Winter Park vacation rentals

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your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 14 homes, 10 cabins, and other vacation rentals in Winter Park that are perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include air conditioning and a pool. You'll be sure to find a rental that has what everyone needs, including places that are non-smoking or accessible.

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Frequently asked questions

What is the most popular type of vacation rental accommodation in Winter Park?

According to our research, houses are the most sought-after vacation rental type in Winter Park. But that goes without saying, everyone's idea of an epic trip isn't going to be the same. Vrbo has vacation homes of all shapes, sizes and budgets, and we'll help you to find your ideal match.

How much does it cost to rent a vacation rental in Winter Park?

The average price for a vacation home in Winter Park is based on a number of factors, such as season, length of stay and property type. Whether you prefer a sprawling villa with space for extended family or a comfy cabin for you and your other half, just add your dates of travel to find stays that offer great value.

How much does it cost to rent a beach house in Winter Park?

When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Type in your Winter Park travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use the filters to choose the features and amenities you want.

Are there pet-friendly vacation rentals in Winter Park?

Yes. You can choose from 16 vacation rentals that cater to pets in Winter Park. Some of our pet-friendly vacation rentals even come with an outdoor space for your fur child to play in, complimentary treats, special dog beds and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.

Can I rent a house with a pool in Winter Park?

Add another level of fun to your getaway by booking your group into one of the 10 houses with a private pool in Winter Park. Use our handy search filter to find the kind of property you want on Vrbo, and then spend your days frolicking in a swimming pool that's only for you.

What are popular rental amenities in Winter Park?

A fireplace, ski-in/ski-out facilities and mountain views are rated the most popular rental amenities in Winter Park. Whether you plan to travel by yourself, with your spouse or as a family group, Vrbo can help you find a vacation home that fits your style with all the options you need.

Are there large group vacation rentals in Winter Park?

Pick from 10 vacation homes in Winter Park that can accommodate a group of 10 or more guests. Whether you're organizing a trip with the family or an event like a party, there's enough room to get your group together under the same roof.

Are there vacation rentals in Winter Park that welcome kids?

With 16 family-friendly vacation properties available in Winter Park, now is an awesome time to introduce the kiddos to the wonders of travel. Just click on our "Properties good for families" filter to view stays that feature conveniences perfect for families on the move, such as full kitchens, pools, bunk beds and hot tubs.

What are the top attractions for families in Winter Park?

Keep your kids busy at these fantastic family-friendly attractions in Winter Park:

  • Alpine Slide at Magic Mountain
  • Big Bear Alpine Zoo
  • Bowling Barn

Are there vacation rentals with WiFi in Winter Park?

Whether you'd like to keep up with the latest news, make a video call or surf social media, there are six vacation homes with WiFi in Winter Park. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.

How old do you have to be to rent a vacation rental in Winter Park?

The minimum required age is generally 16, 18 or 21. It can vary from one property to another on Vrbo, so check the rules of your chosen Winter Park vacation home before booking your stay.

How long can I rent a vacation rental in Winter Park for?

It's up to the Winter Park property. To see a list of options offering extended stays, simply type your dates and number of guests into Vrbo's search page. Enjoy having the property to yourself, along with home comforts such as a fully-equipped kitchen, air conditioning and an outdoor space to play in. Keep an eye out for long-term stays that offer weekly or monthly discounts.

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