Best Resorts in Winter Haven

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Nov 21 - Nov 23
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Dec 12 - Dec 14
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Jan 9 - Jan 11

Resorts in Winter Haven

Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1771)
"Great place to stay"
United States
Maribel
$103 nightly
The price is $117
Nov 18 - Nov 19
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
2 outdoor pools, pool umbrellas, sun loungers
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, (1000)
"Property was very clean , , Rooms Very Spacious Modern & Lots of things to do around the resort , Food optons - Multiple Pools , Great Staff"
United States
Ryan
$140 nightly
The price is $159
Nov 19 - Nov 20
Total with taxes and fees
Disney's All-Star Movies Resort
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3656)
"Wonderful stay!"
Canada
mike J
$166 nightly
The price is $189
Nov 24 - Nov 25
Total with taxes and fees
Margaritaville Resort Orlando
Aerial view
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, (8722)
"Great stay"
United States
Breanna
$189 nightly
The price is $213
Nov 16 - Nov 17
Total with taxes and fees
The Grove Resort & Water Park Orlando
7 outdoor pools, cabanas (surcharge), pool umbrellas
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, (2487)
"Everything was clean and the staff was friendly. "
United States
Maria G
$150 nightly
The price is $169
Nov 17 - Nov 18
Total with taxes and fees
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Egyptian cotton sheets, premium bedding, down comforters, in-room safe
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, (419)
"The staff as well as the property is super awesome. I will recommend this place any day!!!."
United States
Kenneth
$151 nightly
The price is $172
Nov 23 - Nov 24
Total with taxes and fees
Embassy Suites By Hilton Orlando Sunset Walk
Outdoor pool, a heated pool
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!

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

Kissimmee
$203 nightly
The price is $228
Nov 24 - Nov 25
Total with taxes and fees
Disney Universal Family Villa Resort with Elevator, Pool and many amenities!
Pool
Grand Resort Home in Resort with Pool

Grand Resort Home in Resort with Pool

Kissimmee
6.0 out of 10, (2)
"The stay was amazing, wonderful and relaxing "
United States
Gail L.
$571 nightly
The price is $639
Nov 16 - Nov 17
Total with taxes and fees
Grand Resort Home in Resort with Pool
Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas
Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl

5.0 star property
Kissimmee
8.4 out of 10, Very Good, (1003)
"House was super clean! Staff were amazing and location was perfect!"
United States
Donovan
$619 nightly
The price is $703
Nov 17 - Nov 18
Total with taxes and fees
Encore Resort and Water Park at Reunion by Rentyl
Aerial view
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4.0 star property
Kissimmee
8.0 out of 10, Very Good, (1705)
"Clean room, Friendly staff, and convenient "
United States
Jean
$119 nightly
The price is $135
Dec 7 - Dec 8
Total with taxes and fees
Westgate Vacation Villas Resort
2 outdoor pools, pool umbrellas, sun loungers
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, (1001)
"Was great"
United States
Terry
$156 nightly
The price is $177
Nov 19 - Nov 20
Total with taxes and fees
Disney's All-Star Music Resort
Outdoor pool, a heated pool
Impressive Condo Newly Renovated 2+2 Near Disney

Impressive Condo Newly Renovated 2+2 Near Disney

Champions Gate
9.4 out of 10, Exceptional, (32)
"Great location, highly recommend. We stayed here while visiting Disney and the kids loved the place and the pool. "
United States
Alize T.
$172 nightly
The price is $192
Nov 17 - Nov 18
Total with taxes and fees
Impressive Condo Newly Renovated 2+2 Near Disney
Exterior
Charming 3-bedroom Resort - Close to Disney!

Charming 3-bedroom Resort - Close to Disney!

Champions Gate
10.0 out of 10, Exceptional, (3)
"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."
United States
Stephen
$228 nightly
The price is $255
Nov 16 - Nov 17
Total with taxes and fees
Charming 3-bedroom Resort - Close to Disney!
Outdoor pool, a heated pool
Resort style near Disney and theme parks

Resort style near Disney and theme parks

Bahama Bay
$263 nightly
The price is $291
Nov 15 - Nov 16
Total with taxes and fees
Resort style near Disney and theme parks
Exterior
Cozy 2-Bedroom Deluxe Villa resort with Water Park, WiFi in charming Kissimmee

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

2.0 star property
Kissimmee
Cozy 2-Bedroom Deluxe Villa resort with Water Park, WiFi in charming Kissimmee
Pool
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.

Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.

Kissimmee
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! "
United States
Patricia B.
$518 nightly
The price is $580
Dec 14 - Dec 15
Total with taxes and fees
Pineapple Dream Cottage with Private Hot Tub near Disney with Margaritaville.
Outdoor pool
Stylish Waterpark Resort Near Orlando Parks

Stylish Waterpark Resort Near Orlando Parks

Davenport
$358 nightly
The price is $400
Nov 18 - Nov 19
Total with taxes and fees
Stylish Waterpark Resort Near Orlando Parks
Pool
Family Villa | Mickey + Avengers + Pool

Family Villa | Mickey + Avengers + Pool

Kissimmee
$394 nightly
The price is $416
Nov 19 - Nov 20
Total with taxes and fees
Family Villa | Mickey + Avengers + Pool
Pool
Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access -.

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

Kissimmee
$518 nightly
The price is $580
Dec 14 - Dec 15
Total with taxes and fees
Sky Blue Cottage near Disney with Margaritaville Resort & Island H2O Access -.
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
"Unfortunately, with all things and people I had to do and visit, I did not get to walk the entire property or visit the pool area. Maybe the next time I visit, I’ll have the opportunity to do so."
Epifanio 3-night trip
Posted 3 days ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Resorts information

Number of reviews
21,726
Accommodation
445 Resorts
Lowest Price
$117
Highest Price
$703

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. 23.9 mi (38.4 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 - Family-friendly resort. 23.4 mi (37.6 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, 8 restaurants, and 2 poolside bars. Popular 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 center, free self parking, and free breakfast.
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 Cypresswood Golf and Country Club and Baytree Golf Club, or take the whole family to LEGOLAND® Florida and Peppa Pig Theme Park Florida. 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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