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Check prices for these dates

Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept
In one month
18 Sept - 20 Sept
In two months
16 Oct - 18 Oct

Our top choices for Winter Haven resorts

1. 8BR Luxury Villa, Disney, Pool, Spa & Game Room - Sleeps 18

8BR Luxury Villa, Disney, Pool, Spa & Game Room - Sleeps 18
Davenport
The price is €686
includes taxes & fees
8 Sept - 9 Sept
8BR Luxury Villa, Disney, Pool, Spa & Game Room - Sleeps 18
A swimming pool with water features, palm trees, and a building with blue and yellow colors.

2. Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort
4.0 star property
Auburndale
9.8 out of 10, Exceptional, (46 reviews)
"Very very nice place to stay"
United States
Melissa
The price is €203
includes taxes & fees
30 Aug - 31 Aug
Camp Margaritaville Auburndale RV Resort
A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

3. Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (5,390 reviews)
"Nice place to stay"
United States
Bedasa Regasa
The price is €58
includes taxes & fees
13 Sept - 14 Sept
Kompose Boutique Resort at Theme Parks
A swimming pool with a water slide, palm trees, and a building with 'CALYPSO' signage.

4. 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, (1,006 reviews)
"Amazing place to stay for younger kids"
United States
Mariana
The price is €140
includes taxes & fees
26 Aug - 27 Aug
Disney's All-Star Music Resort
A hotel with a central pool area, multiple water slides, and a surrounding pool.

5. Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (2,055 reviews)
"Great stay!!"
United States
Davidson
The price is €112
includes taxes & fees
21 Aug - 22 Aug
Westgate Vacation Villas Resort
A resort with multiple swimming pools, a large central pool, and a variety of guest accommodations.

6. 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, (1,068 reviews)
"Great stay!"
United States
caymarie
The price is €169
includes taxes & fees
3 Sept - 4 Sept
Embassy Suites By Hilton Orlando Sunset Walk
A swimming pool with lounge chairs and palm trees, surrounded by a building with arched windows.

7. Impressive Condo Newly Renovated 2+2 Near Disney

Impressive Condo Newly Renovated 2+2 Near Disney
Champions Gate
9.6 out of 10, Exceptional, (49 reviews)
"Great location "
United States
Alicia H.
Impressive Condo Newly Renovated 2+2 Near Disney
A spacious lobby with a high ceiling, wooden beams, and a central fountain.

8. Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,747 reviews)
"Clean, friendly, great food near by rooms are lovely."
United States
Rodrick
The price is €183
includes taxes & fees
26 Aug - 27 Aug
Margaritaville Resort Orlando with H2O Waterpark
A resort with multiple swimming pools, palm trees, and a large hotel building.

9. 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, (3,236 reviews)
"Great accommodations, great activities."
Canada
Petrina
The price is €150
includes taxes & fees
29 Aug - 30 Aug
Holiday Inn Club Vacations at Orange Lake Resort by IHG
A resort with a large swimming pool, palm trees, and a building with a red-tiled roof.

10. 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 €287
includes taxes & fees
2 Sept - 3 Sept
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities

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, (1,009 reviews)
"Everything good"
United States
Guillermo
The price is €644
includes taxes & fees
21 Aug - 22 Aug
Encore Resort and Water Park at Reunion by Rentyl
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
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.
The price is €105
includes taxes & fees
21 Aug - 22 Aug
Paradise Room Resort Suite room near Disney and other interest places of Florida
A resort with a large pool, water slides, palm trees, and beach umbrellas.

13. 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, (10,722 reviews)
"Great place to stay."
United States
Kathy
The price is €210
includes taxes & fees
25 Aug - 26 Aug
The Grove Resort & Water Park Orlando
A nighttime scene at a water park with a large pool, palm trees, and a Mickey Mouse statue.

14. 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, (1,005 reviews)
"Our stay was great."
United States
Daisy
The price is €165
includes taxes & fees
26 Aug - 27 Aug
Disney's All-Star Movies Resort
A water park with slides and water features.

15. Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (1,939 reviews)
"Friendly staff, convenient location."
United States
Jose
The price is €117
includes taxes & fees
21 Aug - 22 Aug
Westgate Town Center Resort
A beach with sun loungers and thatched umbrellas, a sandy shore, and a calm body of water in the background.

16. Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
The price is €272
includes taxes & fees
4 Sept - 5 Sept
Resort style near Disney and theme parks
A spacious lobby with high ceilings, large windows, and traditional decor.

17. 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 €438
includes taxes & fees
26 Aug - 27 Aug
Disney's Animal Kingdom Villas - Jambo House
An aerial view of a resort with multiple swimming pools, a golf course, and residential buildings.

18. Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks
Davenport
Stylish Waterpark Resort Near Orlando Parks
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 €199
includes taxes & fees
25 Aug - 26 Aug
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
A swimming pool with a clear view of the surrounding area, including a house and trees.

20. Grand Resort Home in Resort with Pool

Grand Resort Home in Resort with Pool
Kissimmee
6.0 out of 10, (2 reviews)
"The stay was amazing, wonderful and relaxing "
United States
Gail L.
The price is €657
includes taxes & fees
19 Sept - 20 Sept
Grand Resort Home in Resort with Pool
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
"Family friendly, staff, clean grounds, amenities."
Timothy 6-night trip
Posted 8 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
12,827
Accommodation
215 Resorts
Lowest Price
€58
Highest Price
€686

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 Baytree Golf 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.