A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

Apartments in Winter Garden for Rent

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Winter Garden apartments

A spacious lobby with a high ceiling, exposed brick walls, and modern lighting fixtures.

1. 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, (9 reviews)
"The house is absolutely beautiful! We stayed for two nights and had a wonderful experience. Communication with the host was excellent throughout our stay. We really enjoyed our time there and would definitely recommend this place!"
United States
isaac
The price is ￥28,927
￥65,875 total
includes taxes & fees
Dec 1 - Dec 2
Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
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 ￥19,599
￥54,822 total
includes taxes & fees
Nov 17 - Nov 18
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
An aerial view of a coastal property with a swimming pool, tennis courts, and a marina.

3. StylishAptWtrGrdnOppLake&Prk&Yrd

StylishAptWtrGrdnOppLake&Prk&Yrd
Winter Garden
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay! "
United States
Lindsey W.
The price is ￥16,031
￥29,940 total
includes taxes & fees
Nov 18 - Nov 19
StylishAptWtrGrdnOppLake&Prk&Yrd
A spacious living area with a modern sofa set, a coffee table, and a decorative vase.

4. The Garden Luxe Retreat

The Garden Luxe Retreat
Winter Garden
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay. Very clean and had everything we needed. Great location to go to Winter Garden downtown area with many excellent places to dine.3rd floor walkup was a little difficult moving in and out but there was parking right near the door. "
United States
Corey K.
The price is ￥26,665
￥50,156 total
includes taxes & fees
Nov 29 - Nov 30
The Garden Luxe Retreat
A modern interior with a curved sectional sofa, a round coffee table with a plant, and a brick wall.

5. 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 ￥22,419
￥57,939 total
includes taxes & fees
Nov 18 - Nov 19
Cozy 1-bedroom with AC in awesome Winter Garden
Room

6. Upstay Tropical Style Family Condo w Pool

Upstay Tropical Style Family Condo w Pool
2.0 star property
Winter Garden
The price is ￥16,259
￥46,226 total
includes taxes & fees
Nov 29 - Nov 30
Upstay Tropical Style Family Condo w Pool
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.

7. Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is ￥10,952
￥38,927 total
includes taxes & fees
Nov 30 - Dec 1
Condo With Sauna, Games, Poolnear Disney
Discover the winding lazy river, perfect for a refreshing float on a sunny day.

8. Studio Near Disney World Resort with Pools + more

Studio Near Disney World Resort with Pools + more
Kissimmee
The price is ￥23,614
￥34,661 total
includes taxes & fees
Dec 1 - Dec 2
Studio Near Disney World Resort with Pools + more
Discover the winding lazy river, perfect for a refreshing float on a sunny day.

9. Studio Near Disney World

Studio Near Disney World
Kissimmee
The price is ￥19,151
￥30,591 total
includes taxes & fees
Nov 16 - Nov 17
Studio Near Disney World
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery.

10. Near Disney - Family Condo w Pool, Games, and More

Near Disney - Family Condo w Pool, Games, and More
Winter Garden
Near Disney - Family Condo w Pool, Games, and More
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery.

11. Condo with Sauna, Games, Pool—Near Disney

Condo with Sauna, Games, Pool—Near Disney
Winter Garden
The price is ￥15,555
￥47,989 total
includes taxes & fees
Dec 3 - Dec 4
Condo with Sauna, Games, Pool—Near Disney
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery.

12. Upstay: Stylish Resort Getaway w/ Pool near Disney

Upstay: Stylish Resort Getaway w/ Pool near Disney
Winter Garden
10.0 out of 10, Exceptional, (3 reviews)
"Pricey but clean and met all expectations. Nice place to stay for family vacation."
United States
Oluyimika A.
Upstay: Stylish Resort Getaway w/ Pool near Disney
Stunning Aerial View Of The Condo Community Featuring A Large Pool And Lush Landscaping

13. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
Winter Garden
Upstay Condo Near Disney w Pool & Sauna
Room

14. 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 ￥12,495
￥37,327 total
includes taxes & fees
Nov 17 - Nov 18
Upstay - Condo Near Disney w Pool Hot tub Sauna
Interior

15. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
8.0 out of 10, Very good, (1 review)
"Our room is spacious it just needs some TLC. It had water damage in the kitchen that never bother to fix the moldings, bade board and ceiling. Once you see that you cant help but notice other things"
United States
Angel
The price is ￥10,952
￥38,927 total
includes taxes & fees
Nov 17 - Nov 18
Upstay Condo Near Disney w Pool & Sauna
Room

