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Family Friendly Holidays in Winter Park - Holiday Lettings

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223 family friendly properties

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Townhouse rental in Winter Park

Winter Park townhouse

3 bedrooms • 4 bathrooms • sleeps 9

from £306 / night

£2,139 / week

1 / 15

Holiday log cabin letting

Winter Park log cabin

4 bedrooms • 4 bathrooms • sleeps 10

from £366 / night

£2,135 / week

1 / 23

Ski home to rent in Winter Park

Winter Park house

4 bedrooms • 2 bathrooms • sleeps 11

from £263 / night

£1,657 - £9,142 / week

1 / 50

Holiday condo in Winter Park

Winter Park condo

1 bedroom • 1 bathroom • sleeps 6

from £122 / night

£850 / week

1 / 10

Winter Park ski condo to rent.

Winter Park condo

3 bedrooms • 3 bathrooms • sleeps 8

from £219 / night

£1,381 - £6,647 / week

1 / 57

Holiday condo with golf nearby in Winter Park

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 8

from £140 / night

£881 - £3,321 / week

1 / 37

Holiday condo rental

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 6

from £206 / night

£1,438 / week

1 / 14

Condo rental in Winter Park

Winter Park condo

1 bedroom • 1 bathroom • sleeps 4

from £142 / night

£990 / week

1 / 15

Holiday condo with shared pool in Winter Park

Winter Park condo

1 bedroom • 1 bathroom • sleeps 4

from £222 / night

£1,553 / week

1 / 9

Winter Park ski condo to rent.

Winter Park condo

3 bedrooms • 4 bathrooms • sleeps 8

from £228 / night

£1,436 - £6,868 / week

1 / 41

Ski villa to rent in Winter Park

Winter Park villa

9 bedrooms • 6 bathrooms • sleeps 36

from £1,507 / night

£10,546 / week

1 / 26

Home rental in Winter Park

Winter Park house

5 bedrooms • 4 bathrooms • sleeps 14

from £668 / night

£4,673 / week

1 / 14

Ski studio to rent in Winter Park

Winter Park studio

Studio • 1 bathroom • sleeps 3

from £147 / night

£1,026 / week

1 / 19

Holiday home in Winter Park

Winter Park house

5 bedrooms • 3 bathrooms • sleeps 16

from £843 / night

£5,896 / week

1 / 75

Ski townhouse to rent in Winter Park

Winter Park townhouse

5 bedrooms • 5 bathrooms • sleeps 12

from £378 / night

£2,378 - £11,969 / week

1 / 50

Winter Park ski condo to rent.

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 5

from £140 / night

£881 - £3,542 / week

1 / 37

Ski condo to rent in Winter Park

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 7

from £166 / night

£1,048 - £7,146 / week

1 / 37

Ski townhouse to rent in Winter Park

Winter Park townhouse

3 bedrooms • 3 bathrooms • sleeps 7

from £114 / night

£715 - £2,988 / week

1 / 33

Ski condo to rent in Winter Park

Winter Park condo

3 bedrooms • 2 bathrooms • sleeps 6

from £96 / night

£605 - £3,099 / week

1 / 35

Winter Park ski studio to rent.

Winter Park studio

Studio • 1 bathroom • sleeps 2

from £61 / night

£383 - £1,657 / week

1 / 10

Winter Park ski townhouse to rent.

Winter Park townhouse

3 bedrooms • 3 bathrooms • sleeps 8

from £189 / night

£1,319 / week

1 / 21

Holiday condo in Winter Park

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 6

from £98 / night

£687 / week

1 / 16

Winter Park holiday home rental

Winter Park house

1 bedroom • 1 bathroom • sleeps 4

from £134 / night

£933 / week

1 / 18

Ski cottage to rent in Winter Park

Winter Park cottage

3 bedrooms • 3 bathrooms • sleeps 8

from £192 / night

£1,214 - £6,037 / week

1 / 35

Winter Park holiday condo rental

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 10

from £134 / night

£837 / week

1 / 0

Winter Park ski studio to rent.

Winter Park studio

Studio • 1 bathroom • sleeps 4

from £61 / night

£383 - £1,657 / week

1 / 35

Condo rental in Winter Park

Winter Park condo

1 bedroom • 1 bathroom • sleeps 4

from £83 / night

£581 / week

1 / 37

Ski townhouse to rent in Winter Park

Winter Park townhouse

3 bedrooms • 4 bathrooms • sleeps 8

from £175 / night

£1,103 - £6,092 / week

1 / 50

Holiday condo rental

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 6

from £98 / night

£687 / week

1 / 36

Ski townhouse to rent in Winter Park

Winter Park townhouse

3 bedrooms • 3 bathrooms • sleeps 8

from £166 / night

£1,048 - £5,150 / week

1 / 50

Winter Park ski condo to rent.

Winter Park condo

1 bedroom • 1 bathroom • sleeps 4

from £140 / night

£881 - £2,212 / week

1 / 47

Ski condo to rent in Winter Park

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 7

from £140 / night

£881 - £3,542 / week

1 / 39

Townhouse letting in Winter Park

Winter Park townhouse

3 bedrooms • 3 bathrooms • sleeps 8

from £197 / night

£1,379 / week

1 / 36

Holiday condo rental

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 6

from £114 / night

£715 - £3,709 / week

1 / 45

Ski condo to rent in Winter Park

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 6

from £104 / night

£660 - £3,099 / week

1 / 34

Ski condo to rent in Winter Park

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 5

from £87 / night

£549 - £2,433 / week

1 / 30

Winter Park ski condo to rent.

Winter Park condo

3 bedrooms • 3 bathrooms • sleeps 6

from £157 / night

£993 - £4,430 / week

1 / 36

Holiday condo in Winter Park

Winter Park condo

4 bedrooms • 5 bathrooms • sleeps 11

from £309 / night

£2,159 / week

1 / 50

Holiday condo rental

Winter Park condo

3 bedrooms • 2 bathrooms • sleeps 8

from £148 / night

£1,033 / week

1 / 38

Winter Park ski condo to rent.

Winter Park condo

2 bedrooms • 2 bathrooms • sleeps 6

from £157 / night

£993 - £6,647 / week

1 / 46

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