Cycling holiday villas and apartments Isle of Wight

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Location

  • England
  • Isle of Wight

Location

  • All locations
  • Bembridge (29)
  • Bemridge Harbour (2)
  • Bonchurch (10)
  • Brading (4)
  • Brighstone (6)
  • Brook (2)
  • Calbourne (3)
  • Cowes (60)
  • East Cowes (5)
  • Freshwater (25)
  • Godshill (5)
  • Gurnard (16)
  • Knighton, Isle of Wight (1)
  • Lake (1)
  • Merstone (2)
  • Newport (7)
  • Newtown (1)
  • Niton (3)
  • Rookley (1)
  • Ryde (23)
  • Saint Helens (1)
  • Sandown (41)
  • Seaview (14)
  • Shanklin (41)
  • Shorwell (5)
  • St Helens (5)
  • Totland Bay (4)
  • Ventnor (63)
  • Whippingham (8)
  • Whitwell (8)
  • Wootton Bridge (11)
  • Wroxall (6)
  • Yarmouth (24)

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437 Holiday homes

Filters applied: Cycling holidays (437)

Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

1 / 19

Holiday home in Isle of Wight

Isle of Wight / Shanklin

4 12 7 nights min stay

House / 4 bedrooms / sleeps 12 / 7 nights min stay

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from £336 / night

£2350 / week

Book

from £336 / night

(16) Very Good 

1 / 8

Cottage rental in Isle of Wight

Isle of Wight / Newport

3 5 Min stay varies

Cottage / 3 bedrooms / sleeps 5 / Min stay varies

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from £70 / night

£500 - £1030 / week

Book

from £70 / night

(6) Excellent 

1 / 35

Holiday home in Isle of Wight

Isle of Wight / East Cowes

2 5 Min stay varies

House / 2 bedrooms / sleeps 5 / Min stay varies

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from £125 / night

£495 - £1300 / week

Book

from £125 / night

Featured properties

(21) Excellent 

1 / 22

Holiday barn with golf nearby in Isle of Wight

Freshwater / Freshwater Bay

3 6 Min stay varies

Barn / 3 bedrooms / sleeps 6 / Min stay varies

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from £55 / night

£380 - £1080 / week

Book

from £55 / night

(6) Very Good 

1 / 9

Holiday home in Isle of Wight

Isle of Wight / Gurnard

2 4 Min stay varies

House / 2 bedrooms / sleeps 4 / Min stay varies

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from £55 / night

£385 - £1500 / week

Book

from £55 / night

(10) Excellent 

1 / 19

Isle of Wight holiday cottage rental

Isle of Wight / Cowes

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £55 / night

£385 - £1500 / week

Book

from £55 / night

(8) Excellent 

1 / 15

Holiday bungalow in Isle of Wight

Isle of Wight / Wootton Bridge

3 6 Min stay varies

Bungalow / 3 bedrooms / sleeps 6 / Min stay varies

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from £95 / night

£495 - £895 / week

Book

from £95 / night

(4) Excellent 

1 / 14

Holiday apartment in Ventnor

Ventnor / Ventnor Bay

3 6 3 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 3 nights min stay

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from £145 / night

£750 - £1163 / week

Book

from £145 / night

(6) Excellent 

1 / 32

Holiday home with golf nearby in Isle of Wight

Isle of Wight / Seaview

3 7 Min stay varies

House / 3 bedrooms / sleeps 7 / Min stay varies

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from £80 / night

£999 / week

Book

from £80 / night

(5) Very Good 

1 / 17

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £145 / night

£1163 / week

Book

from £145 / night

(5) Very Good 

1 / 15

Apartment rental in Isle of Wight

Totland / Totland Bay

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

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from £125 / night

£500 - £1200 / week

Book

from £125 / night

(14) Excellent 

1 / 22

Cottage rental in Isle of Wight

Totland / Totland Bay

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

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from £90 / night

£575 - £990 / week

Book

from £90 / night

(21) Excellent 

1 / 32

Holiday apartment in Isle of Wight

Shanklin / Luccombe Village

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

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from £80 / night

£630 / week

Book

from £80 / night

