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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Four-Season Winter Park Condo w/ Pool Access!
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
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4.87 out of 5 average rating, 106 reviews
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
4.92 out of 5 average rating, 37 reviews, 3 bedrooms, 7 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
5.0 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
Guest favourite
Home in Winter Park
Downtown WP Loft 21 - Rooftop HotTub - Great Views
4.88 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds, 3.5 bathrooms
5–10 Jul
Top guest favourite
Flat in Fraser
Brand new luxury condo.
5.0 out of 5 average rating, 31 reviews, 3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Winter Park
Downtown WP Loft 206 - Large Hot Tub - Great Views
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Guest favourite
Apartment in Fraser
2BR/1 Bath Family Condo w/Fireplace. "Fraser Hill"
4.95 out of 5 average rating, 42 reviews, 2 bedrooms, 4 beds, 1 bathroom
1–6 Jul
Guest favourite
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
4.88 out of 5 average rating, 338 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
4.89 out of 5 average rating, 9 reviews, 2 bedrooms, 4 beds, 3 bathrooms
4–9 Jul
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
Superhost
Home in Winter Park
Downtown WP Loft 106 - Huge Hot Tub - Great Views
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 8 beds, 2 bathrooms
1–6 Jul
Guest favourite
Home in Winter Park
Luxury Downtown Condo - Rendezvous Center 201
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
Top guest favourite
Home in Winter Park
Chateau Louise • Steps From Music In The Park
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
Guest favourite
Home in Winter Park
Downtown WP Villa 568 - Hot Tub - Views - Bunks
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Apartment in Winter Park
Winter Park Condo on the River: Walk to Downtown!
4.99 out of 5 average rating, 114 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Jul
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
4.95 out of 5 average rating, 20 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Winter Park
Downtown WP Penthouse 221 I Private Hot Tub I View
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 7 beds, 3 bathrooms
6–11 Jul
Guest favourite
Apartment in Winter Park
2 Bed-2 Bath Condo in Winter Park
4.9 out of 5 average rating, 20 reviews, 2 bedrooms, 5 beds, 2 bathrooms
9–14 Jul