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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 410 Resorts in Winter Haven with updated reviews, rates, and availability.

The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (7922)
"This was our third time back at The Grove. Again, it met all of our expectations. This is such a great family friendly resort. We will be back. "
The price is AED 646
AED 933 total
includes taxes & fees
27 Apr - 28 Apr
The Grove Resort & Water Park Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Exterior

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (1994)
"great property lots to offer, only bad thing that is still important was that it was impossible to find a chair or lounger in any pool area. I was there 3 days, each day by 10am all were taken and I had to find staff to work to get me one lounger for a family of 4."
The price is AED 547
AED 777 total
includes taxes & fees
29 Apr - 30 Apr
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Margaritaville Resort Orlando with H2O Waterpark
Lobby

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
8.8 out of 10, Excellent, (3590)
"Beautiful and clean. Great time."
The price is AED 653
AED 924 total
includes taxes & fees
16 Apr - 17 Apr
Margaritaville Resort Orlando with H2O Waterpark
Westgate Town Center Resort
Water park

Westgate Town Center Resort

4.0 star property
7.8 out of 10, Good, (1378)
"Can’t wait to come back"
The price is AED 401
AED 580 total
includes taxes & fees
27 Apr - 28 Apr
Westgate Town Center Resort
Westgate Vacation Villas Resort
Water park

Westgate Vacation Villas Resort

4.0 star property
7.8 out of 10, Good, (1638)
"Love the property clean updated and pleasent staff"
The price is AED 327
AED 496 total
includes taxes & fees
3 Apr - 4 Apr
Westgate Vacation Villas Resort
Encore Resort and Water Park At Reunion by Rentyl
50-inch flat-screen TV with cable channels, TV

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (944)
"Me encantó todo desde el servicio la casa el resort el parque de agua y el staff muy atento siempre ayudarte sin duda volvería muchas veces más aquí "
Encore Resort and Water Park At Reunion by Rentyl
Embassy Suites By Hilton Orlando Sunset Walk
Egyptian cotton sheets, premium bedding, down comforters, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.0 out of 10, Wonderful, (152)
"Spacious and comfortable rooms, very clean, had all amenities we needed. Kids loved the buffet breakfast and for hotel food, many choices of food and fresh. Oool was clean and very big, we all had fun! Definitely would stay here again, highly recommend! "
The price is AED 559
AED 801 total
includes taxes & fees
9 Apr - 10 Apr
Embassy Suites By Hilton Orlando Sunset Walk
WorldMark Reunion
10 outdoor pools, cabanas (surcharge), pool umbrellas

WorldMark Reunion

4.0 star property
9.4 out of 10, Exceptional, (499)
"The 3-BR/3-BA unit and it was great. The kitchen had all the small appliances that we needed. The bedrooms were spacious and the beds were comfortable. Bathrooms had shampoo, conditioner and body wash, hand soap and body lotion. The resort is massive, so we needed to drive to the pools/front desk. Only thing we found that would make this resort better is if there were bbqs to use throughout the property. We would definitely recommend."
WorldMark Reunion
Celebration Suites
Reception

Celebration Suites

3.0 star property
8.0 out of 10, Very Good, (2477)
"Walking distance to old town and food truck world. Clean and convenient. Will definitely be staying here again "
Celebration Suites
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
Outdoor pool, a heated pool

AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY

9.0 out of 10, Wonderful, (88)
"It was a two night get away. We were in a brand new renovated studio. It was wonderful and had everything we would need. The gym is wonderful. Only went to one pool and it was nice but the bar was closed. Would come back again."
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
Designer Renovated Condo in Gorgeous Tropical Setting
Outdoor pool, a heated pool

Designer Renovated Condo in Gorgeous Tropical Setting

9.6 out of 10, Exceptional, (153)
"This was our second year staying at this property and enjoyed it as much as the first time. Very clean and convienent location. "
Designer Renovated Condo in Gorgeous Tropical Setting
Kompose Boutique Resort at Theme Parks
Reception

Kompose Boutique Resort at Theme Parks

4.0 star property
Kompose Boutique Resort at Theme Parks
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Outdoor pool, a heated pool

Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath

9.6 out of 10, Exceptional, (50)
"The place was beautifully decorated and very clean. Great location with lots of places to eat nearby. Beautiful pool. Bathrooms were a little worn and water. Pressure was not great. Communication with owner wasn’t great either."
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
Pool

Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins

10.0 out of 10, Exceptional, (26)
"Compared to a few other units we visited while out here. This place has it all. Updated, very clean and everything we needed. Screened in porch with dining set was an excellent treat. Will be back next year for watching college baseball teams. "
Spacious upgraded 1st floor condo w/ Resort Amenities. Disney, less than 15 mins
Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room
Outdoor pool, a heated pool

Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room

8.8 out of 10, Excellent, (15)
"Time to enjoy FL sunshine"
Disney 2 miles w/Heated Pool, water park, basketball tennis courts, game room
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
Outdoor pool, a heated pool

Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++

10.0 out of 10, Exceptional, (16)
"Great location and accommodations. Condo was wonderful and ground very well kept. The pool can’t be beat. Minimal issues but Louie made sure everything was quickly taken care off. We’re coming back next year. "
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
Alhambra Villas
Pool

Alhambra Villas

2.0 star property
8.4 out of 10, Very Good, (11)
"Very nice property! Rooms were clean and fully stocked with everything one needs, Very quiet. Pool was crystal clear and warm considering the chilly weather that popped up out of nowhere. It’s a great location for day trips to both sides of the peninsula! 2 hours to St. Pete on the Gulf, 2 hours to Cocoa Beach on the Atlantic! I also recommend Jetty Park for an Atlantic day trip! I’ll definitely stay here again! "
Alhambra Villas
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY
Outdoor pool, a heated pool

GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY

9.2 out of 10, Wonderful, (61)
"Very spacious and clean will definitely stay again if in Orlando "
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY
Luxury Resort Villa. Fun, family style!
Terrace/patio

Luxury Resort Villa. Fun, family style!

2.0 out of 10, (2)
"It was infested with bed bugs and we were not able to find another house last minute because they were all booked. The owner is not replying about refunding my money anymore and blaming it on the cleaning company. "
Luxury Resort Villa. Fun, family style!
PROMO 10% WEEKLY DISCOUNT! Fun-Filled Family Getaways Near the Magic of Disney
Outdoor pool

PROMO 10% WEEKLY DISCOUNT! Fun-Filled Family Getaways Near the Magic of Disney

9.6 out of 10, Exceptional, (25)
"Great place to stay and very easy to get to alot of good food and fun."
PROMO 10% WEEKLY DISCOUNT! Fun-Filled Family Getaways Near the Magic of Disney
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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Other property types in Winter Haven

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1839)
"Like the layout of the room, was good value for the money "
The price is AED 299
AED 402 total
includes taxes & fees
16 Apr - 17 Apr
Vacation Village at Parkway
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5269)
"We had a blast staying at SummerBay for a week with 3 teenagers. The property is well landscaped and has beautiful pools. They have basketball and pickleball courts, pool table, and mini golf. The food was reasonably priced and the staff friendly. Anytime we needed something for our room, they quickly helped. Lots of local food nearby. We loved the food trucks across the street. We will definitely be back! "
The price is AED 430
AED 599 total
includes taxes & fees
1 May - 2 May
Summer Bay Orlando by Exploria Resorts
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1289)
"We absolutely loved our stay. The villa was spacious and modern. The resort is huge and has nice amenities. We especially loved the shuttle service, which we used daily to get to the water park, sunset walk restaurants, and main pool area. Our only disappointment was our villa being so close to a very high traffic, noisy road. It was too noisy to relax and sit outside. If we return, we will request a villa in a different area."
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
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.
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 5 outdoor pools, 3 restaurants, and 3 poolside bars. Guests love the pool. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. 23.8 mi (38.4 km) from Winter Haven. Has 7 outdoor pools, 8 restaurants, and 2 poolside bars. Highly rated for its pool. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. 23.4 mi (37.6 km) from Winter Haven. Highly rated for its pool. Enjoy the 3 outdoor pools, 3 restaurants, and 3 bars. Westgate Town Center Resort - Family-friendly resort. 22.7 mi (36.6 km) from Winter Haven. Amenities include 14 outdoor pools, 4 restaurants, and 3 bars. Westgate Vacation Villas Resort - Family-friendly resort. 22.8 mi (36.8 km) from Winter Haven. Highly rated for its proximity to shopping. Access to 14 outdoor pools, 4 restaurants, and 2 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 Willowbrook Golf Course 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 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.