A1Vacations is part of HomeAway.com, the world’s leading vacation rentals marketplace.
Search over 150,000 vacation rentals properties now!   Click here to see more Vacation Homes


Search for vacation rental homes in Winter Park

  1. SKY TOP — Property 7028404

    Vacation House rental in Winter Park area
    • House
    • 6 bedrooms , sleeps 15
    • 6 bathrooms
    • adventure
    • clothes dryer
    Rates (shown in USD)
    $10500 per house per week
  2. Call For Special Deals, Walking Distance to Ski Area — Property 201430

    Vacation Condo rental in Winter Park area
    • Condo
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • mountain, rural
    • internet access
    Rates (shown in USD)
  3. Beautiful Townhome - Private Hot Tub - Free High Speed Internet! — Property 144528

    Vacation Townhome rental in Winter Park area
    • Townhome
    • 3 bedrooms , sleeps 10
    • 3 bathrooms
    • 1 half bathroom
    • mountain, town
    • balcony
    Rates (shown in USD)
    $1050 - $3780 per property per week
  4. State-of-the-Art, 5 Bedroom Home — Property 188626

    Vacation House rental in Winter Park area
    • House
    • 5 bedrooms , sleeps 12
    • 3 bathrooms
    • 1 half bathroom
    • mountain, resort
    • jacuzzi
    Rates (shown in USD)
    $2250 - $5500 per property per week
  5. Downtown Winter Park Townhome
    3 Bedroom Downtown Winter Park Townhome w/ HOT TUB — 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 - $3750 per property per week
  6. Meadow Ridge 26-08 — Property 7018109

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    Rates (shown in USD)
    $595 - $1645 per condo per week
  7. Waterside West C108 — Property 7030252

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 8
    • 2 bathrooms
    Rates (shown in USD)
    $805 - $2170 per condo per week
  8. Top End Unit, Updated, Pool, Hot Tubs, Sauna, Internet................ — Property 319180

    Vacation Condo rental in Winter Park area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, town
    • pool
    Rates (shown in USD)
    $693 - $1925 per property per week
  9. Spiel Haus - Winter Park Area - Perfect for Thanksgiving - Still Available! — Property 312397

    Vacation House rental in Winter Park area
    • House
    • 4 bedrooms , sleeps 16
    • 4 bathrooms
    • lake, mountain
    • balcony
    Rates (shown in USD)
    $2100 - $4165 per property per week
  10. Telemark 668 — Property 92838

    Vacation Condo rental in Winter Park area
    • Condo
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • fireplace
    Rates (shown in USD)
    $1680 - $4830 per condo per week

Refine Your Search

You refined by:
Winter Park remove
(remove all)
Find by availability dates: