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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Resort in Winter Haven

Our top choices for Winter Haven resorts

Fun Filled Florida Holidays Resort
Outdoor pool

Fun Filled Florida Holidays Resort

The price is AU$287
includes taxes & fees
31 Aug - 1 Sept
Fun Filled Florida Holidays Resort
Kompose Boutique Resort at Theme Parks
Suite, 1 King Bed with Sofa bed, Balcony

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1099)
"Great place to stay "
The price is AU$119
includes taxes & fees
3 Sept - 4 Sept
Kompose Boutique Resort at Theme Parks
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Outdoor pool, a heated pool

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

The price is AU$366
includes taxes & fees
2 Sept - 3 Sept
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Embassy Suites By Hilton Orlando Sunset Walk
Egyptian cotton sheets, premium bedding, down duvets, in-room safe

Embassy Suites By Hilton Orlando Sunset Walk

3.5 star property
9.4 out of 10, Exceptional, (325)
"My favorite place to stay. Great location and new hotel "
The price is AU$263
includes taxes & fees
4 Sept - 5 Sept
Embassy Suites By Hilton Orlando Sunset Walk
Margaritaville Resort Orlando with H2O Waterpark
Lobby

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3554)
"Great place to stay."
The price is AU$306
includes taxes & fees
26 Aug - 27 Aug
Margaritaville Resort Orlando with H2O Waterpark
Luxurious 5-bedroom resort with fitness room and AC in Four Corners
Room

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

The price is AU$808
includes taxes & fees
27 Aug - 28 Aug
Luxurious 5-bedroom resort with fitness room and AC in Four Corners
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, (2362)
"Great place to stay can’t wait to go back"
The price is AU$215
includes taxes & fees
26 Aug - 27 Aug
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Westgate Town Center Resort
Water park

Westgate Town Center Resort

4.0 star property
8.0 out of 10, Very good, (1345)
"Great resort"
The price is AU$208
includes taxes & fees
25 Aug - 26 Aug
Westgate Town Center Resort
Westgate Vacation Villas Resort
Aerial view

Westgate Vacation Villas Resort

4.0 star property
8.0 out of 10, Very good, (1675)
"Excellent service, clean, beautiful and fancy place to stay"
The price is AU$201
includes taxes & fees
25 Aug - 26 Aug
Westgate Vacation Villas Resort
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, (8395)
"Our family enjoyed our stayed "
The price is AU$328
includes taxes & fees
25 Aug - 26 Aug
The Grove Resort & Water Park Orlando
Charming 3-bedroom Resort - Close to Disney!
Exterior

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 AU$446
includes taxes & fees
25 Aug - 26 Aug
Charming 3-bedroom Resort - Close to Disney!
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.
Pool

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 AU$872
includes taxes & fees
27 Aug - 28 Aug
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.
1BED/1BATH LUXURY RESORT W/LOTS OF AMENITIES
Pool

1BED/1BATH LUXURY RESORT W/LOTS OF AMENITIES

The price is AU$706
includes taxes & fees
25 Aug - 26 Aug
1BED/1BATH LUXURY RESORT W/LOTS OF AMENITIES
Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Pool

Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Charming 4-bedroom resort with AC, WiFi in enchanting Davenport
Outdoor pool, a heated pool

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

9.4 out of 10, Exceptional, (3)
"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 AU$515
includes taxes & fees
26 Aug - 27 Aug
Charming 4-bedroom resort with AC, WiFi in enchanting Davenport
Cozy 2-Bedroom Deluxe Villa resort with Water Park, WiFi in charming Kissimmee
Exterior

Cozy 2-Bedroom Deluxe Villa resort with Water Park, WiFi in charming Kissimmee

2.0 star property
The price is AU$966
includes taxes & fees
6 Sept - 7 Sept
Cozy 2-Bedroom Deluxe Villa resort with Water Park, WiFi in charming Kissimmee
Resort style near Disney and theme parks
Exterior

Resort style near Disney and theme parks

The price is AU$449
includes taxes & fees
25 Aug - 26 Aug
Resort style near Disney and theme parks
Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Pool

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

Sunny Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Cozy and perfect for a family time.
Pool

Cozy and perfect for a family time.

The price is AU$248
includes taxes & fees
28 Aug - 29 Aug
Cozy and perfect for a family time.
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"10/10 I definitely recommend this place for vacations with friends and family "
Jamel 5-night trip
Posted 11 hours ago
The Grove Resort & Water Park Orlando

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. Embassy Suites By Hilton Orlando Sunset Walk - 23.2 mi (37.4 km) from Winter Haven. Access to a 24-hour fitness centre, free self-parking and free breakfast.
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 Cypresswood Golf and Country Club and Baytree Golf 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.