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Search Apartments in Winter Garden

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 £258
includes taxes & fees
4 Oct - 5 Oct
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

2. StylishAptWtrGrdnOppLake&Prk&Yrd

StylishAptWtrGrdnOppLake&Prk&Yrd
Winter Garden
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay! "
United States
Lindsey W.
The price is £151
includes taxes & fees
6 Sept - 7 Sept
StylishAptWtrGrdnOppLake&Prk&Yrd
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 £308
includes taxes & fees
7 Sept - 8 Sept
Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
A swimming pool with a stone deck, a dog nearby, and a view of a residential area with houses and trees.

4. 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 £220
includes taxes & fees
13 Sept - 14 Sept
The Oak View Place..
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.

5. 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 £163
includes taxes & fees
8 Sept - 9 Sept
Upstay - Condo Near Disney w Pool-spa-sauna-games

6. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
The price is £181
includes taxes & fees
8 Sept - 9 Sept
Upstay Condo Near Disney w Pool & Sauna

7. Studio Near Disney World

Studio Near Disney World
Kissimmee
The price is £148
includes taxes & fees
28 Sept - 29 Sept
Studio Near Disney World
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery.

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

Upstay: Stylish Resort Getaway w/ Pool near Disney
Winter Garden
10.0 out of 10, Exceptional, (2 reviews)
"Pricey but clean and met all expectations. Nice place to stay for family vacation."
United States
Oluyimika A.
The price is £201
includes taxes & fees
9 Sept - 10 Sept
Upstay: Stylish Resort Getaway w/ Pool near Disney

9. Studio Near Disney World Resort with Pools + more

Studio Near Disney World Resort with Pools + more
Kissimmee
The price is £164
includes taxes & fees
16 Sept - 17 Sept
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.

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

Condo with Sauna, Games, Pool—Near Disney
Winter Garden
The price is £211
includes taxes & fees
16 Sept - 17 Sept
Condo with Sauna, Games, Pool—Near Disney

11. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
Winter Garden
The price is £205
includes taxes & fees
16 Sept - 17 Sept
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.

12. 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

13. 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 £171
includes taxes & fees
7 Sept - 8 Sept
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.

14. Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is £181
includes taxes & fees
9 Sept - 10 Sept
Condo With Sauna, Games, Poolnear Disney

15. 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 £171
includes taxes & fees
9 Sept - 10 Sept
Upstay - Condo Near Disney w Pool Hot tub Sauna

16. 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 £185
includes taxes & fees
22 Sept - 23 Sept
Modern 3BR Condo Near Disney- Pool and Hot Tub
A bedroom with a bed, nightstand, wall art, ceiling fan, and a mirror.

17. Upstay Large Family Condo w Pool Sauna

Upstay Large Family Condo w Pool Sauna
2.0 star property
Winter Garden
The price is £188
includes taxes & fees
9 Sept - 10 Sept
Upstay Large Family Condo w Pool Sauna

18. 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 £186
includes taxes & fees
9 Sept - 10 Sept
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.

19. Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
2.0 star property
Winter Garden
Upstay Modern 2BR Condo Near Disney

20. Upstay Tropical Style Family Condo w Pool

Upstay Tropical Style Family Condo w Pool
2.0 star property
Winter Garden
Upstay Tropical Style Family Condo w Pool
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
"I would definitely come back! The rooms are comfortable, the atmosphere is cozy and welcoming, and the highlight for me was definitely Mickey’s waffles! Everything was great, and I would 100% recommend this place. We had a wonderful stay!"
julio 3-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
67
Accommodation
4621 Apartments
Lowest Price
£148
Highest Price
£308

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 380 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 . Luxury Villas Collection - Near Parks & Shopping: Located in Four Corners , 17.4 mi/27.9 km away. Includes free WiFi . Free parking and on-site laundry facilities are on site . Lake Buena Vista Vacation Rental: Located 13.3 mi/21.4 km away in Orlando . Free WiFi, a dining area and a Smart TV are included . Free parking and a 24-hour fitness centre 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.