Winter Garden Apartment Rentals from CA $279

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Our top choices for Winter Garden apartments

1. StylishAptWtrGrdnOppLake&Prk&Yrd

Winter Garden

Lindsey W.

CA $282 total

includes taxes & fees

Aug 16 - Aug 17

Coffee/tea maker, fridge, microwave, oven

2. Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

Winter Garden

Sarah Q.

CA $475 total

includes taxes & fees

Sep 7 - Sep 8

3. The Oak View Place..

Oakland

Libba F.

CA $402 total

includes taxes & fees

Aug 9 - Aug 10

4. Upstay Large Family Condo w Pool Sauna

Winter Garden

CA $422 total

includes taxes & fees

Aug 12 - Aug 13

5. Studio Near Disney World Resort with Pools + more

Kissimmee

CA $284 total

includes taxes & fees

Aug 25 - Aug 26

6. Upstay Condo Near Disney w Pool & Sauna

Winter Garden

CA $344 total

includes taxes & fees

Aug 12 - Aug 13

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

Winter Garden

Oluyimika A.

CA $434 total

includes taxes & fees

Aug 17 - Aug 18

8. Studio Near Disney World

Kissimmee

CA $279 total

includes taxes & fees

Aug 25 - Aug 26

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Top Winter Garden Hotel Reviews

Home2 Suites by Hilton Orlando at Flamingo Crossings

8/10 Good

"We stayed at this hotel in 2024 and enjoyed it so much that we decided to return. Unfortunately, this visit wasn't quite the same. While the room was similar to our previous stay, the breakfast experience wasn’t as good. The tables were often dirty, and many guests left their dishes behind instead of clearing them, making it difficult to find a clean place to sit. It appeared that they did not have any staff working, except for a nice lady behind the counter who couldn’t keep up with the demand. The breakfast lines were also much longer, and the selection wasn't as good as we remembered. The pool wasn’t as clean. There were hair and the water was murky. We couldn’t see the bottom of the pool. On the positive side, we still appreciated the hotel's close proximity to Disney, and the waterslide Overall, we were disappointed that the experience didn't live up to our previous stay. Because of that, we'll likely try a different hotel on our next visit."

Walt Disney World Swan

10/10 Excellent

"Short 2 night stay. Location was perfect to walk to Epcot and boat the HS. Also utilized the extra magic hours at MK and that was a great perk! The shared grotto pool was great too. Friendly staff and multiple food options in the resort. Only negative was the room bathroom. Very small the door opened into the toilet and not a lot of room. Also could use more hooks to hang wet clothes and more outlets in the room. But beds were very comfortable. I would stay again."

Find out more about Winter Garden

Winter Garden Apartments information

Number of reviews	58
Accommodation	4616 Apartments
Lowest Price	CA $279
Highest Price	CA $475

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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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Garden apartments

1. StylishAptWtrGrdnOppLake&Prk&Yrd

2. Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

3. The Oak View Place..

4. Upstay Large Family Condo w Pool Sauna

5. Studio Near Disney World Resort with Pools + more

6. Upstay Condo Near Disney w Pool & Sauna

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

8. Studio Near Disney World

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

10. Upstay Condo Near Disney w Pool & Sauna

11. Upstay - Condo w Hot Tub and Pool - Near Disney

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

13. Upstay - Condo Near Disney w Pool Hot tub Sauna

14. Modern 3BR Condo Near Disney- Pool and Hot Tub

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

16. Upstay Modern 2BR Condo Near Disney

17. Upstay Tropical Style Family Condo w Pool

18. Upstay 3BR Condo w Pool Patio Near Disney

19. Upstay Stylish 3BR Condo w Patio Near Disney

20. Upstay - Modern Family Apartment w Pool Hot Tub

Find vacation rentals that suit your style

Top Winter Garden Hotel Reviews

Home2 Suites by Hilton Orlando at Flamingo Crossings

Find out more about Winter Garden

Winter Garden Apartments information

Frequently asked questions

Explore a world of travel with Expedia