Winter Park Highlands vacation rentals

We found 38 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 23 homes and other vacation rentals in Winter Park Highlands that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a pool. Whatever you're looking for, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Frequently asked questions

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

Houses are the most popular kind of vacation rental in Winter Park Highlands, according to our data. Even if you have something else in mind, Vrbo has properties in a variety of shapes and sizes. Browse our options to find your perfect fit.

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

Several factors influence how much you'll pay for a vacation rental in Winter Park Highlands, including the length of stay, season and type of property. Still, all of our vacation homes have one thing in common — exceptional value. Simply add your travel dates to find your perfect match.

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

The average price for a vacation rental near the beach in Winter Park Highlands depends on when you're visiting the area and the type and size of property you're looking for. Find prices quickly and easily on Vrbo by entering your dates of travel. Then make use of the filter tool to pick the number of bedrooms and amenities important to you, such as WiFi, a pool and air conditioning.

Are there pet-friendly vacation rentals in Winter Park Highlands?

Good news! Yes. You can pick from 24 vacation rentals that cater to pets in Winter Park Highlands. Some of our pet-friendly vacation rentals even come with an area outdoors for your four-legged fur baby to have fun in, special dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect vacation home on Vrbo.

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

Dig out your swimsuit and swim ring, because there are five houses with a private pool in Winter Park Highlands. Base yourself at one of these terrific vacation rentals and enjoy a pool day every day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!

What are popular rental amenities in Winter Park Highlands?

Some of the most popular rental amenities people search for in Winter Park Highlands include an electric car charging station, a nearby river and a sauna. Whether you're going on vacation with family, friends or even pets, Vrbo vacation properties include the best amenities for hanging out with the people that matter most.

Are there large group vacation rentals in Winter Park Highlands?

Choose from 17 vacation rentals in Winter Park Highlands that can host a group of 10 or more guests. Whether you're organizing a trip with the family or a celebration like a birthday, there's plenty of space to get your group together under one roof.

Are there vacation rentals in Winter Park Highlands that welcome kids?

Winter Park Highlands has 24 family-friendly vacation rentals. And securing a stay that welcomes kiddos is a cinch with Vrbo's "Properties good for families" filter. As well as having the whole place to yourselves, you'll also enjoy access to perks and conveniences such as living rooms, kitchens and yards.

What are the top attractions for families in Winter Park Highlands?

If you're looking for something entertaining for the family near the heart of Winter Park Highlands, check out Pole Creek Golf Club.

Are there vacation rentals with WiFi in Winter Park Highlands?

Whether you want to keep up with the headlines, send a few emails or surf social media, there are 11 vacation homes with WiFi in Winter Park Highlands. 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 Highlands?

The minimum required age is generally 16, 18 or 21. It can vary between properties on Vrbo, so look at the rules of your preferred Winter Park Highlands vacation rental before booking your stay.

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

It's really down to the Winter Park Highlands property. To browse available options offering extended stays, simply type your dates and number of people into Vrbo. Enjoy having the property to yourself, along with home comforts such as a fully-equipped kitchen and a yard where your little ones can play. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

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