Holiday rentals in Winter Park
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Top-rated holiday rentals in Winter Park
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Park holiday rentals
Other great holiday rentals in Winter Park
Guest favourite
Flat in Winter Park
4.85 out of 5 average rating, 288 reviewsVillage of Winter Park Condo
9–16 May
£118 per night
Guest favourite
Apartment in Winter Park
4.92 out of 5 average rating, 110 reviewsSki In/Ski Out - Modern Cozy Condo in Winter Park
11–18 May
£161 per night
Guest favourite
Apartment in Winter Park
4.93 out of 5 average rating, 123 reviewsPeaceful place on river with great views
26 May – 2 Jun
£110 per night
Guest favourite
Apartment in Winter Park
4.93 out of 5 average rating, 114 reviewsMinutes from the lifts, seconds from the hot tub.
7–14 Sept
£143 per night
Guest favourite
Flat in Winter Park
4.94 out of 5 average rating, 100 reviewsCalm vibes and a great view the at the Alpen Rose
5–12 Aug
£168 per night
Guest favourite
Apartment in Winter Park
5.0 out of 5 average rating, 30 reviewsSki in Ski Out Cozy Condo
14–21 Aug
£97 per night
Guest favourite
Apartment in Winter Park
5.0 out of 5 average rating, 47 reviewsCozy DT condo mins from slopes
22–29 May
£105 per night
Guest favourite
Apartment in Winter Park
4.86 out of 5 average rating, 83 reviewsStudio Condo in the Heart of Winter Park! lic#9602
15–22 Nov
£111 per night
Quick stats about holiday rentals in Winter Park
Total rentals
1.4K properties
Rentals with a pool
570 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
1K properties are a good fit for families
Total number of reviews
37K reviews
Nightly prices starting at
£40 before taxes and fees
Destinations to explore
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- Pet-friendly rentals Winter Park
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- Rentals with a fireplace Winter Park
- Rentals with pools Winter Park
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