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
Superhost
Home in Winter Park
Ramble Retreat I Downtown Winter Park w/Hot Tub
4 bedrooms, 7 beds, 4.5 bathrooms
11–16 Jul
New place to stay
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
Superhost
Home in Winter Park
Downtown WP Loft 16 - Huge Hot Tub - Great Views
2 bedrooms, 4 beds, 2.5 bathrooms
6–11 Jul
4.8 out of 5 average rating, 15 reviews
Guest favourite
Home in Winter Park
Downtown WP Villa 568 - Hot Tub - Views - Bunks
2 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 10 reviews
Guest favourite
Flat in Winter Park
The Little Palace-Full Amenities
1 bedroom, 2 beds, 1 bathroom
1–6 Jul
4.89 out of 5 average rating, 47 reviews
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
3 bedrooms, 7 beds, 3 bathrooms
12–17 Jul
4.92 out of 5 average rating, 37 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
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
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 19 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
Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Jul
4.93 out of 5 average rating, 279 reviews
Guest favourite
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
4 bedrooms, 9 beds, 4 bathrooms
10–15 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest suite in Winter Park
New Look! Breakfast, Hot Tub & No Host fee!
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
4.84 out of 5 average rating, 453 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
Cabin in Fraser
Cozy Fraser Cabin w/ Views & Moose Sightings!
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 85 reviews
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
4.95 out of 5 average rating, 20 reviews
Guest favourite
Apartment in Winter Park
2 Bed-2 Bath Condo in Winter Park
2 bedrooms, 5 beds, 2 bathrooms
9–14 Jul
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 495 reviews