A castle entrance with flags and banners, including a LEGO Kingdoms banner.

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Check prices for these dates

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

Our top choices for Winter Haven resorts

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

1. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (5,826 reviews)
"great resort"
United States
RAJA
The price is NZ$160
includes taxes & fees
30 Sept - 1 Oct
Kompose Boutique Resort at Theme Parks
A spacious lobby with a high ceiling, wooden beams, and a central fountain.

2. Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,776 reviews)
"Great place to stay,"
United States
Mike
The price is NZ$351
includes taxes & fees
4 Oct - 5 Oct
Margaritaville Resort Orlando with H2O Waterpark
A swimming pool with a water slide, palm trees, and a building with 'CALYPSO' signage.

3. 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)
"Enjoyed our stay"
United States
Samantha
The price is NZ$299
includes taxes & fees
30 Sept - 1 Oct
Disney's All-Star Music Resort
A resort with multiple swimming pools, a large central pool, and a variety of guest accommodations.

4. 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, (1,164 reviews)
"We really enjoyed our stay with family - the proximity to sunset walk is great"
Canada
sambou
The price is NZ$378
includes taxes & fees
1 Oct - 2 Oct
Embassy Suites By Hilton Orlando Sunset Walk
A resort with multiple swimming pools, palm trees, and a large hotel building.

5. 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, (3,348 reviews)
"It was a wonderful stay"
United States
Deborah
The price is NZ$335
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Club Vacations at Orange Lake Resort by IHG
A resort with multiple swimming pools, palm trees, and lounge areas.

6. Paradise Room Resort Suite room near Disney and other interest places of Florida

Paradise Room Resort Suite room near Disney and other interest places of Florida
Regal Palms
9.8 out of 10, Exceptional, (10 reviews)
"Great host! Excellent communication and checking in to see if we needed anything. Very clean. It was just right for our stay."
United States
Casey M.
The price is NZ$207
includes taxes & fees
25 Sept - 26 Sept
Paradise Room Resort Suite room near Disney and other interest places of Florida
A water park with slides and water features.

7. Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (1,992 reviews)
"Great location."
United States
Myrna
The price is NZ$239
includes taxes & fees
28 Sept - 29 Sept
Westgate Town Center Resort
A resort with a large swimming pool, palm trees, and a building with a red-tiled roof.

8. Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities

Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
Champions Gate
9.8 out of 10, Exceptional, (26 reviews)
"Had a wonderful stay, close to all the fun parks. Pool was excellent an felt like we had it to ourselves most the week. Condo was as described and had all the things we would need for a comfortable stay... Host was polite and easy to communicate with."
United States
Amber L.
The price is NZ$548
includes taxes & fees
5 Oct - 6 Oct
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

9. Family Waterpark 2BD Resort House Near Disney

Family Waterpark 2BD Resort House Near Disney
Kissimmee
The price is NZ$547
includes taxes & fees
28 Sept - 29 Sept
Family Waterpark 2BD Resort House Near Disney
A resort with a large pool, water slides, palm trees, and beach umbrellas.

10. 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, (10,879 reviews)
"Great family resort."
Canada
Rushelle
The price is NZ$448
includes taxes & fees
1 Oct - 2 Oct
The Grove Resort & Water Park Orlando

11. 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)
"This place was so awesome, had a free shuttle to parks, and a great pool area!"
United States
Tara
The price is NZ$1,477
includes taxes & fees
5 Oct - 6 Oct
Encore Resort and Water Park at Reunion by Rentyl
An aerial view of a resort with multiple swimming pools, a golf course, and residential buildings.

12. Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks
Davenport
The price is NZ$601
includes taxes & fees
20 Oct - 21 Oct
Stylish Waterpark Resort Near Orlando Parks
A nighttime scene at a water park with a large pool, palm trees, and a Mickey Mouse statue.

13. Disney's All-Star Movies Resort

Disney's All-Star Movies Resort
3.5 star property
Lake Buena Vista
9.0 out of 10, Wonderful, (1,000 reviews)
"A stay on Disney property is always a pleasure, the cast members and amenities are always top notch."
United States
Nicole
The price is NZ$354
includes taxes & fees
30 Sept - 1 Oct
Disney's All-Star Movies Resort
A beach with sun loungers and thatched umbrellas, a sandy shore, and a calm body of water in the background.

14. Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
The price is NZ$497
includes taxes & fees
7 Oct - 8 Oct
Resort style near Disney and theme parks
A nighttime swimming pool area with lounge chairs and umbrellas.

15. Family-Friendly Bahama Bay Retreat Near Disney – Pools & Beach Access”

Family-Friendly Bahama Bay Retreat Near Disney – Pools & Beach Access”
Bahama Bay
8.4 out of 10, Very good, (6 reviews)
"Clean and well supplied. Would stay again. "
United States
Bert I.
The price is NZ$569
includes taxes & fees
7 Oct - 8 Oct
Family-Friendly Bahama Bay Retreat Near Disney – Pools & Beach Access”
A spacious lobby with high ceilings, large windows, and traditional decor.

16. 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, (36 reviews)
"The room was clean, we had a beautiful view of the pool and the flamingo pond, occasionally a glimpse of a giraffe or Wilda beast. Everyone was friendly and helpful. The landscaping around the premises was lush and beautiful. "
United States
Susan
The price is NZ$907
includes taxes & fees
29 Sept - 30 Sept
Disney's Animal Kingdom Villas - Jambo House
A hotel with a central pool area, multiple water slides, and a surrounding pool.

17. Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (2,075 reviews)
"Check in was quick and easy, the room was nice and clean, the staff was nice and helpful!"
United States
Latoya
The price is NZ$228
includes taxes & fees
28 Sept - 29 Sept
Westgate Vacation Villas Resort
A hotel room with a bed, a TV, a ceiling fan, and a window with a view of the outside.

18. 1BR Villa Near Disney Pool & Resort Amenities

1BR Villa Near Disney Pool & Resort Amenities
Kissimmee
The price is NZ$319
includes taxes & fees
25 Sept - 26 Sept
1BR Villa Near Disney Pool & Resort Amenities
An aerial view of a swimming pool with a heart-shaped design, surrounded by lounge chairs and umbrellas.

19. 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$399
includes taxes & fees
5 Oct - 6 Oct
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
An aerial view of a resort with a central swimming pool, multiple lounge areas, and palm trees.

20. 8BR Luxury Villa, Disney, Pool, Spa & Game Room - Sleeps 18

8BR Luxury Villa, Disney, Pool, Spa & Game Room - Sleeps 18
Davenport
The price is NZ$1,320
includes taxes & fees
7 Oct - 8 Oct
8BR Luxury Villa, Disney, Pool, Spa & Game Room - Sleeps 18
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

8/10 Good
"Property was good and reasonable pricing. Only issue was that no one came to clean for the time we was there"
Davine 4-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Resort information

Number of reviews
27,620
Accommodation
222 Resort
Lowest Price
NZ$160
Highest Price
NZ$1,477

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. 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, 9 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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