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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Winter Haven resorts

Outdoor pool, pool umbrellas, pool loungers
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, (2081)
"Very nice place to stay in, we love it!!"
United States
Basim
The price is NZ$202
includes taxes & fees
6 Jan - 7 Jan 2026
Kompose Boutique Resort at Theme Parks
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, (1002)
"The hotel was perfect for our short stay. "
United States
Megan Marie
Disney's All-Star Movies Resort
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

Margaritaville Resort Orlando
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3623)
"We love staying at this hotel. "
United States
Sonnia
The price is NZ$364
includes taxes & fees
5 Jan - 6 Jan 2026
Margaritaville Resort Orlando
7 outdoor pools, pool cabanas (surcharge), pool umbrellas
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, (2524)
"The staff and the rooms are always amazing "
United States
Jorge Alexander
The price is NZ$304
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Inn Club Vacations at Orange Lake Resort by IHG
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, (8798)
"It was a great place to stay."
United States
Katherine Mercedes Cruz
The price is NZ$420
includes taxes & fees
6 Jan - 7 Jan 2026
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)
"The best Disneyvacation ever!"
Sweden
Anonymous traveller
Disney's Animal Kingdom Villas - Jambo House
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, (1719)
"We enjoyed our stay and the warmth of Florida!"
United States
MIgdalia
The price is NZ$223
includes taxes & fees
5 Jan - 6 Jan 2026
Westgate Vacation Villas Resort
Egyptian cotton sheets, premium bedding, down duvets, in-room safe
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, (463)
"nice property convenient location clean"
United States
natali dayanganie
The price is NZ$291
includes taxes & fees
5 Jan - 6 Jan 2026
Embassy Suites By Hilton Orlando Sunset Walk
Outdoor pool, a heated pool, pool cabanas (surcharge), pool umbrellas
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)
"Great staff! Very welcoming and accommodating."
Canada
Brian
The price is NZ$1,222
includes taxes & fees
5 Jan - 6 Jan 2026
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!

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Kissimmee
The price is NZ$423
includes taxes & fees
19 Jan - 20 Jan 2026
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
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)
"Great staff. feels like home. Definitely coming back. "
United States
Sandra
Disney's All-Star Music Resort
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, (60)
"Very clean neat had everything we need for our stay and very accommodating for the kids. "
United States
Kourtney L.
The price is NZ$376
includes taxes & fees
15 Jan - 16 Jan 2026
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
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, (33)
"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 NZ$345
includes taxes & fees
8 Jan - 9 Jan 2026
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 NZ$1,313
includes taxes & fees
7 Jan - 8 Jan 2026
Grand Resort Home in Resort with Pool
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, (1383)
"from the staff to the clean rooms and all the fun things in the resort... WAS GREAT!!!!"
United States
Volne
The price is NZ$234
includes taxes & fees
5 Jan - 6 Jan 2026
Westgate Town Center Resort
Exterior
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 NZ$482
includes taxes & fees
20 Jan - 21 Jan 2026
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 NZ$272
includes taxes & fees
29 Dec - 30 Dec
Cozy and perfect for a family time.
Pool
2 bedroom villa, sleeps 8. 5 minutes to the theme parks.

2 bedroom villa, sleeps 8. 5 minutes to the theme parks.

2 bedroom villa, sleeps 8. 5 minutes to the theme parks.
Orange Lake
The price is NZ$367
includes taxes & fees
31 Dec - 1 Jan 2026
2 bedroom villa, sleeps 8. 5 minutes to the 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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Room was spacious clean and great overall. "
Gabriel 3-night trip
Posted 1 day ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Resort information

Number of reviews
23,663
Accommodation
414 Resort
Lowest Price
NZ$202
Highest Price
NZ$1,313

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. Margaritaville Resort Orlando - Family-friendly resort. 23.4 mi (37.6 km) from Winter Haven. Has 3 outdoor pools, 3 restaurants and 3 bars. Popular for its pool. Kompose Boutique Resort at Theme Parks - 23.3 mi (37.5 km) from Winter Haven. Enjoy the 2 hot tubs, 24-hour fitness centre and 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. 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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