Vacation rentals in Winter Park, FL
Find deals on 68 vacation rentals in Winter Park, FL
momondo compares 3M+ hotel and accommodation options.
Top rentals in Winter Park
Find the perfect vacation rental for your stay in Winter Park
Hostels and cheap hotels in Winter Park
These hotels and hostels usually make for a cheap way to stay in Winter Park
Homestay - Ladies only Master Bedroom w/bath
Winter Park, FL, United States
Ocean Guest House !
Goldenrod, FL, United States
College quater charming Winter Park Historic Dist Rollins College quarters
Winter Park, FL, United States
Queen Studio Suite near Disney w Pool & Hot Tub
Orlando, FL, United States
Get the best value vacation rental in Winter Park
These Winter Park vacation rentals have the best prices for their ratings
Winter Park charm
1201 North Denning Drive, Winter Park, FL, United States
2BR Condo with Hot tub and pool, near Disney!
Orlando, FL, United States
Mid-Century Modern Gem Near Downtown/Winter Park/Baldwin Park
Orlando, FL, United States
3brdrm home near Downtown Orlando and Winterpark
Orlando, FL, United States
The Cloud 9 Suite
Orlando, FL, United States
momondo's favorite vacation rentals in Winter Park
Learn more about these user-preferred vacation rentals in Winter Park
Useful insights on Winter Park vacation rentals
Get a quick overview on price and accommodation trends for your visit in Winter Park
Lowest Vacation Rental Price | $53 |
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When to book a vacation rental in Winter Park
Check out the information below to find the best deal on a vacation rental in Winter Park
| Cheapest day of week | Sunday | is the cheapest day of the week to book |
| Highest day of week | Friday | is the most expensive day of the week to book |
| $126 | ||
| $402 |
Information about staying in Winter Park
Read these important travel tips before booking a vacation rental in Winter Park
How long do people typically book vacation apartments for in Winter Park?
The average length of a vacation rental booking in Winter Park is 11 nights.
How much does a vacation rental apartment in Winter Park cost?
A vacation rental in Winter Park will generally cost around $164 per night. This figure is taken from average apartment rental searches in Winter Park and prices will vary according to the required size, facilities, and location of the rental.
When is the best time to book a vacation rental in Winter Park?
The cheapest month to rent a vacation apartment in Winter Park is usually November. The cost of your apartment or rental property can be around 51% cheaper in November vs. the high season.
What’s the best area of Winter Park to book a vacation rental in?
Downtown is typically the most popular place to rent vacation apartments in Winter Park.
How many operators does momondo search for hotels in Winter Park?
As of April 2025, there are 76 operators available to choose from for hotels in Winter Park.
When did momondo last update prices for hotels in Winter Park?
Prices for hotels in Winter Park were last updated today.