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Check prices for these dates

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

Our top choices for Winter Haven vacation homes

Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors

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 ￥10,188
￥40,473 total
includes taxes & fees
Aug 27 - Aug 28
BlockHaven near Legoland & Disney
Living area

2. 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 ￥9,886
￥45,232 total
includes taxes & fees
Aug 27 - Aug 28
BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
Terrace/patio

3. 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 ￥19,091
￥49,875 total
includes taxes & fees
Aug 27 - Aug 28
The Old Haven - An Enduring Piece of Nostalgia
Interior

4. 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 ￥17,500
￥30,227 total
includes taxes & fees
Sep 10 - Sep 11
Cozy 1 bedroom home in Winter Haven perfect for your getaway.
Coffee/tea maker, fridge, microwave, oven

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, (12 reviews)
"Nice house for our stay."
United States
Debi K.
The price is ￥19,886
￥50,280 total
includes taxes & fees
Sep 12 - Sep 13
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
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
The price is ￥17,500
￥43,941 total
includes taxes & fees
Sep 24 - Sep 25
New Haven 5 mi to Legoland & 0.5 mi to dwntwn
Coffee/tea maker, fridge, microwave, oven

7. 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 ￥19,900
￥45,213 total
includes taxes & fees
Aug 27 - Aug 28
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
Smart TV, fireplace, printers

8. 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 ￥17,353
￥40,278 total
includes taxes & fees
Sep 1 - Sep 2
Modern Comfort, Pet Friendly, 2 King Beds
TV

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.
The price is ￥20,682
￥51,323 total
includes taxes & fees
Aug 27 - Aug 28
Cozy 3br 2ba Winter Haven Getaway Chain of Lakes Downtown
Smart TV, fireplace

10. 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 ￥21,477
￥37,259 total
includes taxes & fees
Sep 24 - Sep 25
Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi
TV, fireplace

11. 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 ￥17,448
￥61,572 total
includes taxes & fees
Sep 20 - Sep 21
Spacious 4-bedroom house in pleasant Winter Haven with AC
Smart TV

12. 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 ￥18,295
￥33,059 total
includes taxes & fees
Sep 20 - Sep 21
Family-Friendly 2BR Near LEGOLAND with Parking
Dining

13. 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 ￥19,582
￥65,253 total
includes taxes & fees
Aug 31 - Sep 1
Hook, Line & Leisure: Lakefront Gem w/ Porch!
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 ￥20,059
￥52,587 total
includes taxes & fees
Aug 31 - Sep 1
Legoland Splash Escape with pool and hot tub!
4 bedrooms, WiFi (free), bed sheets

15. 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 ￥20,491
￥53,941 total
includes taxes & fees
Sep 16 - Sep 17
Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games
Interior

16. 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 ￥24,071
￥64,833 total
includes taxes & fees
Aug 27 - Aug 28
Peaceful Lakeside Retreat
Coffee/tea maker, fridge, microwave, oven

17. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (26 reviews)
"Great property!"
United States
Glenn C.
The price is ￥22,208
￥55,154 total
includes taxes & fees
Aug 30 - Aug 31
Peaceful Place
Interior

18. 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 ￥22,193
￥42,103 total
includes taxes & fees
Sep 24 - Sep 25
Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower
Coffee/tea maker, fridge, microwave, oven

19. Historic Manor, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events

Historic Manor, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events
Winter Haven
9.8 out of 10, Exceptional, (33 reviews)
"Perfect place to stay!"
United States
Rich S.
The price is ￥31,522
￥74,404 total
includes taxes & fees
Aug 27 - Aug 28
Historic Manor, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events
4 bedrooms, iron/ironing board, WiFi, bed sheets

20. White Door House!

White Door House!
Winter Haven
The price is ￥26,775
￥73,719 total
includes taxes & fees
Sep 24 - Sep 25
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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"We had an excellent experience at Embassy Suites by Hilton Orlando Sunset Walk. We had such a great time during our stay. Everything was very clean, well organized, and welcoming, and we felt comfortable from the moment we arrived. The breakfast buffet was amazing, with a great variety of options and everything was delicious. It was definitely one of the highlights of our stay. We truly enjoyed our experience and would absolutely stay here again the next time we visit Orlando. Highly recommended for anyone looking for a comfortable, clean, and welcoming place to stay with family!"
Aniuvis 3-night trip
Posted 7 hours ago
Embassy Suites By Hilton Orlando Sunset Walk

Find out more about Winter Haven

Winter Haven Vacation Homes information

Number of reviews
306
Accommodation
23323 Vacation Homes
Lowest Price
￥30,227
Highest Price
￥74,404