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Winter Garden Vacation Rentals & Ski-in/Ski-out Homes

About Winter Garden Vacation Rentals

Explore over 365 vacation rentals in Winter Garden with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Winter Garden for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Winter Garden. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Winter Garden tailored to your preferences. On average, these rentals offer 656.33 ft² of space, and are priced at an average of US $252 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Winter Garden at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Winter Garden

Type Count
Vacation Homes 80
Holiday Apartments 57
Villas 56
Cottages 7
B&B 2
Cabin Rentals 1

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

★ Pro Tip: Discover Your Ideal Vacation Rental in Winter Garden with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

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

Sunski 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 14,120 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
Orange Lake 132 Properties
Resurrection Catholic Church 121 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?

When organizing your trip to Winter Garden, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Winter Garden. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Winter Garden?

Uncover 13 vacation rentals boasting private pools near Winter Garden. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Winter Garden are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Winter Garden. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Winter Garden?

Discover the ideal vacation rental in Winter Garden with SunSki Resorts™. We provide an extensive selection of over 365 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Winter Garden.

Nearby Neighborhood (6) 
Neighborhood Property Count
West Kissimmee Vacation Rentals in Orlando, Florida 16762
Bay Lake Vacation Rentals in Orlando, Florida 930
Orange Lake Vacation Rentals in Orlando, Florida 132
Vista del Lago Vacation Rentals in Orlando, Florida 14120
Oakland Vacation Rentals in Orlando, Florida 79
Killarney Vacation Rentals in Orlando, Florida 32

People Also Ask

There are 365 Winter Garden, FL Vacation Rentals

Recently Booked Vacation Rentals in Winter Garden