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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 407 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, (7412)
"The Grove Resort was an excellent facility! I enjoyed the property completely. The rooms were spacious and modernly styled. There were so many activities for our kids to get involved in. My only complaints: food on the resort are over priced. The check-in process is horrible!!"
The price is SAR 646
SAR 938 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, (1891)
"Our family had a great time. The constant pressure to go to a presentation was annoying. Just want to have a vacation with my family. The pools were great and lots of variety. "
The price is SAR 522
SAR 752 total
includes taxes & fees
30 Apr - 1 May
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
9.0 out of 10, Wonderful, (3339)
"We had a great stay for our first time at Margaritaville! All the staff were friendly and knowledgeable. We were able to buy our Disney tickets at the resort and utilized the free shuttle service. It was extremely close to a ton of restaurants and stores. There was a little ant problem the first day but after cleaning up the space a bit it went away. The shower is also a little complicated to use, but other than that, no other issues. Would stay there again! "
The price is SAR 636
SAR 909 total
includes taxes & fees
7 May - 8 May
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, (1226)
"It was very clean, staffs was very nice and helpful "
The price is SAR 334
SAR 507 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, (1535)
"Overall we had a good stay "
The price is SAR 319
SAR 490 total
includes taxes & fees
29 Apr - 30 Apr
Westgate Vacation Villas Resort
Encore Resort and Water Park At Reunion by Rentyl
Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (960)
"Beautiful property, convenient to parks, restaurants & amenities. Gorgeous homes in great shape & the water park is perfect for the family to relax. ❤️"
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, (160)
"Staff friendliness and care"
The price is SAR 478
SAR 712 total
includes taxes & fees
17 Apr - 18 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, (512)
"We loved this property. They provided everything we needed. It was safe and very clean. Would be happy to recommend this resort to anyone. "
WorldMark Reunion
Celebration Suites
Reception

Celebration Suites

3.0 star property
8.6 out of 10, Excellent, (999)
"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, (89)
"From beginning to end the process was easy and smooth. Easy and affordable booking. Check in was fast. No long wait time. Nice clean room. Property is just as amazing and clean. Lots to do on the property if you don't want to go out. No charge for parking. No additional resort fee, all included in booking. Will be returning. "
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, (155)
"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
The price is SAR 455
SAR 561 total
includes taxes & fees
12 May - 13 May
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, (52)
"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."
The price is SAR 263
SAR 821 total
includes taxes & fees
27 Apr - 28 Apr
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, (17)
"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, (26)
"First time renting from Vrbo, we enjoyed our stay the house was clean and comfortable, we felt very safe in the gated community. My granddaughter enjoyed the pool and lazy river. We will definitely be back."
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, (1922)
"They were contingent on a timeshare , that I had to pay for but did not attend. "
The price is SAR 295
SAR 399 total
includes taxes & fees
4 May - 5 May
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, (5329)
"Well worth it "
The price is SAR 450
SAR 625 total
includes taxes & fees
21 Apr - 22 Apr
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, (1328)
"Everything was great overall. Hard to get room services at the cottages since phone rings and no answer. "
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 6 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.