Top Apartments in Winter Garden in 2026

Kissimmee Lakefront Park Grassy waterfront park with walking paths, a fishing pier, picnic pavilions, and a shaded playground. children's playgrounds, splash pad

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Our top choices for Winter Garden apartments

Upstay 3BR Condo w Pool Patio Near Disney

Winter Garden

Rp5.446.553 total

includes taxes & fees

21 Jun - 22 Jun

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

Winter Garden

"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 This was a place to stay that was clean inside, just very outdated and the hall smell was SO HORRIBLE.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...

Aubree

Rp4.411.803 total

includes taxes & fees

14 Jun - 15 Jun

Upstay - Condo Near Disney w Pool-spa-sauna-games

Winter Garden

Rp4.630.031 total

includes taxes & fees

16 Jun - 17 Jun

Upstay Condo Near Disney w Pool & Sauna

Winter Garden

Rp4.432.040 total

includes taxes & fees

14 Jun - 15 Jun

Condo With Sauna, Games, Poolnear Disney

Winter Garden

Rp4.782.014 total

includes taxes & fees

21 Jun - 22 Jun

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Kirkman North

Rp5.206.128 total

includes taxes & fees

17 Jun - 18 Jun

Pinnacle Apartments W Amenties by Heavenly Homes

Orlando

Rp6.320.886 total

includes taxes & fees

17 Jun - 18 Jun

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

Kissimmee

katie

Rp4.144.078 total

includes taxes & fees

17 Jun - 18 Jun

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Top Winter Garden Hotel Reviews

Avanti International Resort

4/10 Poor

"The pool area and the lobby were the nicest things about the property. The beds were terrible and the rooms seemed to be in need of repair, paint, and other things. It was a dry place. We overpaid at $100 a night. We looked and could have booked a room for $38 a night upon arrival. Police was at the hotel at least once while we were there. It really seemed like a very low cost budget hotel. Gets the job done, but nothing else."

The Grove Resort & Water Park Orlando

6/10 Okay

"The property was fine. It was the room that I had a little issue with - booked a room with a full kitchen, but didn’t have a skillet, a baking sheet, or any kitchen towels. Blinds were broken in one of the bedrooms so they couldn’t be lowered. 10 minutes before our 10am checkout time, the cleaning person just walked right in. She was super nice, but really? Pool options were great."

Kompose Boutique Resort at Theme Parks

8/10 Good

"This hotel was very clean and nice. The price was great and the kids loved both pools. I just did not like the toiletries. Not enough shampoo & conditioner for more than one person. Had to go buy some at the store. Other than that everything else was good. Would stay here again especially because of the location."

Home2 Suites by Hilton Orlando at Flamingo Crossings

8/10 Good

"The hotel was wonderful big rooms great view. The only complaint I have is that I checked out one day early and since I booked on Expedia I was unable to get a refund for the night I wasn’t there. So I basically paid for a room that I didn’t stay in yet they were able to let someone else pay for that room. They basically got double for that room."

Holiday Inn Resort Orlando Suites - Waterpark by IHG

8/10 Good

"Day we got there everyone was helpful. After that not the best with some of them. Waterpark areas are nice, and my girls had fun. The Splash pad was under construction and had both restrooms closed at the same time, so that was not good. They have 2 arcades, movie area, a shop, and food places in the lobby. That was a big hut with us too!"

Find out more about Winter Garden

Winter Garden Apartments information

Number of reviews	16
Accommodation	1849 Apartments
Lowest Price	Rp4.144.078
Highest Price	Rp6.320.886

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 363 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 an outdoor pool 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 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 .

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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Change your mind

Treat yourself

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Check prices for these dates

Our top choices for Winter Garden apartments

Upstay 3BR Condo w Pool Patio Near Disney

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