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Check prices for these dates

Next weekend
27 Feb - 1 Mar
In two weeks
6 Mar - 8 Mar
In one month
20 Mar - 22 Mar
In two months
17 Apr - 19 Apr

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
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,003 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
Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,811 reviews)
"amazing place to stay"
United States
caleb
The price is AU$148
includes taxes & fees
1 Mar - 2 Mar
Kompose Boutique Resort at Theme Parks
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 traveller
Disney's Animal Kingdom Villas - Jambo House
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, (561 reviews)
"Perfect stay"
United States
Kristie Nicole
The price is AU$233
includes taxes & fees
22 Mar - 23 Mar
Embassy Suites By Hilton Orlando Sunset Walk
Aerial view

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.0 out of 10, Very good, (1,823 reviews)
"Such a nice resort "
United States
Jessica Latoya
The price is AU$184
includes taxes & fees
23 Feb - 24 Feb
Westgate Vacation Villas 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!
Kissimmee
The price is AU$332
includes taxes & fees
2 Mar - 3 Mar
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
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, (9,090 reviews)
"Great resort"
United States
Hasam
The price is AU$330
includes taxes & fees
23 Feb - 24 Feb
The Grove Resort & Water Park Orlando
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, (2,653 reviews)
"Great room, clean, fresh and super easy check in. Pool and location is great! "
United States
Stephanie
The price is AU$285
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Club Vacations at Orange Lake Resort by IHG
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, (3,600 reviews)
"Nice large pools with ample seating, fun vibe, short walk to restaurants and entertainment. "
United States
Eric Theodore
The price is AU$344
includes taxes & fees
1 Mar - 2 Mar
Margaritaville Resort Orlando with H2O Waterpark
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, (1,003 reviews)
"The room was clean and everything was great."
United States
Ock Chul
The price is AU$1,008
includes taxes & fees
27 Feb - 28 Feb
Encore Resort and Water Park at Reunion by Rentyl
2 outdoor pools, pool umbrellas, pool 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

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Kissimmee
The price is AU$854
includes taxes & fees
23 Feb - 24 Feb
Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Water park

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.0 out of 10, Very good, (1,467 reviews)
"Great stay !! "
United States
Omar
The price is AU$193
includes taxes & fees
23 Feb - 24 Feb
Westgate Town Center Resort
Pool

Disney Home | Pool & Themed Bedrooms

Disney Home | Pool & Themed Bedrooms
Kissimmee
The price is AU$535
includes taxes & fees
23 Feb - 24 Feb
Disney Home | Pool & Themed Bedrooms
Outdoor pool, a heated pool

Magical Get Away -Resort Stay 2 Nights - Feb. 26 - 28, 2026 - 3Bedroom -3Bath

Magical Get Away -Resort Stay 2 Nights - Feb. 26 - 28, 2026 - 3Bedroom -3Bath
Reunion
The price is AU$362
includes taxes & fees
26 Feb - 27 Feb
Magical Get Away -Resort Stay 2 Nights - Feb. 26 - 28, 2026 - 3Bedroom -3Bath
Pool

Cozy and perfect for a family time.

Cozy and perfect for a family time.
Clermont
The price is AU$227
includes taxes & fees
7 Mar - 8 Mar
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 AU$406
includes taxes & fees
8 Mar - 9 Mar
Resort style near Disney and theme parks
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 AU$854
includes taxes & fees
23 Feb - 24 Feb
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
"The room was so clean. The staff was friendly. The pools were amazing. Only downside is the food is sub par but it’s decent and convenient "
Glen 1-night trip
Posted 9 hours ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Resort information

Number of reviews
25,013
Accommodation
414 Resort
Lowest Price
AU$148
Highest Price
AU$1,008

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. 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 centre 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?
Travellers enjoy exploring the gardens, and also like the baseball games and other sporting events. Grab your golf clubs for a round at Lake Henry Golf Club and Lake Region Golf Club, or take the whole family to LEGOLAND® Florida and Peppa Pig Theme Park Florida. 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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