Cycling holiday villas and apartments Isle of Wight | Holiday Lettings

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Isle of Wight

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364 Holiday homes

Filters applied: Cycling holidays

(11) Excellent 

8

Newport holiday b&b rental

Isle of Wight / Newport

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 5 km
  • Ask owner if suitable for children
“Restful Relaxing Haven” I stayed for a week at this wonderful B&B. It's close to Newport but in the countryside which is the perfect location for the IOW. Tina and Terry are warm and friendly hosts who can really cook the most wonderful food. The r
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from £85 / night

£595 / week

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Responds fast!
avg. 3 hours 47 minutes

from £85 / night

(3) Very Good 

30

Home rental in Nettlestone with golf nearby

Isle of Wight / Nettlestone

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fabulous accommodation for enjoying this lovely Island” Our party of 8 adults and 2 children had a fabulous stay at Nettlestone House; very spacious and very well presented and equipped. And the lovely garden was a bonus for both playtime and the BBQ.
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from £199 / night

£995 - £1995 / week

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Responds fast!
avg. 1 hour 4 minutes

from £199 / night

(4) Excellent 

27

Holiday cottage rental

Freshwater / Freshwater Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children

from £72 / night

£360 - £560 / week

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from £72 / night

Featured properties

(7) Very Good 

13

Holiday home in Bembridge

Bembridge / Bembridge Village

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £114 / night

£795 - £2695 / week

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from £114 / night

(4) Very Good 

22

St Helens holiday cottage rental

Isle of Wight / St Helens

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Private garden
“Fab cottage” The cottage was clean & well furnished. We were close to the beach with good restaurants and superstore close by. Neighbours friendly and helpful. The only downsides were no bath towels and nothing in the literature advising of this an
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from £42 / night

£295 - £680 / week

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from £42 / night

(1) Excellent 

10

Wroxall holiday home rental

Isle of Wight / Wroxall

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Private garden

from £50 / night

£250 - £475 / week

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from £50 / night

(39) Excellent 

10

Holiday bungalow in Gurnard

Isle of Wight / Gurnard

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Lovely house, great location, would stay again” Just back from 5 nights in Seawinds. The house is lovely, modern, well equipped and we all loved it. A really nice back garden, perfect for BBQ and kids playing, all enclosed so no worries about them bei
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from £105 / night

£515 - £1300 / week

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from £105 / night

(17) Excellent 

30

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“Great holiday cottage” The Dairy was very well presented, extremely clean and very comfortable for our family with two young children. It is very well equipped with everything you need for a self catering holiday. We especially loved the hot tub, e
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from £125 / night

£450 - £795 / week

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Responds fast!
avg. 1 hour 51 minutes

from £125 / night

(4) Excellent 

12

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £97 / night

£675 - £1050 / week

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from £97 / night

(26) Excellent 

15

Ryde holiday lodge rental

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km

from £60 / night

£350 - £504 / week

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Responds fast!
avg. 1 hour 45 minutes

from £60 / night

(1) Very Good 

18

Bembridge holiday home rental

Bembridge / Bembridge Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £115 / night

£500 - £1250 / week

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Responds fast!
avg. 3 hours 52 minutes

from £115 / night

22

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £54 / night

£307 - £679 / week

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Responds fast!
avg. 1 hour 21 minutes

from £54 / night

(4) Excellent 

12

Holiday cottage in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £90 / night

£475 - £835 / week

Enquire View

from £90 / night

(21) Excellent 

23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A very well equipped apartment in a great location” This three bedroom apartment did not disappoint. The Cromwell apartment had three bedrooms, two of which had sea views. The largest bedroom was a super King with an ensuite bathroom with large whirlp
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from £155 / night

£775 - £1990 / week

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from £155 / night

(10) Excellent 

14

Home rental in Ryde with golf nearby

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
“A lovely place to stay” We had a very nice stay at the Auction House it was the best place we have stayed in during our travels in all our 55 years of married life. It we well equipted spotlessly clean and very comfortalble, The owners were very hel
…see more

from £75 / night

£450 - £999 / week

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from £75 / night

(10) Excellent 

19

Cowes holiday bungalow rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect location Beautiful well equipped Bungalow” Arrived in late January for a long weekend we were exceptionally lucky with the weather.The views are stunning.The bungalow was warm cosy and spacious just like home from home so many different places
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from £70 / night

£450 - £3250 / week

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from £70 / night

(3) Very Good 

39

Holiday cottage in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £116 / night

£499 - £1015 / week

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from £116 / night

(10) Very Good 

15

Apartment rental in Totland

Totland Bay / Totland Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £195 / night

£575 - £1275 / week

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Responds fast!
avg. 1 hour 43 minutes

from £195 / night

(1) Very Good 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly

from £30 / night

£190 - £590 / week

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Responds fast!
avg. 2 hours 3 minutes

from £30 / night

(1) Excellent 

14

Holiday home in Cowes

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £100 / night

£645 - £1045 / week

Enquire View

from £100 / night

21

Cottage rental in Newchurch

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

from £80 / night

£480 - £830 / week

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from £80 / night

(10) Very Good 

13

Holiday chalet in Yaverland

Sandown / Yaverland

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £50 / night

£399 - £515 / week

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Responds fast!
avg. 2 hours 12 minutes

from £50 / night

(1) Excellent 

11

Holiday apartment in Ventnor

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £143 / night

£400 - £850 / week

Enquire View

from £143 / night

(5) Excellent 

21

Bembridge holiday home let

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely holiday home offering peace and quiet just minutes from the beach” Lovely 3-bedroomed holiday home in a quiet lane, just minutes from the beach. Very convenient with convenience store just round the corner. Would definitely recommend the prope
…see more

from £100 / night

£700 - £1250 / week

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from £100 / night

(12) Very Good 

20

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“A home from home” Brambles Chine is a hidden secret, the road leading to it is so easy to miss the first, second and third times. This hidden holiday park is in a simply amazing location with a panoramic view from the needles in the south to Fort Albe
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from £50 / night

£270 - £560 / week

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Responds fast!
avg. 1 hour 30 minutes

from £50 / night

(9) Excellent 

Certificate of Excellence

39

Holiday cottage in Seaview

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

Certificate of Excellence

from £135 / night

£579 - £1499 / week

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from £135 / night

17

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £50 / night

£200 - £450 / week

Enquire View

from £50 / night

(1) Very Good 

14

Bungalow rental in Seaview

Isle of Wight / Seaview

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £170 / night

£450 - £955 / week

Enquire View

from £170 / night

(4) Very Good 

20

Holiday bungalow in Yaverland

Sandown / Yaverland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Well placed, well equipped - just what we wanted.” The bungalow is easy to find, and has ample parking for two cars if necessary. The garden is spacious and mostly grassed (although our daughter did manage to find a tree to fall out of!) There is a p
…see more

from £80 / night

£425 - £1025 / week

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Responds fast!
avg. 2 hours 27 minutes

from £80 / night

(13) Excellent 

28

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“High quality, beautifully appointed holiday barn in a peaceful location.” The barn is in great location which leaves you close to any of the islands attractions or towns. It is beautifully appointed throughout with the bonus of a hot tub in the shared
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from £150 / night

£695 - £1495 / week

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Responds fast!
avg. 1 hour 51 minutes

from £150 / night

(3) Excellent 

11

Sandown holiday chalet rental

Isle of Wight / Sandown

2 6 Min stay varies

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

from £45 / night

£275 - £450 / week

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Responds fast!
avg. 25 minutes

from £45 / night

(1) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £80 / night

£375 - £840 / week

Enquire View

from £80 / night

(6) Excellent 

7

Holiday apartment in Wroxall

Isle of Wight / Wroxall

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km

from £75 / night

£450 - £575 / week

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Responds fast!
avg. 2 hours 27 minutes

from £75 / night

(1) Excellent 

21

Holiday home in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £130 / night

£745 - £1845 / week

Enquire View

from £130 / night

(10) Excellent 

23

Holiday home rental

Isle of Wight / Wootton Bridge

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £161 / night

£1125 / week

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from £161 / night

(6) Excellent 

10

Shanklin holiday apartment let

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely luxury apartment” Lovely luxury apartment - we stayed with family and young children. Great facilities, ensuite bathrooms, lots of room. Very clean and all very new, great position for sea and town. No noise. Parking was a bit odd but sufficien
…see more

from £140 / night

£695 - £1850 / week

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from £140 / night

(8) Excellent 

14

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Same High Standard” We stayed in Carisbrooke last year and loved it and really wanted to try the newly released Albert apartment after it's extensive renovations. In fact we booked a week over the Easter holiday without even seeing any photo's. We wer
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from £80 / night

£560 / week

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Responds fast!
avg. 2 hours 43 minutes

from £80 / night

(1) Excellent 

26

Whippingham holiday log cabin rental

Isle of Wight / Whippingham

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £150 / night

£550 - £1200 / week

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from £150 / night

(2) Average 

20

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £80 / night

£325 - £700 / week

Enquire View

from £80 / night

(5) Excellent 

12

Holiday barn in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
“Perfect for large groups” The Granary was ideal for a large group, each room having its own en-suit. Plenty of space to socialise and very clean. The only thing I would suggest is it is better sign posted at the end of the drive as we initially drove
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from £210 / night

£900 - £2300 / week

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from £210 / night

1