Winter Park Vacation Rentals
Find the best deals on 1,055 vacation rentals in Winter Park
Top rentals in Winter Park
Find the perfect Winter Park vacation rental for your needs
When to book a vacation apartment in Winter Park
Check out the tips below to find the best deal on a Winter Park vacation rental property
|
Low Season
|
February |
|
High Season
|
April |
cheapest month to stay
48%
expected price decrease
most expensive time to stay
70%
expected price increase
|
Price
|
$149 - $934
|
|
Highest day of week
|
Friday |
|
Cheapest day of week
|
Wednesday |
av. price over the last two weeks
Average price (weeknight)
$379
av. price over the last two weeks
av. price over the last two weeks
Average price (weekend night)
av. price over the last two weeks
Cheapest vacation rentals in Winter Park
Our lowest priced vacation apartments and property rentals for a cheaper way to stay in Winter Park
Winter Park vacation apartments & rental properties FAQ
How long do people typically book vacation apartments for in Winter Park?
On average, people book vacation rentals in Winter Park for stays of around 2 nights.
How much does a vacation rental apartment in Winter Park cost?
The price of a vacation apartment in Winter Park depends on the number of guests, locations and required amenities - for a standard apartment in Winter Park you can expect to pay around $233 per night.
When is the best time to book a vacation rental in Winter Park?
February is typically when Winter Park vacation apartment and rental property prices are at their lowest, with prices around 48% lower than the Winter Park peak season.
Start planning your trip to Winter Park
Get the latest Winter Park flight insights
Find the best time to travel, cheapest fares and most popular airlines.
Find flights to Winter ParkStart planning your trip today
Get an overview of the top hotels in the most popular neighborhoods of Winter Park
Find hotels in Winter ParkTake the scenic route
Get to Winter Park by train as an alternative to flying. Learn more about the best train deals here.
Find trains to Winter ParkCatch a bus
Enjoy a relaxing journey by bus. Learn more about buses to Winter Park here.
Find buses to Winter Park