Search Best Resorts in Winter Haven

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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, pool 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, (1000)
"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, (2239)
"Overall such a great place to stay "
Canada
Negar
The price is AU$122
includes taxes & fees
8 Jan - 9 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, (3627)
"Great , great hotel great location "
United States
Adrian
The price is AU$329
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, (2562)
"Room and amenities are excellent, "
United States
Reshawnda
The price is AU$256
includes taxes & fees
8 Jan - 9 Jan
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

Disney's Animal Kingdom Villas - Jambo House
4.0 star property
Bay Lake
8.6 out of 10, Excellent, (30)
"The best Disneyvacation ever!"
Sweden
Anonymous traveller
Disney's Animal Kingdom Villas - Jambo House
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, (8961)
"Great place to stay with the family. "
United States
Nabeel
The price is AU$357
includes taxes & fees
12 Jan - 13 Jan
The Grove Resort & Water Park Orlando
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, (1737)
"We enjoyed our stay and the warmth of Florida!"
United States
MIgdalia
The price is AU$194
includes taxes & fees
8 Jan - 9 Jan
Westgate Vacation Villas Resort
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, (492)
"Everything was great fast check in and great breakfast ."
United States
Luz
The price is AU$232
includes taxes & fees
14 Jan - 15 Jan
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!

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Kissimmee
The price is AU$348
includes taxes & fees
11 Jan - 12 Jan
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
2 outdoor pools, pool umbrellas, pool 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, (1000)
"The hotel was perfect for our short stay. "
United States
Megan Marie
Disney's All-Star Movies Resort
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, (1000)
"House was clean and spacious, water park was fun, location to parks was great. "
United States
Ruth
The price is AU$1,060
includes taxes & fees
8 Jan - 9 Jan
Encore Resort and Water Park at Reunion by Rentyl
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)
"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 AU$324
includes taxes & fees
19 Jan - 20 Jan
Impressive Condo Newly Renovated 2+2 Near Disney
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)
"The stay was amazing, wonderful and relaxing "
United States
Gail L.
The price is AU$1,029
includes taxes & fees
8 Jan - 9 Jan
Grand Resort Home in Resort with Pool
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)
"Very clean neat had everything we need for our stay and very accommodating for the kids. "
United States
Kourtney L.
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, (1395)
"Clean, quiet and the rooms are really nice "
United States
Pedro Jose Matos
The price is AU$203
includes taxes & fees
8 Jan - 9 Jan
Westgate Town Center Resort
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)
"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 AU$425
includes taxes & fees
8 Jan - 9 Jan
Charming 3-bedroom Resort - Close to Disney!
Pool
Cozy and perfect for a family time.

Cozy and perfect for a family time.

Cozy and perfect for a family time.
Clermont
The price is AU$239
includes taxes & fees
12 Jan - 13 Jan
Cozy and perfect for a family time.
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 AU$431
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.
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Top Winter Haven Hotel Reviews

Find out more about Winter Haven

Winter Haven Resort information

Number of reviews
24,065
Accommodation
414 Resort
Lowest Price
AU$122
Highest Price
AU$1,060

Frequently asked questions

What is Winter Haven like for a resort holiday?
Longing for a relaxing escape? Treat yourself to all the comforts and luxuries of a resort, where you can find everything you need for your holiday—from tasty food and drink options to activities and entertainment. Browse the resorts in the area and discover the best one for you, whether you picture yourself kicking back in a suite with stunning views or heading to the spa for a deep-tissue massage.
What's a favourite resort for my stay in Winter Haven?
Here are our top-rated resorts around 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 centre 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 centre, free breakfast and an outdoor pool.
What can I do in Winter Haven?
Travellers enjoy exploring the gardens, and also like the baseball games and other sporting events. Grab your golf clubs for a round at Willowbrook Golf Course and Cypresswood Golf and Country Club, or take the whole family to LEGOLAND® Florida and Indigo's Family Fun Center. If you want more to do in the area, you can spend time at Theatre Winter Haven or Chain of Lakes Park.
What's the weather like in Winter Haven?
The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Haven are August, July, September and June, with each month seeing an average of 211 mm 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 centre. You can also search for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. If you want to venture outside the area, hop on a train at Winter Haven Station.

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