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

Best Resorts in Winter Haven

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Winter Haven resorts

A swimming pool with water features, palm trees, and a building with blue and yellow colors.

1. Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort
4.0 star property
Auburndale
9.8 out of 10, Exceptional, (47 reviews)
"Very very nice place to stay"
United States
Melissa
$202 nightly
The price is $226
Nov 3 - Nov 4
Total with taxes and fees
Camp Margaritaville Auburndale RV Resort
A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

2. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (6,329 reviews)
"Good location and perfect for families!"
United States
Mayrah
$65 nightly
The price is $74
Nov 4 - Nov 5
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
A spacious lobby with a high ceiling, wooden beams, and a central fountain.

3. Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,791 reviews)
"Great stay"
United States
Samuel
$177 nightly
The price is $201
Nov 23 - Nov 24
Total with taxes and fees
Margaritaville Resort Orlando with H2O Waterpark
A resort with multiple swimming pools, a large central pool, and a lake.

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, (1,226 reviews)
"Great stay"
United States
Yosset
$151 nightly
The price is $171
Nov 22 - Nov 23
Total with taxes and fees
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, (3,406 reviews)
"My family and I enjoyed the resort and bar"
United States
Carlton
$157 nightly
The price is $177
Dec 1 - Dec 2
Total with taxes and fees
Holiday Inn Club Vacations at Orange Lake Resort by IHG
A hotel with a central pool area, multiple water slides, and a surrounding pool.

6. Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (2,127 reviews)
"I love it here… Everything was perfect."
United States
Ericka
$115 nightly
The price is $130
Nov 3 - Nov 4
Total with taxes and fees
Westgate Vacation Villas Resort
A resort with a large swimming pool, palm trees, and a building with a red-tiled roof.

7. 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.
$234 nightly
The price is $264
Nov 3 - Nov 4
Total with taxes and fees
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
A brightly lit building with a checkered floor and a neon sign reading "ROCK".

8. 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)
"Excellent stay"
United States
Ellen
$168 nightly
The price is $191
Nov 3 - Nov 4
Total with taxes and fees
Disney's All-Star Music Resort
A hotel with a central pool area, multiple swimming pools, and a waterfront location.

9. Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (2,061 reviews)
"Great hotel clean rooms friendly staff"
United States
Angelina
$120 nightly
The price is $137
Nov 3 - Nov 4
Total with taxes and fees
Westgate Town Center Resort
A swimming pool with lounge chairs and palm trees, surrounded by a building with arched windows.

10. Impressive Condo Newly Renovated 2+2 Near Disney

Impressive Condo Newly Renovated 2+2 Near Disney
Champions Gate
9.6 out of 10, Exceptional, (57 reviews)
"Overall a great experience! Will be booking again if we head to the Orlando area!"
United States
Samantha T.
$188 nightly
The price is $210
Nov 3 - Nov 4
Total with taxes and fees
Impressive Condo Newly Renovated 2+2 Near Disney
A resort with multiple swimming pools, lounge areas, and a view of the sea.

11. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.2 out of 10, Very good, (10,925 reviews)
"Great place to stay!"
United States
Jessica
$257 nightly
The price is $289
Dec 2 - Dec 3
Total with taxes and fees
The Grove Resort & Water Park Orlando
A resort with multiple swimming pools, palm trees, and lounge areas.

12. 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
10.0 out of 10, Exceptional, (14 reviews)
"Everything was clean and beautifully decorated. Our host was so sweet & left personal touches for us when we arrived. Great communication throughout the process. The property is very cool. Would stay here again!!"
United States
Kellen C.
$91 nightly
The price is $102
Nov 3 - Nov 4
Total with taxes and fees
Paradise Room Resort Suite room near Disney and other interest places of Florida
An aerial view of a resort with multiple swimming pools, a golf course, and residential buildings.

13. Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks
Davenport
$392 nightly
The price is $442
Nov 3 - Nov 4
Total with taxes and fees
Stylish Waterpark Resort Near Orlando Parks
A rectangular swimming pool with lounge chairs and palm trees.

14. 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, (1,001 reviews)
"Loved the bedrooms with their own separate bathrooms. Water park was enjoyed by all!!"
United States
paula
$769 nightly
The price is $872
Dec 2 - Dec 3
Total with taxes and fees
Encore Resort and Water Park at Reunion by Rentyl
A modern kitchen with wooden cabinets, a central island with bar stools, and pendant lighting.

15. Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
$249 nightly
The price is $277
Nov 3 - Nov 4
Total with taxes and fees
Resort style near Disney and theme parks
A room with a large window overlooking a pool area, a tiled floor, and a small piece of furniture on the left.

16. 1BR Villa Near Disney Pool & Resort Amenities

1BR Villa Near Disney Pool & Resort Amenities
Kissimmee
$157 nightly
The price is $176
Nov 3 - Nov 4
Total with taxes and fees
1BR Villa Near Disney Pool & Resort Amenities
A pool area with blue lounge chairs, a gazebo, and a pathway leading to the pool.

17. 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.
$308 nightly
The price is $343
Nov 3 - Nov 4
Total with taxes and fees
Family-Friendly Bahama Bay Retreat Near Disney – Pools & Beach Access”
A nighttime scene at a water park with a large pool, palm trees, and a Mickey Mouse statue.

18. 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)
"Great Place thank you"
United States
Miguel angel
$208 nightly
The price is $236
Nov 3 - Nov 4
Total with taxes and fees
Disney's All-Star Movies Resort
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
$198 nightly
The price is $223
Nov 10 - Nov 11
Total with taxes and fees
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
A resort with a large swimming pool, palm trees, and a water park.

20. *Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo

*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo
Windsor Hills
10.0 out of 10, Exceptional, (15 reviews)
"2nd time staying at this property. Great, accommodating hosts. Good location to the parks and plenty of amenities."
United States
Jayme W.
$342 nightly
The price is $386
Nov 28 - Nov 29
Total with taxes and fees
*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
"Family friendly"
Oscar 2-night trip
Posted 1 hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Find out more about Winter Haven

Winter Haven Resorts information

Number of reviews
11,666
Accommodation
232 Resorts
Lowest Price
$74
Highest Price
$872

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. 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 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 Willowbrook Golf Course and Cypresswood Golf and Country Club, or take the whole family to LEGOLAND® Florida and Peppa Pig Theme Park Florida. 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.

Explore a world of travel with Expedia