Book a Winter Haven Resort

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Winter Haven resorts

Disney's All-Star Music Resort

Disney's All-Star Music Resort
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,001 reviews)
"it was a wonderful place to stay and my family enjoyed it"
United States
Skyla
Disney's All-Star Music Resort

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,566 reviews)
"Great stay highly recommend"
United States
Rebeca
The price is NZ$163
includes taxes & fees
29 June - 30 June
Kompose Boutique Resort at Theme Parks

Disney's Animal Kingdom Villas - Jambo House

Disney's Animal Kingdom Villas - Jambo House
4.0 star property
Bay Lake
8.6 out of 10, Excellent, (33 reviews)
"The room was clean, we had a beautiful view of the pool and the flamingo pond, occasionally a glimpse of a giraffe or Wilda beast. Everyone was friendly and helpful. The landscaping around the premises was lush and beautiful. "
United States
Susan
Disney's Animal Kingdom Villas - Jambo House

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,606 reviews)
"Such a beautiful resort to be at."
United States
tammy
The price is NZ$403
includes taxes & fees
7 July - 8 July
Margaritaville Resort Orlando with H2O Waterpark

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (871 reviews)
"Overall good place to stay."
United States
Edgar
The price is NZ$376
includes taxes & fees
9 July - 10 July
Embassy Suites By Hilton Orlando Sunset Walk

Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort
4.0 star property
Auburndale
9.8 out of 10, Exceptional, (40 reviews)
"Beautiful property with great staff. "
United States
Heather
The price is NZ$431
includes taxes & fees
7 July - 8 July
Camp Margaritaville Auburndale RV Resort

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very good, (10,235 reviews)
"Great place to stay"
Canada
Jessica Judy Ann
The price is NZ$514
includes taxes & fees
29 June - 30 June
The Grove Resort & Water Park Orlando

Paradise Room Resort Suite room near Disney and other interest places of Florida

Paradise Room Resort Suite room near Disney and other interest places of Florida
Regal Palms
9.8 out of 10, Exceptional, (7 reviews)
"The host was very accommodating all week long and responded to any questions we had within the hour. I would say she went beyond and above our normal VRBO experiences. The pools are a major plus and the restaurant was very convient! I will also say there is a major grocery store a block away and many restaurants within a short drive. "
United States
Anonymous traveller
The price is NZ$210
includes taxes & fees
30 June - 1 July
Paradise Room Resort Suite room near Disney and other interest places of Florida

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
4.0 star property
Orange Lake
8.8 out of 10, Excellent, (3,033 reviews)
"Wonderful place"
United States
Melissa
The price is NZ$340
includes taxes & fees
14 July - 15 July
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (1,799 reviews)
"We enjoyed the out stay a d had amazing time , definitely with be coming back"
United States
Gissele
The price is NZ$258
includes taxes & fees
29 June - 30 June
Westgate Town Center Resort

Disney's All-Star Movies Resort

Disney's All-Star Movies Resort
3.5 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,002 reviews)
"Beautiful and friendly place"
United States
Denise
Disney's All-Star Movies Resort

Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities

Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities
Champions Gate
9.8 out of 10, Exceptional, (26 reviews)
"Condo was just what we wanted. Good location, lot's of good bars/restaurants, pretty much anything you would need is nearby. Theme parks close by.Pool area was very nice. I was pleasantly surprised at the equipment available in the gym. Property was well maintained."
United States
william g.
The price is NZ$562
includes taxes & fees
29 June - 30 June
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities

Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
5.0 star property
Kissimmee
8.2 out of 10, Very good, (1,002 reviews)
"Our stay was perfect for my family and I. Location was convenient to stores, food, and of course Disney. This is our 2nd time staying here we will definitely be back for a 3rd visit."
United States
Ebony
The price is NZ$1,194
includes taxes & fees
28 June - 29 June
Encore Resort and Water Park at Reunion by Rentyl

Resort style near Disney and theme parks

Resort style near Disney and theme parks
Bahama Bay
The price is NZ$506
includes taxes & fees
9 July - 10 July
Resort style near Disney and theme parks

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

Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Kissimmee
The price is NZ$412
includes taxes & fees
29 June - 30 June
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

Family retreat with Princess Room, Space Room, and resort amenities near Disney

Family retreat with Princess Room, Space Room, and resort amenities near Disney
Davenport
The price is NZ$309
includes taxes & fees
6 July - 7 July
Family retreat with Princess Room, Space Room, and resort amenities near Disney

Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks
Davenport
The price is NZ$1,015
includes taxes & fees
9 July - 10 July
Stylish Waterpark Resort Near Orlando Parks

Spacious 10-Bedroom Family Retreat: Kid-Friendly Resort with Fun Amenities:

Spacious 10-Bedroom Family Retreat: Kid-Friendly Resort with Fun Amenities:
Davenport
9.2 out of 10, Wonderful, (7 reviews)
"It was great!!!"
United States
Triveno S.
The price is NZ$1,523
includes taxes & fees
19 July - 20 July
Spacious 10-Bedroom Family Retreat: Kid-Friendly Resort with Fun Amenities:

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (1,986 reviews)
"Loved this property, would stay again,"
United States
Brandy
The price is NZ$239
includes taxes & fees
29 June - 30 June
Westgate Vacation Villas Resort
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

Find out more about Winter Haven

Winter Haven Resort information

Number of reviews
29,214
Accommodation
320 Resort
Lowest Price
NZ$163
Highest Price
NZ$1,523

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: The Grove Resort & Water Park Orlando - Family-friendly resort. 24 mi (38.6 km) from Winter Haven. Features 6 outdoor pools, 3 restaurants and 3 poolside bars. Guests love the pool. Kompose Boutique Resort at Theme Parks - 23.3 mi (37.5 km) from Winter Haven. Has 2 hot tubs, a 24-hour fitness centre and a snack bar/deli. Margaritaville Resort Orlando with H2O Waterpark - Family-friendly resort, 5-minute walk from Island H2O Live!. 23.3 mi (37.5 km) from Winter Haven. Highly rated for its pool. Enjoy the 3 outdoor pools, 3 restaurants and 3 bars. 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, 9 restaurants and 2 poolside bars. Popular for its pool. Embassy Suites By Hilton Orlando Sunset Walk - Located just 10 minutes from Island H2O Live!. 23.2 mi (37.4 km) from Winter Haven. Access to a 24-hour fitness centre, free breakfast and an outdoor pool.
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.

Explore a world of travel with Expedia