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Winter Garden Vacation Rentals

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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 Garden vacation rentals

Interior

1. Upstay: Stylish 3BR Condo w Pationear Disney

Upstay: Stylish 3BR Condo w Pationear Disney
4.0 star property
Winter Garden
The price is AED 356
AED 1,017 total
includes taxes & fees
16 Oct - 17 Oct
Upstay: Stylish 3BR Condo w Pationear Disney
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a refrigerator.

2. Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Winter Garden
9.8 out of 10, Exceptional, (24 reviews)
"The property was perfect for our week with family"
United States
Steve S.
The price is AED 411
AED 1,256 total
includes taxes & fees
1 Nov - 2 Nov
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Pool

3. StylishAptWtrGrdnOppLake&Prk&Yrd

StylishAptWtrGrdnOppLake&Prk&Yrd
Winter Garden
9.8 out of 10, Exceptional, (24 reviews)
"Great place to stay! "
United States
Lindsey W.
The price is AED 382
AED 742 total
includes taxes & fees
19 Oct - 20 Oct
StylishAptWtrGrdnOppLake&Prk&Yrd
Interior

4. FunTropicalTinyHomeGolfCartLake

FunTropicalTinyHomeGolfCartLake
Winter Garden
9.2 out of 10, Wonderful, (10 reviews)
"We had a great time! The host was spectacular. Our accommodations were very clean and comfortable! "
United States
Emily R.
The price is AED 441
AED 823 total
includes taxes & fees
16 Oct - 17 Oct
FunTropicalTinyHomeGolfCartLake
A spacious lobby with a high ceiling, exposed brick walls, and modern lighting fixtures.

5. Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room

Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
Winter Garden
10.0 out of 10, Exceptional, (8 reviews)
"Place was clean and excellent location and club amenities "
United States
Anonymous traveler
The price is AED 620
AED 1,524 total
includes taxes & fees
20 Oct - 21 Oct
Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
A modern interior with a curved sectional sofa, a round coffee table with a plant, and a brick wall.

6. Cozy 1-bedroom with AC in awesome Winter Garden

Cozy 1-bedroom with AC in awesome Winter Garden
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and had a great experience. Gina communicated with us right away, so we knew how to check in or had any questions answered. The property is very cute and looks new and was spotless. The location of the property is great as well. Downtown Winter Garden is adorable with great restaurants and is an easy drive down Plant St. It also was very convenient to where we were visiting in Ocoee and Orlando.We had everything we needed, highly recommend this property, and would stay there...
United States
Anonymous traveler
The price is AED 455
AED 1,294 total
includes taxes & fees
20 Oct - 21 Oct
Cozy 1-bedroom with AC in awesome Winter Garden
Room

7. Modern 3BR Condo Near Disney- Pool and Hot Tub

Modern 3BR Condo Near Disney- Pool and Hot Tub
2.0 star property
Winter Garden
The price is AED 253
AED 828 total
includes taxes & fees
3 Nov - 4 Nov
Modern 3BR Condo Near Disney- Pool and Hot Tub
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

8. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is AED 731
AED 1,833 total
includes taxes & fees
18 Oct - 19 Oct
Fire Pit & Yard: Updated Winter Garden Home!
A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.

9. Family-Friendly 2BR Condo w Resort Pool & Sauna

Family-Friendly 2BR Condo w Resort Pool & Sauna
Winter Garden
The price is AED 323
AED 1,008 total
includes taxes & fees
20 Oct - 21 Oct
Family-Friendly 2BR Condo w Resort Pool & Sauna
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.

10. Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is AED 261
AED 909 total
includes taxes & fees
2 Nov - 3 Nov
Condo With Sauna, Games, Poolnear Disney
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

11. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
Winter Garden
9.6 out of 10, Exceptional, (12 reviews)
"Amazing House! Would stay again anytime!"
United States
Patrick O.
The price is AED 566
AED 1,843 total
includes taxes & fees
18 Oct - 19 Oct
Fire Pit & Yard: Updated Winter Garden Home!
Aerial View Of The Resort-Style Complex Featuring A Large Pool And Serene Surroundings

12. Winter Garden Family-friendly Condo w Resort Pool

Winter Garden Family-friendly Condo w Resort Pool
Winter Garden
The price is AED 231
AED 983 total
includes taxes & fees
18 Oct - 19 Oct
Winter Garden Family-friendly Condo w Resort Pool
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.

