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

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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Winter Garden apartments

Pool

1. 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 NZ$357
includes taxes & fees
6 Oct - 7 Oct
StylishAptWtrGrdnOppLake&Prk&Yrd
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 NZ$621
includes taxes & fees
12 Oct - 13 Oct
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
A spacious lobby with a high ceiling, exposed brick walls, and modern lighting fixtures.

3. 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 NZ$714
includes taxes & fees
1 Nov - 2 Nov
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.

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

Cozy 1-bedroom with AC in awesome Winter Garden
Winter Garden
The price is NZ$610
includes taxes & fees
1 Nov - 2 Nov
Cozy 1-bedroom with AC in awesome Winter Garden
A spacious living area with a modern sofa set, a coffee table, and a decorative vase.

5. Modern Luxury Stay | 20 min to Disney

Modern Luxury Stay | 20 min to Disney
Winter Garden
Modern Luxury Stay | 20 min to Disney
Room

6. 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 NZ$446
includes taxes & fees
4 Oct - 5 Oct
Upstay Stylish 3BR Condo w Patio Near Disney
Interior

7. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
The price is NZ$447
includes taxes & fees
4 Oct - 5 Oct
Upstay Condo Near Disney w Pool & Sauna
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
Stunning Aerial View Of The Condo Community Featuring A Large Pool And Lush Landscaping

9. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
Winter Garden
Upstay Condo Near Disney w Pool & Sauna
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery.

10. 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
Discover the winding lazy river, perfect for a refreshing float on a sunny day.

11. Studio Near Disney World Resort with Pools + more

Studio Near Disney World Resort with Pools + more
Kissimmee
The price is NZ$449
includes taxes & fees
7 Oct - 8 Oct
Studio Near Disney World Resort with Pools + more
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery.

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

Condo with Sauna, Games, Pool—Near Disney
Winter Garden
The price is NZ$482
includes taxes & fees
27 Oct - 28 Oct
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.

13. 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
Room

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

Upstay - Condo w Hot Tub and Pool - Near Disney
2.0 star property
Winter Garden
The price is NZ$461
includes taxes & fees
12 Oct - 13 Oct
Upstay - Condo w Hot Tub and Pool - Near Disney
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.

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

Near Disney - Family Condo w Pool, Games, and More
3.0 star property
Winter Garden
6.0 out of 10, (1 review)
"You get what you pay for for sure! This was a place to stay that was clean inside, just very outdated and the hall smell was SO HORRIBLE. They have fragrance machines throughout the halls to where you can literally taste the fragrance. It was going into our room and we all felt nauseous because of how strong it was. I also would like to recommend the place gets carts so guests can easily transfer their belongings from the parking garage to their room because it was a FAR walk with all of our...
United States
Aubree
The price is NZ$515
includes taxes & fees
8 Oct - 9 Oct
Near Disney - Family Condo w Pool, Games, and More
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 NZ$425
includes taxes & fees
18 Oct - 19 Oct
Upstay - Condo Near Disney w Pool Hot tub Sauna
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 NZ$411
includes taxes & fees
26 Oct - 27 Oct
Modern 3BR Condo Near Disney- Pool and Hot Tub
Room

18. Upstay Tropical Style Family Condo w Pool

Upstay Tropical Style Family Condo w Pool
2.0 star property
Winter Garden
The price is NZ$449
includes taxes & fees
4 Oct - 5 Oct
Upstay Tropical Style Family Condo w Pool
Room

19. 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 NZ$456
includes taxes & fees
18 Oct - 19 Oct
Upstay - Modern Family Apartment w Pool Hot Tub
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

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

10/10 Excellent
"A great place to stay!"
Camille 4-night trip
Posted less than an hour ago
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Find out more about Winter Garden

Winter Garden Apartments information

Number of reviews
60
Accommodation
4622 Apartments
Lowest Price
NZ$357
Highest Price
NZ$714

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