Tips
Where to stay

Holiday Rentals in Winter Park, FL

Search and compare Winter Park, FL vacation rentals from hundreds of travel sites and save.

Winter Park, FL, United States
4 May — 5 May2
Winter Park, FL, United States
Sat 4/5
Sun 5/5
...and more

Tips for booking holiday rentals in Winter Park, FL

Gain useful insights and advice for booking the perfect stay in Winter Park, FL. Price data is based on averages over the past 12 months and was last updated on 27 April 2024.
Cheapest month:April
Most expensive month:May
Average price in Winter Park:$151/night
Cheapest price found:$90/night
Cheapest day:Tuesday
Most expensive day:Friday
$103 - $211
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$90 - $295
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Other accommodations in Winter Park, FL

Find the perfect holiday rental for your stay in Winter Park, FL. There are 54 hotels in Winter Park, FL and price data was last updated on 27 April 2024. The average price for a hotel in Winter Park, FL is $151/night.
Show all 54 stays
300 East New England Avenue, Winter Park, FL, United States
0.9 km from city centre
Free Wi-Fi
$244
Avg. per night

Where to stay in Winter Park, FL

Explore different neighbourhoods and areas within Winter Park to find the perfect location for your stay. Map data was last updated on 27 April 2024.
Utilize the map to find properties close to the Winter Park area(s) or attractions you plan on visiting. More information on a given vacation rental can be accessed by clicking the vacation rental's name within the map.

Facts about staying in Winter Park, FL

Find useful tips and insights about staying in Winter Park to help you make the most of your experience. FAQs were last updated on 27 April 2024.
  • How much does a holiday rental in Winter Park cost?

    The average cost for a holiday rental in Winter Park is $152/night. A good holiday rental deal in Winter Park would be for $146/night or less. The cheapest rental deal found recently by our users was $91/night. If you’re flexible with your travel dates, then try to avoid booking August, the most expensive month of the year. Booking March is the cheapest month to book a holiday rental in Winter Park.

  • What part of Winter Park is best to stay in?

    Florida Center is the best part of Winter Park to stay in based on our user data. Out of all our users who looked at Winter Park holiday rentals, 98% of them looked for stays in the Florida Center neighbourhood in the last year. The Westgate Palace a Two Bedroom Condo Resort happens to be the most popular holiday rental in the Florida Center neighbourhood of Winter Park.

Find better results for your stay in Winter Park, FL

Millions of Reviews
Real ratings and reviews from millions of guests, just like yourself. Book your perfect stay with confidence!
Best Hotel Deals
HotelsCombined sources over 3 million hotels and properties and compiles them in one place so you can compare the ideal accommodation.
Free cancellation
Plans change — we get it. And that’s why you can search and book hotels and accommodations on HotelsCombined from agencies that offer free cancellation