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Holiday Homes in Winter Haven

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Winter Haven holiday homes

Luxury House, 3 Bedrooms, Garden View | Living area

1. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (6 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$438
includes taxes & fees
1 Sept - 2 Sept
BlockHaven near Legoland & Disney
Interior

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.
The price is NZ$318
includes taxes & fees
31 Aug - 1 Sept
Cozy 1 bedroom home in Winter Haven perfect for your getaway.
Private kitchen

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

Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Winter Haven
9.8 out of 10, Exceptional, (12 reviews)
"Nice house for our stay."
United States
Debi K.
The price is NZ$522
includes taxes & fees
12 Sept - 13 Sept
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
Living area

4. 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.
BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
Terrace/patio

5. The Old Haven - An Enduring Piece of Nostalgia

The Old Haven - An Enduring Piece of Nostalgia
Winter Haven
9.8 out of 10, Exceptional, (15 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$525
includes taxes & fees
25 Sept - 26 Sept
The Old Haven - An Enduring Piece of Nostalgia
Exterior

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

New Haven 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
New Haven 5 mi to Legoland & 0.5 mi to dwntwn
Living area

7. Modern Comfort, Pet Friendly, 2 King Beds

Modern Comfort, Pet Friendly, 2 King Beds
Winter Haven
10.0 out of 10, Exceptional, (10 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$458
includes taxes & fees
29 Sept - 30 Sept
Modern Comfort, Pet Friendly, 2 King Beds
Private kitchen

8. 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)
"The accommodation at this property was exceptional. It felt safe, and was safe Parking was great, proximity to dinning and shopping was withing 5 minutes drive, and the location was peaceful and safe."
United States
Dwight
The price is NZ$468
includes taxes & fees
28 Sept - 29 Sept
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
Living area

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

Cozy 3br 2ba Winter Haven Getaway Chain of Lakes Downtown
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.
Cozy 3br 2ba Winter Haven Getaway Chain of Lakes Downtown
Living area

10. 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$683
includes taxes & fees
16 Sept - 17 Sept
Spacious 4-bedroom house in pleasant Winter Haven with AC
Dining

11. Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
Florence Villa
9.6 out of 10, Exceptional, (29 reviews)
"The house is well updated and comfortable. Everything was very clean and well appointed. Kitchen well stocked for cooking and eating in. Lovely view of the lake from 2 bedrooms, living room and screened porch. Host was very responsive and checked in to see if we needed anything. Caretakers of property across street and also helpful and welcoming. Only 40-45 minutes from Disney. Was a good home base for our 12 day stay. Neighborhood generally quiet and friendly."
United States
Carolyn B.
The price is NZ$680
includes taxes & fees
31 Aug - 1 Sept
Hook, Line & Leisure: Lakefront Gem w/ Porch!
Living area

12. 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.
Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi
Living area

13. Family-Friendly 2BR Near LEGOLAND with Parking

Family-Friendly 2BR Near LEGOLAND with Parking
Winter Haven
8.4 out of 10, Very good, (20 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$335
includes taxes & fees
20 Sept - 21 Sept
Family-Friendly 2BR Near LEGOLAND with Parking
Outdoor dining

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, (69 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$538
includes taxes & fees
31 Aug - 1 Sept
Legoland Splash Escape with pool and hot tub!
Private kitchen

15. Legoland & Lakes Pool Home w/ Private Suite

Legoland & Lakes Pool Home w/ Private Suite
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"We enjoyed our stay in Winterhaven, Florida. The house was so spacious and beautifully decorated. We had everything we could need. The pool is amazing. The home owner was very attentive and a pleasure to work with. We will come back."
United States
Julie
The price is NZ$831
includes taxes & fees
25 Sept - 26 Sept
Legoland & Lakes Pool Home w/ Private Suite
Room

16. 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$554
includes taxes & fees
7 Sept - 8 Sept
Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games
Private kitchen

17. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (26 reviews)
"Great property!"
United States
Glenn C.
The price is NZ$613
includes taxes & fees
22 Sept - 23 Sept
Peaceful Place
Interior

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.
Peaceful Lakeside Retreat
Interior

19. Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower

Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"The host was amazing. Felt very welcomed! Great house to stay "
United States
Michelle M.
The price is NZ$417
includes taxes & fees
26 Sept - 27 Sept
Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower
Room

20. White Door House!

White Door House!
Winter Haven
White Door House!
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

8/10 Good
"Good spacious room, but the hotel could use new towels and maybe re-do the waterpark (some chairs are broken, the slides have dark spots in it, so a revamp would be nice so it’s more clean. This is a 4 star hotel but more of a 3 star to me. The bathrooms weren’t very clean. The furniture in the unit needs to be replaced. The wood was chipped on almost all the furniture pieces. The shower curtain needs to be changed to plastic and changed after each guest’s stay for hygienic purposes. They also don’t have “free” coffee pods in the unit which was very weird to me as even cheap hotels have free coffee for guests. The hotel could also use some scent spray to make it smell better. While I know “you get what you paid for” the price I paid did not match the photos advertised online. Oh.. the couch in the unit should be leather (not upholstery - due to hygienic purposes as well."
David Ryan William 7-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Find out more about Winter Haven

Winter Haven Holiday Homes information

Number of reviews
273
Accommodation
23253 Holiday Homes
Lowest Price
NZ$318
Highest Price
NZ$831