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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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 ￥7,227
￥37,031 total
includes taxes & fees
Nov 12 - Nov 13
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 ￥17,436
￥43,146 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥19,814
￥44,542 total
includes taxes & fees
Oct 25 - Oct 26
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
A bedroom with a large bed, a ceiling fan, a mirror, and a small bedside table with a lamp.

4. Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games

Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games
Winter Haven
9.6 out of 10, Exceptional, (8 reviews)
"Wonderful stay in Winter Haven for our family Legoland trip, including our dog!The house was spotless, cozy, and easily accommodated all of us.Close to the park, would definitely stay again."
United States
Oscar G.
The price is ￥15,090
￥46,510 total
includes taxes & fees
Oct 21 - Oct 22
Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

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

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (14 reviews)
"Nice house for our stay."
United States
Debi K.
The price is ￥19,814
￥50,414 total
includes taxes & fees
Oct 21 - Oct 22
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.

6. 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 ￥8,274
￥42,642 total
includes taxes & fees
Nov 12 - Nov 13
BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
A compact living space with a dining area, kitchen, and a seating area with a sofa and a rug.

7. Family-Friendly 2BR Near LEGOLAND with Parking

Family-Friendly 2BR Near LEGOLAND with Parking
Winter Haven
8.6 out of 10, Excellent, (21 reviews)
"Absolutely great location for Legoland. The house had everything my family of 5 needed. Nice and quiet neighborhood. We would stay again! "
United States
Carolyn S.
The price is ￥18,229
￥32,622 total
includes taxes & fees
Oct 26 - Oct 27
Family-Friendly 2BR Near LEGOLAND with Parking
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.

8. 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 ￥19,497
￥64,495 total
includes taxes & fees
Oct 21 - Oct 22
Lakefront Vibes w/ Lanai! Bird-Watching Paradise
A wooden house with a porch, steps, and a fenced area with plants.

9. 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 ￥19,021
￥49,059 total
includes taxes & fees
Nov 6 - Nov 7
The Old Haven - An Enduring Piece of Nostalgia
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 ￥19,869
￥42,847 total
includes taxes & fees
Oct 22 - Oct 23
Modern Comfort, Pet Friendly, 2 King Beds
A kitchen with white cabinets, a dining table with chairs, and a ceiling fan.

11. 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 ￥19,814
￥46,103 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
An outdoor hot tub area with a pool, surrounded by chairs and a table.

12. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (76 reviews)
"We had a great time staying here. The house was well maintained. The kids enjoyed the pool."
United States
Amy
The price is ￥23,967
￥56,991 total
includes taxes & fees
Oct 21 - Oct 22
Legoland Splash Escape with pool and hot tub!
A living room with a brick fireplace, a sofa, a coffee table, and a dining area in the background.

13. 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 ￥23,840
￥69,814 total
includes taxes & fees
Oct 21 - Oct 22
Spacious 4-bedroom house in pleasant Winter Haven with AC
A living room with a grey sectional sofa, a white round coffee table, a fluffy rug, and a decorative mirror on the wall.

14. Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi

Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi
Winter Haven
9.6 out of 10, Exceptional, (4 reviews)
"Everything was very clean! "
United States
Emilly D.
The price is ￥21,399
￥36,648 total
includes taxes & fees
Oct 21 - Oct 22
Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi
A modern kitchen with a refrigerator, stove, and dining area with chairs.

15. 3-Bedroom Charming Home across the Lake!

3-Bedroom Charming Home across the Lake!
Winter Haven
The price is ￥23,539
￥58,384 total
includes taxes & fees
Oct 22 - Oct 23
3-Bedroom Charming Home across the Lake!
Private kitchen

16. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (27 reviews)
"Great property!"
United States
Glenn C.
The price is ￥24,569
￥69,744 total
includes taxes & fees
Oct 21 - Oct 22
Peaceful Place
A bedroom with a bed, two bedside lamps, a ceiling fan, a window, and a framed picture on the wall.

17. Cozy 3br 2ba Winter Haven Getaway Chain of Lakes

Cozy 3br 2ba Winter Haven Getaway Chain of Lakes
Winter Haven
10.0 out of 10, Exceptional, (14 reviews)
"The house was really great. It was also very clean, updated, comfortable and very close to great restaurants. Highly recommend this house."
United States
Felix P.
The price is ￥28,770
￥53,498 total
includes taxes & fees
Nov 18 - Nov 19
Cozy 3br 2ba Winter Haven Getaway Chain of Lakes
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)
"Easy check-in and always a quick response from the host with any questions. We really enjoyed the home and hope to visit again soon."
United States
Richard B.
The price is ￥23,539
￥63,412 total
includes taxes & fees
Nov 8 - Nov 9
Peaceful Lakeside Retreat
A kitchen with a dishwasher, a dining area with a chandelier, and a living room with a couch and a painting.

19. 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
10.0 out of 10, Exceptional, (1 review)
"."
United States
Aline S.
The price is ￥24,965
￥31,133 total
includes taxes & fees
Oct 21 - Oct 22
Your Winter Haven Oasis Awaits 3-bedroom house near Legoland in Winter Haven
A dark brown leather sectional sofa with multiple cushions, a carpeted floor, and two wall-mounted dog portraits.

20. 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 ￥48,820
￥72,461 total
includes taxes & fees
Nov 2 - Nov 3
10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"The property is beautiful."
Edwar Santiago 3-night trip
Posted less than an hour ago
Hilton Vacation Club Mystic Dunes Orlando

Find out more about Winter Haven

Winter Haven Vacation Homes information

Number of reviews
269
Accommodation
23328 Vacation Homes
Lowest Price
￥31,133
Highest Price
￥72,461