Vacation Rentals in Winter Park, FL

Search and compare Winter Park, FL vacation rentals from hundreds of travel sites and save.

Winter Park, FL, United States
Apr 4 — Apr 52
Winter Park, FL, United States
Thu 4/4
Fri 4/5
...and more

Tips for booking vacation rentals in Winter Park, FL

Gain useful insights and advice for booking the perfect stay in Winter Park, FL. Price data is based on averages over the past 12 months and was last updated on March 28, 2024.
Cheapest month:April
Most expensive month:May
Average price in Winter Park:$154/night
Cheapest price found:$99/night
Cheapest day:Tuesday
Most expensive day:Saturday
$109 - $226
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$90 - $360
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Other accommodations in Winter Park, FL

Find the perfect vacation rental for your stay in Winter Park, FL. There are 54 hotels in Winter Park, FL and price data was last updated on March 28, 2024. The average price for a hotel in Winter Park, FL is $154/night.
Show all 54 stays
300 East New England Avenue, Winter Park, FL, United States
0.6 mi from city centre
Free Wi-Fi
$263
Avg. per 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 March 28, 2024.
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 March 28, 2024.
  • How much does a vacation rental in Winter Park cost?

    $155 per night is how much a vacation rental in Winter Park costs, on average. $99 per night was the cheapest price recently found by our users, though anything for $148 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 August, and the cheapest time to book is April.

  • What part of Winter Park is best to stay in?

    The best neighborhood to stay in Winter Park is Florida Center, according to our user data. 12% of our users who looked for vacation rentals in Winter Park searched for properties in the Florida Center area. If you’re also interested in booking a vacation rental in Florida Center, consider the Westgate Palace a Two Bedroom Condo Resort - the neighborhood’s most popular rental property.

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