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Compare 297 Resorts in Winter Haven with updated reviews, rates, and availability.

The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very Good, (5564)
"Love this property "
The price is ¥32,744
¥44,678 total
includes taxes & fees
Jun 17 - Jun 18
The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3091)
"Gorgeous hotel and property! We loved our room."
The price is ¥25,901
¥36,528 total
includes taxes & fees
Jun 25 - Jun 26
Margaritaville Resort Orlando
Westgate Vacation Villas Resort
4.0 star property
7.6 out of 10, Good, (1207)
"Good place to stay "
The price is ¥15,870
¥23,349 total
includes taxes & fees
Jun 17 - Jun 18
Westgate Vacation Villas Resort
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Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4.0 star property
8.4 out of 10, Very Good, (1358)
"Lost power on the last night "
The price is ¥19,803
¥26,984 total
includes taxes & fees
Jun 26 - Jun 27
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Westgate Town Center Resort
4.0 star property
7.6 out of 10, Good, (1143)
"Check in was courteous. Housekeeping does an amazing job. The fan in our living room was broken, we let housekeeping know and maintenance was there to fix it in under 30 mins. They also adjusted our thermostat for us. It was a very relaxing and much needed mini vacation for us! I would gladly recommend this vacation resort and we will be staying again soon. "
The price is ¥15,870
¥23,349 total
includes taxes & fees
Jun 17 - Jun 18
Westgate Town Center Resort
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very Good, (750)
"The property was nice and clean. My children loved the pool! "
Encore Resort at Reunion
Club Wyndham Reunion
4.0 star property
9.4 out of 10, Exceptional, (344)
"My family loved it , it’s definitely really nice and I will bring my family back because we had a real fun vacation."
Club Wyndham Reunion
Heated Pool, water park, basketball and tennis courts, arcade and game room
Heated Pool, water park, basketball and tennis courts, arcade and game room
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
9.4 out of 10, Exceptional, (6)
"The place was big and clean. Plenty of space and fun for our multi-family stay. The resort amenities were a blast for all ages."
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
5 BR 6 BA Villa 5min to Disney!
10.0 out of 10, Exceptional, (1)
"The pictures online looked great and it was actually better than that. The townhome was spacious, stylish, comfortable, super clean, and located in a great spot close to everything."
5 BR 6 BA Villa 5min to Disney!
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
9.8 out of 10, Exceptional, (12)
"The home was super clean, very comfortable bed and living arrangements. Had all the kitchen items we needed. Owners were quick to respond when questions were asked. Good location."
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
Westgate Town Center Resort
2.5 star property
Westgate Town Center Resort
Impressive Condo Newly Renovated 2+2 Near Disney
9.4 out of 10, Exceptional, (24)
"Very nice & comfortable place to come back to after a long day in the Disney parks. Mark was very kind and awesome to communicate with. Would definitely stay here again."
Impressive Condo Newly Renovated 2+2 Near Disney
Lakefront Oasis: 10 Min to Disney, 5-Star Cleanliness + Resort Amenities!
10.0 out of 10, Exceptional, (44)
"This is the cleanest rental we bave have ever stayed in. I am extremely picky and I always wipe down bathrooms in rentals because they are never up to my standards. This place was sparkling clean. Julianne has put great thought in providing everything to make your stay more comfortable. The beds are comfortable and we enjoyed the pool. Very close to Disney parks and Disney Springs. Enjoyed the screen porch to sit on in the morning. We really enjoyed our stay."
Lakefront Oasis: 10 Min to Disney, 5-Star Cleanliness + Resort Amenities!
Close to Walt Disney Resort and many Attractions. Water Park on Site.
10.0 out of 10, Exceptional, (1)
"Westgate resort was awesome for my vacation everything was perfect"
Close to Walt Disney Resort and many Attractions. Water Park on Site.
Designer Renovated Condo in Gorgeous Tropical Setting
9.4 out of 10, Exceptional, (139)
"Very comfortable condo with everything you would need. We would book again."
Designer Renovated Condo in Gorgeous Tropical Setting
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
10.0 out of 10, Exceptional, (6)
"Great unit. Nice amenities. Host made things easy peasy just the way we like it."
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
Nice resort rented for 7 days and 6 nights
Nice resort rented for 7 days and 6 nights
16 beds gated home/Mins to Disney/WaterPark/Arcade/Bar/Gym/AC/WiFi
8.8 out of 10, Excellent, (41)
"The home was just what we needed for 12 women. Adequate rooms and bathrooms. Two rooms had to share one bath but that was ok for them. The home is in a great resort. That has great amenities. The home is beautiful. However, it could use some TLC. Tracy is the best. Very responsive, polite and helpful! I would stay here again if needed."
16 beds gated home/Mins to Disney/WaterPark/Arcade/Bar/Gym/AC/WiFi
1 Grand Bedroom Lock-Off
10.0 out of 10, Exceptional, (2)
"Seamless rental, everything went smooth, was clean and in a great location. Would def stay here again!"
1 Grand Bedroom Lock-Off
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See all available properties in Winter Haven
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.

Other property types in Winter Haven

Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (6038)
"We had a great experience at a great price! My son loved the giant chess board on property. Close to pretty much everything, very centrally located."
The price is ¥8,656
¥13,028 total
includes taxes & fees
Jun 16 - Jun 17
Ramada by Wyndham Kissimmee Gateway
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very Good, (4771)
"Love everything! The staff and amenities are great and kid friendly. Will definitely be coming again! "
The price is ¥18,207
¥25,432 total
includes taxes & fees
Jun 30 - Jul 1
Summer Bay Orlando by Exploria Resorts
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5306)
"Everything alright "
The price is ¥6,524
¥10,254 total
includes taxes & fees
Jun 17 - Jun 18
Seralago Hotel & Suites Main Gate East
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.

Winter Haven Resorts information

Number of reviews
13,711
Accommodation
297 Resorts
Lowest Price
¥15,870
Highest Price
¥32,744

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. 23.9 mi (38.4 km) from Winter Haven. Features 3 outdoor pools, 3 restaurants, and 2 poolside bars. Guests love the family-friendly amenities. Margaritaville Resort Orlando - Spa resort. 23.4 mi (37.6 km) from Winter Haven. Has 3 outdoor pools, 3 restaurants, and 3 bars. Spacious rooms feature flat-screen TVs and coffee/tea makers. Westgate Vacation Villas Resort - Family-friendly resort. 22.8 mi (36.8 km) from Winter Haven. Spacious rooms feature flat-screen TVs and refrigerators. Enjoy the 14 outdoor pools, 4 restaurants, and 2 bars. Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel - Family-friendly resort. 23.8 mi (38.4 km) from Winter Haven. Amenities include 7 outdoor pools, 8 restaurants, and 2 poolside bars. Westgate Town Center Resort - Family-friendly resort. 22.7 mi (36.6 km) from Winter Haven. Access to 14 outdoor pools, 4 restaurants, and 3 bars.
How many resorts can I expect to find in Winter Haven?
Take your pick from Expedia’s 21 resort hotels in Winter Haven where you can enjoy onsite spas, fantastic guest rooms, and more.
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 Cypresswood Golf and Country Club and Lake Henry Golf Club, 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 Kissimmee, FL (ISM-Kissimmee Gateway), which is located 26 mi (41.9 km) from the city center. Otherwise, look for flights into Avon Park, FL (AVO-Avon Park Executive), which is 32.1 mi (51.7 km) away. To venture out into the surrounding area, hop on a train at Winter Haven Station.

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