Winter Garden holiday accommodation: holiday houses & more

Discover a selection of more than 10,000 holiday home rentals in Winter Garden that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 172 per night, and holiday houses and villas are popular options for a stay in Winter Garden. Either way, you'll find holiday accommodation for everyone's needs.

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Find the best place to stay — Winter Garden

Search 23,672 holiday rentals

Stayed Apr 2021

Relaxing week away !

We enjoyed our stay at this property , the home was so cute and comfy . The location is so quiet and pretty , enjoyed the water view while having our morning coffee . John & Claudia are very nice hosts and quick to respond to any questions . Will de...

Stayed Apr 2021

Great amenities. Good for fam with kids

I stayed 6 days with fam and 3 children (age 9,6 and 1) and the amenities at the location was really great for the kids. Pack and play provided on site. We did two days at Disney and there were lots to do for the kids on the grounds outside those dat...

Stayed Apr 2021

GREAT small home for Disney vacations!

My son and I stayed at John's place during our long overdue vacation to Disney (twice cancelled in 2020 for obvious reasons). Rather than stay at a Disney resort we opted for the privacy of a small house, and John's fit the bill perfectly. Incredibl...

Stayed Mar 2021

Great location

This place was super close to all Disney parks, truly. There are great options for shopping and restaurants nearby. Staying here allowed us to unwind and not break the bank in-between Disney parks. I don't know if 6 people could really fit here - th...

Stayed Mar 2021

Spacious and comfortable

We had a family of 4 adults and a pet black lab. We stayed on the fourth floor. Nice 3 bedroom 2 bath . One bath connected to the master. Comfortable balcony with access from the bedrooms and living room. We had plenty of linens and paper products fo...

Stayed Feb 2021

Family Visit

My sister and I went to Winter Garden to visit my parents. This was a great place to stay. Great location. Fresh, clean and modern. Walking distance to town, the bike trail and my parents. Location had all the amenities we needed. We loved the place ...

Stayed Feb 2021

Great location for a vacation

The house and grounds are lovely, and nature abounds. Overall it could use some well-needed TLC. Many little things (holes in sheets, overgrown weeds, failing appliances and septic) were handled but could have been avoided. Dee tried to compensate in...

Stayed Jan 2021

Cheerful decor and great outdoor spaces close to bike path

This property was a great value for the space. We loved the outdoor area for enjoying the Florida sunshine in the private fenced back yard. The inside decor is lovely with comfortable beds and plush towels. It was a super short pedal to hop on the gr...

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Destination guide

Friendly Winter Garden will entice you

Learn about the unique charm of Winter Garden with a stay in a holiday home rental. This city is welcoming and relaxing, recognised for its theme park, shopping and water park. Walt Disney World® and Universal Studios Florida™ are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities

Activities and attractions in and around Winter Garden

Are you hoping to find attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Winter Garden a fun place to get away to. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

Walt Disney World® (5.1 mi / 8.3 km)
Universal Studios Florida™ (9.2 mi / 14.9 km)
SeaWorld® Orlando (10.9 mi / 17.5 km)
Magic Kingdom® Park (5.1 mi / 8.3 km)
Epcot® (8.5 mi / 13.6 km)
Disney's Animal Kingdom® Theme Park (9 mi / 14.4 km)

Natural highlights

Exploring the natural features in Winter Garden

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Winter Garden is a great place to get outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

Lake Butler (4.9 mi / 7.8 km)
Hancock Park (5.6 mi / 9 km)
Tibet Butler Preserve (5.8 mi / 9.3 km)
Lake Louisa State Park (5.9 mi / 9.5 km)
Palatlakaha Recreation Area (7.7 mi / 12.4 km)
Turkey Lake Park (8.8 mi / 14.2 km)

How to get there

Transport to and around Winter Garden

The nearest airport is in Kissimmee, FL (ISM-Kissimmee Gateway), located 17.2 mi (27.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Orlando, FL (MCO-Orlando Intl.), which is 19.6 mi (31.6 km) away.

How many holiday accommodation are available around Winter Garden?

Our 2021 accommodation listings offer a large selection of 23,672 holiday rentals around Winter Garden. From 18,258 holiday houses to 5,576 villas, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Winter Garden is on Stayz.