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

Best Resorts in Winter Haven

Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Winter Haven resorts

2 outdoor pools, cabanas (surcharge), pool umbrellas

1. Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort
4.0 star property
Auburndale
9.8 out of 10, Exceptional, (44 reviews)
"Beautiful property with great staff. "
United States
Heather
$205 nightly
The price is $229
Aug 31 - Sep 1
Total with taxes and fees
Camp Margaritaville Auburndale RV Resort
Reception

2. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (5,098 reviews)
"Great place and good location."
United States
Calley
$78 nightly
The price is $89
Aug 5 - Aug 6
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
2 outdoor pools, pool umbrellas, sun 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, (1,010 reviews)
"Great place to stay"
United States
Michael
$139 nightly
The price is $157
Aug 31 - Sep 1
Total with taxes and fees
Disney's All-Star Music Resort
Lobby

4. Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,707 reviews)
"Great resort"
United States
Diane
$187 nightly
The price is $212
Aug 18 - Aug 19
Total with taxes and fees
Margaritaville Resort Orlando with H2O Waterpark
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, (990 reviews)
"Great place to stay."
United States
Scott
$175 nightly
The price is $199
Aug 31 - Sep 1
Total with taxes and fees
Embassy Suites By Hilton Orlando Sunset Walk
Outdoor pool, a heated pool

6. 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.
$290 nightly
The price is $324
Aug 5 - Aug 6
Total with taxes and fees
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
Water park

7. 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)
"The staff was so nice and friendly,they made the check in so smooth , The house was gorgeous and very spacious."
United States
Narasha
$575 nightly
The price is $653
Aug 5 - Aug 6
Total with taxes and fees
Encore Resort and Water Park at Reunion by Rentyl
Aerial view

8. Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very Good, (2,036 reviews)
"Awesome visit and stay"
United States
Jeremy
$112 nightly
The price is $127
Aug 31 - Sep 1
Total with taxes and fees
Westgate Vacation Villas Resort
Outdoor pool, a heated pool

9. 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, (8 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.
$107 nightly
The price is $118
Aug 2 - Aug 3
Total with taxes and fees
Paradise Room Resort Suite room near Disney and other interest places of Florida
7 outdoor pools, cabanas (surcharge), pool umbrellas

10. 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, (3,159 reviews)
"Staff was very friendly and the restaurant food was great and affordable."
United States
Davidetta
$167 nightly
The price is $188
Aug 31 - Sep 1
Total with taxes and fees
Holiday Inn Club Vacations at Orange Lake Resort by IHG
6 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas

11. 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, (10,573 reviews)
"Great place to stay."
United States
Kathy
$210 nightly
The price is $236
Aug 30 - Aug 31
Total with taxes and fees
The Grove Resort & Water Park Orlando
Property grounds

12. Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
$261 nightly
The price is $289
Aug 1 - Aug 2
Total with taxes and fees
Resort style near Disney and theme parks
2 outdoor pools, pool umbrellas, sun 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, (1,000 reviews)
"Our stay was great."
United States
Daisy
$140 nightly
The price is $158
Aug 31 - Sep 1
Total with taxes and fees
Disney's All-Star Movies Resort
Exterior

14. Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks
Davenport
$423 nightly
The price is $473
Aug 6 - Aug 7
Total with taxes and fees
Stylish Waterpark Resort Near Orlando Parks
Lobby

15. 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, (33 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
$439 nightly
The price is $494
Aug 18 - Aug 19
Total with taxes and fees
Disney's Animal Kingdom Villas - Jambo House
Indoor pool, outdoor pool

16. Family retreat with Princess Room, Space Room, and resort amenities near Disney

Family retreat with Princess Room, Space Room, and resort amenities near Disney
Davenport
$189 nightly
The price is $209
Aug 4 - Aug 5
Total with taxes and fees
Family retreat with Princess Room, Space Room, and resort amenities near Disney
Outdoor pool, a heated pool

17. Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Kissimmee
$204 nightly
The price is $229
Aug 2 - Aug 3
Total with taxes and fees
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Water park

18. Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very Good, (1,887 reviews)
"Great place to stay! The room was very nice and clean, property was well maintained and the amenities were great!"
United States
Daniel
$117 nightly
The price is $133
Aug 31 - Sep 1
Total with taxes and fees
Westgate Town Center Resort
Pool

19. 8BR Luxury Villa, Disney, Pool, Spa & Game Room - Sleeps 18

8BR Luxury Villa, Disney, Pool, Spa & Game Room - Sleeps 18
Davenport
$734 nightly
The price is $811
Aug 31 - Sep 1
Total with taxes and fees
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

Quality Inn & Suites Kissimmee near Main Gate

Quality Inn & Suites Kissimmee near Main Gate

10/10 Excellent
"Friendly staff"
Gabriel 4-night trip
Posted 1 hour ago
Quality Inn & Suites Kissimmee near Main Gate

Find out more about Winter Haven

Winter Haven Resorts information

Number of reviews
12,211
Accommodation
367 Resorts
Lowest Price
$89
Highest Price
$653

Frequently asked questions

What is Winter Haven like for a resort vacation?
Longing for a relaxing escape? You deserve the luxuries and comforts of a resort, where you can find everything you need for your vacation from tasty food and drink options to entertainment and shopping. Browse the resorts in the area and discover the best one for you, whether you see yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's the best resort for my stay in Winter Haven?
Our top-rated resorts near 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 center, 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, 9 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. Embassy Suites By Hilton Orlando Sunset Walk - 23.2 mi (37.4 km) from Winter Haven. Access to a 24-hour fitness center, free breakfast, and an outdoor pool.
What can I do in Winter Haven?
Travelers enjoy exploring the gardens, and also like the baseball games and other sporting events. Grab your golf clubs for a game at Baytree Golf Club and Willowbrook Golf Course, or take the whole family to LEGOLAND® Florida and Indigo's Family Fun Center. For more to see in the area, you can spend time at Theatre Winter Haven or Chain of Lakes Park.
What's the seasonal weather like in Winter Haven?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches 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 center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. To venture out into the surrounding area, hop on a train at Winter Haven Station.

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