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Winter Park Apartments & Condos with Swimming Pool - 14 Rentals Available.

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14 Vacation rentals

Filters applied: Swimming pool

1 / 22

Winter Park Apartment

  • 1
  • 4
  • 4 nights min
  • Swimming pool
  • Ski
  • Suitable for children age 5+

Responds fast! Avg. 49 minutes

$150.00

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from $150.00 / night

(4)

1 / 22

Winter Park Condo

  • 2
  • 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly

$295.00

Excellent (4 reviews)

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from $295.00 / night

(1)

1 / 42

Winter Park Apartment

  • 4
  • 3 nights min
  • Swimming pool
  • Child friendly

Responds fast! Avg. 49 minutes

$150.00

Excellent (1 reviews)

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from $150.00 / night

(19)

1 / 29

Winter Park House

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly

$188.00

Excellent (19 reviews)

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from $188.00 / night

(24)

1 / 26

Winter Park House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly

$195.00

Excellent (24 reviews)

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from $195.00 / night

(1)

1 / 39

Winter Park House

  • 2
  • 7
  • min stay varies
  • Swimming pool
  • Child friendly

$147.00

Excellent (1 reviews)

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from $147.00 / night

(1)

1 / 32

Winter Park House

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

$195.00

Excellent (1 reviews)

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from $195.00 / night

(2)

1 / 26

Winter Park House

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly

$182.00

Excellent (2 reviews)

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from $182.00 / night

1 / 26

Winter Park House

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly

$179.00

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from $179.00 / night

1 / 33

Winter Park House

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

$212.00

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from $212.00 / night

1 / 43

Winter Park House

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

$212.00

Inquire

from $212.00 / night

1 / 30

Winter Park House

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly

$122.00

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from $122.00 / night

1 / 30

Winter Park House

  • 2
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly

$188.00

Inquire

from $188.00 / night

(47)

1 / 35

Winter Park House

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly

$122.00

Very Good (47 reviews)

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from $122.00 / night