Search results; Over 1,000 homes in Winter Park

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Condo in Winter Park
Ultimate Getaway for Outdoor Adventurers
6 guests2 bedrooms3 beds2 baths
Aug 11 – 16
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Aug 11 – 16
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ﺩ.ﺇ3,401 for 5 nights

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Apartment in Winter Park
Studio Mountainview 4th-Floor | Kitchenette
2 beds
Aug 3 – 8
ﺩ.ﺇ1,692 for 5 nights
4.62 out of 5 average rating, 39 reviews
Guest favorite
Condo in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
2 beds
Aug 3 – 8
ﺩ.ﺇ2,548 for 5 nights
4.89 out of 5 average rating, 222 reviews
Superhost
Townhouse in Winter Park
Bullseye Retreat | Sleeps 10 | Hot Tub + Arcade
Boat
Aug 3 – 8
ﺩ.ﺇ8,614 for 5 nights
Top guest favorite
Condo in Winter Park
Ski-in Ski-out Cozy Condo
2 queen beds
Aug 11 – 16
ﺩ.ﺇ2,091 for 5 nights
4.96 out of 5 average rating, 56 reviews
Guest favorite
Condo in Winter Park
Studio Condo in the Heart of Winter Park! lic#9602
3 beds
Aug 2 – 7
ﺩ.ﺇ2,403 for 5 nights
4.89 out of 5 average rating, 132 reviews
Superhost
Home in Winter Park
Blue Horizon Chalet | Luxury Downtown Villa with
River views
Aug 5 – 10
ﺩ.ﺇ8,058 for 5 nights
New place to stay
Guest favorite
Apartment in Winter Park
Ski In/Ski Out on The Corridor! Close to the Base!
2 queen beds
Aug 5 – 10
ﺩ.ﺇ2,411 for 5 nights
4.72 out of 5 average rating, 18 reviews
Top guest favorite
Home in Fraser
Modern Downtown Home w/ Private Sauna
2 beds
Aug 17 – 22
ﺩ.ﺇ4,026 for 5 nights
5.0 out of 5 average rating, 49 reviews
Guest favorite
Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
2 beds
Aug 1 – 6
ﺩ.ﺇ2,730 for 5 nights
4.87 out of 5 average rating, 186 reviews
Top guest favorite
Condo in Winter Park
New 2BD/2BA: AC! / 1 Block to Main /Walk to Dining
3 beds
Aug 4 – 9
ﺩ.ﺇ4,714 for 5 nights
5.0 out of 5 average rating, 40 reviews
Guest favorite
Condo in Winter Park
Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg
2 beds
Aug 3 – 8
ﺩ.ﺇ3,957 for 5 nights
4.95 out of 5 average rating, 148 reviews
Guest favorite
Home in Winter Park
New Luxury Condo 2203 I Free Adventures Daily
Kayak
Aug 7 – 12
ﺩ.ﺇ4,758 for 5 nights
5.0 out of 5 average rating, 13 reviews
Top guest favorite
Apartment in Winter Park
Modern New build ski in/out. 1br + den.
4 beds
Aug 14 – 19
ﺩ.ﺇ2,519 for 5 nights
5.0 out of 5 average rating, 23 reviews
Apartment in Winter Park
Private room in Winter Park
2 beds
Aug 10 – 15
ﺩ.ﺇ1,722 for 5 nights
4.57 out of 5 average rating, 14 reviews
Superhost
Home in Winter Park
Winter Park Condo
2 beds
Aug 3 – 8
ﺩ.ﺇ2,304 for 5 nights
4.75 out of 5 average rating, 24 reviews
Superhost
Condo in Winter Park
Modern Comfort Condo | Central Winter Park
2 beds
Aug 3 – 8
ﺩ.ﺇ3,089 for 5 nights
4.83 out of 5 average rating, 18 reviews
Guest favorite
Condo in Winter Park
Mountain retreat | Top Floor | WP Base Village
2 beds
Aug 14 – 19
ﺩ.ﺇ2,691 for 5 nights
4.93 out of 5 average rating, 188 reviews
Top guest favorite
Guest suite in Fraser
Spring into summer at Madge’s. Pets welcome!
1 king bed
Sep 7 – 12
ﺩ.ﺇ1,572 for 5 nights
4.97 out of 5 average rating, 433 reviews