Search Resort Hotels in Winter Haven from CA $115

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Our top choices for Winter Haven resorts

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,436 reviews)
"Great stay highly recommend"
United States
Rebeca
The price is CA $46
CA $115 total
includes taxes & fees
Jun 22 - Jun 23
Kompose Boutique Resort at Theme Parks

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

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, (846 reviews)
"Overall good place to stay."
United States
Edgar
The price is CA $200
CA $297 total
includes taxes & fees
Jul 7 - Jul 8
Embassy Suites By Hilton Orlando Sunset Walk

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, (3,602 reviews)
"Such a beautiful resort to be at."
United States
tammy
The price is CA $212
CA $316 total
includes taxes & fees
Jul 13 - Jul 14
Margaritaville Resort Orlando with H2O Waterpark

Westgate Town Center Resort

Westgate Town Center Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (1,784 reviews)
"We enjoyed the out stay a d had amazing time , definitely with be coming back"
United States
Gissele
The price is CA $138
CA $204 total
includes taxes & fees
Jun 18 - Jun 19
Westgate Town Center Resort

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, (3,022 reviews)
"Wonderful place"
United States
Melissa
The price is CA $190
CA $269 total
includes taxes & fees
Jun 23 - Jun 24
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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 CA $206
CA $347 total
includes taxes & fees
Jul 8 - Jul 9
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, (10,264 reviews)
"Great place to stay"
Canada
Jessica Judy Ann
The price is CA $278
CA $390 total
includes taxes & fees
Jun 21 - Jun 22
The Grove Resort & Water Park Orlando

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 CA $140
CA $447 total
includes taxes & fees
Jun 18 - Jun 19
Spacious, Clean, Updated 2 Bedroom 2 Bathroom Close To Parks Golf and Amenities

Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath

Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath
Champions Gate
9.4 out of 10, Exceptional, (67 reviews)
"Beautiful property to stay at! Property is very clean. There is a pool and restaurant on sight. Not far from Orlando and all the parks. Also close to a Publix. Owners are extremely easy to get in touch with. Will definitely stay here again!!"
United States
Maureen
Magical Newly Renovated 10 minutes to Disney 2Bed,2Bath

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, (1,000 reviews)
"Beautiful and friendly place"
United States
Denise
Disney's All-Star Movies Resort

8 Minutes to Disney AMAZING Vacation House Private Heated HotTub Relaxing Resort

8 Minutes to Disney AMAZING Vacation House Private Heated HotTub Relaxing Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is CA $174
CA $463 total
includes taxes & fees
Jun 22 - Jun 23
8 Minutes to Disney AMAZING Vacation House Private Heated HotTub Relaxing Resort

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, (1,001 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 CA $302
CA $994 total
includes taxes & fees
Jul 12 - Jul 13
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 CA $189
CA $407 total
includes taxes & fees
Jun 18 - Jun 19
Resort style near Disney and theme parks

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
Kissimmee
8.2 out of 10, Very good, (1,995 reviews)
"Loved this property, would stay again,"
United States
Brandy
The price is CA $124
CA $189 total
includes taxes & fees
Jun 18 - Jun 19
Westgate Vacation Villas Resort

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 CA $113
CA $155 total
includes taxes & fees
Jun 22 - Jun 23
Paradise Room Resort Suite room near Disney and other interest places of Florida

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 CA $137
CA $326 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $189
CA $240 total
includes taxes & fees
Jun 18 - Jun 19
Family retreat with Princess Room, Space Room, and resort amenities near Disney

*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo

*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo
Windsor Hills
10.0 out of 10, Exceptional, (12 reviews)
"Very nice newly renovated condo, we loved the location and amenities."
Canada
Jesse A.
The price is CA $195
CA $560 total
includes taxes & fees
Jun 19 - Jun 20
*Pixie Dust Penthouse* Totally Remodeled, Luxury 4th floor Condo
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

Find out more about Winter Haven

Winter Haven Resorts information

Number of reviews
28,136
Accommodation
418 Resorts
Lowest Price
CA $115
Highest Price
CA $994

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. 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 center, 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 center, free breakfast, and an outdoor pool.
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 Willowbrook Golf Course, 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.

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