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Winter Park Apartments & Condos - 101 Rentals Available

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101 Vacation rentals

1 / 24

Winter Park Townhouse

  • 4
  • 12
  • Min stay varies
  • Ski
  • Child friendly
  • Air conditioning

$450

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from $450 / night

(1)

1 / 13

Winter Park Townhouse

  • 4
  • 12
  • Min stay varies
  • Ask about children

$330

Excellent (1 reviews)

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from $330 / night

(3)

1 / 22

Winter Park Condo

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

$295

Excellent (3 reviews)

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from $295 / night

(3)

1 / 23

Winter Park House

  • 5
  • 19
  • Min stay varies
  • Ask about children
  • Pet friendly

$250

Very Good (3 reviews)

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from $250 / night

1 / 22

Winter Park Apartment

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

$150

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from $150 / night

(1)

1 / 30

Winter Park House

  • 3
  • 11
  • Min stay varies
  • Child friendly
  • Pet friendly

$235

Excellent (1 reviews)

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from $235 / night

(5)

1 / 31

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly

$273

Very Good (5 reviews)

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from $273 / night

1 / 31

Winter Park House

  • 5
  • 16
  • Min stay varies
  • Child friendly

from $443 / night

1 / 27

Winter Park House

  • 3
  • 9
  • Min stay varies
  • Child friendly

from $213 / night

(34)

1 / 33

Winter Park House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$273

Very Good (34 reviews)

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from $273 / night

1 / 24

Winter Park House

  • 3
  • 12
  • Min stay varies
  • Child friendly

from $203 / night

(3)

1 / 26

Winter Park House

  • 1
  • 4
  • Min stay varies
  • Child friendly

$118

Very Good (3 reviews)

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from $118 / night

(21)

1 / 33

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly

$350

Very Good (21 reviews)

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from $350 / night

(1)

1 / 33

Winter Park House

  • 3
  • 11
  • Min stay varies
  • Child friendly

$189

Excellent (1 reviews)

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from $189 / night

1 / 27

Winter Park House

  • 5
  • 12
  • Min stay varies
  • Child friendly

from $327 / night

(22)

1 / 28

Winter Park House

  • 2
  • 8
  • Min stay varies
  • Child friendly
  • Pet friendly

$167

Very Good (22 reviews)

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from $167 / night

1 / 26

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

from $195 / night

(15)

1 / 26

Winter Park House

  • 2
  • 8
  • Min stay varies
  • Child friendly

$167

Very Good (15 reviews)

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from $167 / night

1 / 28

Winter Park House

  • 3
  • 11
  • Min stay varies
  • Child friendly

from $193 / night

(23)

1 / 29

Winter Park House

  • 4
  • 11
  • Min stay varies
  • Child friendly

$362

Excellent (23 reviews)

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from $362 / night

(1)

1 / 31

Winter Park House

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

$159

Excellent (1 reviews)

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from $159 / night

(11)

1 / 30

Winter Park House

  • 4
  • 15
  • Min stay varies
  • Child friendly

$358

Very Good (11 reviews)

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from $358 / night

(4)

1 / 24

Winter Park House

  • 3
  • 9
  • Min stay varies
  • Child friendly

$254

Excellent (4 reviews)

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from $254 / night

(23)

1 / 25

Winter Park House

  • 3
  • 11
  • Min stay varies
  • Child friendly

$203

Very Good (23 reviews)

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from $203 / night

(45)

1 / 23

Winter Park Studio

  • -1
  • 4
  • Min stay varies
  • Child friendly

$103

Very Good (45 reviews)

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from $103 / night

(4)

1 / 26

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

$213

Excellent (4 reviews)

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from $213 / night

(12)

1 / 24

Winter Park House

  • 3
  • 10
  • Min stay varies
  • Child friendly

$189

Very Good (12 reviews)

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from $189 / night

(1)

1 / 25

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly

$358

Excellent (1 reviews)

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from $358 / night

(21)

1 / 22

Winter Park House

  • 1
  • 4
  • Min stay varies
  • Child friendly

$118

Very Good (21 reviews)

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from $118 / night

(3)

1 / 28

Winter Park House

  • 5
  • 16
  • Min stay varies
  • Child friendly

$467

Very Good (3 reviews)

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from $467 / night

(7)

1 / 32

Winter Park House

  • 3
  • 10
  • Min stay varies
  • Child friendly

$195

Excellent (7 reviews)

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from $195 / night

(6)

1 / 30

Winter Park House

  • 3
  • 10
  • Min stay varies
  • Child friendly

$254

Very Good (6 reviews)

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from $254 / night

(2)

1 / 26

Winter Park House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$271

Excellent (2 reviews)

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from $271 / night

(4)

1 / 27

Winter Park House

  • 3
  • 9
  • Min stay varies
  • Child friendly

$200

Excellent (4 reviews)

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from $200 / night

(6)

1 / 32

Winter Park House

  • 2
  • 8
  • Min stay varies
  • Child friendly

$167

Very Good (6 reviews)

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from $167 / night

(1)

1 / 26

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

$213

Excellent (1 reviews)

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from $213 / night

(24)

1 / 29

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly

$358

Very Good (24 reviews)

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from $358 / night

(10)

1 / 26

Winter Park House

  • 3
  • 10
  • Min stay varies
  • Child friendly

$203

Excellent (10 reviews)

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from $203 / night

(6)

1 / 32

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

$195

Very Good (6 reviews)

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from $195 / night

(24)

1 / 25

Winter Park House

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

$189

Excellent (24 reviews)

Inquire

from $189 / night