Apartments in Winter Park and villas – Holiday Lettings - Holiday Rentals Winter Park

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Winter Park

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118 Holiday homes

Travellers going to Winter Park are booking February dates now. Secure your holiday home today and have the perfect trip.

24

Grand County / Winter Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £111 / night

£664 - £1599 / week

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from £111 / night

25

Grand County / Winter Park

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

 …see more

from £218 / night

£1521 - £4872 / week

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from £218 / night

(5) Very Good 

24

Grand County / Winter Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £113 / night

£787 - £2135 / week

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from £113 / night

33

Grand County / Winter Park

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £82 / night

£569 - £1005 / week

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from £82 / night

24

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

 …see more

from £123 / night

£733 - £2455 / week

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from £123 / night

(2) Very Good 

17

Grand County / Winter Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £91 / night

£541 - £919 / week

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from £91 / night

29

Grand County / Winter Park

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £114 / night

£798 - £3552 / week

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from £114 / night

18

Grand County / Winter Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £123 / night

£861 / week

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from £123 / night

21

Grand County / Winter Park

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £90 / night

£626 - £2290 / week

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from £90 / night

27

Grand County / Winter Park

2 8 Min stay varies

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

 …see more

from £123 / night

£855 - £3724 / week

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from £123 / night

26

Grand County / Winter Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £82 / night

£569 - £1372 / week

Book View

from £82 / night

(1) Very Good 

34

Grand County / Winter Park

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £274 / night

£1917 - £3116 / week

Enquire View

from £274 / night

(1) Excellent 

20

Grand County / Winter Park

2 7 Min stay varies

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

 …see more

from £107 / night

£746 / week

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from £107 / night

(9) Very Good 

7

Grand County / Winter Park

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £91 / night

£533 / week

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from £91 / night

24

Grand County / Winter Park

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children

 …see more

from £167 / night

£1165 - £4011 / week

Enquire View

from £167 / night

(1) Excellent 

27

Grand County / Winter Park

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £123 / night

£855 - £3724 / week

Book View

from £123 / night

(2)  

22

Grand County / Winter Park

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £96 / night

£672 - £1676 / week

Enquire View

from £96 / night

(3) Excellent 

13

Grand County / Winter Park

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly

 …see more

from £65 / night

£389 - £1066 / week

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from £65 / night

(3) Very Good 

17

Grand County / Winter Park

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly

 …see more

from £173 / night

£1132 / week

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from £173 / night

(2) Excellent 

22

Grand County / Winter Park

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly

 …see more

from £106 / night

£710 - £841 / week

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from £106 / night

(2) Excellent 

25

Grand County / Winter Park

1 6 Min stay varies

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

 …see more

from £100 / night

£700 - £2238 / week

Enquire View

from £100 / night

(2) Average 

23

Grand County / Winter Park

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children

 …see more

from £147 / night

£1028 - £4562 / week

Enquire View

from £147 / night

(1) Excellent 

20

Grand County / Winter Park

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ski
  • Child friendly
  • Private garden

 …see more

from £406 / night

£2664 - £6927 / week

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from £406 / night

24

Grand County / Winter Park

6 24 Min stay varies

  • 6 bedrooms
  • Sleeps 24
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

 …see more

from £254 / night

£1773 - £7087 / week

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from £254 / night

43

Grand County / Winter Park

4 15 Min stay varies

  • 4 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly

 …see more

from £364 / night

£2548 - £5979 / week

Enquire View

from £364 / night

(1) Excellent 

23

Grand County / Winter Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ski
  • Child friendly

 …see more

from £123 / night

£855 / week

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from £123 / night

(2) Excellent 

43

Grand County / Winter Park

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Ski
  • Child friendly

 …see more

from £123 / night

£800 - £2869 / week

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from £123 / night

(2) Very Good 

25

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

 …see more

from £203 / night

£1418 - £3414 / week

Enquire View

from £203 / night

(6) Very Good 

30

Grand County / Winter Park

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly

 …see more

from £169 / night

£1177 - £3850 / week

Enquire View

from £169 / night

11

Grand County / Winter Park

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ski
  • Child friendly

 …see more

from £128 / night

£890 / week

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from £128 / night

18

Grand County / Winter Park

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly

 …see more

from £118 / night

£821 - £2187 / week

Enquire View

from £118 / night

26

Grand County / Winter Park

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £254 / night

£1773 - £8269 / week

Book View

from £254 / night

(5) Very Good 

31

Grand County / Winter Park

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly

 …see more

from £269 / night

£1882 - £5021 / week

Enquire View

from £269 / night

(2) Average 

24

Grand County / Winter Park

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask owner if suitable for children
  • Pet friendly

 …see more

from £232 / night

£1619 - £4987 / week

Enquire View

from £232 / night

(1) Excellent 

27

Grand County / Winter Park

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £213 / night

£1487 - £5606 / week

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from £213 / night

(1) Excellent 

30

Grand County / Winter Park

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £243 / night

£1699 - £3701 / week

Enquire View

from £243 / night

(1) Excellent 

29

Grand County / Winter Park

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly

 …see more

from £377 / night

£2634 - £9055 / week

Enquire View

from £377 / night

(1) Excellent 

33

Grand County / Winter Park

3 11 Min stay varies

  • 3 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly

 …see more

from £160 / night

£1119 - £3139 / week

Enquire View

from £160 / night

(1) Excellent 

4

Grand County / Winter Park

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly

 …see more

from £74 / night

£435 - £886 / week

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from £74 / night

(1) Excellent 

18

Grand County / Winter Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £107 / night

£738 - £861 / week

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from £107 / night