Winter Park, Florida offers beautiful vacation homes in the greater Orlando area. The most common of these are fully equipped condos with decks, gardens, and all the amenities you could ask for. There are also lavish villas available, near the sea or within the city center. Another option for your upcoming vacation are expansive vacation homes with multiple bedrooms, bathrooms, and backyards.
Choose the perfect vacation rental
Best Vacation Home Deals in Winter Park
Save up to 28%
Discover a vacation rental that meets your criteria among the 147 beautiful accommodations from numerous partner websites in Winter Park. HomeToGo immediately features the best offers by comparing all of the listed vacation rentals in Winter Park from 6 different providers.
Top-Rated Rentals and Accommodations in Winter Park
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Recommended Vacation Rentals in Winter Park
Find your perfect vacation rental in Winter Park: from $60 per night
Budget-friendly Vacation Rentals in Winter Park
Find Fantastic yet Inexpensive Offers
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Winter Park and book a vacation rental with air conditioning.
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Winter Park accommodation with high-speed internet.
Best vacation rentals with a balcony
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
Filters are available to help you tailor your search and find a great vacation rental in Winter Park. Winter Park is the perfect destination to book a property if you're dreaming of days spent poolside or you are looking for a pet-friendly rental, as the most frequently offered features are "Pool" and "Pets allowed." Not as many rentals in Winter Park are available if you need a wheelchair accessible vacation rental or if you need a fenced-in backyard as "Fenced" and "Wheelchair accessible" are not very popular amenities in Winter Park.
The Weather in Winter Park
- Rainy days
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 91°. No heat wave is expected in January, where minimum average temperatures usally hit a 54° low. The rainiest month is August while the driest month is November.
7-Day Weather Forecast in Winter Park
93°
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91°
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69°
Accommodations for your vacation in Winter Park
50 out of the 147 listed accommodations in Winter Park are house rental. They account for many of the accommodation types in this destination (62.5%). In addition, house rental there have an average cost of $255 per night as well as an average size of 114 m². Moreover, these accommodations are a great choice for medium-sized groups and families, as most can welcome 5 people. Apartment rental are the second most typical accommodation option in Winter Park. The average size of apartment rental in Winter Park is 118 m², and the average price is $203 per night.
Information about vacation rentals in Winter Park
| 🏡 Vacation rentals available | 147 homes |
|---|---|
| 💳 Possible discounts | up to 32% |
| 🌙 Nightly prices starting at | $60 |
| ⭐ Popular amenities | Pool, Pets allowed and Internet |
| 🐾 Pet friendly homes | 42 homes |
| 🏊 Vacation rentals with pools | 47 homes |
Frequently Asked Questions
What is the typical nightly price for a vacation home in Winter Park?
The nightly price of accommodations in Winter Park starts at $60. If you would like to stay in a house rental, the average price is $255 per night. A apartment rental Winter Park will cost $203 per night on average.
How many vacation homes are available to book in Winter Park?
There are 147 vacation rentals from 6 providers in Winter Park.
What amenities are most popular for vacation rentals in Winter Park?
If you're looking to book a vacation rental in Winter Park, the most popular amenities are: Pets allowed, Pool and Internet.
How many vacation rentals with a pool are in Winter Park?
There are 47 vacation rentals from 6 providers in Winter Park.
Are dogs allowed in vacation rentals in Winter Park?
In case if you are traveling with a pet in Winter Park - 29% of rentals are pet-friendly.
What's the best time to travel to Winter Park ?
Winter Park has its warmest time of year in July and August, with average nightly prices being around $60.
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