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

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Winter Park

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415 Holiday homes

33

Winter Park holiday apartment rental

Grand County / Winter Park

1 4 Min stay varies

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

from £71 / night

£495 - £900 / week

Book View

Responds fast!
avg. 17 minutes

from £71 / night

18

Holiday condo with shared pool in Winter Park

Grand County / Winter Park

2 6 Min stay varies

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

from £108 / night

£750 / week

Book View

from £108 / night

(1) Excellent 

31

Holiday studio in Winter Park

Grand County / Winter Park

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £74 / night

£515 / week

Enquire View

from £74 / 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 £93 / night

£1,388 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £93 / night

(6) Very Good 

Certificate of Excellence

11

Ski studio to rent in Winter Park

Grand County / Winter Park

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly

Certificate of Excellence

from £71 / night

£425 - £929 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from £71 / 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 £68 / night

£475 - £1,225 / week

Book View

Responds fast!
avg. 16 minutes

from £68 / night

(2) Very Good 

28

Holiday home in Winter Park

Grand County / Winter Park

3 10 Min stay varies

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

from £79 / night

£550 / week

Book View

Responds fast!
avg. 1 hour 11 minutes

from £79 / 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 £125 / night

£746 - £2,246 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £125 / night

(2) Excellent 

18

Holiday condo rental

Grand County / Winter Park

2 6 1 night min

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

from £100 / night

£643 / week

Book View

Responds fast!
avg. 57 minutes

from £100 / night

(94) Excellent 

21

Holiday apartment accommodation

Grand County / Winter Park

2 6 3 nights min

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

from £71 / night

£428 - £554 / week

Book View

from £71 / 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 £272 / night

£2,570 - £4,160 / week

Book View

Responds fast!
avg. 57 minutes

from £272 / 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 £187 / night

£1,305 / week

Enquire View

from £187 / night

(4) Excellent 

17

Apartment rental in Winter Park with shared pool

Grand County / Winter Park

2 6 2 nights min

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

from £72 / night

£429 - £686 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from £72 / night

(1) Excellent 

30

Ski studio to rent in Winter Park

Grand County / Winter Park

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly

from £43 / night

£295 / week

Book View

from £43 / 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 £65 / night

£379 - £772 / week

Book View

from £65 / 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 £64 / night

£1,274 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £64 / night

(16) Very Good 

30

Holiday home in Winter Park

Grand County / Winter Park

3 8 Min stay varies

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

from £155 / night

£1,080 / week

Enquire View

from £155 / 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 £36 / night

£215 - £536 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £36 / night

7

Winter Park holiday condo rental

Grand County / Winter Park

2 10 2 nights min

  • 2 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly

from £100 / night

£679 - £715 / week

Book View

from £100 / night

(6) 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 £64 / night

£817 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £64 / night

31

Holiday home in Winter Park

Grand County / Winter Park

3 8 Min stay varies

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

from £138 / night

£965 / week

Enquire View

from £138 / night

(11) 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 £93 / night

£1,388 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £93 / night

(34) Very Good 

25

Home rental in Winter Park

Grand County / Winter Park

1 4 Min stay varies

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

from £85 / night

£590 / week

Enquire View

from £85 / 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 £108 / night

£678 - £2,536 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from £108 / night

(11) Very Good 

30

Holiday log cabin in Winter Park

Grand County / Winter Park

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning

from £150 / night

£893 / week

Book View

Responds fast!
avg. 2 hours 15 minutes

from £150 / 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 £97 / night

£675 - £2,075 / week

Book View

Responds fast!
avg. 16 minutes

from £97 / night

(1) Excellent 

32

Holiday home rental

Grand County / Winter Park

4 12 Min stay varies

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

from £256 / night

£1,790 / week

Enquire View

from £256 / 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 £369 / night

£2,580 / week

Enquire View

from £369 / night

29

Home rental in Winter Park

Grand County / Winter Park

3 15 Min stay varies

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

from £98 / night

£685 / week

Book View

Responds fast!
avg. 1 hour 23 minutes

from £98 / night

29

Holiday home in Winter Park

Grand County / Winter Park

2 6 Min stay varies

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

from £120 / night

£835 / week

Enquire View

from £120 / night

(9) Excellent 

24

Home rental in Winter Park

Grand County / Winter Park

3 10 Min stay varies

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

from £187 / night

£1,305 / week

Enquire View

from £187 / night

(4) Excellent 

32

Winter Park ski villa to rent.

Grand County / Winter Park

4 10 Min stay varies

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

from £143 / night

£995 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £143 / 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 £243 / night

£1,700 - £5,475 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £243 / night

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 £155 / night

£1,080 / week

Enquire View

from £155 / night

27

Holiday home in Winter Park

Grand County / Winter Park

5 12 Min stay varies

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

from £253 / night

£1,765 / week

Enquire View

from £253 / 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 £140 / night

£975 / week

Enquire View

from £140 / night

(34) Very Good 

34

Winter Park holiday home rental

Grand County / Winter Park

4 10 Min stay varies

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

from £215 / night

£1,500 / week

Enquire View

from £215 / night

(23) Very Good 

34

Winter Park holiday home rental

Grand County / Winter Park

3 10 Min stay varies

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

from £145 / night

£1,015 / week

Enquire View

from £145 / night

(45) Very Good 

25

Studio rental in Winter Park

Grand County / Winter Park

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £74 / night

£515 / week

Enquire View

from £74 / night

24

Ski home to rent in Winter Park

Grand County / Winter Park

5 17 Min stay varies

  • 5 bedrooms
  • Sleeps 17
  • Min stay varies
  • Ski
  • Child friendly

from £500 / night

£3,500 / week

Book View

from £500 / night