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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Resort in Winter Haven

Kompose Boutique Resort at Theme Parks
Relax in style with a view of the outdoor pool from our spacious lobby, featuring a stunning chandelier and unique sculpture.

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (778)
"Absolutely loved staying here and they are very friendly "
The price is NZ$183
includes taxes & fees
7 Aug - 8 Aug
Kompose Boutique Resort at Theme Parks
The Grove Resort & Water Park Orlando
Relax by the serene pools surrounded by lush greenery and palm trees, with breathtaking views of the surrounding landscape and sea.

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8171)
"Perfect stay for families! "
The price is NZ$370
includes taxes & fees
28 July - 29 July
The Grove Resort & Water Park Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG
7 outdoor pools, pool cabanas (surcharge), pool umbrellas

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2237)
"We enjoyed our stay!!"
The price is NZ$269
includes taxes & fees
5 Aug - 6 Aug
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Margaritaville Resort Orlando with H2O Waterpark
Relax in our spacious lobby, featuring a high ceiling, potted plants, and a central fountain.

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3476)
"Would stay again- place is perfect for budget friendly with class "
The price is NZ$351
includes taxes & fees
10 Aug - 11 Aug
Margaritaville Resort Orlando with H2O Waterpark
Westgate Town Center Resort
Relax by the pool surrounded by lounge areas and amenities, including a water slide and lazy river.

Westgate Town Center Resort

4.0 star property
8.0 out of 10, Very good, (1297)
"Excellent place to stay! Property has a little bit of everything. "
The price is NZ$223
includes taxes & fees
3 Aug - 4 Aug
Westgate Town Center Resort
Embassy Suites By Hilton Orlando Sunset Walk
Relax by the resort's pool surrounded by lounge chairs and umbrellas.

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.4 out of 10, Exceptional, (287)
"Great location and property! "
The price is NZ$263
includes taxes & fees
30 July - 31 July
Embassy Suites By Hilton Orlando Sunset Walk
Westgate Vacation Villas Resort
Relax by the pool surrounded by lounge areas and amenities like a water slide and lazy river.

Westgate Vacation Villas Resort

4.0 star property
8.0 out of 10, Very good, (1662)
"Excellent service, clean, beautiful and fancy place to stay"
The price is NZ$216
includes taxes & fees
3 Aug - 4 Aug
Westgate Vacation Villas Resort
Encore Resort and Water Park At Reunion by Rentyl
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Encore Resort and Water Park At Reunion by Rentyl

5.0 star property
8.4 out of 10, Very good, (1010)
"The stay was excellent I stayed for 8 days will return again. "
Encore Resort and Water Park At Reunion by Rentyl
WorldMark Reunion
Relax by the serene pool surrounded by lush palm trees and lounge chairs.

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
Pool

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
Hotel situated by a serene body of water, featuring a central tower and a dynamic fountain.

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
Relax by the resort pool surrounded by lounge chairs and umbrellas under a shaded seating area.

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
Relax by the pool surrounded by lounge chairs and umbrellas, with a pavilion in the background.

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!
Relax by the pool with a clear view of the surrounding neighborhood, surrounded by comfortable lounge chairs and a table.

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!
Relax by the pool surrounded by palm trees and lounge chairs.

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
Relax by the resort pool surrounded by palm trees and lounge chairs under a shaded pergola.

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
Stylish home with a flat roof and brick exterior, featuring a garage and well-manicured lawn.

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
Enjoy cooking in this well-equipped kitchen with an island, sink, and seating area.

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
Relax by the resort pool surrounded by lush greenery and Mediterranean architecture.

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
Enjoy cooking in this well-equipped kitchen with an island and modern appliances.

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.
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Top Winter Haven Hotel Reviews

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Perfect place for kids! I loved it! we enjoyed the waterpark and the pool. The apartment is great, we had only an issue with hot water from the kitchen but not a big deal, I did not report it because it wasn't necessary we only stayed two nights. I definitely come back!"
Victoria 2-night trip
Posted 17 hours ago
Hilton Vacation Club Aqua Sol Orlando West

Frequently asked questions

What is Winter Haven like for a resort holiday?
Longing for a relaxing escape? Treat yourself to all the comforts and luxuries of a resort, where you can find everything you need for your holiday—from tasty food and drink options to activities and entertainment. Browse the resorts in the area and discover the best one for you, whether you picture yourself kicking back in a suite with stunning views or heading to the spa for a deep-tissue massage.
What's a favourite resort for my stay in Winter Haven?
Here are our top-rated resorts around 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 centre 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 will I find in Winter Haven?
Choose from Expedia's 21 resorts in Winter Haven, where you can enjoy on-site spas, spacious guest rooms and more.
What can I do in Winter Haven?
Travellers enjoy exploring the gardens, and also like the baseball games and other sporting events. Grab your golf clubs for a round at Baytree Golf Club and Cypresswood Golf and Country Club, or take the whole family to LEGOLAND® Florida and Indigo's Family Fun Center. If you want more to do in the area, you can spend time at Theatre Winter Haven or Chain of Lakes Park.
What's the weather like in Winter Haven?
The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Haven are August, July, September and June, with each month seeing an average of 211 mm 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 centre. You can also search for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 26 mi (41.9 km) away. If you want to venture outside the area, hop on a train at Winter Haven Station.