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Search for vacation rental homes in Winter Park

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  1. Wolf Park Townhome
    New 3 BR Townhouse: Free Resort Shuttle / Low Weekly Rates — Property 263729

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 8
    • 3 bathrooms
    • 1 half bathroom
    • mountain
    • balcony
    Rates (shown in USD)
    $1200 per property per week

  2. Downtown Winter Park Condo on Bus Route to Ski Mountain, Views — Property 227524

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • mountain
    • balcony
    Rates (shown in USD)
    $1225 - $2730 per property per week

  3. Trailhead Lodges
    Brand New Spacious Winter Park Condo In the Heart of Downtown!!!! — Property 227149

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • mountain, resort
    • fitness room
    Rates (shown in USD)
    $1575 - $3150 per property per week

  4. Sawmill Station 300 — Property 7030037

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    Rates (shown in USD)
    $1540 - $4480 per condo per week

  5. Bear Crossing, 3 Bedroom, 3.5 Bath, Stunning Townhome! — Property 207666

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 6
    • 3 bathrooms
    • 1 half bathroom
    • downtown, mountain
    • jacuzzi
    Rates (shown in USD)
    $1750 - $4550 per property per week

  6. Downtown Winter Park Townhome
    3 Bedroom Downtown Winter Park Townhome w/ HOT TUB ...Book now for the Holidays — Property 200095

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 7
    • 3 bathrooms
    • 1 half bathroom
    • mountain, resort
    • tennis court
    Rates (shown in USD)
    $875 - $2950 per property per week

  7. Luxury, Town Home with Spectacular View — Property 321276

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    • mountain, town
    • pool
    Rates (shown in USD)
    $1170 - $2765 per property per week

  8. Beautiful, Spacious Condo at Meadowridge 15-3 — Property 100192

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 9
    • 3 bathrooms
    • mountain, resort
    • pool
    Rates (shown in USD)

  9. Spacious Duplex in Winter Park Value-Priced for Families — Property 188119

    Vacation House rental in Winter Park area
    • House
    • 3 bedrooms , sleeps 9
    • 2 bathrooms
    • 1 half bathroom
    • mountain, resort
    • internet access
    Rates (shown in USD)
    $1225 - $3150 per property per week

  10. Fabulous Riverfront Condo
    Pristine Condo on the River with All the Modern Amenities — Property 150407

    Vacation Condo rental in Winter Park area
    • Condo
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • mountain, river
    • pool
    Rates (shown in USD)
    $825 - $2000 per property per week

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