(11) Excellent 

1 / 12

Holiday townhouse rental

Cowes / West Cowes

4 10 Min stay varies

Townhouse / 4 bedrooms / sleeps 10 / Min stay varies

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from £250 / night

£3250 / week

Book

from £250 / night

(19) Very Good 

1 / 22

Cowes holiday cottage rental

Cowes / West Cowes

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

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from £72 / night

£300 - £1050 / week

Book

from £72 / night

(14) Excellent 

1 / 7

Holiday log cabin in Isle of Wight

Isle of Wight / Gurnard

2 4 Min stay varies

Log cabin / 2 bedrooms / sleeps 4 / Min stay varies

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from £60 / night

£420 - £630 / week

Book

from £60 / night

(22) Excellent 

1 / 23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 10 Min stay varies

Apartment / 4 bedrooms / sleeps 10 / Min stay varies

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from £210 / night

£845 - £2150 / week

Book

from £210 / night

(7) Excellent 

1 / 14

Newport holiday b&b rental

Isle of Wight / Newport

1 5 Min stay varies

B&B / 1 bedroom / sleeps 5 / Min stay varies

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from £85 / night

£595 - £1505 / week

Book

from £85 / night

(22) Excellent 

1 / 20

Holiday home in Isle of Wight

Isle of Wight / Ventnor

3 7 Min stay varies

House / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £100 / night

£400 - £895 / week

Book

from £100 / night

(19) Excellent 

1 / 20

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

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from £170 / night

£1750 / week

Book

from £170 / night

(10) Excellent 

1 / 12

Holiday apartment with golf nearby in Isle of Wight

Ryde / Appley

2 3 Min stay varies

Apartment / 2 bedrooms / sleeps 3 / Min stay varies

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from £52 / night

£364 - £623 / week

Book

from £52 / night

(5) Excellent 

1 / 8

Holiday apartment in Isle of Wight

Wootton Bridge / Fishbourne

3 6 Min stay varies

Apartment / 3 bedrooms / sleeps 6 / Min stay varies

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from £66 / night

£275 - £850 / week

Book

from £66 / night

(5) Excellent 

1 / 22

Holiday home in Isle of Wight

Isle of Wight / Whippingham

4 8 3 nights min stay

House / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £500 / night

£3500 / week

Book

from £500 / night

(1) Excellent 

1 / 22

Holiday apartment in Isle of Wight

Isle of Wight / Shanklin

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £150 / night

£900 - £1300 / week

Book

from £150 / night

(9) Excellent 

1 / 20

Cottage rental in Lake

Isle of Wight / Lake

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £75 / night

£550 / week

Book

from £75 / night

(1) Excellent 

1 / 22

Home rental in Shanklin

Isle of Wight / Shanklin

6 12 1 night min stay

House / 6 bedrooms / sleeps 12 / 1 night min stay

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from £300 / night

£1600 - £2200 / week

Book

from £300 / night

(2) Very Good 

1 / 16

Wootton Bridge holiday cottage rental

Isle of Wight / Wootton Bridge

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £66 / night

£275 - £850 / week

Book

from £66 / night

(12) Excellent 

1 / 15

Log cabin rental in Newport

Isle of Wight / Newport

1 2 3 nights min stay

Log cabin / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £65 / night

£450 / week

Book

from £65 / night

(9) Excellent 

1 / 24

Isle of Wight holiday bungalow rental

Isle of Wight / Shanklin

3 7 Min stay varies

Bungalow / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £170 / night

£800 - £1200 / week

Book

from £170 / night

(5) Excellent 

1 / 14

Isle of Wight holiday home let

Bembridge / Bembridge Village

3 6 7 nights min stay

House / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £72 / night

£500 - £1100 / week

Book

from £72 / night

(10) Excellent 

1 / 21

Holiday apartment in Isle of Wight

Isle of Wight / Ventnor

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £80 / night

£350 - £750 / week

Book

from £80 / night

(1) Poor 

1 / 11

Isle of Wight holiday apartment rental

Isle of Wight / Newport

2 4 2 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £70 / night

£490 / week

Book

from £70 / night

(3) Very Good 

1 / 8

Holiday cottage in Isle of Wight

Cowes / West Cowes

3 8 Min stay varies

Cottage / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £85 / night

£350 - £2500 / week

Book

from £85 / night

(2) Very Good 

1 / 18

Isle of Wight holiday apartment let

Shanklin / Luccombe Village

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £130 / night

£520 - £1494 / week

Book

from £130 / night

(3) Poor 

1 / 9

Holiday bungalow with shared pool in Isle of Wight

Isle of Wight / Gurnard

2 6 3 nights min stay

Bungalow / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £45 / night

£250 - £400 / week

Book

from £45 / night

(5) Excellent 

1 / 10

Isle of Wight holiday apartment let

Isle of Wight / Shanklin

4 8 Min stay varies

Apartment / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £170 / night

£695 - £1775 / week

Book

from £170 / night

(9) Very Good 

1 / 24

Holiday log cabin in Isle of Wight

Isle of Wight / Cowes

2 5 3 nights min stay

Log cabin / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £57 / night

£400 - £630 / week

Book

from £57 / night

(7) Excellent 

1 / 22

Holiday cottage in Isle of Wight

Isle of Wight / Brading

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £95 / night

£600 - £820 / week

Book

from £95 / night

(12) Excellent 

1 / 22

Ventnor holiday apartment rental

Ventnor / Ventnor Bay

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £82 / night

£398 - £549 / week

Book

from £82 / night

(38) Excellent 

1 / 10

Isle of Wight holiday bungalow rental

Isle of Wight / Gurnard

2 5 Min stay varies

Bungalow / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £95 / night

£1275 / week

Book

from £95 / night

(8) Very Good 

1 / 13

Shanklin holiday farmhouse rental

Shanklin / Ninham

6 9 Min stay varies

Farmhouse / 6 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £160 / night

£850 - £1680 / week

Book

from £160 / night

(14) Excellent 

1 / 24

Home rental in Ventnor with golf nearby

Ventnor / Ventnor Bay

2 4 Min stay varies

House / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £75 / night

£685 / week

Book

from £75 / night

(15) Excellent 

1 / 7

Holiday lodge with golf nearby in Isle of Wight

Isle of Wight / Whippingham

3 6 Min stay varies

Lodge / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £85 / night

£565 - £1025 / week

Book

from £85 / night

(9) Excellent 

1 / 23

Yarmouth holiday home rental

Yarmouth / Fort Victoria

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £150 / night

£800 - £1750 / week

Book

from £150 / night

(7) Excellent 

1 / 19

Holiday home in Isle of Wight

Ventnor / Niton, Isle of Wight

4 10 7 nights min stay

House / 4 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £115 / night

£800 - £1500 / week

Book

from £115 / night

(9) Excellent 

1 / 22

Whitwell holiday cottage rental

Isle of Wight / Whitwell

2 6 Min stay varies

Cottage / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £80 / night

£350 - £650 / week

Book

from £80 / night

(9) Very Good 

1 / 16

Home rental in Cowes with golf nearby

Cowes / West Cowes

2 5 Min stay varies

House / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £80 / night

£345 - £1450 / week

Book

from £80 / night

(15) Excellent 

1 / 18

Brighstone holiday cottage rental

Isle of Wight / Brighstone

1 2 Min stay varies

Cottage / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £62 / night

£314 - £583 / week

Book

from £62 / night

(7) Excellent 

1 / 12

Holiday bungalow in Isle of Wight

Isle of Wight / Freshwater

2 4 7 nights min stay

Bungalow / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £45 / night

£310 - £550 / week

Book

from £45 / night

(4) Excellent 

1 / 12

Shanklin holiday lodge rental

Shanklin / Ninham

3 6 Min stay varies

Lodge / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £120 / night

£640 - £1470 / week

Book

from £120 / night

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