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

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371 Holiday homes

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

19

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £108 / night

£754 - £2779 / week

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from £108 / night

15

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £174 / night

£1212 - £5191 / week

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from £174 / night

7

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 £117 / night

£819 - £3807 / week

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from £117 / night

(3) Very Good 

7

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 £74 / night

£512 - £1637 / week

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from £74 / night

(6) Very Good 

30

Grand County / Winter Park

2 8 Min stay varies

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

 …see more

from £143 / night

£997 - £3877 / week

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from £143 / night

26

Grand County / Winter Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children

 …see more

from £77 / night

£534 - £1718 / week

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from £77 / night

(1) Excellent 

15

Grand County / Winter Park

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £92 / night

£641 - £3495 / week

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from £92 / night

23

Grand County / Winter Park

6 20 Min stay varies

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

 …see more

from £238 / night

£1664 - £7760 / week

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from £238 / night

(3) Excellent 

10

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 £77 / night

£539 - £1740 / week

Enquire View

from £77 / night

15

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £174 / night

£1212 - £5191 / week

Enquire View

from £174 / night

(6) Excellent 

14

Grand County / Winter Park

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly

 …see more

from £131 / night

£916 - £3710 / week

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from £131 / night

(9) Very Good 

18

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £112 / night

£781 - £3215 / week

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from £112 / night

(2) Good 

10

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 £141 / night

£986 - £2736 / week

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from £141 / night

(1) Very Good 

21

Grand County / Winter Park

4 14 Min stay varies

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

 …see more

from £200 / night

£954 - £5261 / week

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from £200 / 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 £97 / night

£693 / week

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from £97 / night

(1) Excellent 

14

Grand County / Winter Park

3 6 Min stay varies

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

 …see more

from £120 / night

£835 - £3490 / week

Enquire View

from £120 / night

24

Grand County / Winter Park

3 6 Min stay varies

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

 …see more

from £104 / night

£727 - £2779 / week

Enquire View

from £104 / 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 £85 / night

£500 / week

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from £85 / night

(2) Excellent 

8

Grand County / Winter Park

4 4 1 night min

  • 4 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £308 / night

£2000 / week

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from £308 / night

(2) Very Good 

24

Grand County / Winter Park

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £112 / night

£781 - £3323 / week

Enquire View

from £112 / 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 £89 / night

£620 / week

Book View

from £89 / night

(3) Very Good 

17

Grand County / Winter Park

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £162 / night

£1062 / week

Book View

from £162 / 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 £85 / night

£508 - £1062 / week

Book View

from £85 / night

(3) Very Good 

13

Grand County / Winter Park

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £85 / night

£593 - £2127 / week

Enquire View

from £85 / night

(4) Very Good 

10

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 £85 / night

£593 - £2127 / week

Enquire View

from £85 / night

(1) Excellent 

20

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 £89 / night

£620 - £2127 / week

Enquire View

from £89 / night

20

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 £74 / night

£512 - £1664 / week

Enquire View

from £74 / night

18

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £120 / night

£835 - £3490 / week

Enquire View

from £120 / night

(6) Very Good 

30

Grand County / Winter Park

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Suitable for children age 5+

 …see more

from £270 / night

£1885 - £7571 / week

Enquire View

from £270 / night

75

Grand County / Winter Park

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £69 / night

£480 - £2149 / week

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from £69 / night

14

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £120 / night

£835 - £3490 / week

Enquire View

from £120 / night

(1) Excellent 

22

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 £97 / night

£674 - £2494 / week

Enquire View

from £97 / night

(15) Very Good 

28

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+

 …see more

from £190 / night

£1330 - £3877 / week

Enquire View

from £190 / 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 £115 / night

£803 / week

Book View

from £115 / night

(47) Very Good 

28

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 £91 / night

£636 - £2214 / week

Enquire View

from £91 / night

20

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £112 / night

£781 - £3323 / week

Enquire View

from £112 / night

11

Grand County / Winter Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £174 / night

£1212 - £5191 / week

Enquire View

from £174 / night

(7) Excellent 

18

Grand County / Winter Park

1 4 Min stay varies

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

 …see more

from £116 / night

£808 - £2214 / week

Enquire View

from £116 / night

(6) Very Good 

11

Grand County / Winter Park

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £77 / night

£539 - £1740 / week

Enquire View

from £77 / night

12

Grand County / Winter Park

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £92 / night

£641 - £3495 / week

Book View

from £92 / night

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