Search Resorts in Winter Haven

    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

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (749)
"Absolutely loved staying here and they are very friendly "
The price is SAR 279
SAR 361 total
includes taxes & fees
10 Aug - 11 Aug
Kompose Boutique Resort at Theme Parks

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (8146)
"Nice stay for families! "
The price is SAR 559
SAR 798 total
includes taxes & fees
23 Jul - 24 Jul
The Grove Resort & Water Park Orlando

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2220)
"Perfect for family vacation .. helpful and friendly staff.. "
The price is SAR 395
SAR 610 total
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3463)
"Would stay again- place is perfect for budget friendly with class "
The price is SAR 537
SAR 797 total
includes taxes & fees
10 Aug - 11 Aug
Margaritaville Resort Orlando with H2O Waterpark

Westgate Town Center Resort

4.0 star property
8.0 out of 10, Very Good, (1291)
"I enjoyed my stay "
The price is SAR 334
SAR 506 total
includes taxes & fees
3 Aug - 4 Aug
Westgate Town Center Resort

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.4 out of 10, Exceptional, (283)
"Great location and property! "
The price is SAR 375
SAR 596 total
includes taxes & fees
30 Jul - 31 Jul
Embassy Suites By Hilton Orlando Sunset Walk

Westgate Vacation Villas Resort

4.0 star property
8.0 out of 10, Very Good, (1661)
"Excellent service, clean, beautiful and fancy place to stay"
The price is SAR 319
SAR 489 total
includes taxes & fees
3 Aug - 4 Aug
Westgate Vacation Villas Resort

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very Good, (1008)
"The stay was excellent I stayed for 8 days will return again. "
Encore Resort and Water Park At Reunion by Rentyl

WorldMark Reunion

4.0 star property
9.4 out of 10, Exceptional, (552)
"Great location for the parks, close to some fantastic restaurants. Warm and welcoming staff"
WorldMark Reunion

Alhambra Villas

2.0 star property
8.6 out of 10, Excellent, (18)
"Very nice place to stay "
Alhambra Villas

AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY

9.0 out of 10, Wonderful, (95)
"This place was absolutely amazing and beautiful!!!"
AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY

GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY

9.0 out of 10, Wonderful, (70)
"Loved cant wait to come back"
GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY

AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY

9.2 out of 10, Wonderful, (95)
"Great property with great service. Property very convenient to Disney parks. Traffic at times are heavy but overall its a fabulous resort to stay."
AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY

Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!

9.6 out of 10, Exceptional, (29)
"Wonderful vacation home and responsive home owner. Would rent again! "
Brand new Home with 8Bed, 6Bath, Heated Private pool, SPA near Disney!

Epic Themed Home with Arcade, Luxury Resort & Sleeps 28 – Save - On Sale Now!

10.0 out of 10, Exceptional, (2)
"We stayed here for a week and loved it . It was a great spot to relax and hang out in between park days for all the family. "
Epic Themed Home with Arcade, Luxury Resort & Sleeps 28 – Save - On Sale Now!

Luxury home at Windsor Resort - Kissimme

2.0 star property
8.8 out of 10, Excellent, (3)
"Well, the only toilet paper was what was left on the roll, in each bathroom. Paper towels were one half used roll, no more. Not near enough towels, no hand towels in kitchen. The whole thing lacked necessities majorly. No salt and pepper. In the bath they had lovely conditioner, shampoo and body gel dispensers that were all totally empty. "
Luxury home at Windsor Resort - Kissimme

Luxurious 6-Bedroom Villa in Charming Davenport with Private Pool and Amenities

10.0 out of 10, Exceptional, (2)
"This house was amazing and worth it. It catered to all of our needs. When asked how many cribs the house had, he said one and they went out and bought another one. We will definitely book this place again, when we return and will personally recommend to family and friends. "
Luxurious 6-Bedroom Villa in Charming Davenport with Private Pool and Amenities

LUXURY RESORT 2 BEDROOM CONDO NEAR DISNEY

8.6 out of 10, Excellent, (46)
"Well maintained "
LUXURY RESORT 2 BEDROOM CONDO NEAR DISNEY

Impressive Condo Newly Renovated 2+2 Near Disney

9.4 out of 10, Exceptional, (30)
"Perfect place for our family to visit for a couple days. Cute spot with an amazing pool area. Also, great communication, will definitely be back again if ever in Orlando "
Impressive Condo Newly Renovated 2+2 Near Disney

STUNNING 2 BEDROOM AT THE TOWN CENTER RESORT NEAR DISNEY

8.6 out of 10, Excellent, (48)
"We loved it!"
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.
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: Kompose Boutique Resort at Theme Parks - 23.3 mi (37.5 km) from Winter Haven. Features 2 hot tubs, a 24-hour fitness center, and a snack bar/deli. The Grove Resort & Water Park Orlando - Family-friendly resort. 23.9 mi (38.4 km) from Winter Haven. Has 6 outdoor pools, 3 restaurants, and 3 poolside bars. Highly rated for its pool. Holiday Inn Club Vacations at Orange Lake Resort by IHG - 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. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort. 23.4 mi (37.6 km) from Winter Haven. Amenities include 3 outdoor pools, 3 restaurants, and 3 bars. Highly rated for its pool. Westgate Town Center Resort - Family-friendly resort. 22.7 mi (36.6 km) from Winter Haven. Access to 14 outdoor pools, 2 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 Baytree Golf Club 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.