Winter Park condo rentals

We found 373 condo rentals — enter your dates for availability

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Frequently asked questions

Are there any apartment vacation rentals in Winter Park?
Consider one of our 373 apartment vacation rentals and begin organizing your Winter Park trip. Whether you’d like to stay in Aloma, Orwin Manor, Rose Isle or another well-known area, we’ve got condos and apartments in excellent locations that make exploring a breeze.
How much does it cost to stay in an apartment vacation rental in Winter Park?
Apartment vacation rentals near popular areas in Winter Park are typically more expensive. If you’re looking to save, search for stays a little further away but with reliable transportation links. With Vrbo, it’s easy to browse your options and book the perfect vacation condo rental at a competitive price.
When is the best time to rent a vacation condo in Winter Park?
Stay in a Winter Park apartment vacation rental in July and you’ll be in excellent company. That’s when most people visit this exciting corner of North Orlando. If you choose to travel then, expect average temperatures of between 77ºF (25ºC) and 91ºF (33ºC).
Where can I rent a Winter Park vacation apartment with great views?
Use the “Location” filter to find an apartment vacation rental with the views you’re seeking. Start by entering the dates you want to book your condo in Winter Park, then narrow your options based on the sort of area you’d rather stay in.
Does Winter Park have any weekend apartment rentals?
When you’re craving an impromptu escape, check out our vacation condo rentals in Winter Park that are ideal for a weekend trip. Just enter your chosen travel dates to see what’s available. Can’t find an apartment vacation rental that fits your style? Have some flexibility with your plans and try searching on other dates.
Can I book a luxury apartment in Winter Park?
Our luxury apartment vacation rentals in Winter Park are all about keeping you pampered and relaxed. They often include practical features like kitchens and living spaces with extra perks like modern appliances, high-end décor, swimming pools and hot tubs. Want to hear the best bit? Vrbo’s vacation condo rentals are completely private so you and your crew get the opulence and unmatched comfort all for yourselves.
What are the top things to do in Winter Park?
The key to a memorable Winter Park break is finding awesome things to do and see. Our top favorites? Universal Studios Florida, Florida Mall and Universal’s Islands of Adventure. Once you’ve settled into your apartment vacation rental, make your way to the local tourist information center to get some inspiration and ideas for you and the fam.
Why should I book my apartment vacation rental with Vrbo?
Booking an apartment vacation rental with Vrbo means you get the entire place to yourselves — your own private sanctuary, without any interruptions or distractions from others. Also, our flexible payment and cancellation policies allow you to modify your plans if necessary. Not only that, our One Key™ rewards program lets you collect and use OneKeyCash™* on all eligible bookings with Vrbo, Expedia and Hotels.com. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Hotels.com, Expedia and Vrbo.

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