16. Upstay - Condo w Hot Tub and Pool - Near Disney

Upstay - Condo w Hot Tub and Pool - Near Disney
2.0 star property
Winter Garden
Upstay - Condo w Hot Tub and Pool - Near Disney
Room

17. 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 ￥11,233
￥36,065 total
includes taxes & fees
Nov 29 - Nov 30
Modern 3BR Condo Near Disney- Pool and Hot Tub
Room

18. Upstay - Modern Family Apartment w Pool Hot Tub

Upstay - Modern Family Apartment w Pool Hot Tub
2.0 star property
Winter Garden
The price is ￥14,023
￥38,855 total
includes taxes & fees
Nov 17 - Nov 18
Upstay - Modern Family Apartment w Pool Hot Tub
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.

19. Upstay - Condo Near Disney w Pool-spa-sauna-games

Upstay - Condo Near Disney w Pool-spa-sauna-games
2.0 star property
Winter Garden
The price is ￥13,189
￥39,024 total
includes taxes & fees
Nov 29 - Nov 30
Upstay - Condo Near Disney w Pool-spa-sauna-games
Room

20. Upstay Stylish 3BR Condo w Patio Near Disney

Upstay Stylish 3BR Condo w Patio Near Disney
2.0 star property
Winter Garden
The price is ￥12,465
￥41,959 total
includes taxes & fees
Nov 30 - Dec 1
Upstay Stylish 3BR Condo w Patio Near Disney
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

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Great place for Disney World and everything there! Free breakfast and dinner, and drinks, tram to the parks, and easy access to everything around there. Great stay and would stay there again!"
Gina 4-night trip
Posted 1 hour ago
Drury Plaza Hotel Orlando - Disney Springs Area

Find out more about Winter Garden

Winter Garden Apartments information

Number of reviews
68
Accommodation
5271 Apartments
Lowest Price
￥29,940
Highest Price
￥65,875

Frequently asked questions

What's it like to stay at an apartment in Winter Garden?
There are plenty of places to stay in Winter Garden with 371 hotels and other accommodations. Though there aren't many apartments, we can help you find accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also search for similar property types like vacation homes, condos, or cabins. Make sure to enjoy the fun-filled theme parks and array of shops in this family-friendly area. Take time to visit some favorite sights in the larger region like Universal Studios Florida and Universal Orlando Resort.
How do you know if an apartment is the best choice for you?
An apartment features a kitchen for convenient meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for solo travelers who want to stay in at night and plan out their next day, but also for families who want the conveniences of home.
What's the top apartment for a stay in Winter Garden?
Listed below are some of the more popular apartments in the area to choose from: The Irlo: Located in Kissimmee, 16.7 mi/26.8 km from the heart of Winter Garden. Includes free WiFi. Free parking and onsite laundry facilities are on site. Century Millenia: Located 10.5 mi/16.9 km away in Orlando. Laundry facilities and free WiFi are included. Free parking and a fitness center are on site. Lake Buena Vista Vacation Rental: Located in Orlando, 13.3 mi/21.4 km away. Includes free WiFi, separate dining areas, and Smart TVs. Free parking and a 24-hour fitness center are on site. ⛲️Walk to Lake Eola & restaurants: Located 13.5 mi/21.7 km away in Orlando. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Executive 3 Br Villa @Universal / Vista Cay/Conv.Center: Located in Orlando, 12.7 mi/20.4 km from Winter Garden. Includes a private pool, a private hot tub, and laundry facilities. Free parking and a 24-hour health club are on site.
How many apartments should I expect to find in Winter Garden?
Expedia has 5 apartments to book in Winter Garden.
What can I expect from the weather during my trip to Winter Garden?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Winter Garden. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.
What should I see in Winter Garden?
Travelers appreciate Winter Garden for its amusement parks and shops. Surfari Water Park and Central Florida Railroad Museum are a couple of family-friendly sights, whereas cultural attractions include Garden Theatre and Winter Garden Heritage Museum. While in the area, you can also visit popular places like Universal Studios Florida and Universal Orlando Resort.
What's the best way to get to and around Winter Garden?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Orlando Intl. Airport (MCO), which is located 19.3 mi (31 km) away from the city center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 20.8 mi (33.5 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.