13. Upstay - Condo w Pool and More - Near Disney

Upstay - Condo w Pool and More - Near Disney
Winter Garden
9.0 out of 10, Wonderful, (22 reviews)
"Great place! Convenient, cozy and clean!"
United States
SHARLA B.
The price is AED 272
AED 1,036 total
includes taxes & fees
18 Oct - 19 Oct
Upstay - Condo w Pool and More - Near Disney
Communal Outdoor Pool and Hot Tub

14. Upstay: Stylish 3BR Condo w Patio—near Disney

Upstay: Stylish 3BR Condo w Patio—near Disney
Winter Garden
The price is AED 367
AED 1,134 total
includes taxes & fees
16 Oct - 17 Oct
Upstay: Stylish 3BR Condo w Patio—near Disney
Resort Amenities

15. Upstay 3BR Suite w Pool, Sauna & Games—Near Disney

Upstay 3BR Suite w Pool, Sauna & Games—Near Disney
Winter Garden
The price is AED 323
AED 1,102 total
includes taxes & fees
29 Oct - 30 Oct
Upstay 3BR Suite w Pool, Sauna & Games—Near Disney
A modern living room with a sofa, armchairs, a coffee table, and a TV. There is a balcony with a view of trees and a railing.

16. Upstay - Large Condo Near Disney w Pool and Gym

Upstay - Large Condo Near Disney w Pool and Gym
Winter Garden
The price is AED 242
AED 999 total
includes taxes & fees
18 Oct - 19 Oct
Upstay - Large Condo Near Disney w Pool and Gym
Room

17. Upstay - Condo Near Disney w Pool Hot tub Sauna

Upstay - Condo Near Disney w Pool Hot tub Sauna
2.0 star property
Winter Garden
The price is AED 284
AED 859 total
includes taxes & fees
4 Nov - 5 Nov
Upstay - Condo Near Disney w Pool Hot tub Sauna
Resort Amenities

18. Spacious Resort Suite w/ Pool & Sauna near Disney

Spacious Resort Suite w/ Pool & Sauna near Disney
Winter Garden
The price is AED 257
AED 925 total
includes taxes & fees
2 Nov - 3 Nov
Spacious Resort Suite w/ Pool & Sauna near Disney
A dining area with a table set for four, a sofa in the background, and a kitchen area with a dishwasher.

19. Upstay Modern Condo w Pool—10 minutes to Disney

Upstay Modern Condo w Pool—10 minutes to Disney
Winter Garden
The price is AED 242
AED 999 total
includes taxes & fees
29 Oct - 30 Oct
Upstay Modern Condo w Pool—10 minutes to Disney
A swimming pool with a brick deck, surrounded by tall trees and lounge chairs.

20. Upstay Large Family Condo w Pool, Sauna

Upstay Large Family Condo w Pool, Sauna
3.5 star property
Winter Garden
The price is AED 198
AED 839 total
includes taxes & fees
18 Oct - 19 Oct
Upstay Large Family Condo w Pool, Sauna
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 Garden Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Another great stay at this Hilton!!!"
Richard 3-night trip
Posted 4 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Frequently asked questions

Can I find a vacation rental in Winter Garden?

Yes, we offer vacation rentals in Winter Garden close to Surfari Water Park, or you can go with a more remote option if you'd like a relaxing place to stay. Tourists who visit Winter Garden speak highly of the fun-filled theme parks and array of shops. While you're here, grab a bite or have a drink at the top-notch restaurants.

What's the top vacation rental that Winter Garden has to offer?

Formosa Valley Resort by UNE Homes: You might like this vacation home rental near Winter Garden. It is equipped with an outdoor pool, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

How many vacation rentals are there in Winter Garden?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Winter Garden stay.

What can I see and do in Winter Garden?

Family-friendly attractions include Surfari Water Park and Central Florida Railroad Museum, whereas Lake Louisa State Park and West Orange Trail are a couple of great spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are vacation rentals like in Winter Garden?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Winter Garden. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips.