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Holiday rentals in Winter Park, Florida

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Winter Park, United States
7 mag — 8 mag2
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Cheapest holiday rentals in Winter Park, FL

Discover affordable stays in Winter Park, FL that provide a quality experience without breaking the bank. Hotels in Winter Park, FL can be found for as low as S$ 144 per night. There is currently one property in Winter Park, FL that can be booked for this price. Orlando Lakefront Tiny Houses is one of the hotels that can be booked for the lowest price in Winter Park, FL. Price data was last updated on 30 aprile 2025
Currently, these are the lowest-priced vacation rentals in Winter Park we've come across for the dates selected. As prices can vary by date, change the dates if you're flexible to compare rates.
Show all 76 holiday rentals
Orlando Lakefront Tiny Houses
Orlando Lakefront Tiny Houses

Orlando Lakefront Tiny Houses

Orlando, FL, United States
5.5 km from city centre
Air conditioning
S$ 144
Avg. per night
View Deal

Other accommodations in Winter Park, FL

Find the perfect holiday rental for your stay in Winter Park, FL. There are 76 hotels in Winter Park, FL and price data was last updated on 30 aprile 2025. The average price for a hotel in Winter Park, FL is .
Show all 76 stays
Winter Park charm
Winter Park charm

Winter Park charm

1201 North Denning Drive, Winter Park, FL, United States
2.4 km from city centre
Free Wi-Fi
Parking
S$ 229
Avg. per night
View Deal
The Alfond Inn
The Alfond Inn

The Alfond Inn

300 East New England Avenue, Winter Park, FL, United States
0.9 km from city centre
Free Wi-Fi
S$ 385
Avg. per night
View Deal

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 30 aprile 2025.
Scroll to and zoom in on the areas in Winter Park you plan on visiting to find nearby properties. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

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 30 aprile 2025.

  • How much does a holiday rental in Winter Park cost?

    On average, it costs S$ 285 per night for a Winter Park holiday rental, but S$ 261 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Winter Park was for S$ 63 per night. If you can, try to avoid booking your rental February (as this is the most expensive month). Booking March (the cheapest month) may end up saving you money.

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