How much does a vacation rental in Winter Park cost?

$241 per night is how much a vacation rental in Winter Park costs, on average. $31 per night was the cheapest price recently found by our users, though anything for $219 per night or less is a good deal. Keep in mind that Winter Park vacation rental prices fluctuate throughout the year: the most expensive month to book is July, and the cheapest time to book is August.

Vacation rentals in Winter Park, FL

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Travel insights for vacation rentals in Winter Park

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What is the cheapest month to book a vacation rental in Winter Park?

The cheapest month to book a vacation rental in Winter Park is November ($108). Conversely, the most expensive month to stay in Winter Park is February ($534).

What is the cheapest day to stay in a vacation rental in Winter Park?

The cheapest day to stay in Winter Park is Saturday ($155). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $406.

Cheapest vacation rentals in Winter Park, FL

Out of the vacation rentals in Winter Park we've come across, these properties are priced the lowest. Consider alternative dates if you're able to compare prices.

Other accommodations in Winter Park, FL

Find the perfect vacation rental for your stay in Winter Park, FL. There are 76 hotels in Winter Park, FL and price data was last updated on April 17, 2025. The average price for a hotel in Winter Park, FL is $241/night.

Where to stay in Winter Park, FL

Explore different neighborhoods and areas within Winter Park to find the perfect location for your stay. Map data was last updated on April 17, 2025.

Navigate to the areas in Winter Park you plan to visit to find vacation rentals that are close by. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

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 April 17, 2025.

How much does a vacation rental in Winter Park cost?

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