Apartments in Winter Park and Villas - Holiday Lettings - Holiday Rentals Winter Park

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Winter Park

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157 Holiday homes

(82) Excellent 

22

Holiday apartment accommodation

Grand County / Winter Park

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £69 / night

£423 - £597 / week

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from £69 / night

(1) Excellent 

23

Winter Park ski condo to rent.

Grand County / Winter Park

2 6 Min stay varies

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

from £115 / night

£803 / week

Book View

from £115 / night

(2) Excellent 

24

Winter Park ski condo to rent.

Grand County / Winter Park

3 8 Min stay varies

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

from £127 / night

£889 / week

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from £127 / night

(8) Excellent 

27

Winter Park ski apartment to rent.

Grand County / Winter Park

2 8 Min stay varies

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

from £100 / night

£1495 / week

Book View

from £100 / night

(3) Very Good 

28

Winter Park holiday home let

Grand County / Winter Park

5 16 Min stay varies

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

from £360 / night

£2515 / week

Enquire View

from £360 / night

(7) Excellent 

30

Winter Park ski condo to rent.

Grand County / Winter Park

2 8 Min stay varies

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

from £100 / night

£1495 / week

Book View

from £100 / night

(1) Excellent 

4

Holiday condo in Winter Park

Grand County / Winter Park

1 4 1 night min

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

from £70 / night

£408 / week

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from £70 / night

(32) Excellent 

31

Holiday home in Winter Park

Grand County / Winter Park

5 19 Min stay varies

  • 5 bedrooms
  • Sleeps 19
  • Min stay varies
  • Child friendly

from £319 / night

£2230 / week

Enquire View

from £319 / night

(18) Very Good 

32

Holiday home in Winter Park

Grand County / Winter Park

5 16 Min stay varies

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

from £347 / night

£2424 / week

Enquire View

from £347 / night

(3) Very Good 

17

Apartment rental in Winter Park with shared pool

Grand County / Winter Park

2 6 Min stay varies

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

from £77 / night

£462 - £1062 / week

Book View

from £77 / night

23

Ski home to rent in Winter Park

Grand County / Winter Park

5 17 3 nights min

  • 5 bedrooms
  • Sleeps 17
  • 3 nights min
  • Ski
  • Child friendly

from £424 / night

£2962 / week

Book View

from £424 / night

(23) Excellent 

27

Holiday home in Winter Park

Grand County / Winter Park

4 11 Min stay varies

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

from £310 / night

£2165 / week

Enquire View

from £310 / night

26

Holiday apartment in Winter Park

Grand County / Winter Park

2 6 Min stay varies

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

from £77 / night

£534 - £1234 / week

Book View

from £77 / night

(4) Excellent 

31

Winter Park ski condo to rent.

Grand County / Winter Park

2 10 Min stay varies

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

from £92 / night

£1372 / week

Book View

from £92 / night

(11) Very Good 

28

Holiday home in Winter Park

Grand County / Winter Park

4 15 Min stay varies

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

from £307 / night

£2144 / week

Enquire View

from £307 / night

(2) Excellent 

34

Holiday home in Winter Park

Grand County / Winter Park

4 16 Min stay varies

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

from £354 / night

£2472 / week

Enquire View

from £354 / night

25

Holiday home rental

Grand County / Winter Park

4 12 Min stay varies

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

from £327 / night

£2284 / week

Enquire View

from £327 / night

(21) Very Good 

33

Holiday home in Winter Park

Grand County / Winter Park

4 12 Min stay varies

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

from £270 / night

£1885 / week

Enquire View

from £270 / night

33

Winter Park holiday apartment rental

Grand County / Winter Park

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+

from £77 / night

£534 - £1050 / week

Book View

from £77 / night

(1) Excellent 

22

Winter Park ski condo to rent.

Grand County / Winter Park

1 6 Min stay varies

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

from £77 / night

£880 / week

Book View

from £77 / night

(5) Excellent 

22

Winter Park ski condo to rent.

Grand County / Winter Park

1 6 Min stay varies

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

from £77 / night

£880 / week

Book View

from £77 / night

(3) Very Good 

20

Holiday condo with shared pool in Winter Park

Grand County / Winter Park

2 7 Min stay varies

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

from £97 / night

£674 / week

Book View

from £97 / night

(3) Excellent 

43

Winter Park ski apartment to rent.

Grand County / Winter Park

3 9 Min stay varies

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

from £116 / night

£770 - £2693 / week

Book View

from £116 / night

(2) Excellent 

33

Winter Park holiday home rental

Grand County / Winter Park

7 30 Min stay varies

  • 7 bedrooms
  • Sleeps 30
  • Min stay varies
  • Child friendly

from £514 / night

£3597 / week

Enquire View

from £514 / night

(15) Very Good 

25

Holiday home in Winter Park

Grand County / Winter Park

2 8 Min stay varies

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

from £143 / night

£997 / week

Enquire View

from £143 / night

31

Home rental in Winter Park

Grand County / Winter Park

5 16 Min stay varies

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

from £325 / night

£2273 / week

Enquire View

from £325 / night

24

Winter Park holiday apartment rental

Grand County / Winter Park

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £89 / night

£620 - £2127 / week

Book View

from £89 / night

(6) Excellent 

19

Ski home to rent in Winter Park

Grand County / Winter Park

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Ski
  • Child friendly

from £150 / night

£924 - £2000 / week

Book View

from £150 / night

(1) Excellent 

26

Winter Park holiday home rental

Grand County / Winter Park

4 12 Min stay varies

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

from £200 / night

£1400 - £5110 / week

Book View

from £200 / night

26

Winter Park holiday home rental

Grand County / Winter Park

3 11 Min stay varies

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

from £213 / night

£1487 / week

Enquire View

from £213 / night

(1) Excellent 

26

Holiday home in Winter Park

Grand County / Winter Park

3 8 Min stay varies

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

from £164 / night

£1147 / week

Enquire View

from £164 / night

(2) Excellent 

18

Holiday condo rental

Grand County / Winter Park

2 6 Min stay varies

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

from £104 / night

£693 / week

Book View

from £104 / night

(9) Very Good 

28

Winter Park holiday home rental

Grand County / Winter Park

4 10 Min stay varies

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

from £307 / night

£2144 / week

Enquire View

from £307 / night

(3) Excellent 

23

Home letting in Winter Park

Grand County / Winter Park

4 12 Min stay varies

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

from £209 / night

£1460 / week

Enquire View

from £209 / night

(24) Very Good 

27

Home rental in Winter Park

Grand County / Winter Park

4 12 Min stay varies

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

from £307 / night

£2144 / week

Enquire View

from £307 / night

36

Holiday home in Winter Park

Grand County / Winter Park

4 15 Min stay varies

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

from £327 / night

£2284 / week

Enquire View

from £327 / night

(1) Excellent 

24

Winter Park holiday home rental

Grand County / Winter Park

3 8 Min stay varies

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

from £134 / night

£804 - £2419 / week

Book View

from £134 / night

(24) Excellent 

24

Holiday home with shared pool in Winter Park

Grand County / Winter Park

3 8 Min stay varies

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

from £146 / night

£1018 / week

Enquire View

from £146 / night

(6) Very Good 

30

Holiday home rental

Grand County / Winter Park

2 8 Min stay varies

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

from £143 / night

£997 / week

Enquire View

from £143 / night

(27) Very Good 

27

Home letting in Winter Park

Grand County / Winter Park

2 6 Min stay varies

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

from £143 / night

£997 / week

Enquire View

from £143 / night

1