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Winter Park 4+ bedroom Apartments, Condos & More - 33 Rentals Available.

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4 Vacation rentals

Filters applied: 4 Bedrooms

(1)

1 / 13

Winter Park Townhouse

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

$300

Excellent (1 reviews)

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from $300 / night

1 / 24

Winter Park Townhouse

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

from $400 / night

(4)

1 / 13

Winter Park House

  • 4
  • 10
  • Min stay varies
  • Ask about children

$425

Excellent (4 reviews)

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from $425 / 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

Your search has been expanded 49.9 miles to include more rentals

(3)

1 / 16

Fraser House - 3.3 miles away

  • 5
  • 16
  • Min stay varies
  • Ask about children

$400

Very Good (3 reviews)

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from $400 / night

(11)

1 / 49

Grand Lake House - 32 miles away

  • 5
  • 12
  • 5 nights min
  • Ask about children

$550

Excellent (11 reviews)

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from $550 / night

(9)

1 / 20

Keystone House - 36.9 miles away

  • 5
  • 18
  • Min stay varies

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Excellent (9 reviews)

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Pricing unknown

1 / 20

Keystone House - 37.1 miles away

  • 5
  • 14
  • 3 nights min
  • Ask about children
  • Ask about pets

from $999 / night

(8)

1 / 20

Keystone House - 37.1 miles away

  • 4
  • 14
  • Min stay varies

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Very Good (8 reviews)

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Pricing unknown

(4)

1 / 27

Keystone Condo - 37.2 miles away

  • 4
  • 18
  • Min stay varies
  • Ask about children

$290

Excellent (4 reviews)

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from $290 / night

1 / 20

Keystone House - 37.4 miles away

  • 4
  • 15
  • Min stay varies

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Pricing unknown

1 / 24

Keystone Townhouse - 37.6 miles away

  • 5
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly

from $350 / night

(3)

1 / 16

Allenspark House - 38.1 miles away

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation

$568

Average (3 reviews)

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from $568 / night

(11)

1 / 20

Keystone House - 38.4 miles away

  • 4
  • 16
  • Min stay varies

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Excellent (11 reviews)

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Pricing unknown

(7)

1 / 20

Keystone House - 38.7 miles away

  • 5
  • 16
  • Min stay varies

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Excellent (7 reviews)

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Pricing unknown

(1)

1 / 31

Dillon House - 38.9 miles away

  • 5
  • 18
  • Min stay varies
  • Ask about children

$545

Excellent (1 reviews)

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from $545 / night

1 / 20

Keystone House - 39.2 miles away

  • 4
  • 12
  • 1 night min

from $999 / night

(2)

1 / 20

Keystone House - 41.5 miles away

  • 5
  • 15
  • Min stay varies

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Excellent (2 reviews)

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Pricing unknown

(15)

1 / 18

Allenspark Log cabin - 41.9 miles away

  • 5
  • 12
  • Min stay varies

$695

Excellent (15 reviews)

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from $695 / night

1 / 15

Allenspark House - 41.9 miles away

  • 4
  • 12
  • Min stay varies

from $620 / night

1 / 37

Boulder Chalet - 44.6 miles away

  • 4
  • 8
  • 3 nights min
  • Ask about children

from $395 / night

(4)

1 / 19

Frisco House - 46 miles away

  • 6
  • 18
  • Min stay varies
  • Ask about children

$450

Very Good (4 reviews)

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from $450 / night

1 / 32

Breckenridge House - 47.5 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

from $299 / night

1 / 29

Breckenridge House - 47.6 miles away

  • 6
  • 12
  • Min stay varies
  • Ask about children
  • Ask about pets

from $860 / night

1 / 35

Breckenridge House - 47.7 miles away

  • 5
  • 10
  • Min stay varies
  • Ask about children
  • Ask about pets

from $611 / night

1 / 14

Breckenridge House - 47.9 miles away

  • 5
  • 10
  • Min stay varies
  • Ask about children
  • Ask about pets

from $725 / night

1 / 25

Breckenridge House - 48.1 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

from $437 / night

1 / 8

Breckenridge House - 48.1 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

from $275 / night

1 / 17

Breckenridge House - 48.1 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

from $430 / night

1 / 23

Breckenridge House - 48.3 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

from $517 / night

1 / 20

Breckenridge House - 48.3 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

from $395 / night

1 / 28

Breckenridge House - 48.9 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

from $469 / night

1 / 13

Breckenridge House - 49.9 miles away

  • 5
  • 10
  • Min stay varies
  • Ask about children
  • Ask about pets

from $395 / night