Best Serviced Apartments in Winter Garden 2026

ARM53A Historic Downtown Area and Clock of Winter Garden Florida

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Our top choices for Winter Garden apartments

Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room

Winter Garden

Sarah R.

includes taxes & fees

28 May - 29 May

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

Winter Garden

Candace S.

includes taxes & fees

31 May - 1 Jun

Upstay 3BR Condo w Pool Patio Near Disney

Winter Garden

includes taxes & fees

8 Jun - 9 Jun

Emerald Grove - Close to Disney

Winter Garden

Marie E.

includes taxes & fees

14 Jun - 15 Jun

The Oak View Place..

Oakland

Libba F.

includes taxes & fees

28 May - 29 May

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 This was a place to stay that was clean inside, just very outdated and the hall smell was SO HORRIBLE.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

includes taxes & fees

2 Jun - 3 Jun

Studio Near Disney World

Kissimmee

includes taxes & fees

9 Jun - 10 Jun

Upstay Condo Near Disney w Pool & Sauna

Winter Garden

includes taxes & fees

2 Jun - 3 Jun

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Top Winter Garden Hotel Reviews

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

10/10 Excellent

"Surprisingly awesome hotel."

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

10/10 Excellent

"Excelente servicio, el lugar muy bonito, inicialmente nos quedamos un día, y después decidimos quedarnos las semanas completa, ya que el lugar y precio era excelente, Carolina mls brindo un excelente servicio,muy amable. Super recomendado."

Universal's Cabana Bay Beach Resort

10/10 Excellent

"Cabana Bay Beach Resort has everything you need — except floats for the lazy river, so make sure to bring your own! They do have an air station near the lazy river entrance where you can inflate them yourself, which was super convenient. The resort truly has so much to offer. We stayed for 2 nights, and honestly, it still wasn’t enough time to experience everything. We would definitely come back again in the future. We ate at the grill restaurant near the bar, which was conveniently located close to our room. The food was delicious with great Mexican flavor, the kids loved it, and the portions were large enough to feed 2–3 people. The kids had an amazing time at the lazy river, the large pool, and even the slide. Housekeeping also went above and beyond to make sure we had everything we needed throughout our stay. Overall, we were very happy with our stay with our 4 kids and would absolutely recommend it to other families!"

Westgate Lakes Resort & Spa Universal Studios Area

6/10 Okay

"The hotel is poorly designed, it’s hard to get around. We had to cross pools to get to the lobby or else walk around multiple buildings. It’s very big but only has one restaurant on site with limited choices. There is no water refilling stations, you must purchase water. The pools are small and very busy, not much staff onsite to help."

The Grove Resort & Water Park Orlando

6/10 Okay

"Okay resort, would say it’s more of a 3 star than a 4 star. Checked in at 10pm and it was still a 30 min wait. Carpets in the hallways smell really bad and the resort is just very confusing in general. Not many elevators for such large buildings which made the wait long, usually 10 min wait to be able to get on. Not many food options either for such a large resort and all of them close early. Rooms were dusty, washing machine had mold inside and dishwasher smelled. Crowd was a little rambunctious, while we were there there was a fight at the waterpark where cops had to be called. I’d say ok for a short stay but not sure if it’s a good place to stay for more than a few days."

Find out more about Winter Garden

Winter Garden Apartments information

Number of reviews	40
Accommodation	4639 Apartments
Lowest Price	£180
Highest Price	£305

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 373 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 . Landing Apartments - Southwest Orlando: Located 7.9 mi/12.7 km away in Orlando . A washer/dryer, free WiFi and a balcony 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 from Winter Garden. Includes free WiFi, a dining area 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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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Garden apartments

Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room

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

Upstay 3BR Condo w Pool Patio Near Disney

Emerald Grove - Close to Disney

The Oak View Place..

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

Studio Near Disney World

Upstay Condo Near Disney w Pool & Sauna

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

Upstay: Stylish Resort Getaway w/ Pool near Disney

Condo with Sauna, Games, Pool—Near Disney

Studio Near Disney World Resort with Pools + more

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

Upstay Condo Near Disney w Pool & Sauna

Upstay Modern 2BR Condo Near Disney

Upstay Condo w Pool Sauna Sleeps 8

Condo With Sauna, Games, Poolnear Disney

Pinnacle Apartments W Amenties by Heavenly Homes

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

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

Find holiday rentals that suit your style

Top Winter Garden Hotel Reviews

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Find out more about Winter Garden

Winter Garden Apartments information

Frequently asked questions

Explore a world of travel with Expedia