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
10 July - 12 July
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Winter Garden apartments

Interior

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, (7 reviews)
"Place was clean and excellent location and club amenities "
United States
Anonymous traveller
The price is AU$470
includes taxes & fees
23 June - 24 June
Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
Fridge, microwave, oven, stovetop

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, (19 reviews)
"It was great! Very clean, quiet and convenient location. "
United States
Candace S.
The price is AU$404
includes taxes & fees
23 June - 24 June
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Pool

StylishAptWtrGrdnOppLake&Prk&Yrd

StylishAptWtrGrdnOppLake&Prk&Yrd
Winter Garden
9.8 out of 10, Exceptional, (22 reviews)
"Great place to stay! "
United States
Lindsey W.
The price is AU$290
includes taxes & fees
25 June - 26 June
StylishAptWtrGrdnOppLake&Prk&Yrd
House

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 AU$346
includes taxes & fees
23 June - 24 June
Upstay 3BR Condo w Pool Patio Near Disney
Outdoor pool

The Oak View Place..

The Oak View Place..
Oakland
9.2 out of 10, Wonderful, (10 reviews)
"The VRBO looked brand new and I only knew it was not because of the reviews from previous years. The live oak trees on the property added to the beauty of the surroundings."
United States
Libba F.
The price is AU$415
includes taxes & fees
23 June - 24 June
The Oak View Place..
Apartment (3 Bedrooms) | Interior

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 AU$396
includes taxes & fees
28 June - 29 June
Near Disney - Family Condo w Pool, Games, and More
A heated pool

Studio Near Disney World

Studio Near Disney World
Kissimmee
The price is AU$289
includes taxes & fees
12 July - 13 July
Studio Near Disney World
Exterior

Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
Winter Garden
The price is AU$424
includes taxes & fees
23 June - 24 June
Upstay Condo Near Disney w Pool & Sauna
Interior

Upstay: Stylish Resort Getaway w/ Pool near Disney

Upstay: Stylish Resort Getaway w/ Pool near Disney
Winter Garden
The price is AU$446
includes taxes & fees
5 July - 6 July
Upstay: Stylish Resort Getaway w/ Pool near Disney
Interior

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

Near Disney - Family Condo w Pool, Games, and More
Winter Garden
The price is AU$434
includes taxes & fees
28 June - 29 June
Near Disney - Family Condo w Pool, Games, and More
Interior

Condo with Sauna, Games, Pool—Near Disney

Condo with Sauna, Games, Pool—Near Disney
Winter Garden
Condo with Sauna, Games, Pool—Near Disney
A heated pool

Studio Near Disney World Resort with Pools + more

Studio Near Disney World Resort with Pools + more
Kissimmee
The price is AU$337
includes taxes & fees
15 July - 16 July
Studio Near Disney World Resort with Pools + more
House

Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
2.0 star property
Winter Garden
Upstay Modern 2BR Condo Near Disney
Apartment (3 Bedrooms) | Interior

Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
The price is AU$385
includes taxes & fees
24 June - 25 June
Upstay Condo Near Disney w Pool & Sauna
House

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 AU$385
includes taxes & fees
13 July - 14 July
Upstay - Condo Near Disney w Pool-spa-sauna-games
Apartment (3 Bedrooms) | Interior

Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
Condo With Sauna, Games, Poolnear Disney
House

Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool Sauna Sleeps 8
2.0 star property
Winter Garden
The price is AU$399
includes taxes & fees
23 June - 24 June
Upstay Condo w Pool Sauna Sleeps 8
Lobby

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
The price is AU$519
includes taxes & fees
29 June - 30 June
Pinnacle Apartments W Amenties by Heavenly Homes
Apartment, Patio | Living area

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is AU$449
includes taxes & fees
30 June - 1 July
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
Lounge

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (7 reviews)
"Would stay again and so should you! "
United States
katie
The price is AU$336
includes taxes & fees
28 June - 29 June
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
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

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"The property and staff were amazing during our stay. The front desk attendants were always friendly and helpful! The rooms were a very nice size, with everything we needed to store food and drinks for our stay. The breakfast was less than desirable. The line was long and the food was gone as soon as it came out. They need more cooks in the morning to keep that breakfast line moving. Most Hilton’s leave creamer out all day for you to enjoy coffee anytime. They put theirs away after breakfast which was disheartening."
Tiffany 7-night trip
Posted less than an hour ago
Home2 Suites by Hilton Orlando at Flamingo Crossings

Find out more about Winter Garden

Winter Garden Apartments information

Number of reviews
66
Accommodation
4541 Apartments
Lowest Price
AU$289
Highest Price
AU$519

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 366 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 . Luxury Villas Collection - Near Parks & Shopping: Located 12.8 mi/20.5 km away in Orlando . Amenities include free WiFi . Free parking and on-site laundry facilities 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.