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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Winter Haven vacation homes

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

1. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house for a small family! Close to everything!"
United States
Yuliett
The price is ￥10,112
￥40,170 total
includes taxes & fees
Oct 18 - Oct 19
BlockHaven near Legoland & Disney
A modern kitchen with a stainless steel refrigerator, white cabinetry, a double sink, and a painting of flowers on the wall.

2. New Haven 5 mi to Legoland & 0.5 mi to dwntwn

New Haven 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
10.0 out of 10, Exceptional, (1 review)
The price is ￥17,380
￥43,008 total
includes taxes & fees
Oct 12 - Oct 13
New Haven 5 mi to Legoland & 0.5 mi to dwntwn
Living area

3. 3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724

3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
Winter Haven
9.4 out of 10, Exceptional, (68 reviews)
"Nice place and convenient"
United States
Tim M.
The price is ￥19,750
￥44,398 total
includes taxes & fees
Oct 12 - Oct 13
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

4. Getaway Clubhouse 5 mil Legoland & .5 mil Downtown

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (13 reviews)
"Nice house for our stay."
United States
Debi K.
The price is ￥19,750
￥50,252 total
includes taxes & fees
Oct 12 - Oct 13
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
A living room with a grey sofa, a wooden coffee table, a patterned rug, a TV, and a wall mural of underwater scenes.

5. BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!

BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"Awesome quiet and cozy place The host is very communicative and the house had everything we need"
United States
Patricia M.
The price is ￥11,092
￥45,849 total
includes taxes & fees
Oct 18 - Oct 19
BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.

6. Lakefront Vibes w/ Lanai! Bird-Watching Paradise

Lakefront Vibes w/ Lanai! Bird-Watching Paradise
Florence Villa
9.6 out of 10, Exceptional, (29 reviews)
"Nice place to stay for a weekend, had plenty of beds and baths, was clean and close to Lake Silver."
United States
Kelley K.
The price is ￥19,434
￥64,445 total
includes taxes & fees
Oct 11 - Oct 12
Lakefront Vibes w/ Lanai! Bird-Watching Paradise
A wooden house with a porch, steps, and a fenced area with plants.

7. The Old Haven - An Enduring Piece of Nostalgia

The Old Haven - An Enduring Piece of Nostalgia
Winter Haven
9.8 out of 10, Exceptional, (16 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
The price is ￥18,960
￥49,375 total
includes taxes & fees
Oct 11 - Oct 12
The Old Haven - An Enduring Piece of Nostalgia
A living room with a brick fireplace, a sofa, a coffee table, and a dining area in the background.

8. Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
Winter Haven
9.6 out of 10, Exceptional, (4 reviews)
"An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park"
Mexico
Monica
The price is ￥18,581
￥63,156 total
includes taxes & fees
Oct 13 - Oct 14
Spacious 4-bedroom house in pleasant Winter Haven with AC
A kitchen with white cabinets, a dining table with chairs, and a ceiling fan.

9. Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn

Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"Nice place very convenient for us. Would stay again"
United States
John G.
The price is ￥19,750
￥44,374 total
includes taxes & fees
Nov 7 - Nov 8
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
A modern kitchen with stainless steel appliances, a dining area with a wooden bowl centerpiece, and a living room with a sofa and cushions.

10. Modern Comfort, Pet Friendly, 2 King Beds

Modern Comfort, Pet Friendly, 2 King Beds
Winter Haven
9.8 out of 10, Exceptional, (11 reviews)
"Great place. Perfect for my small group on a short visit. Shower is amazing. Had all amenities. Christopher was fantastic. "
United States
Judy A.
The price is ￥18,772
￥41,710 total
includes taxes & fees
Oct 19 - Oct 20
Modern Comfort, Pet Friendly, 2 King Beds
An outdoor hot tub area with a pool, surrounded by chairs and a table.

11. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (74 reviews)
"We had a great time staying here. The house was well maintained. The kids enjoyed the pool."
United States
Amy
The price is ￥20,619
￥52,830 total
includes taxes & fees
Oct 13 - Oct 14
Legoland Splash Escape with pool and hot tub!
Private kitchen

12. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (26 reviews)
"Great property!"
United States
Glenn C.
The price is ￥24,490
￥57,638 total
includes taxes & fees
Oct 11 - Oct 12
Peaceful Place
A living room with a sofa, a flat-screen TV, a wooden console, and a patterned rug.

13. 3-Bedroom Charming Home across the Lake!

3-Bedroom Charming Home across the Lake!
Winter Haven
The price is ￥23,463
￥58,196 total
includes taxes & fees
Oct 13 - Oct 14
3-Bedroom Charming Home across the Lake!
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with a sink and countertop.

14. 10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney

10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
2.0 star property
Winter Haven
The price is ￥48,884
￥72,554 total
includes taxes & fees
Oct 12 - Oct 13
10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
A kitchen with a dishwasher, a dining area with a chandelier, and a living room with a couch and a painting.

15. Your Winter Haven Oasis Awaits 3-bedroom house near Legoland in Winter Haven

Your Winter Haven Oasis Awaits 3-bedroom house near Legoland in Winter Haven
Lucerne Park
The price is ￥24,885
￥31,033 total
includes taxes & fees
Oct 13 - Oct 14
Your Winter Haven Oasis Awaits 3-bedroom house near Legoland in Winter Haven
Fully equipped kitchen with stainless steel appliances & huge kitchen island

16. Family Friendly Lake House W/ Pool Near Legoland

Family Friendly Lake House W/ Pool Near Legoland
Winter Haven
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful place! Perfect place to relax and close to all the Orlando attractions. "
United States
Brandon B.
The price is ￥1,137,600
￥1,483,588 total
includes taxes & fees
Oct 22 - Oct 23
Family Friendly Lake House W/ Pool Near Legoland
Outdoor dining

17. Serene, Lakefront Home with Large Covered Porch and Jacuzzi

Serene, Lakefront Home with Large Covered Porch and Jacuzzi
Winter Haven
9.4 out of 10, Exceptional, (3 reviews)
"2nd time staying here and it does not disappoint. Thank you again for letting us stay in your lovely home "
United States
Samantha A.
The price is ￥23,463
￥55,351 total
includes taxes & fees
Nov 1 - Nov 2
Serene, Lakefront Home with Large Covered Porch and Jacuzzi
A patio with a round table and chairs, a blue umbrella, and a view of a lake with a dock and a gazebo.

18. Peaceful Lakeside Retreat

Peaceful Lakeside Retreat
Winter Haven
9.4 out of 10, Exceptional, (13 reviews)
"This property was very nice! It was very relaxing and provided me with a very nice host location for family that I was visiting in the area. The property manager was extremely professional and accommodating."
United States
Shelby R.
The price is ￥25,201
￥62,968 total
includes taxes & fees
Nov 1 - Nov 2
Peaceful Lakeside Retreat
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
"Very nice Resort and water park. Perfect for vacation."
John 6-night trip
Posted 1 hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Vacation Homes information

Number of reviews
251
Accommodation
23328 Vacation Homes
Lowest Price
￥31,068
Highest Price
￥1,485,279