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Featured Resort in Winter Haven

3 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very good, (5356)
"Room are perfect "
The price is NZ$448
includes taxes & fees
20 May - 21 May
The Grove Resort & Water Park Orlando
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (2993)
"Love Margaritaville! The best food and atmosphere. "
The price is NZ$313
includes taxes & fees
27 May - 28 May
Margaritaville Resort Orlando
Water park
Westgate Vacation Villas Resort
4.0 star property
7.6 out of 10, Good, (1131)
"Property is okay but the hype was way overrated. Small pools between buildings. Rooms not updated in a LONG time. Took 3 days for freezer to freeze an ice tray. No ice machines on site. Water park not included. Cost $25 pp per day!!! Received numerous phone calls wanting to sell time share and left notes on door. Customer service was very nice and helpful when needed."
The price is NZ$258
includes taxes & fees
19 May - 20 May
Westgate Vacation Villas Resort
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Exterior
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
4.0 star property
8.4 out of 10, Very good, (1361)
"Solid 2 bedroom villa , great for families "
The price is NZ$359
includes taxes & fees
19 May - 20 May
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Water park
Westgate Town Center Resort
4.0 star property
7.6 out of 10, Good, (1126)
"As I checked in, staff was friendly and professional. I always look for a smile. When I needed clean towels, just made one call. Great place to stay. "
The price is NZ$258
includes taxes & fees
19 May - 20 May
Westgate Town Center Resort
8 Bedroom Home Elite Near Water Park, Private Pool | Living room
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very good, (723)
"The house was beautiful. The only issue found was that the furniture is outdated but other than that everything was great and the location is very convenient. "
Encore Resort at Reunion
10 outdoor pools, pool cabanas (surcharge), pool umbrellas
Club Wyndham Reunion
4.0 star property
9.4 out of 10, Exceptional, (319)
"Had a fantastic time! A lot to do for the kids and the suites were large and spacious. "
Club Wyndham Reunion
Pool
Lakefront Oasis: 10 Min to Disney + Free Wifi, Disney+, and Resort Amenities!
10.0 out of 10, Exceptional, (42)
"Highly recommend this condo. It was clean, well stocked and the host was great! You are close to all the parks and espn center! We were in town for a cheer competition and it was so easy to get to all the Disney properties within minutes. We’ll stay here again!"
Lakefront Oasis: 10 Min to Disney + Free Wifi, Disney+, and Resort Amenities!
2 outdoor pools
Westgate Town Center Resort
2.5 star property
Westgate Town Center Resort
Outdoor pool, a heated pool
Designer Renovated Condo in Gorgeous Tropical Setting
9.4 out of 10, Exceptional, (135)
"We had a great stay. The only thing I wasn’t aware of is that it was a second floor unit with no elevator. It was a bit difficult with our elderly parent."
Designer Renovated Condo in Gorgeous Tropical Setting
Pool
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
10.0 out of 10, Exceptional, (5)
"This property had a great layout and very spacious! The kitchen was stocked with the necessities. The bathrooms were also stocked well. Not those tiny bottles of shampoo and conditioner but full size pump bottles of shampoo, conditioner and body wash! So nice!! Owner was very easy to access and quick to answer all questions or address any concerns! We will definitely book with Louie again!!"
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
Exterior
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!
Pool
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
9.6 out of 10, Exceptional, (10)
"We really enjoyed our stay, didn’t want to leave. The place was absolutely beautiful, clean, comfortable and felt like home. Thank you for allowing us to stay. Hope to stay here again. Thank you, Rachel Flatequal"
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
Outdoor pool, a heated pool
Impressive Condo Newly Renovated 2+2 Near Disney
9.4 out of 10, Exceptional, (22)
"The property was wonderful and just as advertised…very clean, well stocked and extremely comfortable beds. The grounds were well maintained and the pool was wonderful and warm…plenty of seating although we reserved our spot usually by 10 am. The newly open restaurant and bar at the pool was an added bonus. We had never stayed in the Champions Gate area but once we got our bearing, we were able to find everything pretty easily…Disney Springs (we weren’t planning on going to any parks),...
Impressive Condo Newly Renovated 2+2 Near Disney
Outdoor pool
Nice resort rented for 7 days and 6 nights
Nice resort rented for 7 days and 6 nights
Pool
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
9.0 out of 10, Wonderful, (4)
"We enjoyed our stay, and the property manager was excellent responded quickly to every call the house is immaculate and would definitely rent again"
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!
Outdoor pool, a heated pool
15 beds gated home/great location/Fancy clubhouse/Mins to Disney/WaterPark
9.6 out of 10, Exceptional, (27)
"This house was prefect. I’m apart of a large family and we all fit very comfortably in this house."
15 beds gated home/great location/Fancy clubhouse/Mins to Disney/WaterPark
Outdoor pool, a heated pool
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
Pool
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
Hair dryer, towels, soap, shampoo
Supernatural Resort Relaxation, Comfortability, Tranquillity, Affordability
2.0 out of 10, (1)
"Upon arrival we couldn't check in hotel spoke to Vrbo rep and they wasn't any help couldn't even help us get another room and had to wait on a refund"
The price is NZ$469
includes taxes & fees
17 May - 18 May
Supernatural Resort Relaxation, Comfortability, Tranquillity, Affordability
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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

2 outdoor pools, a heated pool, pool loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5253)
"Excellent stay. Thank you"
The price is NZ$107
includes taxes & fees
19 May - 20 May
Seralago Hotel & Suites Main Gate East
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5901)
"My trip was awesome and the location was perfect "
The price is NZ$108
includes taxes & fees
19 May - 20 May
Ramada by Wyndham Kissimmee Gateway
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4711)
"Great stay "
The price is NZ$288
includes taxes & fees
19 May - 20 May
Summer Bay Orlando by Exploria Resorts
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 Resort information

Number of reviews
13,279
Accommodation
244 Resort
Lowest Price
NZ$202
Highest Price
NZ$366

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.
How many resorts will I find in Winter Haven?
Choose from Expedia’s 21 resorts in Winter Haven, where you can enjoy on-site spas, spacious guest rooms and more.
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 Baytree Golf Club and Cypresswood Golf and Country 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 Kissimmee, FL (ISM-Kissimmee Gateway), which is located 26 mi (41.9 km) from the city centre. You can also search for flights into Avon Park, FL (AVO-Avon Park Executive), which is 32.1 mi (51.7 km) away. If you want to venture outside the area, hop on a train at Winter Haven Station.

Recent Reviews in Winter Haven
Expedia verified reviews