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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
Studio, 2 beds, 1 private bathroom
6–11 Jul
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4.98 out of 5 average rating, 421 reviews
Guest favourite
Apartment in Winter Park
10 min to Resort! Amazing Views & Sauna!
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
4.95 out of 5 average rating, 153 reviews
Guest favourite
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds, 2 bathrooms
6–11 Jul
4.88 out of 5 average rating, 110 reviews
Guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Fraser
Downtown WP Chalet 168 - Hot Tub - Views - Bunks
3 bedrooms, 8 beds, 3.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Winter Park
Downtown WP Loft 106 - Huge Hot Tub - Great Views
3 bedrooms, 8 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Fraser
Brand new luxury condo.
3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Apartment in Fraser
NEW | Lux Mountain Condo | Private Hot Tub
3 bedrooms, 5 beds, 2 bathrooms
13–18 Jul
4.96 out of 5 average rating, 45 reviews
Guest favourite
Home in Winter Park
Downtown WP River Front Villa 236 I Hot Tub I View
4 bedrooms, 9 beds, 5.5 bathrooms
5–10 Jul
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Winter Park
Ski In Out Condo 3425 - Huge Hot Tub - Great Views
2 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
4.86 out of 5 average rating, 36 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 20 reviews
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
2 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Winter Park
Chateau Louise • Steps From Music In The Park
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Townhouse in Fraser
Cozy & Close to Winter Park - Hot Tub & Pool
3 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
4.9 out of 5 average rating, 59 reviews
Apartment in Winter Park
Lovely Riverfront Condo with Short Walk to Resort
4 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
4.82 out of 5 average rating, 56 reviews
Superhost
Townhouse in Winter Park
Winter Park Chalet I Mtn Biking I Summer festivals
2 bedrooms, 5 beds, 2 bathrooms
1–6 Jul
4.83 out of 5 average rating, 29 reviews
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
7–12 Aug
4.92 out of 5 average rating, 71 reviews
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
2 bedrooms, 4 beds, 3 bathrooms
4–9 Jul
4.89 out of 5 average rating, 9 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
6–11 Jul