Check out the climate diagram for Winter Park. July is the warmest month of the year in Winter Park with temperatures reaching a maximum average of 12°. No heat wave is expected in December, where minimum average temperatures usally hit a -15° low. It may rain 22 days in May while it typically rains only 11 days in March.

Choose the perfect vacation rental
Best Vacation Home Deals in Winter Park
Save up to 77%
3,349 unique vacation homes from 8 providers can be booked in Winter Park, with prices starting at $111 a night. By directly analyzing these accommodations, HomeToGo highlights the best deals and the most popular vacation homes in Winter Park.
Top-Rated Offers and Accommodations in Winter Park
Book Vacation Rentals with the Highest User Rating
Recommended Vacation Rentals in Winter Park
Find your perfect vacation rental in Winter Park: from $145 per night
Budget-friendly Rentals in Winter Park
Find Fantastic yet Inexpensive Rentals
Apartments and vacation rentals with a kitchen
Cook up a feast on your next vacation and book a Winter Park rental with full kitchen.
Vacation rentals with a fireplace
Get warm and cozy on cold winter nights in Winter Park by booking a vacation home with a fireplace.
Apartments with a balcony or patio
Looking for a home with a balcony? Check out these vacation homes in Winter Park with their own private patios and balconies.
Popular Rental Amenities in Winter Park
Many users spend more time comparing the vacation rentals providing a pool. Nearly half of the accommodations have one there. Interestingly, our data shows that more condo include a pool than apartment rental. Also, they can host 6 people, on average, while apartment rental with pools can host an average of 6 people. If you would ideally like to be close to the water, many of the accommodations providing a pool are located within 2 kilometres of the waterfront.
Price and Availability Index in Winter Park
Vacation Rental Price Information in Winter Park
In the above graph, you will find information on average prices of the vacation homes & apartments in Winter Park. The most expensive prices are in December (12/23 - 12/30). Prices reach an average of $1,288 per night. The week with the lowest average prices is in April (4/27 - 5/4).
Rental availability information in Winter Park
The availability graph shows the percentage of available rentals in Winter Park. Be careful if you plan to go to Winter Park in August, as it comprises the busiest week of the next 12 months (8/31 - 9/7). On the other hand, the week with the most available offers is in December (12/9 - 12/16).
The Weather in Winter Park
7-Day Weather Forecast in Winter Park
Information about vacation rentals in Winter Park
🏡 Vacation rentals available | 3,349 homes |
---|---|
💳 Possible discounts | up to 77% |
🌙 Nightly prices starting at | $111 |
⭐ Popular amenities | Pool, Pets allowed and Internet |
🐾 Pet friendly homes | 264 homes |
🏊 Vacation rentals with pools | 1,374 homes |
Frequently Asked Questions
What is the typical price of a vacation home in Winter Park?
The starting price for House rental or Apartment rental in Winter Park is $111 per night.
What is the typical availability of House rental in Winter Park?
We found 3,349 vacation homes in Winter Park available for your next trip.
What are the most popular vacation home amenities in Winter Park?
Many travellers are searching for Pool, Pets allowed, and Internet when booking a vacation home in Winter Park.
How many House rental and Apartment rental can I find in Winter Park?
Winter Park has 3,349 House rental and Apartment rental available to book.
Are there pet-friendly vacation rentals in Winter Park?
Finding a vacation rental in Winter Park that allows dogs is definitely possible, with 264 pet-friendly homes on offfer.
What's the best month to visit Winter Park?
The warmest time of year in Winter Park is July and June, with the nightly price of a vacation home starting at $111.
We list offers from thousands of providers, including












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