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Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare 347 Resorts in Winter Haven with updated reviews, rates, and availability.

The Grove Resort & Water Park Orlando
Exterior

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (6789)
"Great place to stay. Super clean. "
The price is SAR 537
SAR 792 total
includes taxes & fees
22 Jan - 23 Jan
The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando
Aerial view

Margaritaville Resort Orlando

4.0 star property
9.0 out of 10, Wonderful, (3194)
"Amazing Stay, all was very nice. "
The price is SAR 571
SAR 835 total
includes taxes & fees
22 Jan - 23 Jan
Margaritaville Resort Orlando
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Exterior

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel

4.0 star property
8.6 out of 10, Excellent, (1630)
"Cleanliness "
The price is SAR 446
SAR 667 total
includes taxes & fees
22 Jan - 23 Jan
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
Westgate Vacation Villas Resort
Pool

Westgate Vacation Villas Resort

4.0 star property
7.8 out of 10, Good, (1477)
"Clean friendly and good amenities "
The price is SAR 334
SAR 506 total
includes taxes & fees
22 Jan - 23 Jan
Westgate Vacation Villas Resort
Westgate Town Center Resort
Water park

Westgate Town Center Resort

4.0 star property
7.8 out of 10, Good, (1143)
"A/c needs repair"
The price is SAR 339
SAR 513 total
includes taxes & fees
22 Jan - 23 Jan
Westgate Town Center Resort
Embassy Suites By Hilton Orlando Sunset Walk
Pool

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.0 out of 10, Wonderful, (114)
"Very clean "
The price is SAR 507
SAR 746 total
includes taxes & fees
27 Jan - 28 Jan
Embassy Suites By Hilton Orlando Sunset Walk
WorldMark Reunion
Outdoor pool

WorldMark Reunion

4.0 star property
9.4 out of 10, Exceptional, (481)
"10/10 for us.. perfect for families… very safe and very comfortable.. the staff at the reception are super helpful especially the lady at counter 4! "
WorldMark Reunion
Encore Resort at Reunion
Water park

Encore Resort at Reunion

5.0 star property
8.4 out of 10, Very Good, (912)
"We have a great time would go back"
Encore Resort at Reunion
Celebration Suites
Front of property

Celebration Suites

3.0 star property
8.6 out of 10, Excellent, (1000)
"No need for the extra room but good if more people with you "
Celebration Suites
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY
Pool

GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY

9.2 out of 10, Wonderful, (58)
"Great value and conveniences"
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
Pool

AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY

9.0 out of 10, Wonderful, (85)
"The first day we had problems with the room, but next time they moved us for the other room, so the experience was good! "
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY
Two-Bedroom Villa Resort One Mile from DISNEY
Exterior

Two-Bedroom Villa Resort One Mile from DISNEY

8.6 out of 10, Excellent, (60)
"Location was perfect for a Disney vacation. Accommodations were spacious and well appointed. Jake the property manager was quick to communicate and provide answers if needed. Our only issue was that the WiFi and cell service at this location was very poor. Would still stay again. "
Two-Bedroom Villa Resort One Mile from DISNEY
Fun Filled Florida Holidays Resort
RESORT POOL

Fun Filled Florida Holidays Resort

The price is SAR 334
SAR 731 total
includes taxes & fees
27 Jan - 28 Jan
Fun Filled Florida Holidays Resort
Cozy 2-bedroom resort less than 20 minutes away from Orlando theme parks.
Pool

Cozy 2-bedroom resort less than 20 minutes away from Orlando theme parks.

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was the best place we have stayed at so far. We have annual passes and come to Orlando often. as a large family we try to find the best and affordable accommodations. This was beyond what we expected,, and definitely plan on staying here again. it is super close to the parks . has so many activities in the resort itself and just very comfy and in inviting.I highly recommend."
Cozy 2-bedroom resort less than 20 minutes away from Orlando theme parks.
Designer Renovated Condo in Gorgeous Tropical Setting
Room

Designer Renovated Condo in Gorgeous Tropical Setting

9.6 out of 10, Exceptional, (150)
"Great property, close to many attractions and restaurants. Very well kept up grounds"
Designer Renovated Condo in Gorgeous Tropical Setting
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
Pool

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

10.0 out of 10, Exceptional, (14)
"Conveniently located. Very clean and comfortable. Well stocked with necessities. Great place. "
Spacious 2 Bedroom 2 Bathroom, Family Friendly Resort Condo, Near Disney ++++++
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Brand New King Size bed with Stearns and foster mattress

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

9.6 out of 10, Exceptional, (50)
"This unit was very clean and perfect for our family of four. Mark answered any questions I had very quickly. We loved the location. Near entrance and pool. This was close to most parks and we truly enjoyed our stay!"
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Disney, Universal! 4 BR Resort Style Townhouse
Cover photo

Disney, Universal! 4 BR Resort Style Townhouse

9.4 out of 10, Exceptional, (15)
"We really enjoyed our stay. The house was very welcoming and had all we needed. The pool was directly behind the home , which allowed the kids to swim for hours. The parks were in close proximity to the house and provided easy travel distance. Tons of restaurants and shopping around the area. I extremely fun times. I will be booking again in the future."
Disney, Universal! 4 BR Resort Style Townhouse
Nice resort rented for 7 days and 6 nights
Pool

Nice resort rented for 7 days and 6 nights

Nice resort rented for 7 days and 6 nights
STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY

STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY

8.4 out of 10, Very Good, (39)
"We had the best stay and having a washer dryer in the unit was so helpful!!"
STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR 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

Summer Bay Orlando by Exploria Resorts
Property amenity

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5098)
"The room was overall clean but found a massive cockroach one night. Not happy about that."
The price is SAR 456
SAR 631 total
includes taxes & fees
3 Feb - 4 Feb
Summer Bay Orlando by Exploria Resorts
Margaritaville Resort Orlando Cottages by Rentyl
Front of property

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1163)
"Great area with a vacation feel."
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
Outdoor pool

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1419)
"Enjoyed my stay at this property. Clean and loved the jacuzzi tub in the room."
The price is SAR 344
SAR 447 total
includes taxes & fees
5 Feb - 6 Feb
Vacation Village at Parkway
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 3 outdoor pools, 3 restaurants, and 2 poolside bars. Guests love the pool. Margaritaville Resort Orlando - Spa resort. 23.4 mi (37.6 km) from Winter Haven. Has 3 outdoor pools, 3 restaurants, and 3 bars. Popular for its pool. Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel - Family-friendly resort. 23.8 mi (38.4 km) from Winter Haven. Highly rated for its pool. Enjoy the 7 outdoor pools, 8 restaurants, and 2 poolside bars. Westgate Vacation Villas Resort - Family-friendly resort. 22.8 mi (36.8 km) from Winter Haven. Amenities include 14 outdoor pools, 4 restaurants, and 2 bars. Guests love the proximity to shopping. 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 Baytree 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 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.