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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winter Garden apartments

Pool

1. 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 AED 382
AED 742 total
includes taxes & fees
23 Aug - 24 Aug
StylishAptWtrGrdnOppLake&Prk&Yrd
Coffee/tea maker, fridge, microwave, oven

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, (23 reviews)
"The place was exceptional for our time in winter garden. "
United States
Steve S.
The price is AED 411
AED 1,256 total
includes taxes & fees
9 Sep - 10 Sep
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Interior

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 traveler
The price is AED 645
AED 1,544 total
includes taxes & fees
9 Sep - 10 Sep
Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
Outdoor pool

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 AED 661
AED 1,061 total
includes taxes & fees
11 Aug - 12 Aug
The Oak View Place..
House | 3 bedrooms, high-speed internet

5. Upstay Large Family Condo w Pool Sauna

Upstay Large Family Condo w Pool Sauna
2.0 star property
Winter Garden
The price is AED 351
AED 1,042 total
includes taxes & fees
2 Sep - 3 Sep
Upstay Large Family Condo w Pool Sauna
Apartment (3 Bedrooms) | 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 AED 286
AED 938 total
includes taxes & fees
12 Aug - 13 Aug
Upstay Condo Near Disney w Pool & Sauna
A heated pool

7. Studio Near Disney World Resort with Pools + more

Studio Near Disney World Resort with Pools + more
Kissimmee
The price is AED 474
AED 749 total
includes taxes & fees
1 Sep - 2 Sep
Studio Near Disney World Resort with Pools + more
Interior

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 AED 331
AED 1,103 total
includes taxes & fees
2 Sep - 3 Sep
Upstay: Stylish Resort Getaway w/ Pool near Disney
A heated pool

9. Studio Near Disney World

Studio Near Disney World
Kissimmee
The price is AED 463
AED 738 total
includes taxes & fees
1 Sep - 2 Sep
Studio Near Disney World
Exterior

10. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
Winter Garden
The price is AED 250
AED 1,008 total
includes taxes & fees
12 Aug - 13 Aug
Upstay Condo Near Disney w Pool & Sauna
Interior

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

Condo with Sauna, Games, Pool—Near Disney
Winter Garden
The price is AED 331
AED 1,118 total
includes taxes & fees
2 Sep - 3 Sep
Condo with Sauna, Games, Pool—Near Disney
Interior

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

Near Disney - Family Condo w Pool, Games, and More
Winter Garden
The price is AED 353
AED 1,150 total
includes taxes & fees
17 Aug - 18 Aug
Near Disney - Family Condo w Pool, Games, and More
3 bedrooms, high-speed internet

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 AED 343
AED 918 total
includes taxes & fees
24 Aug - 25 Aug
Upstay - Condo w Hot Tub and Pool - Near Disney
Apartment (3 Bedrooms) | Interior

14. Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is AED 382
AED 1,045 total
includes taxes & fees
2 Sep - 3 Sep
Condo With Sauna, Games, Poolnear Disney
3 bedrooms, high-speed internet

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 AED 325
AED 899 total
includes taxes & fees
16 Aug - 17 Aug
Upstay - Condo Near Disney w Pool Hot tub Sauna
3 bedrooms, high-speed internet

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 AED 411
AED 986 total
includes taxes & fees
2 Sep - 3 Sep
Modern 3BR Condo Near Disney- Pool and Hot Tub
House | 3 bedrooms, high-speed internet

17. 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 AED 324
AED 1,011 total
includes taxes & fees
17 Aug - 18 Aug
Upstay 3BR Condo w Pool Patio Near Disney
House | 2 bedrooms, high-speed internet

18. 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 AED 298
AED 895 total
includes taxes & fees
18 Aug - 19 Aug
Upstay - Condo Near Disney w Pool-spa-sauna-games
House | 3 bedrooms, high-speed internet

19. Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool Sauna Sleeps 8
2.0 star property
Winter Garden
The price is AED 350
AED 1,040 total
includes taxes & fees
11 Aug - 12 Aug
Upstay Condo w Pool Sauna Sleeps 8
House | 2 bedrooms, high-speed internet

20. Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
2.0 star property
Winter Garden
The price is AED 298
AED 895 total
includes taxes & fees
11 Aug - 12 Aug
Upstay Modern 2BR Condo Near Disney
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

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

10/10 Excellent
"This is the third time we have stayed at this property. My family and I love this hotel for many reasons. First, the proximity to Walt Disney world is amazing, little fact: the Disney college kids stay in this plaza. Second, flamingo crossing (the plaza the hotel is in) has EVERYTHING you could need to make this hotel a “home away from home”. There’s a Target (small), a Walgreens, a 7/11, a Dunkin’, and several restaurants just across the street from the hotel. Third, the free (included) breakfast in the morning is super, it includes Mickey waffles!! Fourth, the hotel is kept so clean and neat. Someone is always around making sure the towels are picked up and at breakfast so much staff cleaning tables and dishes. Lastly is the staff, everyone is so nice and helpful. I want to mention the parking, no complaints from us, you do have to pay but I didn’t think the price was bad and didn’t feel under leaving my car parked there. If I was to list one complaint, it would be that the washer and dryers could use some upgrading. Not all of the machines are functional and the dryer took a long time to dry our clothes, 2 cycles. At $4.50 a cycle, that’s a lot. But didn’t ruin any aspect of our trip."
Virgil 2-night trip
Posted 1 hour ago
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Frequently asked questions

What's it like to stay at an apartment in Winter Garden?
There are plenty of places to stay in Winter Garden with 373 hotels and other accommodations. Though there aren't many apartments, we can help you find accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can also search for similar property types like vacation homes, condos, or cabins. Make sure to enjoy the fun-filled theme parks and array of shops in this relaxing area. Take time to visit some favorite sights in the larger region like Universal Studios Florida and Universal Orlando Resort.
How do you know if an apartment is the best choice for you?
An apartment features a kitchen for convenient meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for solo travelers 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 the top apartment for a stay in Winter Garden?
Listed below 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 onsite laundry facilities are on site. Century Millenia: Located 10.5 mi/16.9 km away in Orlando. Laundry facilities and free WiFi are included. Free parking and a fitness center are on site. Luxury Villas Collection - Near Parks & Shopping: Located in Orlando, 12.8 mi/20.5 km away. Includes free WiFi. Free parking and onsite laundry facilities are on site. Lake Buena Vista Vacation Rental: Located 13.3 mi/21.4 km away in Orlando. Free WiFi, separate dining areas, and Smart TVs are included. Free parking and a 24-hour fitness center are on site. Landing Furnished Apartments - Maitland: Located in Orlando, 11.8 mi/19 km from Winter Garden. Includes laundry facilities and Smart TVs. Free parking and a 24-hour fitness center 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 during my trip to Winter Garden?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Winter Garden. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.
What should I see in Winter Garden?
Travelers appreciate Winter Garden for its amusement parks and shops. Surfari Water Park and Central Florida Railroad Museum are a couple of family-friendly sights, whereas cultural attractions include Garden Theatre and Winter Garden Heritage Museum. While in the area, you can also visit popular places like 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 save you time when you get to your destination. Fly into Orlando Intl. Airport (MCO), which is located 19.3 mi (31 km) away from the city center. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 20.8 mi (33.5 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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