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

Search Apartments in Winter Garden

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Winter Garden apartments

A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a refrigerator.

1. 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 €316
includes taxes & fees
12 Oct - 13 Oct
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Pool

2. 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 €184
includes taxes & fees
18 Oct - 19 Oct
StylishAptWtrGrdnOppLake&Prk&Yrd
A modern interior with a curved sectional sofa, a round coffee table with a plant, and a brick wall.

3. 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 traveller
The price is €314
includes taxes & fees
23 Oct - 24 Oct
Cozy 1-bedroom with AC in awesome Winter Garden
Room

4. 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 €217
includes taxes & fees
2 Nov - 3 Nov
Modern 3BR Condo Near Disney- Pool and Hot Tub
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 traveller
The price is €373
includes taxes & fees
10 Oct - 11 Oct
Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
Interior

6. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
The price is €229
includes taxes & fees
2 Nov - 3 Nov
Upstay Condo Near Disney w Pool & Sauna
Discover the winding lazy river, perfect for a refreshing float on a sunny day.

7. Studio Near Disney World Resort with Pools + more

Studio Near Disney World Resort with Pools + more
Kissimmee
The price is €207
includes taxes & fees
1 Nov - 2 Nov
Studio Near Disney World Resort with Pools + more
Discover the winding lazy river, perfect for a refreshing float on a sunny day.

8. Studio Near Disney World

Studio Near Disney World
Kissimmee
Studio Near Disney World
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery.

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

Condo with Sauna, Games, Pool—Near Disney
Winter Garden
The price is €249
includes taxes & fees
2 Nov - 3 Nov
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.

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

Near Disney - Family Condo w Pool, Games, and More
Winter Garden
The price is €249
includes taxes & fees
2 Nov - 3 Nov
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. 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.
The price is €249
includes taxes & fees
2 Nov - 3 Nov
Upstay: Stylish Resort Getaway w/ Pool near Disney
Stunning Aerial View Of The Condo Community Featuring A Large Pool And Lush Landscaping

12. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
Winter Garden
The price is €253
includes taxes & fees
2 Nov - 3 Nov
Upstay Condo Near Disney w Pool & Sauna
A spacious living area with a high ceiling, a modern staircase, and a dining area with a bar.

13. Luxury 2BR | Pool, Gym, Near Disney

Luxury 2BR | Pool, Gym, Near Disney
Winter Garden
Luxury 2BR | Pool, Gym, Near Disney
Room

14. Upstay Tropical Style Family Condo w Pool

Upstay Tropical Style Family Condo w Pool
2.0 star property
Winter Garden
The price is €227
includes taxes & fees
2 Nov - 3 Nov
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.

15. Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is €225
includes taxes & fees
2 Nov - 3 Nov
Condo With Sauna, Games, Poolnear Disney
Room

16. 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 €224
includes taxes & fees
13 Oct - 14 Oct
Upstay - Condo Near Disney w Pool Hot tub Sauna
Room

17. 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 €229
includes taxes & fees
3 Nov - 4 Nov
Upstay - Modern Family Apartment w Pool Hot Tub
Room

18. 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 €231
includes taxes & fees
14 Oct - 15 Oct
Upstay Stylish 3BR Condo w Patio Near Disney
Room

19. Upstay 3BR Condo w Pool Patio Near Disney

Upstay 3BR Condo w Pool Patio Near Disney
2.0 star property
Winter Garden
The price is €237
includes taxes & fees
2 Nov - 3 Nov
Upstay 3BR Condo w Pool Patio Near Disney
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.

20. 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 €216
includes taxes & fees
2 Nov - 3 Nov
Upstay - Condo Near Disney w Pool-spa-sauna-games
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Garden Hotel Reviews

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Lovely property and the room was extremely spacious."
Laura 3-night trip
Posted less than an hour ago
Marriott's Grande Vista

Find out more about Winter Garden

Winter Garden Apartments information

Number of reviews
60
Accommodation
4622 Apartments
Lowest Price
€184
Highest Price
€373

Frequently asked questions

What's it like to stay at an apartment in Winter Garden?
You'll find a lot of options for your stay in Winter Garden with 371 hotels and other lodging options. Though there aren't many apartments, we can help you search for accommodation with similar amenities. When you search on Expedia, you can use the filters to search for a kitchen— one of the conveniences often found in an apartment. You can also search for similar property types like holiday homes, condos or cabins. Make sure you enjoy the fun-filled theme parks and array of shops in this family-friendly area. Discover top places in the surrounding region such as Universal Studios Florida and Universal Orlando Resort.
How do you know if an apartment is a good option for you?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for solo travellers 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 a favourite apartment for my stay in Winter Garden?
Here 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 on-site laundry facilities are on site . Century Millenia: Located 10.5 mi/16.9 km away in Orlando . A washer/dryer and free WiFi are included . Free parking and a fitness centre are on site . Lake Buena Vista Vacation Rental: Located in Orlando , 13.3 mi/21.4 km away. Includes free WiFi, a dining area and a Smart TV . Free parking and a 24-hour fitness centre are on site . ⛲️Walk to Lake Eola & restaurants: Located 13.5 mi/21.7 km away in Orlando . Amenities include a Smart TV . Access to on-site 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, Private Hot Tubs and a washer/dryer . 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 when I travel to Winter Garden?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Winter Garden. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.
What should I see in Winter Garden?
Travellers appreciate Winter Garden for its theme parks and shops. Surfari Water Park and Central Florida Railroad Museum are a couple of the family-friendly sights, whereas cultural attractions include Garden Theatre and Winter Garden Heritage Museum. While in the area, you can also visit popular places such as 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 make your trip smoother when you get to your destination. Fly into Orlando International Airport (MCO), which is located 19.3 mi (31 km) away from the city centre. Otherwise, you can search for flights to Kissimmee, FL (ISM-Kissimmee Gateway), which is 20.8 mi (33.5 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia