Search Resorts in Winter Haven

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Resorts in Winter Haven

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3612)
"Great stay would definitely recommend. "
The price is AED 433
AED 675 total
includes taxes & fees
6 Oct - 7 Oct
Margaritaville Resort Orlando with H2O Waterpark

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1450)
"Great resort ,highly recommend!!!"
The price is AED 212
AED 285 total
includes taxes & fees
6 Oct - 7 Oct
Kompose Boutique Resort at Theme Parks

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.4 out of 10, Exceptional, (371)
"Great place to stay"
The price is AED 383
AED 601 total
includes taxes & fees
2 Nov - 3 Nov
Embassy Suites By Hilton Orlando Sunset Walk

Westgate Vacation Villas Resort

4.0 star property
8.0 out of 10, Very Good, (1700)
"Enjoyed every moment,front desk was very friendly and sweet "
The price is AED 312
AED 479 total
includes taxes & fees
5 Oct - 6 Oct
Westgate Vacation Villas Resort

Fun Filled Florida Holidays Resort

The price is AED 253
AED 632 total
includes taxes & fees
13 Oct - 14 Oct
Fun Filled Florida Holidays Resort

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (8574)
"Great place to stay!!!"
The price is AED 621
AED 864 total
includes taxes & fees
5 Oct - 6 Oct
The Grove Resort & Water Park Orlando

Westgate Town Center Resort

4.0 star property
8.0 out of 10, Very Good, (1362)
"Good place to stay ,affordable pricing "
The price is AED 327
AED 496 total
includes taxes & fees
6 Oct - 7 Oct
Westgate Town Center Resort

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.8 out of 10, Excellent, (2449)
"Good place to stay"
The price is AED 511
AED 736 total
includes taxes & fees
13 Oct - 14 Oct
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

The price is AED 360
AED 863 total
includes taxes & fees
15 Oct - 16 Oct
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Go!#12 - BAHAMA BAY - Three Bedroom Resort, Sleeps 6

9.0 out of 10, Wonderful, (2)
"The property is nice overall.There are a few concerns though.There are cockroaches in the kitchen and bathrooms.The extractor and ceiling lights in the kitchen need replacing.Cupboards in kitchen were sticky and in need of a good clean.Carpets throughout need replacing as worn and stretched.Furniture is tired and chipped/scratched.Needs a small refurbish.Balcony's and Lanai need pressure washing and cleaning.Light socket in closet in main bedroom is dangerous and broken and needs...
The price is AED 197
AED 1,093 total
includes taxes & fees
12 Oct - 13 Oct
Go!#12 - BAHAMA BAY - Three Bedroom Resort, Sleeps 6

Charming 4-bedroom resort with AC, WiFi in enchanting Davenport

7.6 out of 10, Good, (4)
"We had a great time staying in this home. It was beautiful and very welcoming. The owner was always responsive and helpful when we had questions. We would stay here again in a heartbeat!"
The price is AED 386
AED 1,215 total
includes taxes & fees
5 Oct - 6 Oct
Charming 4-bedroom resort with AC, WiFi in enchanting Davenport

Charming 3-bedroom Resort - Close to Disney!

10.0 out of 10, Exceptional, (1)
"This was a beautiful clean accommodation. Would recommend to anyone that is staying in the area as it accommodated many and at a reasonable price."
The price is AED 422
AED 772 total
includes taxes & fees
5 Oct - 6 Oct
Charming 3-bedroom Resort - Close to Disney!

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (1001)
"Great stay!"
The price is AED 989
AED 2,707 total
includes taxes & fees
17 Oct - 18 Oct
Encore Resort and Water Park at Reunion by Rentyl

Luxurious 5-bedroom resort with fitness room and AC in Four Corners

Luxurious 5-bedroom resort with fitness room and AC in Four Corners

Resort style near Disney and theme parks

The price is AED 496
AED 1,060 total
includes taxes & fees
6 Oct - 7 Oct
Resort style near Disney and theme parks

Stylish Waterpark Resort Near Orlando Parks

The price is AED 517
AED 1,625 total
includes taxes & fees
20 Oct - 21 Oct
Stylish Waterpark Resort Near Orlando Parks

Grand Resort Home in Resort with Pool

6.0 out of 10, (2)
"The stay was amazing, wonderful and relaxing "
Grand Resort Home in Resort with Pool

Cozy and perfect for a family time.

The price is AED 433
AED 583 total
includes taxes & fees
8 Oct - 9 Oct
Cozy and perfect for a family time.

Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.

10.0 out of 10, Exceptional, (1)
"We loved our experience, from the time we walked into our cottage, we knew we would have a great time. The Cottage was spaces enough for our party of five. This vacation was a graduation gift for my grandson. I loved the proximity to the theme parks. I also loved the amenities that were offered by the property’s management team, Awesome! "
The price is AED 907
AED 2,092 total
includes taxes & fees
13 Oct - 14 Oct
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winter Haven Hotel Reviews

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. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. 23.4 mi (37.6 km) from Winter Haven. Has 3 outdoor pools, 3 restaurants, and 3 bars. Popular for its pool. Kompose Boutique Resort at Theme Parks - 23.3 mi (37.5 km) from Winter Haven. Enjoy the 2 hot tubs, 24-hour fitness center, and snack bar/deli. Holiday Inn Club Vacations at Orange Lake Resort by IHG - Family-friendly resort. 23.8 mi (38.4 km) from Winter Haven. Amenities include 7 outdoor pools, 8 restaurants, and 2 poolside bars. Popular for its pool. Embassy Suites By Hilton Orlando Sunset Walk - 23.2 mi (37.4 km) from Winter Haven. Access to a 24-hour fitness center, free self parking, and free breakfast.
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.