The Best Winter Haven, FL Resorts from $74

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

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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

Auburndale

Melissa

$177 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

2. Kompose Boutique Resort at Theme Parks

Kissimmee

Mayrah

$65 nightly

Nov 4 - Nov 5

Total with taxes and fees

A spacious lobby with a high ceiling, wooden beams, and a central fountain.

3. Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

Samuel

$177 nightly

Nov 9 - Nov 10

Total with taxes and fees

A resort with multiple swimming pools, a large central pool, and a lake.

4. Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

Yosset

$151 nightly

Nov 22 - Nov 23

Total with taxes and fees

A resort with multiple swimming pools, palm trees, and a large hotel building.

5. Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

Maria

$158 nightly

Nov 16 - Nov 17

Total with taxes and fees

A hotel with a central pool area, multiple water slides, and a surrounding pool.

6. Westgate Vacation Villas Resort

Kissimmee

Autumn

$114 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

Champions Gate

Amber L.

$248 nightly

Nov 4 - Nov 5

Total with taxes and fees

A swimming pool with a water slide, palm trees, and a building with 'CALYPSO' signage.

8. Disney's All-Star Music Resort

Lake Buena Vista

Ellen

$168 nightly

Nov 4 - Nov 5

Total with taxes and fees

A water park with slides and water features.

9. Westgate Town Center Resort

Kissimmee

Angelina

$120 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

Champions Gate

Samantha T.

$188 nightly

Nov 10 - Nov 11

Total with taxes and fees

A resort with multiple swimming pools, lounge areas, and a view of the sea.

11. The Grove Resort & Water Park Orlando

Winter Garden

Jessica

$261 nightly

Dec 1 - Dec 2

Total with taxes and fees

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

Regal Palms

Kellen C.

$99 nightly

Nov 4 - Nov 5

Total with taxes and fees

An aerial view of a resort with multiple swimming pools, a golf course, and residential buildings.

13. Stylish Waterpark Resort Near Orlando Parks

Davenport

$394 nightly

Nov 4 - Nov 5

Total with taxes and fees

14. Encore Resort and Water Park at Reunion by Rentyl

Kissimmee

paula

$769 nightly

Dec 2 - Dec 3

Total with taxes and fees

A beach with sun loungers and thatched umbrellas, a sandy shore, and a calm body of water in the background.

15. Resort style near Disney and theme parks

Bahama Bay

$249 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

Kissimmee

$157 nightly

Nov 4 - Nov 5

Total with taxes and fees

A beachside resort with thatched umbrellas, lounge chairs, and a wooden walkway leading to the water.

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

Bahama Bay

Bert I.

$308 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

Lake Buena Vista

Miguel angel

$208 nightly

Nov 9 - Nov 10

Total with taxes and fees

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!

Kissimmee

$198 nightly

Nov 10 - Nov 11

Total with taxes and fees

A resort with a large swimming pool, palm trees, and a water park.

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

Windsor Hills

Jayme W.

$341 nightly

Nov 28 - Nov 29

Total with taxes and fees

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Top Winter Haven Hotel Reviews

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Good"

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"Love these Hilton Vacation Club Rentals for my large 8 member family. I am now trying to look for them in every city we travel near and there are plenty of them especially near popular tourist places. 1650SF in size! a bed for everyone. the pull out couch can work in a pinch but lets face it, no one wants to sleep on those, and it is sort of unkind to make your child sleep on one too, IMO. Plenty of bathrooms-3-no one wants to wait in line! we actually had 2 kitchens not that we needed that. Bed and sheets super comfortable. Tons of privacy for everyone. Kitchen with utensils and plateware. And the price at the time is very competitive, we generally don't do hotels anymore because we need 2 rooms and it ends up costing more than these places, plus you won't get near the SF of space for more money at hotels. Tons of amenities to choose from although many times we don't have any time to take advantage of, although the kids loved the late night ice cream snack served by a robotic arm vending machine near the pool-so cool! the only bummer but not a big deal was there was no door between the master suite bed and master bath? a little unusual design, but it affected us as we have a baby in crib and we couldn't get ready in the bathroom without the lights on and the light would shine into the master bed where baby was sleeping. Overall, the best place for a large family."

The Grove Resort & Water Park Orlando

10/10 Excellent

"This was my fourth time staying at The Grove, and the property itself is beautiful with great amenities. Unfortunately, the cleanliness of the room was disappointing this time. The shower in the master bathroom was not cleaned properly, and the white patio furniture was visibly dirty, making it impossible to overlook. I’ve enjoyed my previous stays here, which is why this experience was particularly frustrating. Management should take a closer look at the housekeeping standards and the performance of the cleaning crew to ensure rooms are thoroughly cleaned before guests arrive. The property has a lot to offer, but cleanliness should never be compromised. Summary: Great property and amenities, but housekeeping needs significant improvement."

Find out more about Winter Haven

Winter Haven Resorts information

Number of reviews	28,610
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.

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Things to do in Winter Haven

Room 1

Check prices for these dates

Our top choices for Winter Haven resorts

1. Camp Margaritaville Auburndale RV Resort

2. Kompose Boutique Resort at Theme Parks

3. Margaritaville Resort Orlando with H2O Waterpark

4. Embassy Suites By Hilton Orlando Sunset Walk