Windermere Holiday Rentals
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Luxury Holiday Rentals in Windermere
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Top-Rated Holiday Rentals with a Pool in Windermere
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Pet-Friendly Holiday Rentals in Windermere
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Large Holiday Rentals and Private Villas in Windermere
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Wheelchair Accessible Holiday Homes in Windermere
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Windermere Private Villas and Holiday Homes Under $200
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Instantly Bookable Holiday Homes in Windermere
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Book a Last Minute Place to Stay in Windermere
About Casai's Private Villas and Holiday Rentals in Windermere
Discover more than 50 vacation rentals available in Windermere. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Windermere.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Windermere, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Windermere. On average, places to stay near Windermere offer 813.68 ft², with nightly prices averaging US $415.
With Casai, finding and comparing holiday rentals in Windermere is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Windermere
| Type | Count |
|---|---|
| Vacation Homes | 33 |
| Holiday Apartments | 8 |
| Villas | 6 |
Use these Quick Filters to Find a Holiday Rental in Windermere
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★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Windermere.
Weather in Windermere, FL
View the weather forecast for Windermere before booking your Windermere Vacation Rentals to confirm your best time to go.
Top Attractions Around Windermere, FL
Casai offers a large selection of top attractions around Windermere . Research things to do on your vacation before you visit Windermere.
Other Places to Stay in Windermere, FL
Frequently Asked Questions About Windermere?
What are the top holiday rentals in Windermere?
With numerous options available in Windermere, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Windermere:
- The Home of Sweet Peace
- Orlando 20 Guest Villa Centrally Located with Game Room
- 6 MI to Beach! Private Pool, Fire Pit & Game Room
- Beautiful 4 Bedroom Home
- Remarkable House finding at 7.9m distance from Disney and 7.2m to OCCC
- Luxury Retreat in Windermere The Perfect Base for Exploring Orlando
- Arnold Palmer's Bay Hill Club & Lodge
- Arnold Palmer's Bay Hill Club & Lodge
- Welcome to the Farm House! Excellent Location, Pet Friendly!
- 5bd Country Charm w/1Acre, Deck, Private space near Parks
Which holiday homes in Windermere are best for families?
If you're searching for a family-friendly holiday home in Windermere, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Windermere:
How many Casai.com holiday rentals are available in Windermere?
As of 2025, Casai boasts over 50 properties listed in the Windermere area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Windermere.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Southwest Orlando Vacation Rentals in Orlando, Florida | 1076 |
| Bay Lake Vacation Rentals in Orlando, Florida | 1002 |
| Metro West Vacation Rentals in Orlando, Florida | 363 |
