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Search results; Over 1,000 places

Guest favorite
Apartment in Winter Park
Ski-in/Ski-out Studio in WP!
10 min walk
May 4 – 9
4.92 out of 5 average rating, 26 reviews
Condo in Winter Park
Ski-In/Ski-Out MountainView-Free Heated Parking
8 min walk
Apr 21 – 26
4.82 out of 5 average rating, 34 reviews
Guest favorite
Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
9 min walk
Apr 28 – May 3
4.85 out of 5 average rating, 138 reviews
Apartment in Winter Park
Ski-in/Ski-out Winter Park Studio
9 min walk
Apr 21 – 26
4.8 out of 5 average rating, 10 reviews
Guest favorite
Condo in Winter Park
NEW Ski in/out Condo in Winter Park
9 min walk
Apr 18 – 23
5.0 out of 5 average rating, 13 reviews
Guest favorite
Condo in Winter Park
Ski in Ski Out Cozy Condo
10 min walk
Apr 22 – 27
5.0 out of 5 average rating, 29 reviews
Guest favorite
Condo in Winter Park
Ski In/Ski Out - Modern Cozy Condo in Winter Park
9 min walk
Apr 19 – 24
4.93 out of 5 average rating, 109 reviews
Guest favorite
Apartment in Winter Park
Chic Remodeled Resort Studio - Top FL
9 min walk
Apr 21 – 26
5.0 out of 5 average rating, 32 reviews
Condo in Winter Park
One Bedroom - Winter Park Base
3 min drive
Apr 21 – 26
4.91 out of 5 average rating, 253 reviews
Condo in Winter Park
Ski-In Ski-Out Studio with Desirable Amenities
8 min walk
Apr 18 – 23
4.88 out of 5 average rating, 138 reviews
Guest favorite
Apartment in Winter Park
Ski-In/Ski-Out Luxurious 1 Bedroom Retreat
9 min walk
Apr 18 – 23
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in Winter Park
Ski-in/out Studio - near Gondola
10 min walk
Apr 18 – 23
4.91 out of 5 average rating, 11 reviews
Guest favorite
Condo in Winter Park
Top Floor with Beautiful Views! Larger 1-Bedroom!
10 min walk
Apr 21 – 26
4.91 out of 5 average rating, 191 reviews
Apartment in Winter Park
Indian Themed on Ski Access level. Open 4/7-8, 14-
10 min walk
Apr 22 – 27
5.0 out of 5 average rating, 4 reviews
Guest favorite
Apartment in Winter Park
Village of Winter Park Condo
9 min walk
Apr 21 – 26
4.85 out of 5 average rating, 287 reviews
Condo in Winter Park
Beautiful Cozy Studio at the Base-Heated Parking
10 min walk
May 3 – 8
4.78 out of 5 average rating, 304 reviews
Guest favorite
Townhouse in Winter Park
Luxury Ski in/Ski out town home, private hot tub
12 min walk
Apr 21 – 26
4.92 out of 5 average rating, 51 reviews
Guest favorite
Condo in Winter Park
Minutes from the lifts, seconds from the hot tub.
9 min walk
Apr 19 – 24
4.93 out of 5 average rating, 114 reviews