53+ Vacation Home Rentals in Windermere |
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Windermere Vacation Rentals & Ski-in/Ski-out Homes

About Windermere Vacation Rentals

Explore over 53 vacation rentals in Windermere 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 Windermere 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 Windermere. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Windermere tailored to your preferences. On average, these rentals offer 930.09 ft² of space, and are priced at an average of US $413 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Windermere 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 Windermere

Type Count
Vacation Homes 36
Holiday Apartments 8
Villas 6

Use these Quick Filters to Find a Vacation Rental in Windermere

★ Pro Tip: Discover Your Ideal Vacation Rental in Windermere 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 Windermere, FL

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

December - February
High 72°F       Low 47°F
March - May
High 84°F       Low 57°F
June - August
High 91°F       Low 74°F
September - November
High 88°F       Low 54°F

Top Attractions Around Windermere, FL

Sunski offers a large selection of top attractions around Windermere . Research things to do on your vacation before you visit Windermere.


Windermere Country Club
Tibet Butler Preserve
Isleworth Golf and Country Club
Lake Butler
Walt Disney World
Walt Disney World® area
SeaWorld® Orlando
Universal Orlando ResortTM
Universal Studios FloridaTM
Disney Springs®
Magic Kingdom Park
Orange County Convention Center
Disney's Animal Kingdom Theme Park
Epcot
Florida Mall
Orlando International Premium Outlets
Discovery Cove
Amway Center
Disney's Hollywood Studios
Camping World Stadium

Other Places to Stay in Windermere, FL


Lake Butler 92 Properties
Isleworth Golf and Country Club 87 Properties
Tibet Butler Preserve 83 Properties
Windermere Country Club 68 Properties

Frequently Asked Questions About Windermere?

What are the top vacation rentals in Windermere?

When organizing your trip to Windermere, 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 Windermere. Peruse our collection of highly-rated properties and secure your reservation today.

Which vacation homes or resorts in Windermere are best for families?

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

How many SunSkiResorts vacation rentals or resorts are available in Windermere?

Discover the ideal vacation rental in Windermere with SunSki Resorts™. We provide an extensive selection of over 53 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Windermere.

Nearby Neighborhood (3) 
Neighborhood Property Count
Bay Lake Vacation Rentals in Orlando, Florida 1227
Southwest Orlando Vacation Rentals in Orlando, Florida 1180
Metro West Vacation Rentals in Orlando, Florida 363

People Also Ask

There are 53 Windermere, FL Vacation Rentals

Recently Booked Vacation Rentals in Windermere