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Winter Park Apartments & Condos - 123 Rentals Available

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123 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 36

Winter Park Condo

  • 3
  • 9
  • min stay varies
  • Child friendly
  • Pet friendly

$321.00

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from $321.00 / night

(24)

1 / 40

Winter Park House

  • 4
  • 12
  • min stay varies
  • Child friendly

$424.00

Very Good (24 reviews)

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from $424.00 / night

1 / 43

Winter Park House

  • 5
  • 14
  • min stay varies
  • Child friendly

$689.00

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from $689.00 / night

1 / 39

Winter Park Condo

  • 4
  • 7
  • min stay varies
  • Child friendly

$326.00

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from $326.00 / night

(11)

1 / 42

Winter Park House

  • 4
  • 14
  • min stay varies
  • Child friendly

$424.00

Very Good (11 reviews)

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from $424.00 / night

1 / 44

Winter Park House

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly

$319.00

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from $319.00 / night

1 / 43

Winter Park House

  • 4
  • 17
  • min stay varies
  • Child friendly

$467.00

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from $467.00 / night

1 / 48

Winter Park Condo

  • 4
  • 8
  • min stay varies
  • Child friendly

$416.00

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from $416.00 / night