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Winter Park vacation rentals

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Holiday homes

308 properties found in Winter Park

  • Ski, Soak & Chill! Pool-View Winter Park Condo

    Ski, Soak & Chill! Pool-View Winter Park Condo

    301 Lions Gate Dr Unit 106
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  • Downtown Wp Loft 21 I Rooftop Lounge & Hot Tub I Great Views I Activity Program

    Downtown Wp Loft 21 I Rooftop Lounge & Hot Tub I Great Views I Activity Program

    21 Ski Idlewild Rd
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  • Downtown Wp Villa 254 I Rooftop Hot Tub I Great Views I Activity Program

    Downtown Wp Villa 254 I Rooftop Hot Tub I Great Views I Activity Program

    254 Lions Gate Dr.

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    US$ 350 price for 1 night
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  • Slopeside Villa 125 I Private Hot Tub I Ski Views I Activity Program

    Slopeside Villa 125 I Private Hot Tub I Ski Views I Activity Program

    125 Balsam Drive

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    US$ 626 price for 1 night
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  • Spacious Village View Townhouse With Fireplace At Parry Peak Lofts Townhouse

    Spacious Village View Townhouse With Fireplace At Parry Peak Lofts Townhouse

    115 Parry Peak Way
    The 3-bedroom Spacious Village View Townhouse With Fireplace At Parry Peak Lofts Townhouse Winter Park villa is located nearly a 15-minute walk from the Main Street and provides snow skiing for…
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    US$ 1708 price for 1 night
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  • Walk To Dtwn: Fraser Retreat W/ Hot Tub & Views!

    Walk To Dtwn: Fraser Retreat W/ Hot Tub & Views!

    51 Kingfisher Pt
    The 2-bedroom Walk To Dtwn Fraser Retreat With Hot Tub And Views! Winter Park villa is located around 25 minutes' walk from Fraser Tubing Hill and provides a Jacuzzi.
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    US$ 583 price for 1 night
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  • Villa 306 Next To Wp Resort I Private Hot Tub I Great Views I Activity Program

    Villa 306 Next To Wp Resort I Private Hot Tub I Great Views I Activity Program

    306 Antler Way
    Staying at Luxury Villa Resort: Hot Tub, Views & Free Activities Winter Park, guests can visit the Cooper Creek Square|Cooper Creek Square, which is approximately a 10-minute ride away.
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    US$ 558 price for 1 night
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  • Downtown Wp River Front Villa 236 I Private Hot Tub I Great Views I Activity Program

    Downtown Wp River Front Villa 236 I Private Hot Tub I Great Views I Activity Program

    236 Lions Gate Dr.

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    US$ 899 price for 1 night
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  • Downtown Wp Pond Chalet 9 I Private Hot Tub I Great Views I Activity Program

    Downtown Wp Pond Chalet 9 I Private Hot Tub I Great Views I Activity Program

    9 Beaver Lodge Rd
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  • Iron Horse Manor Home

    Iron Horse Manor Home

    450 Iron Horse Way
    Situated within 15 minutes' walk of the Winter Park Resort, Iron Horse Manor Home Winter Park boasts a hot tub, as well as a spa salon for guests to relax in. Offering Wi-Fi, this accommodation is…
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  • The Antlers 401

    The Antlers 401

    401 Antler Way
    Located merely 500 metres from the Main Street, the 4-bedroom The Antlers 401 Villa Winter Park offers a swimming pool, a hot tub for a truly relaxing stay. Located about a 10-minute drive from the…
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    US$ 682 price for 1 night
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  • Peaks & Pines Villa

    Peaks & Pines Villa

    129 Ski Idlewild Road
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  • Ski & Hike! Easy Adventuring At Winter Park Condo

    Ski & Hike! Easy Adventuring At Winter Park Condo

    301 Lions Gate Dr Unit 102
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  • Hike, Bike, Ski: Winter Park Condo W/ Deck

    Hike, Bike, Ski: Winter Park Condo W/ Deck

    126 Hi Country Dr Unit 18-10
    The 84 m² Hike, Bike, Ski Winter Park Condo With Deck is located about 10 minutes by car from the History Park and 3.2 km from Safeway. An indoor pool are available at this 2-bedroom apartment…
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    US$ 220 price for 1 night
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  • Downtown Wp Loft 16 I Huge Hot Tub I Great Views I Activity Program

    Downtown Wp Loft 16 I Huge Hot Tub I Great Views I Activity Program

    78321 Us Hwy 40 #16

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    US$ 283 price for 1 night
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  • Antler At Lakota 407 Home

    Antler At Lakota 407 Home

    407 Antler Way
    Offering a hot tub, Antler At Lakota 407 Home Winter Park is located 18 minutes' walk from the Moffat Tunnel.
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  • Winter Park Resort Retreat: Steps To Ski Lift

    Winter Park Resort Retreat: Steps To Ski Lift

    670 Winter Park Dr Unit #3302

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    US$ 1668 price for 1 night
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  • Ski In Out Loft 103 I Hot Tub I Gym I Great Views I Activity Program

    Ski In Out Loft 103 I Hot Tub I Gym I Great Views I Activity Program

    422 Iron Horse Way #103

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    US$ 388 price for 1 night
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  • The Rail Haven Townhouse

    The Rail Haven Townhouse

    151 Telemark Drive Unit 20
    The 3-bedroom The Rail Haven Townhouse Villa Winter Park is located nearly 5 minutes on foot from the Cozens Ranch House Museum and allows guests to enjoy snow skiing, hiking, and cycling.
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    US$ 643 price for 1 night
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  • Cozy Winter Park Ski & Bike Retreat

    Cozy Winter Park Ski & Bike Retreat

    240 Vasquez Road Unit A1
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