Search results; Over 1,000 homes in Winter Park

Superhost
Apartment in Winter Park
Hike & Bike! Mtn-View Condo 1 Block to Main St
2 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
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4.87 out of 5 average rating, 112 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, 18 reviews
Guest favourite
Home in Winter Park
Rooftop Loft 21 - HotTub - Discounted Attractions
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Jul
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Fraser
Spruce Ridge Villa - View - Discounted Attractions
3 bedrooms, 5 beds, 3 bathrooms
15–20 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds, 3.5 bathrooms
3–8 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Winter Park
Resort Villa 502 - Hot Tub - Discounted Attraction
3 bedrooms, 7 beds, 3.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Winter Park
The Best Location in Downtown Winter Park!
2 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.96 out of 5 average rating, 107 reviews
Top guest favourite
Apartment in Fraser
Private sauna, amazing view, pool, hot tub!
2 bedrooms, 5 beds, 2.5 bathrooms
17–22 Jul
4.98 out of 5 average rating, 321 reviews
Guest favourite
Apartment in Winter Park
10 min to Resort! Amazing Views & Sauna!
3 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
4.95 out of 5 average rating, 152 reviews
Guest favourite
Home in Winter Park
Slopeside Villa 125 - Discounted Attractions
3 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
4.92 out of 5 average rating, 13 reviews
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Jul
Top guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
30 Jul – 4 Aug
4.91 out of 5 average rating, 70 reviews
Top guest favourite
Home in Fraser
Private 2-acre Mtn Retreat - Hot Tub + Game Room
4 bedrooms, 7 beds, 3.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 29 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
Guest favourite
Home in Winter Park
Downtown WP Penthouse I Private Hot Tub I Views
3 bedrooms, 7 beds, 3 bathrooms
7–12 Jul
5.0 out of 5 average rating, 16 reviews
Superhost
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
Top guest favourite
Home in Winter Park
Unique Chateau Louise • Boutique Mountain Retreat
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 8 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
Guest favourite
Home in Winter Park
Condo 1409 - HotTub - View - Discounted Attraction
2 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
4.93 out of 5 average rating, 28 reviews