Windermere villa rentals

We found 5,702 villa rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a villa rental in Windermere?
Stayz's filters make it a snap to find a villa rental in Windermere that matches your budget. Fine-tune your search by entering your maximum nightly or total price. Also consider your timing. Prices can vary based on busy seasons, local holidays or special festivals or events. You may find lower rates in off-peak times.
When is the best time to rent a villa in Windermere?
February is when most Stayz guests stay in a villa rental in Windermere, which is in Orlando. The average temperature ranges from 14ºC to 23ºC during this month.
Where can I rent a Windermere villa with great views?
When looking for your villa rental in Windermere, use the "Location" filter. This will help you choose the types of areas you want to stay in, whether that's far from the hustle and bustle or somewhere close to the action.
Can I book a luxury villa in Windermere?
Take your trip to new heights when you book one of our villa rentals in Windermere. Often offering premium amenities such as gourmet kitchens, advanced entertainment systems and deluxe furnishings, you and your guests will enjoy a VIP experience. Use our filters to display the properties with perks like private pools or hot tubs for that added layer of opulence and luxury.
What are the top things to do in Windermere?
It's no surprise why many families love Windermere, with top-rated attractions like Universal Studios Florida, Magic Kingdom® Park and Disney's Animal Kingdom® Theme Park to explore. Discover this destination's best sights together and then return to the cosy comforts of your villa rental.
Why should I book my villa holiday with Stayz?
With 24/7 customer support, your peace of mind is guaranteed when you book through Stayz. From the minute you secure your villa rental to even after your break is over, we'll be by your side every step of the way. It's all part of our Book with Confidence Guarantee. What's more, we also have benefits like payment protection and flexible cancellation policies