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

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Winter Garden apartments

3 bedrooms, Internet

Tropical Styled Condo w Outdoor Pool and Hot Tub

Tropical Styled Condo w Outdoor Pool and Hot Tub
2.0 star property
Winter Garden
The price is €221
includes taxes & fees
13 Jul - 14 Jul
Tropical Styled Condo w Outdoor Pool and Hot Tub
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 €179
includes taxes & fees
13 Jul - 14 Jul
StylishAptWtrGrdnOppLake&Prk&Yrd
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 €260
includes taxes & fees
12 Jul - 13 Jul
The Oak View Place..
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, (20 reviews)
"It was great! Very clean, quiet and convenient location. "
United States
Candace S.
The price is €304
includes taxes & fees
13 Jul - 14 Jul
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
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 €246
includes taxes & fees
15 Jul - 16 Jul
Upstay Condo Near Disney w Pool & Sauna
A heated pool

Studio Near Disney World Resort with Pools + more

Studio Near Disney World Resort with Pools + more
Kissimmee
Studio Near Disney World Resort with Pools + more
A heated pool

Studio Near Disney World

Studio Near Disney World
Kissimmee
The price is €176
includes taxes & fees
2 Aug - 3 Aug
Studio Near Disney World
Interior

Upstay: Stylish Resort Getaway w/ Pool near Disney

Upstay: Stylish Resort Getaway w/ Pool near Disney
Winter Garden
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 €256
includes taxes & fees
4 Aug - 5 Aug
Near Disney - Family Condo w Pool, Games, and More
Exterior

Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
Winter Garden
Upstay Condo Near Disney w Pool & Sauna
3 bedrooms, Internet

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 €229
includes taxes & fees
4 Aug - 5 Aug
Modern 3BR Condo Near Disney- Pool and Hot Tub
Interior

Condo with Sauna, Games, Pool—Near Disney

Condo with Sauna, Games, Pool—Near Disney
Winter Garden
Condo with Sauna, Games, Pool—Near Disney
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
3 bedrooms, Internet

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 €231
includes taxes & fees
4 Aug - 5 Aug
Upstay - Condo Near Disney w Pool Hot tub Sauna
3 bedrooms, Internet

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 €229
includes taxes & fees
13 Jul - 14 Jul
Upstay - Condo w Hot Tub and Pool - Near Disney
3 bedrooms, Internet

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 €237
includes taxes & fees
4 Aug - 5 Aug
Upstay - Modern Family Apartment w Pool Hot Tub
House

Upstay 3BR Condo w Pool Patio Near Disney

Upstay 3BR Condo w Pool Patio Near Disney
2.0 star property
Winter Garden
Upstay 3BR Condo w Pool Patio Near Disney
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
House

Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool Sauna Sleeps 8
2.0 star property
Winter Garden
Upstay Condo w Pool Sauna Sleeps 8
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 €233
includes taxes & fees
4 Aug - 5 Aug
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.
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Top Winter Garden Hotel Reviews

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"Everything was great, I will never change"
farah 7-night trip
Posted 1 hour ago
Homewood Suites by Hilton Orlando at Flamingo Crossings

Find out more about Winter Garden

Winter Garden Apartments information

Number of reviews
44,756
Accommodation
4540 Apartments
Lowest Price
€47
Highest Price
€479

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 362 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 relaxing 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 . Landing Furnished Apartments - Maitland: Located in Orlando , 11.8 mi/19 km from Winter Garden. Includes a washer/dryer and a Smart TV . Free parking and a 24-hour fitness centre 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.

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