Vacation Rentals in Winter Park (FL)

Vacation Rentals in Winter Park (FL)

Start comparing over 1 rentals in Winter Park (FL) and book at the best price!

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Free cancellation
Vacation house
Vacation apartment
Pool
Internet
Balcony/Terrace
4.0
& higher
4.5
& higher

Popular Vacation Rentals in Winter Park (FL)

from
$105
per night
Vacation rental for 6 people
6 pers.2 bedrooms
from
$151
per night
Vacation rental for 6 people
6 pers.3 bedrooms
FREE cancellation
from
$168
per night
Vacation rental for 4 people
4 pers.1 bedroom743ft²
FREE cancellation
show all

Find Vacation Rentals in Winter Park (FL)

Map

Most popular in Winter Park (FL)

Pool 1
Internet 2
Balcony/Terrace 2
TV 2
Air conditioning 2
Garden 2

Prices and availability

Prices

November
December
January
February
March
$664
Average price per week

Availabilities

November
December
January
February
March
41 %
Percentage of available rentals

FAQs: Vacation Rentals in Winter Park (FL)

How much did it cost for a vacation rental in Winter Park in 2020, during the corona crisis?

We can see from our data that Winter Park has an average price of $349.42 per night, a relatively high one for a city in the USA.

What time of year offers, on average, the best vacation rental prices in Winter Park?

If you want to save the maximum during your visit to Winter Park, travel in March ($264.23 per night on average), February ($272.33), or December ($278.43), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Winter Park?

In 2020, the month that showed the highest annual average prices in Winter Park was June, with an average price of $474.61 per night. This was followed by July, with an average of $461.06, and August, with $381.61.

Is it necessary to plan a trip to Winter Park well in advance?

We recommend you to book in advance in Winter Park as only 11% of the properties remain available throughout the year, according to our 2020 data.

Which months offer the highest availability?

The months when it's the easiest to find free accommodation in Winter Park are April (the average amount of properties that are available reached 23% of the total in 2020), June (20.5%), and May (18%).

When are there fewer vacation rental options available in Winter Park?

The months with the lowest properties available in Winter Park are, in order, March, December, and February. March is usually fully booked with respective average availability figures for December and February at 3%, and 3.75%, based on data collected in 2020.

How many vacation rentals does Holidu have in Winter Park?

Even though Holidu combines the inventories of 2 different partners, we have found 10 properties in Winter Park, so make sure you book yours now!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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