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Check prices for these dates

Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept
In one month
2 Oct - 4 Oct
In two months
30 Oct - 1 Nov

Our top choices for Winter Haven resorts

Reception

1. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (5,611 reviews)
"Great hotel"
United States
Rosa Sarahy
The price is £55
includes taxes & fees
8 Sept - 9 Sept
Kompose Boutique Resort at Theme Parks
Lobby

2. Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,756 reviews)
"This was a great place to stay for the kids and adults."
United States
Marcus
The price is £157
includes taxes & fees
23 Sept - 24 Sept
Margaritaville Resort Orlando with H2O Waterpark
2 outdoor pools, pool umbrellas, pool loungers

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, (1,004 reviews)
"Great stay, enjoyable experience."
United States
Richard
The price is £145
includes taxes & fees
28 Sept - 29 Sept
Disney's All-Star Music Resort
Outdoor pool, a heated pool

4. 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)
"We enjoyed sunny Florida and this condo was well kept, and clean."
United States
joy F.
The price is £245
includes taxes & fees
8 Sept - 9 Sept
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
Outdoor pool

5. 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, (1,105 reviews)
"Loved everything about this stay."
United States
Fidel
The price is £146
includes taxes & fees
17 Sept - 18 Sept
Embassy Suites By Hilton Orlando Sunset Walk
Outdoor pool, a heated pool

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, (9 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 £99
includes taxes & fees
9 Sept - 10 Sept
Paradise Room Resort Suite room near Disney and other interest places of Florida
Aerial view

7. Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (2,048 reviews)
"Amazing stay had so much fun, super clean!"
United States
Onelly
The price is £96
includes taxes & fees
10 Sept - 11 Sept
Westgate Vacation Villas Resort
7 outdoor pools, pool cabanas (surcharge), pool umbrellas

8. 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, (3,289 reviews)
"Great place to stay"
United States
Debra
The price is £134
includes taxes & fees
28 Sept - 29 Sept
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Water park

9. 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)
"Family friendly resort. Kids like the water park with no line up waiting for turns."
Canada
Quynh Ngoc
The price is £561
includes taxes & fees
14 Sept - 15 Sept
Encore Resort and Water Park at Reunion by Rentyl
Coffee/tea maker, fridge, microwave, oven

10. Family Waterpark 2BD Resort House Near Disney

Family Waterpark 2BD Resort House Near Disney
Kissimmee
The price is £238
includes taxes & fees
28 Sept - 29 Sept
Family Waterpark 2BD Resort House Near Disney
Exterior

11. Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks
Davenport
The price is £246
includes taxes & fees
8 Sept - 9 Sept
Stylish Waterpark Resort Near Orlando Parks
Waterslide

12. 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, (10,802 reviews)
"Great place for a family vacation."
United States
Asante Johnson
The price is £186
includes taxes & fees
5 Oct - 6 Oct
The Grove Resort & Water Park Orlando
2 outdoor pools, pool umbrellas, pool loungers

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, (1,001 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 £145
includes taxes & fees
16 Sept - 17 Sept
Disney's All-Star Movies Resort
Property grounds

14. Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
The price is £220
includes taxes & fees
9 Sept - 10 Sept
Resort style near Disney and theme parks
Outdoor pool, a heated pool

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 £252
includes taxes & fees
8 Sept - 9 Sept
Family-Friendly Bahama Bay Retreat Near Disney – Pools & Beach Access”
Lobby

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, (35 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 £434
includes taxes & fees
9 Sept - 10 Sept
Disney's Animal Kingdom Villas - Jambo House
Water park

17. Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (1,955 reviews)
"Great place to stay at. 5star"
United States
Enrique
The price is £101
includes taxes & fees
10 Sept - 11 Sept
Westgate Town Center Resort
WiFi, bed sheets

18. 1BR Villa Near Disney Pool & Resort Amenities

1BR Villa Near Disney Pool & Resort Amenities
Kissimmee
The price is £138
includes taxes & fees
8 Sept - 9 Sept
1BR Villa Near Disney Pool & Resort Amenities
Outdoor pool, a heated pool

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 £171
includes taxes & fees
7 Sept - 8 Sept
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Pool

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 £592
includes taxes & fees
6 Sept - 7 Sept
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Will return"
Lanisha Deloise 3-night trip
Posted 13 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Find out more about Winter Haven

Winter Haven Resorts information

Number of reviews
17,235
Accommodation
215 Resorts
Lowest Price
£55
Highest Price
£592

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 Cypresswood Golf and Country Club and Willowbrook Golf Course, 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.