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Winter Park Apartments & Condos with Swimming Pool - 12 Rentals Available.

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12 Vacation rentals

Filters applied: Swimming pool

(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

1 / 25

Winter Park House

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

from $155 / night

1 / 30

Winter Park House

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

from $155 / 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

(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)

1 / 28

Winter Park House

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

$189

Excellent (1 reviews)

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from $189 / night

(3)

1 / 25

Winter Park House

  • 1
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly

$118

Very Good (3 reviews)

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from $118 / night

(19)

1 / 24

Winter Park House

  • 2
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly

$155

Excellent (19 reviews)

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from $155 / night

(19)

1 / 27

Winter Park House

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

$155

Excellent (19 reviews)

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from $155 / night

(1)

1 / 31

Winter Park House

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

$151

Excellent (1 reviews)

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from $151 / night

(47)

1 / 27

Winter Park House

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

$118

Very Good (47 reviews)

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from $118 / night

Your search has been expanded 24.5 miles to include more rentals

(1)

1 / 42

Winter Park Apartment - 0.1 miles away

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

$150

Excellent (1 reviews)

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from $150 / night

(11)

1 / 25

Fraser House - 2 miles away

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

$185

Very Good (11 reviews)

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from $185 / night

1 / 16

Fraser House - 2 miles away

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

from $119 / night

(3)

1 / 12

Keystone House - 23.1 miles away

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$165

Average (3 reviews)

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from $165 / night

(3)

1 / 12

Keystone Apartment - 23.1 miles away

  • 1
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$165

Average (3 reviews)

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from $165 / night

1 / 26

Keystone Apartment - 23.1 miles away

  • 2
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children

from $140 / night

(14)

1 / 14

Keystone Apartment - 23.1 miles away

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

$132

Very Good (14 reviews)

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from $132 / night

1 / 30

Keystone Apartment - 23.1 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children

from $545 / night

1 / 21

Keystone Apartment - 23.1 miles away

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $100 / night

1 / 21

Keystone Apartment - 23.2 miles away

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly

from $280 / night

(4)

1 / 27

Keystone Condo - 23.2 miles away

  • 4
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
“This was a two family vacation! The condo we stayed at was perfect. There was plenty of room for both families. At night we were able to put the kids to bed and sit out in the deck and enjoy some adult refreshments. The location was perfect for...”
- Review left on 08/03/2016

$290

Excellent (4 reviews)

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from $290 / night

(1)

1 / 25

Keystone Apartment - 23.2 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

$130

Excellent (1 reviews)

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from $130 / night

1 / 25

Keystone Apartment - 23.2 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

from $130 / night

1 / 30

Keystone Apartment - 23.2 miles away

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children

from $480 / night

1 / 23

Keystone Apartment - 23.2 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

from $115 / night

1 / 22

Keystone Apartment - 23.2 miles away

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

from $100 / night

(1)

1 / 26

Keystone Apartment - 23.2 miles away

  • 1
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

$100

Very Good (1 reviews)

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from $100 / night

1 / 24

Keystone Townhouse - 23.3 miles away

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

from $350 / night

1 / 10

Keystone Apartment - 23.4 miles away

  • 2
  • 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

from $160 / night

1 / 32

Keystone Apartment - 23.4 miles away

  • 3
  • 9
  • Min stay varies
  • Swimming pool
  • Ask about children

from $170 / night

1 / 25

Keystone House - 23.7 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children

from $110 / night

(1)

1 / 28

Keystone Studio - 23.7 miles away

  • -1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children

$90

Excellent (1 reviews)

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from $90 / night

(3)

1 / 18

Keystone House - 24 miles away

  • 1
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly

$149

Very Good (3 reviews)

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from $149 / night

(8)

1 / 24

Dillon Apartment - 24.2 miles away

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

$135

Very Good (8 reviews)

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from $135 / night

1 / 12

Dillon House - 24.2 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

Inquire for Rates

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Pricing unknown

1 / 23

Dillon House - 24.2 miles away

  • 5
  • 15
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

from $385 / night

1 / 25

Dillon House - 24.2 miles away

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly

$179

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from $179 / night

(2)

1 / 12

Dillon Apartment - 24.5 miles away

  • 2
  • 4
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$160

Very Good (2 reviews)

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from $160 / night