Sunset Walk
Water park
Encore Resort and Water Park at Reunion by Rentyl

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, (1,000 reviews)
"House was clean and spacious, water park was fun, location to parks was great. "
United States
Ruth
The price is AED 915
AED 2,622 total
includes taxes & fees
11 Jan - 12 Jan
Encore Resort and Water Park at Reunion by Rentyl
2 outdoor pools, pool umbrellas, sun loungers
Disney's All-Star Movies Resort

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, (1,002 reviews)
"The hotel was perfect for our short stay. "
United States
Megan Marie
Disney's All-Star Movies Resort
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!

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Kissimmee
The price is AED 360
AED 848 total
includes taxes & fees
11 Jan - 12 Jan
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Outdoor pool, a heated pool
Impressive Condo Newly Renovated 2+2 Near Disney

Impressive Condo Newly Renovated 2+2 Near Disney

Impressive Condo Newly Renovated 2+2 Near Disney
Champions Gate
9.4 out of 10, Exceptional, (34 reviews)
"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 257
AED 782 total
includes taxes & fees
20 Jan - 21 Jan
Impressive Condo Newly Renovated 2+2 Near Disney
Outdoor pool, a heated pool
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath

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

Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Champions Gate
9.4 out of 10, Exceptional, (61 reviews)
"Very clean neat had everything we need for our stay and very accommodating for the kids. "
United States
Kourtney L.
The price is AED 257
AED 810 total
includes taxes & fees
15 Jan - 16 Jan
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Water park
Westgate Town Center Resort

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1,394 reviews)
"Clean, quiet and the rooms are really nice "
United States
Pedro Jose Matos
The price is AED 332
AED 502 total
includes taxes & fees
13 Jan - 14 Jan
Westgate Town Center Resort
Property grounds
Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort
3.0 star property
Auburndale
The price is AED 387
AED 433 total
includes taxes & fees
25 Jan - 26 Jan
Camp Margaritaville Auburndale RV Resort
Pool
Grand Resort Home in Resort with Pool

Grand Resort Home in Resort with Pool

Grand Resort Home in Resort with Pool
Kissimmee
6.0 out of 10, (2 reviews)
"The stay was amazing, wonderful and relaxing "
United States
Gail L.
The price is AED 1,286
AED 2,817 total
includes taxes & fees
11 Jan - 12 Jan
Grand Resort Home in Resort with Pool
Pool
Charming 3-bedroom Resort - Close to Disney!

Charming 3-bedroom Resort - Close to Disney!

Charming 3-bedroom Resort - Close to Disney!
Champions Gate
8.8 out of 10, Excellent, (5 reviews)
"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 643
AED 1,045 total
includes taxes & fees
11 Jan - 12 Jan
Charming 3-bedroom Resort - Close to Disney!
Property grounds
Resort style near Disney and theme parks

Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
The price is AED 496
AED 1,046 total
includes taxes & fees
11 Jan - 12 Jan
Resort style near Disney and theme parks
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Great property. "
Rodrigo 7-night trip
Posted 11 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. 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. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. 23.3 mi (37.5 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 breakfast, and an outdoor pool.
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 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.