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

Shanklin holiday apartment rental

Isle of Wight / Shanklin

2 4 Min stay varies

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

from £113 / night

£425 - £650 / week

Enquire View

from £113 / night

(5) Excellent 

11

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Excellent stay and location” A fabulous chalet with fantastic mod cons, a lovely welcome basket greeted us which was lovely. The chalet was great as was the location, the children enjoyed playing football on the field and climbing frames. The Isle of
…see more

from £39 / night

£275 - £595 / week

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from £39 / night

14

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £29 / night

£200 - £600 / week

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from £29 / night

Featured properties

(1) Excellent 

14

Townhouse rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £100 / night

£450 - £2050 / week

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Responds fast!
avg. 1 hour 19 minutes

from £100 / night

(2) Excellent 

30

Holiday home in Yarmouth

Isle of Wight / Yarmouth

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £215 / night

£1500 / week

Enquire View

from £215 / night

(8) Excellent 

19

Holiday home rental

Isle of Wight / Shanklin

4 9 Min stay varies

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

from £150 / night

£700 - £1880 / week

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Responds fast!
avg. 22 minutes

from £150 / night

(3) Very Good 

22

Holiday bungalow letting

Isle of Wight / Freshwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £45 / night

£318 - £825 / week

Enquire View

from £45 / night

16

Holiday chalet in Yaverland

Sandown / Yaverland

2 4 Min stay varies

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

from £69 / night

£275 - £450 / week

Enquire View

from £69 / night

(18) Excellent 

20

Studio rental in Ventnor with golf nearby

Isle of Wight / Ventnor

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
“Fantastic seaview from the house” The house was very neat and clean and was furnished to the very high standards. The view from the studio apartment is breathtaking.
…see more

from £80 / night

£400 - £675 / week

Enquire View

from £80 / night

(2) Average 

17

Holiday converted chapel with golf nearby in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £174 / night

£375 - £745 / week

Enquire View

from £174 / night

20

Holiday apartment in Sandown

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £55 / night

£270 - £450 / week

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Responds fast!
avg. 3 hours 10 minutes

from £55 / night

(1) Excellent 

24

Yarmouth holiday apartment rental

Isle of Wight / Yarmouth

2 4 Min stay varies

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

from £95 / night

£980 - £1050 / week

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Responds fast!
avg. 30 minutes

from £95 / night

(3) Excellent 

9

Cowes holiday home rental

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Great Location” We are a family of 2 adults and 6 children (& one nanny) and Beckford Road number 20 was a perfect location and size of us. We had a great stay. The accommodation was clean and comfortable. The booking was smooth and the price - relati
…see more

from £139 / night

£550 - £3900 / week

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from £139 / night

(5) Excellent 

17

Yarmouth holiday home let

Isle of Wight / Yarmouth

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“The perfect accomodation for groups or families alike” We recently stayed at this marvellous property for a family holiday to the Isle of Wight. We were looking for something that could cope with two young children (2 3/4 years and 4 months) and a dog
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from £200 / night

£650 - £750 / week

Enquire View

from £200 / night

(13) Excellent 

11

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Excellent accomodation with great facilties” A great set of apartments, with high quality apartments, fantastic staff and great views. The apartment block is in a great location with ample parking for the apartments.
…see more

from £70 / night

£345 - £940 / week

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from £70 / night

(25) Excellent 

24

Holiday bungalow with golf nearby in Sandown

Isle of Wight / Sandown

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Home from home in a brilliant location!” Enjoyed a short winter break at Sudbury. Lovely bungalow, very well equipped and spotlessly clean. Central heating brilliant (Needed as break taken in December!) Highly recommend, in a great location, few minu
…see more

from £76 / night

£380 - £1010 / week

Enquire View

from £76 / night

15

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

3 6 Min stay varies

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

from £75 / night

£350 - £850 / week

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from £75 / night

11

Holiday home rental

Isle of Wight / Ventnor

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Private garden

from £240 / night

£1500 / week

Enquire View

from £240 / night

(1) Very Good 

17

Holiday apartment in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+

from £68 / night

£330 - £620 / week

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Responds fast!
avg. 3 hours 10 minutes

from £68 / night

(9) Average 

18

Holiday bungalow in Seaview

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
“Pleasant stay, clean accommodation and close to the beach” Our bungalow was in a U shape with other bungalows and had good views out the front and into the middle area where it was safe for the children to play and be seen. The bungalow was a good ba
…see more

from £45 / night

£365 - £650 / week

Enquire View

from £45 / night

19

Holiday home in Cowes

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Private garden

from £150 / night

£1050 / week

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from £150 / night

15

Apartment rental in Sandown with golf nearby

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £55 / night

£240 - £390 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £55 / night

(1) Excellent 

25

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £135 / night

£945 - £1895 / week

Book View

Responds fast!
avg. 3 hours 36 minutes

from £135 / night

16

Bembridge holiday townhouse rental

Bembridge / Bembridge Harbour

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £99 / night

£440 / week

Enquire View

from £99 / night

(1) Very Good 

19

Holiday apartment rental

Isle of Wight / Sandown

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
  • Ask about pets

from £60 / night

£295 - £500 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £60 / night

18

Holiday cottage in Newchurch

Sandown / Newchurch

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £80 / night

£425 / week

Book View

from £80 / night

(2) Excellent 

17

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

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

from £85 / night

£395 - £1245 / week

Book View

Responds fast!
avg. 1 hour 8 minutes

from £85 / night

7

Holiday log cabin in Chale

Isle of Wight / Chale

3 6 3 nights min

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

from £100 / night

£500 / week

Book View

from £100 / night

(2) 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 2 km
  • Child friendly
“Fantastic place, great views” This was a great place to stay with my husband and two small kids. It was clean and tidy, the owners were lovely and the garden area fantastic for the kids.
…see more

from £60 / night

£245 - £620 / week

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from £60 / night

8

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 3 Min stay varies

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

from £94 / night

£375 - £600 / week

Enquire View

from £94 / night

8

Sandown holiday chalet rental

Isle of Wight / Sandown

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £50 / night

£300 - £510 / week

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Responds fast!
avg. 3 hours 7 minutes

from £50 / night

23

Holiday cottage in Newchurch

Sandown / Newchurch

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £75 / night

£375 - £655 / week

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from £75 / night

5

Holiday farmhouse with golf nearby in Yarmouth

Isle of Wight / Yarmouth

7 19 3 nights min

  • 7 bedrooms
  • Sleeps 19
  • 3 nights min
  • Child friendly
  • Pet friendly

from £600 / night

£3000 / week

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from £600 / night

8

Holiday barn in Shorwell

Isle of Wight / Shorwell

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min

from £84 / night

£588 / week

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from £84 / night

(1) Excellent 

15

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

from £85 / night

£340 - £750 / week

Book View

from £85 / night

16

Lighthouse rental in Niton

Isle of Wight / Niton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £134 / night

£746 - £1459 / week

Book View

from £134 / night

(2) Excellent 

19

Ventnor holiday cottage rental

Isle of Wight / Ventnor

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly

from £125 / night

£595 - £1550 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £125 / night

18

Holiday home in Calbourne

Isle of Wight / Calbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £183 / night

£1030 - £1404 / week

Book View

from £183 / night

(1) Excellent 

14

Holiday lighthouse in Niton

Isle of Wight / Niton

2 4 Min stay varies

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

from £132 / night

£740 - £1286 / week

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from £132 / night

16

Holiday lighthouse in Niton

Isle of Wight / Niton

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £134 / night

£746 - £1318 / week

Book View

from £134 / night

1