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Winter Park Apartments & Condos - 105 Rentals Available

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105 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
“Our family stayed In the Swenson's home while skiing. We found the ski rental at "Epic" very easy and we were all pleased with their equipment. We also used the bus to and from the ski resort. With a family our size this was a great convenience. The...”
- Review left on 02/17/2010

$300

Excellent (1 reviews)

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from $300 / night

(3)

1 / 23

Winter Park House

  • 5
  • 19
  • Min stay varies
  • Ask about children
  • Pet friendly
“We planned a long weekend getaway with our 4 offspring, their spouse & 1 grandkid. The home is perfect with 4 rooms for sleeping and a comfy living area with fireplace adjacent to the kitchen. The beds were comfortable, the deck was great for morning...”
- Review left on 09/27/2016

$250

Very Good (3 reviews)

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from $250 / 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

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

(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

(32)

1 / 31

Winter Park House

  • 5
  • 19
  • Min stay varies
  • Child friendly

$415

Excellent (32 reviews)

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from $415 / night

(2)

1 / 34

Winter Park House

  • 4
  • 16
  • Min stay varies
  • Child friendly

$459

Excellent (2 reviews)

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from $459 / night

(2)

1 / 33

Winter Park House

  • 7
  • 30
  • Min stay varies
  • Child friendly

$669

Excellent (2 reviews)

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from $669 / night

(15)

1 / 25

Winter Park House

  • 2
  • 8
  • Min stay varies
  • Child friendly

$185

Very Good (15 reviews)

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from $185 / night

(23)

1 / 27

Winter Park House

  • 4
  • 11
  • Min stay varies
  • Child friendly

$402

Excellent (23 reviews)

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from $402 / night

(11)

1 / 28

Winter Park House

  • 4
  • 15
  • Min stay varies
  • Child friendly

$398

Very Good (11 reviews)

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from $398 / night

(18)

1 / 32

Winter Park House

  • 5
  • 16
  • Min stay varies
  • Child friendly

$450

Very Good (18 reviews)

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from $450 / night

1 / 36

Winter Park House

  • 4
  • 15
  • Min stay varies
  • Child friendly

from $425 / night

1 / 31

Winter Park House

  • 5
  • 16
  • Min stay varies
  • Child friendly

from $422 / 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

(24)

1 / 27

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly

$398

Very Good (24 reviews)

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from $398 / night

(6)

1 / 24

Winter Park House

  • 3
  • 11
  • Min stay varies
  • Child friendly

$253

Very Good (6 reviews)

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from $253 / night

1 / 25

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

from $425 / night

1 / 26

Winter Park House

  • 3
  • 11
  • Min stay varies
  • Child friendly

from $276 / night

(3)

1 / 23

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly

$271

Excellent (3 reviews)

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from $271 / night

1 / 27

Winter Park House

  • 5
  • 12
  • Min stay varies
  • Child friendly

from $327 / night

(34)

1 / 24

Winter Park House

  • 1
  • 4
  • Min stay varies
  • Child friendly

$118

Very Good (34 reviews)

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from $118 / 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

(16)

1 / 30

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

$213

Very Good (16 reviews)

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from $213 / night

(24)

1 / 24

Winter Park House

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

$189

Excellent (24 reviews)

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from $189 / night

(9)

1 / 28

Winter Park House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$398

Very Good (9 reviews)

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from $398 / night

1 / 34

Winter Park House

  • 5
  • 19
  • Min stay varies
  • Child friendly

from $605 / 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

(2)

1 / 24

Winter Park House

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

$155

Excellent (2 reviews)

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from $155 / night

1 / 25

Winter Park House

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

from $155 / night

(2)

1 / 33

Winter Park House

  • 4
  • 14
  • Min stay varies
  • Child friendly

$378

Very Good (2 reviews)

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from $378 / night

1 / 27

Winter Park House

  • 3
  • 9
  • Min stay varies
  • Child friendly

from $213 / night

(16)

1 / 27

Winter Park House

  • 2
  • 7
  • Min stay varies
  • Child friendly

$185

Very Good (16 reviews)

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from $185 / night

1 / 24

Winter Park House

  • 3
  • 12
  • Min stay varies
  • Child friendly

from $290 / night

(27)

1 / 27

Winter Park House

  • 2
  • 6
  • Min stay varies
  • Child friendly

$185

Very Good (27 reviews)

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from $185 / night

1 / 30

Winter Park House

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

from $155 / night

(34)

1 / 33

Winter Park House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$271

Very Good (34 reviews)

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from $271 / night

(4)

1 / 24

Winter Park House

  • 3
  • 9
  • Min stay varies
  • Child friendly

$253

Excellent (4 reviews)

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from $253 / night

(1)

1 / 23

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly

$398

Excellent (1 reviews)

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from $398 / night