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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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, (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 ￥9,748
￥39,803 total
includes taxes & fees
Aug 22 - Aug 23
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.
The price is ￥17,405
￥29,747 total
includes taxes & fees
Aug 21 - Aug 22
Cozy 1 bedroom home in Winter Haven perfect for your getaway.
A bedroom with a large bed, a ceiling fan, a mirror, and a small bedside table with a lamp.

3. 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 ￥14,177
￥45,912 total
includes taxes & fees
Aug 21 - Aug 22
Live Oak Oasis - Getaway Close to Legoland! Sleeps 8 Guests, Fenced yard, Games
A wooden house with a porch, steps, and a fenced area with plants.

4. 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 ￥18,988
￥49,606 total
includes taxes & fees
Aug 22 - Aug 23
The Old Haven - An Enduring Piece of Nostalgia
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 ￥9,826
￥44,956 total
includes taxes & fees
Aug 22 - Aug 23
BlockHaven near Legoland, Disney, Universal Studios, Busch Gardens & SeaWorld !!
A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

6. 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 ￥19,779
￥50,642 total
includes taxes & fees
Aug 23 - Aug 24
Getaway Clubhouse 5 mil Legoland & .5 mil Downtown
A living room with two blue sofas, a patterned ottoman, a ceiling fan, and a large abstract painting.

7. 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 ￥19,272
￥49,276 total
includes taxes & fees
Aug 21 - Aug 22
Cozy 3br 2ba Winter Haven Getaway Chain of Lakes Downtown
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 ￥18,988
￥63,989 total
includes taxes & fees
Sep 2 - Sep 3
Spacious 4-bedroom house in pleasant Winter Haven with AC
An outdoor hot tub area with a pool, surrounded by chairs and a table.

9. 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 stay! Place was just as pictured! Beautiful home!"
United States
Lesley D.
The price is ￥19,937
￥52,267 total
includes taxes & fees
Aug 24 - Aug 25
Legoland Splash Escape with pool and hot tub!
A compact kitchen with white cabinets, a stainless steel dishwasher, a refrigerator, and a microwave.

10. 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 ￥19,779
￥44,938 total
includes taxes & fees
Aug 23 - Aug 24
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.

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 ￥19,462
￥64,697 total
includes taxes & fees
Aug 31 - Sep 1
Hook, Line & Leisure: Lakefront Gem w/ Porch!
A living room with a grey sectional sofa, a white round coffee table, a fluffy rug, and a decorative mirror on the wall.

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.
The price is ￥21,361
￥36,899 total
includes taxes & fees
Aug 23 - Aug 24
Charming 3-bedroom 2 bathroom home in brilliant Winter Haven,pet friendly, WiFi
A modern kitchen with stainless steel appliances, a dining area with a wooden bowl centerpiece, and a living room with a sofa and cushions.

13. Modern Comfort, Pet Friendly, 2 King Beds

Modern Comfort, Pet Friendly, 2 King Beds
Winter Haven
10.0 out of 10, Exceptional, (9 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 ￥17,937
￥40,963 total
includes taxes & fees
Aug 25 - Aug 26
Modern Comfort, Pet Friendly, 2 King Beds

14. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (26 reviews)
"Great property!"
United States
Glenn C.
The price is ￥22,073
￥54,819 total
includes taxes & fees
Aug 31 - Sep 1
Peaceful Place
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with bar stools.

15. 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 ￥31,330
￥74,109 total
includes taxes & fees
Aug 21 - Aug 22
Historic Manor, sleeps 10+, 5 Bedroom, huge yard, lake, fishing, parks, events
A patio with a round table and chairs, a blue umbrella, and a view of a lake with a dock and a gazebo.

16. Peaceful Lakeside Retreat

Peaceful Lakeside Retreat
Winter Haven
9.2 out of 10, Wonderful, (12 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 ￥23,924
￥66,020 total
includes taxes & fees
Aug 23 - Aug 24
Peaceful Lakeside Retreat
A modern living room with a dining area, a flat-screen TV mounted on the wall, and a ceiling fan.

17. 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 ￥22,073
￥41,875 total
includes taxes & fees
Sep 1 - Sep 2
Cozy 2-bedroom house in a beautiful Winter Haven area near Legoland and BokTower

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 ￥27,837
￥83,205 total
includes taxes & fees
Aug 24 - Aug 25
Family Friendly Lake House W/ Pool Near Legoland
A round table with two white mugs, a croissant, and a small plant.

19. Lakefront Heated Pool Home w/ Hot Tub, Dock & Sunset Views Near LEGOLAND

Lakefront Heated Pool Home w/ Hot Tub, Dock & Sunset Views Near LEGOLAND
Winter Haven
The price is ￥30,618
￥78,421 total
includes taxes & fees
Sep 7 - Sep 8
Lakefront Heated Pool Home w/ Hot Tub, Dock & Sunset Views Near LEGOLAND

20. Family & Sports Team Oasis Near Legoland & Parks

Family & Sports Team Oasis Near Legoland & Parks
Winter Haven
The price is ￥37,944
￥111,334 total
includes taxes & fees
Aug 25 - Aug 26
Family & Sports Team Oasis Near Legoland & Parks
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"No"
Gilner 1-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Winter Haven

Winter Haven Vacation Homes information

Number of reviews
305
Accommodation
22304 Vacation Homes
Lowest Price
￥29,747
Highest Price
￥111,334