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Winter Park Apartments & Condos - 130 Rentals Available

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130 Vacation rentals

1 / 24

Winter Park Townhouse

  • 4
  • 12
  • 4 nights min
  • Ski
  • Child friendly
  • Air conditioning

$500.00

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from $500.00 / 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

(3)

1 / 23

Winter Park House

  • 5
  • 19
  • 3 nights min
  • 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

$375.00

Very Good (3 reviews)

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from $375.00 / night

1 / 22

Winter Park Apartment

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

$150.00

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from $150.00 / night

(1)

1 / 42

Winter Park Apartment

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

$150.00

Excellent (1 reviews)

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from $150.00 / night

(1)

1 / 13

Winter Park Townhouse

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

$330.00

Excellent (1 reviews)

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from $330.00 / night

1 / 43

Winter Park House

  • 5
  • 14
  • Min stay varies
  • Child friendly

$516.00

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from $516.00 / night

(16)

1 / 30

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

$217.00

Very Good (16 reviews)

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from $217.00 / night

1 / 31

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

$193.00

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from $193.00 / night

(6)

1 / 34

Winter Park House

  • 2
  • 8
  • Min stay varies
  • Child friendly

$167.00

Very Good (6 reviews)

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from $167.00 / night

(1)

1 / 31

Winter Park Studio

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

$103.00

Excellent (1 reviews)

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from $103.00 / night

1 / 31

Winter Park House

  • 3
  • 11
  • Min stay varies
  • Child friendly

$193.00

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from $193.00 / night

1 / 35

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

$313.00

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from $313.00 / night

(23)

1 / 34

Winter Park House

  • 3
  • 10
  • Min stay varies
  • Child friendly

$203.00

Very Good (23 reviews)

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from $203.00 / night

(1)

1 / 32

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly

$358.00

Excellent (1 reviews)

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from $358.00 / night

1 / 29

Winter Park House

  • 2
  • 6
  • Min stay varies
  • Child friendly

$167.00

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from $167.00 / night

1 / 28

Winter Park House

  • 1
  • 4
  • Min stay varies
  • Child friendly

$118.00

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from $118.00 / night

(33)

1 / 31

Winter Park House

  • 5
  • 19
  • Min stay varies
  • Child friendly

$435.00

Excellent (33 reviews)

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from $435.00 / night

(2)

1 / 31

Winter Park House

  • 1
  • 4
  • Min stay varies
  • Child friendly

$118.00

Very Good (2 reviews)

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from $118.00 / night

1 / 27

Winter Park House

  • 3
  • 10
  • Min stay varies
  • Child friendly

$261.00

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from $261.00 / night

(7)

1 / 26

Winter Park House

  • 3
  • 9
  • Min stay varies
  • Child friendly

$203.00

Very Good (7 reviews)

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from $203.00 / night

(1)

1 / 25

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

$217.00

Excellent (1 reviews)

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from $217.00 / night

(34)

1 / 25

Winter Park House

  • 1
  • 4
  • Min stay varies
  • Child friendly

$118.00

Very Good (34 reviews)

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from $118.00 / night

(1)

1 / 31

Winter Park House

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

$196.00

Excellent (1 reviews)

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from $196.00 / night

(3)

1 / 29

Winter Park House

  • 1
  • 4
  • Min stay varies
  • Child friendly

$118.00

Very Good (3 reviews)

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from $118.00 / night

(3)

1 / 28

Winter Park House

  • 3
  • 10
  • Min stay varies
  • Child friendly

$193.00

Very Good (3 reviews)

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from $193.00 / night

(5)

1 / 26

Winter Park House

  • 4
  • 12
  • Min stay varies
  • Child friendly

$300.00

Very Good (5 reviews)

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from $300.00 / night

(3)

1 / 33

Winter Park House

  • 4
  • 14
  • Min stay varies
  • Child friendly

$378.00

Very Good (3 reviews)

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from $378.00 / night

1 / 27

Winter Park House

  • 5
  • 12
  • Min stay varies
  • Child friendly

$353.00

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from $353.00 / night

(6)

1 / 33

Winter Park House

  • 3
  • 8
  • Min stay varies
  • Child friendly

$196.00

Very Good (6 reviews)

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from $196.00 / night

1 / 17

Winter Park House

  • 2
  • 8
  • Min stay varies
  • Child friendly

$193.00

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from $193.00 / night

(1)

1 / 19

Winter Park House

  • 1
  • 4
  • Min stay varies
  • Child friendly

$125.00

Excellent (1 reviews)

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from $125.00 / night

(9)

1 / 30

Winter Park House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$358.00

Very Good (9 reviews)

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from $358.00 / night

(6)

1 / 28

Winter Park House

  • 2
  • 6
  • Min stay varies
  • Child friendly

$167.00

Very Good (6 reviews)

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from $167.00 / night

1 / 35

Winter Park House

  • 3
  • 12
  • Min stay varies
  • Child friendly

$313.00

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from $313.00 / night

1 / 31

Winter Park House

  • 3
  • 10
  • Min stay varies
  • Child friendly

$196.00

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from $196.00 / night

(24)

1 / 25

Winter Park House

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

$196.00

Excellent (24 reviews)

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from $196.00 / night

(1)

1 / 32

Winter Park House

  • 5
  • 19
  • Min stay varies
  • Child friendly

$491.00

Excellent (1 reviews)

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from $491.00 / night

(4)

1 / 27

Winter Park House

  • 3
  • 9
  • Min stay varies
  • Child friendly

$200.00

Excellent (4 reviews)

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from $200.00 / night

(23)

1 / 30

Winter Park House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$363.00

Excellent (23 reviews)

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from $363.00 / night