A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Holiday Homes in Winter Haven

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Winter Haven holiday 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 NZ$418
includes taxes & fees
12 Nov - 13 Nov
BlockHaven near Legoland & Disney
A modern living room with a grey sofa, a dining area with a round table and chairs, a kitchen with white cabinets, a clock, and a decorative wall piece.

2. Cozy 1 bedroom home in Winter Haven perfect for your getaway.

Cozy 1 bedroom home in Winter Haven perfect for your getaway.
Winter Haven
10.0 out of 10, Exceptional, (4 reviews)
"This is such a cozy 1 bedroom unit and the side yard was such a great bonus amenity."
United States
Christopher V.
Cozy 1 bedroom home in Winter Haven perfect for your getaway.
A modern kitchen with a stainless steel refrigerator, white cabinetry, a double sink, and a painting of flowers on the wall.

3. 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 NZ$486
includes taxes & fees
14 Oct - 15 Oct
New Haven 5 mi to Legoland & 0.5 mi to dwntwn
Living area

4. 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 NZ$501
includes taxes & fees
18 Oct - 19 Oct
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
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 NZ$511
includes taxes & fees
19 Oct - 20 Oct
BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
A bedroom with a large bed, a ceiling fan, a mirror, and a small bedside table with a lamp.

6. 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 NZ$522
includes taxes & fees
14 Oct - 15 Oct
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.

7. 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.
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
A compact living space with a dining area, kitchen, and a seating area with a sofa and a rug.

8. 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 NZ$367
includes taxes & fees
10 Nov - 11 Nov
Family-Friendly 2BR Near LEGOLAND with Parking
A living room with a brick fireplace, a sofa, a coffee table, and a dining area in the background.

9. 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 NZ$692
includes taxes & fees
14 Oct - 15 Oct
Spacious 4-bedroom house in pleasant Winter Haven with AC
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.

10. 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.
Lakefront Vibes w/ Lanai! Bird-Watching Paradise
A wooden house with a porch, steps, and a fenced area with plants.

11. 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 NZ$540
includes taxes & fees
22 Oct - 23 Oct
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.

12. 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 NZ$446
includes taxes & fees
19 Oct - 20 Oct
Modern Comfort, Pet Friendly, 2 King Beds
A kitchen with white cabinets, a dining table with chairs, and a ceiling fan.

13. 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 NZ$508
includes taxes & fees
13 Nov - 14 Nov
Cozy Bungalow - 5 mi Legoland & 0.5 mi Dwntwn
An outdoor hot tub area with a pool, surrounded by chairs and a table.

14. 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 NZ$591
includes taxes & fees
14 Oct - 15 Oct
Legoland Splash Escape with pool and hot tub!
Private kitchen

15. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (26 reviews)
"Great property!"
United States
Glenn C.
The price is NZ$763
includes taxes & fees
15 Oct - 16 Oct
Peaceful Place
A living room with a sofa, a flat-screen TV, a wooden console, and a patterned rug.

16. 3-Bedroom Charming Home across the Lake!

3-Bedroom Charming Home across the Lake!
Winter Haven
3-Bedroom Charming Home across the Lake!
A kitchen with a dishwasher, a dining area with a chandelier, and a living room with a couch and a painting.

17. 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
Your Winter Haven Oasis Awaits 3-bedroom house near Legoland in Winter Haven
Fully equipped kitchen with stainless steel appliances & huge kitchen island

18. 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 NZ$898
includes taxes & fees
21 Oct - 22 Oct
Family Friendly Lake House W/ Pool Near Legoland
A dining area with a large table, chairs, and a wall clock.

19. 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 NZ$816
includes taxes & fees
14 Oct - 15 Oct
10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
A patio with a round table and chairs, a blue umbrella, and a view of a lake with a dock and a gazebo.

20. 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.
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

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"The room was excellent with pool views. The breakfast was delicious. The entire property was nice and I definitely enjoyed the pool, rum shack bar and fitness center."
Hector 5-night trip
Posted less than an hour ago
Delta Hotels by Marriott Orlando Celebration

Find out more about Winter Haven

Winter Haven Holiday Homes information

Number of reviews
273
Accommodation
23259 Holiday Homes
Lowest Price
NZ$367
Highest Price
NZ$898