Search Resorts in Winter Haven

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Compare 295 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, (5512)
"Loved it!"
The price is SAR 747
SAR 1,007 total
includes taxes & fees
6 Jum. II - 7 Jum. II
The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3061)
"It’s beautiful and there are great activities to do. "
The price is SAR 582
SAR 815 total
includes taxes & fees
6 Jum. II - 7 Jum. II
Margaritaville Resort Orlando
Westgate Vacation Villas Resort
4.0 star property
7.6 out of 10, Good, (1189)
"Great service"
The price is SAR 322
SAR 485 total
includes taxes & fees
6 Jum. II - 7 Jum. II
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, (1366)
"Last minute trip. This was a great place. Very clean, great atmosphere, great staff. Must return with the family."
The price is SAR 395
SAR 557 total
includes taxes & fees
10 Jum. II - 11 Jum. II
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, (1148)
"Kid friendly"
The price is SAR 410
SAR 582 total
includes taxes & fees
6 Jum. II - 7 Jum. II
Westgate Town Center Resort
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very Good, (741)
"Loves it very clean and spacious very happy will be booking again!!"
Encore Resort at Reunion
Club Wyndham Reunion
4.0 star property
9.4 out of 10, Exceptional, (338)
"Our stay was almost as perfect as one can get. We opted for the 3bd/3bth apartments a short distance from the water park. The pictures do no justice. The property was well kept and the shuttle service was on point! The only issue we had was on our first night of which our downstairs neighbors decided to have a party well into the morning hours. Wyndham security responded swiftly and the party was broken up shortly after. I appreciated their quick response and appeared their priority was safety! ...
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, (43)
"Top notch. Extremely clean and well appointed. Zero complaints. Among the best Vrbo properties we have every stayed in. Enthusiastically recommend."
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, (138)
"My husband and I stayed for 6 days. The condo was lovely and it had most everything we needed. We went to universal and Disney and the drive to both was easy. It’s very close to Disney’s Magic kingdom. The drive to universal is a bit farther so plan for that. We loved the quiet tranquility of the resort and the ease of going into Orlando. We will be back!"
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
8.6 out of 10, Excellent, (40)
"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, (5999)
"Like that it had 2 different areas to accommodate people for the swimming pools and the outdoor games, the movie, loved that...my room was nice except that there's hardly any pressure in the shower head and there was a small leak under the sink. "
The price is SAR 202
SAR 289 total
includes taxes & fees
14 Jum. II - 15 Jum. II
Ramada by Wyndham Kissimmee Gateway
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very Good, (4755)
"We will be returning "
The price is SAR 503
SAR 683 total
includes taxes & fees
19 Jum. II - 20 Jum. II
Summer Bay Orlando by Exploria Resorts
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5295)
"Very basic nothing to brag about "
The price is SAR 144
SAR 225 total
includes taxes & fees
11 Jum. II - 12 Jum. II
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.

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.
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 Baytree Golf Club and Cypresswood Golf and Country 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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