337+ Vacation Rentals in Winter Garden |
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Winter Garden Vacation Rentals, Hotels, & Places to Stay

About Winter Garden Vacation Rentals

There are more than 337 places to stay that are available in Winter Garden. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Winter Garden.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Winter Garden, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Winter Garden. Places to stay near Winter Garden are 685.4 ft² on average, with prices averaging US $251 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Winter Garden. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Winter Garden

Type Count
Vacation Homes 77
Holiday Apartments 54
Villas 50
Cottages 7

Use these Quick Filters to Find a Vacation Rental in Winter Garden

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Winter Garden today.

Weather in Winter Garden, FL

View the weather forecast for Winter Garden before booking your Winter Garden Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 53°F
March - May
High 91°F       Low 57°F
June - August
High 92°F       Low 71°F
September - November
High 90°F       Low 60°F

Top Attractions Around Winter Garden, FL

Varoom offers a large selection of top attractions around Winter Garden . Research things to do on your vacation before you visit Winter Garden.


Orange Lake Golf
Orange County National Golf Club
Disney's Magnolia Golf Course
Resurrection Catholic Church
Disney's Palm Golf Course
West Orange Trail
Winter Garden Art Association
Disney's Oak Trail Golf Course
Winter Garden Heritage Museum
Surfari Water Park
West Orange Country Club
Carter Family Bowl
Oakland Nature Preserve
Garden Theatre
Central Florida Railroad Museum
AdventHealth Winter Garden
Walt Disney World® area
Walt Disney World® Resort
Lake Louisa State Park
Lake Butler

Other Places to Stay in Winter Garden, FL


Orange Lake Golf 17,220 Properties
Vista del Lago 14,034 Properties
Surfari Water Park 11,843 Properties
Disney's Palm Golf Course 252 Properties
West Orange Country Club 234 Properties
Disney's Magnolia Golf Course 219 Properties
Disney's Oak Trail Golf Course 219 Properties
Resurrection Catholic Church 121 Properties
Orange Lake 116 Properties
Carter Family Bowl 110 Properties
AdventHealth Winter Garden 106 Properties
Oakland 79 Properties

Complexes around Winter Garden, FL


Orange Resort Disneyworld Sea World Legoland 14 Properties
Kissimmee 3 Properties
Disney 5 Properties

Frequently Asked Questions About Winter Garden?

What are the top vacation rentals in Winter Garden?

We have scoured the web to find you options in Winter Garden. If you plan on staying near or in the Winter Garden area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Winter Garden:

How many vacation rentals have private pools in Winter Garden?

We have found 12 places to stay that feature a private swimming pool in or near Winter Garden. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Winter Garden are best for families?

If you are looking for a place to stay that is family-friendly in Winter Garden, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Winter Garden:

How many Varoom vacation rentals are available in Winter Garden?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 337 in the Winter Garden area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Winter Garden. 

Nearby Neighborhood (6) 
Neighborhood Property Count
West Kissimmee Vacation Rentals in Orlando, Florida 16701
Bay Lake Vacation Rentals in Orlando, Florida 994
Orange Lake Vacation Rentals in Orlando, Florida 116
Vista del Lago Vacation Rentals in Orlando, Florida 14034
Oakland Vacation Rentals in Orlando, Florida 79
Killarney Vacation Rentals in Orlando, Florida 32

People Also Ask

There are 337 Winter Garden, FL Vacation Rentals

Recently Booked Vacation Rentals in Winter Garden