How much does a holiday rental in Winter Park cost?

$353 per night is how much a holiday rental in Winter Park costs, on average. $75 per night was the cheapest price recently found by our users, though anything for $311 per night or less is a good deal. Keep in mind that Winter Park holiday rental prices fluctuate throughout the year: the most expensive month to book is February, and the cheapest time to book is March.

Holiday rentals in Winter Park, Florida

Search and compare Winter Park, Florida holiday rentals from hundreds of travel sites on HotelsCombined and save.

Cheapest holiday rentals in Winter Park, FL

These Winter Park properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.

Other accommodations in Winter Park, FL

Find the perfect holiday rental for your stay in Winter Park, FL. There are 76 hotels in Winter Park, FL and price data was last updated on 24 April 2025. The average price for a hotel in Winter Park, FL is .

Where to stay in Winter Park, FL

Explore different neighbourhoods and areas within Winter Park to find the perfect location for your stay. Map data was last updated on 24 April 2025.

Utilise the map to find properties close to the Winter Park area(s) or attractions you plan on visiting. Users can click on a holiday rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

Facts about staying in Winter Park, FL

Find useful tips and insights about staying in Winter Park to help you make the most of your experience. FAQs were last updated on 24 April 2025.

How much does a holiday rental in Winter Park cost?

Find better results for your stay in Winter Park, FL

Popular holiday destinations in Florida

Find holiday rentals in popular Florida cities that fit your unique needs