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

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Winter Park

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448 Holiday homes

(97) Excellent 

21

Holiday apartment accommodation

Grand County / Winter Park

2 6 3 nights min

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

from £70 / night

£419 - £577 / week

Book View

from £70 / night

24

Holiday apartment with shared pool in Winter Park

Grand County / Winter Park

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £67 / night

£465 - £1,200 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £67 / night

33

Winter Park holiday apartment rental

Grand County / Winter Park

1 4 Min stay varies

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

from £70 / night

£485 - £882 / week

Book View

Responds fast!
avg. 51 minutes

from £70 / night

24

Holiday home in Winter Park

Grand County / Winter Park

4 10 Min stay varies

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

from £95 / night

£661 - £2,032 / week

Book View

Responds fast!
avg. 15 minutes

from £95 / night

(7) Excellent 

24

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 £63 / night

£1,247 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £63 / night

(3) Very Good 

14

Holiday villa with shared pool in Winter Park

Grand County / Winter Park

4 2 nights min

  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £35 / night

£210 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from £35 / night

43

Holiday home in Winter Park

Grand County / Winter Park

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly

from £361 / night

£2,526 / week

Enquire View

from £361 / night

(1) Excellent 

18

Holiday condo with shared pool in Winter Park

Grand County / Winter Park

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly

from £105 / night

£735 / week

Book View

from £105 / night

(1) Excellent 

24

Winter Park holiday home rental

Grand County / Winter Park

3 7 Min stay varies

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

from £135 / night

£940 - £2,565 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £135 / night

(3) Very Good 

20

Holiday condo with shared pool in Winter Park

Grand County / Winter Park

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Swimming pool
  • Child friendly

from £105 / night

£735 / week

Book View

from £105 / night

(4) Excellent 

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 £70 / night

£420 - £965 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £70 / night

35

Holiday home in Winter Park

Grand County / Winter Park

3 8 Min stay varies

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

from £219 / night

£1,533 / week

Enquire View

from £219 / night

26

Home rental in Winter Park

Grand County / Winter Park

6 20 Min stay varies

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

from £405 / night

£2,835 / week

Book View

Responds fast!
avg. 1 hour 18 minutes

from £405 / night

(3) Very Good 

16

Winter Park holiday apartment rental

Grand County / Winter Park

2 5 3 nights min

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

from £161 / night

£1,067 / week

Book View

from £161 / night

(7) Excellent 

24

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 £105 / night

£1,359 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £105 / 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 £203 / night

£1,420 - £5,361 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £203 / night

(7) Excellent 

25

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 £70 / night

£800 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £70 / night

(4) Excellent 

27

Holiday home rental

Grand County / Winter Park

3 8 Min stay varies

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

from £151 / night

£1,058 / week

Enquire View

from £151 / night

(2) Excellent 

24

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 £105 / night

£800 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £105 / night

24

Winter Park holiday apartment rental

Grand County / Winter Park

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly

from £81 / night

£563 - £1,934 / week

Book View

Responds fast!
avg. 58 minutes

from £81 / night

(2) Excellent 

23

Winter Park ski condo to rent.

Grand County / Winter Park

2 6 2 nights min

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

from £105 / night

£730 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £105 / night

27

Holiday home in Winter Park

Grand County / Winter Park

3 10 Min stay varies

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

from £183 / night

£1,278 / week

Enquire View

from £183 / night

(3) Very Good 

24

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 £49 / night

£800 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £49 / 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 £105 / night

£664 - £2,483 / week

Book View

Responds fast!
avg. 2 hours 18 minutes

from £105 / night

(1) Excellent 

33

Holiday home in Winter Park

Grand County / Winter Park

4 11 Min stay varies

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

from £251 / night

£1,753 / week

Enquire View

from £251 / night

(1) Excellent 

27

Holiday home in Winter Park

Grand County / Winter Park

4 14 Min stay varies

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

from £273 / night

£1,909 / week

Book View

Responds fast!
avg. 1 hour 18 minutes

from £273 / night

(10) Excellent 

34

Holiday home in Winter Park

Grand County / Winter Park

3 10 Min stay varies

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

from £142 / night

£994 / week

Enquire View

from £142 / night

24

Home rental in Winter Park

Grand County / Winter Park

6 24 Min stay varies

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

from £308 / night

£1,812 - £2,012 / week

Book View

Responds fast!
avg. 1 hour 18 minutes

from £308 / night

(4) Excellent 

24

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 £105 / night

£1,359 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £105 / night

(3) Very Good 

29

Winter Park holiday home rental

Grand County / Winter Park

3 10 Min stay varies

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

from £135 / night

£945 / week

Enquire View

from £135 / night

(4) Excellent 

27

Holiday home in Winter Park

Grand County / Winter Park

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly

from £140 / night

£979 / week

Enquire View

from £140 / night

(1) Very Good 

21

Winter Park holiday home rental

Grand County / Winter Park

4 14 Min stay varies

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

from £268 / night

£2,534 - £4,102 / week

Book View

Responds fast!
avg. 1 hour 18 minutes

from £268 / night

27

Holiday home in Winter Park

Grand County / Winter Park

3 11 Min stay varies

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

from £142 / night

£994 / week

Enquire View

from £142 / night

(10) Excellent 

28

Holiday home in Winter Park

Grand County / Winter Park

3 10 Min stay varies

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

from £175 / night

£1,219 / week

Enquire View

from £175 / night

(6) Excellent 

19

Ski home to rent in Winter Park

Grand County / Winter Park

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ski
  • Child friendly

from £137 / night

£840 - £2,238 / week

Book View

from £137 / night

35

Home rental in Winter Park

Grand County / Winter Park

5 16 Min stay varies

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

from £310 / night

£2,169 / week

Enquire View

from £310 / night

31

Holiday home in Winter Park

Grand County / Winter Park

3 10 Min stay varies

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

from £137 / night

£955 / week

Enquire View

from £137 / night

(1) Excellent 

31

Holiday home with shared pool in Winter Park

Grand County / Winter Park

3 10 Min stay varies

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

from £137 / night

£955 / week

Enquire View

from £137 / night

(7) Excellent 

37

Winter Park holiday home rental

Grand County / Winter Park

3 10 Min stay varies

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

from £137 / night

£955 / week

Enquire View

from £137 / night

(12) Excellent 

24

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 £105 / night

£1,359 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £105 / night