Windermere pet-friendly rentals

We found 5,064 pet-friendly rentals — enter your dates for availability

Find spaces that suit your style

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  • 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

Are there any pet-friendly holiday rentals in Windermere?
Choose one of our 5,064 pet-friendly holiday rentals in Windermere and you'll have a perfect base for your next travel adventure with the pup. Bay Hill, Metro West and Windhover are among this city's most popular neighbourhoods.
How much does it cost to stay in a pet-friendly holiday rental in Windermere?
To help find a pet-friendly holiday rental in Windermere that fits your budget, make use of our comprehensive filters. Select the maximum amount you want to spend and compare the prices of accommodation that have everything you need for an awesome getaway with your pooch. Larger properties with lots of amenities and multiple bedrooms tend to cost more, so go for something smaller if you want to save.
When is the best time to book a pet-friendly holiday rental in Windermere?
February is a terrific time to let your pup play with some new pals. You'll want to plan your escape to Windermere early as our pet-friendly holiday rentals are in great demand during this month. Not sure what to pack? On average, temperatures range from 14ºC to 23ºC. There are also plenty of other good times to explore this part of Orlando, so check out the availability during different seasons or months.
Where can I rent a pet-friendly holiday rental with great views?
The only thing that beats chilling out in a pet-friendly holiday rental is staying in one that comes with awesome views. Use our filters to personalise your search for a Windermere holiday home with the outlooks you want and conveniences that'll keep both you and your pup happy. Start by selecting "Highly rated for location" under "Property reviews" or fine-tune your results with the "Nearby activities" filter.
Do any pet-friendly holiday rentals in Windermere have a garden?
To find pet-friendly holiday rentals in Windermere with an outdoor area, click on "Garden or backyard" under the features and amenities filter. Some of our accommodation come with fenced yards or gardens, while others are close to trails, parks or other pet-friendly areas.
Can I book a pet-friendly cabin or lodge in Windermere?
Use our "Pet-friendly" filter to find the ideal stay. Many of our pet-friendly cabins or lodges in Windermere feature yard space, so your pup will have room to run and play. There'll also be somewhere for your pet to sleep comfortably, and often dog treats to make them feel extra welcome.
What are the top things to do in Windermere?
It's no surprise why families love Windermere, with cool attractions like Universal Studios Florida, Magic Kingdom® Park and Disney's Animal Kingdom® Theme Park to explore. Uncover this destination's wonders together and then return to the comforts of your pet-friendly holiday rental to curl up with your furry friend.
Why should I book my pet-friendly holiday rental with Stayz?
When you choose a Stayz pet-friendly holiday rental, the only people you'll share your living space with are the people you bring with you. You and your furry friend will have the entire property to yourselves. Our flexible cancellation policies also mean you can book your rental house with confidence if your plans change.