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Isle of Wight

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384 Holiday homes

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

(9) 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

£600 - £975 / week

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from £75 / night

(5) Excellent 

12

Brading holiday cottage rental

Isle of Wight / Brading

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about pets
  • Private garden

from £42 / night

£295 - £575 / week

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from £42 / night

(8) Excellent 

48

Holiday home rental

Isle of Wight / Shanklin

7 19 Min stay varies

  • 7 bedrooms
  • Sleeps 19
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £500 / night

£1800 - £5525 / week

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from £500 / night

Featured properties

27

Holiday home in Ventnor

Isle of Wight / Ventnor

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly

from £95 / night

£660 - £1600 / week

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from £95 / night

(2) Very Good 

8

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0.8 km
  • Child friendly
  • Car not necessary
“Excelent town house with spectacular roof terrace.” Whole crew stayed here for the 'round the Island race' Perfect house in walking distance of the marina, ferry, shops, pubs and restaurants.  …see more

from £125 / night

£605 - £4840 / week

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from £125 / night

(31) Excellent 

32

Holiday apartment in Shanklin

Shanklin / Luccombe Village

2 4 2 nights min

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

from £80 / night

£560 / week

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from £80 / night

(2) Very Good 

10

Holiday home in Chale

Isle of Wight / Chale

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Highly recommended” Stayed here for one week with my husband (and his Assistance Dog), and our 2 sons (6 & 7 years old). Honestly we were amazed by the place! Being greeted by a bottle of wine and packet of chocolate biscuits on the kitchen table  …see more

from £131 / night

£575 - £1200 / week

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from £131 / night

(1) Excellent 

17

Home rental in Bembridge

Isle of Wight / Bembridge

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £185 / night

£800 - £1525 / week

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from £185 / night

(1) Excellent 

16

Bungalow rental in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

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

from £375 / night

£800 - £1550 / week

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from £375 / 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  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(3) Very Good 

12

Holiday apartment in Bembridge

Bembridge / Bembridge Harbour

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£250 - £525 / week

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from £100 / 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

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from £69 / night

(2) Excellent 

17

Holiday b&b in Wootton Bridge

Isle of Wight / Wootton Bridge

5 6 Min stay varies

  • 5 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £45 / night

£280 - £1855 / week

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from £45 / 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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from £80 / night

(2) Very Good 

15

Holiday home in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

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

from £85 / night

£400 - £745 / week

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from £85 / night

(8) Excellent 

20

Holiday home rental

Ventnor / Ventnor Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“A great mini-break” We had the pleasure of staying at Bermuda House for part of February half term. The house is very spacious and yet always very warm and welcoming. The huge kitchen diner provides a lovely central hub . Ventnor's charms were evident  …see more

from £140 / night

£700 - £2400 / week

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from £140 / night

(2) Average 

10

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

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from £80 / night

(6) Very Good 

14

Brighstone Bay holiday cottage rental

Brighstone / Brighstone Bay

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Fabulous, spotless, friendly holiday farm!” This was a great place to stay, we stayed in the converted stables and it was beautiful. 3 good sized bedrooms, very comfortable lounge with satalite tv and a well equipt kitchen with everything you could ne  …see more

from £89 / night

£535 - £1510 / week

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from £89 / night

(4) Excellent 

7

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

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

from £80 / night

£375 - £840 / week

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from £80 / night

(4) Very Good 

16

Home rental in Ventnor

Ventnor / Niton, Isle of Wight

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Pine ridge is a home from home property” What a superb house and location! Everything you want for an enjoyable break on IoW. The property benefitted from superb views and proximity to beach and dinning was really good for the kids and us. The hous  …see more

from £120 / night

£440 - £820 / week

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from £120 / night

(3) Excellent 

18

Home rental in Newport

Isle of Wight / Newport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

from £80 / night

£245 / week

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from £80 / night

(5) Very Good 

17

Holiday home in Ryde

Isle of Wight / Ryde

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £155 / night

£680 - £1250 / week

Enquire View

from £155 / night

(2) Excellent 

25

Holiday home in Ventnor

Ventnor / St Lawrence, Ventnor

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Private garden

from £219 / night

£925 - £2025 / week

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from £219 / night

12

Bungalow rental in Freshwater with golf nearby

Freshwater / Freshwater Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden

from £274 / night

£1095 - £1145 / week

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from £274 / 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

19

Holiday home accommodation

Isle of Wight / Ventnor

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £450 / night

£1800 - £3550 / week

Enquire View

from £450 / 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

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from £143 / night

10

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 5 Min stay varies

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

from £86 / night

£395 - £885 / week

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from £86 / night

(22) Excellent 

24

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Exceeded our expectations” Very well equipped house well situated near the centre of West Cowes. Garden well laid out for barbecue dinners.  …see more

from £225 / night

£700 - £2700 / week

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from £225 / night

15

Home letting in Seaview

Isle of Wight / Seaview

4 7 3 nights min

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

from £125 / night

£875 / week

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from £125 / night

4

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £180 / night

£900 - £2200 / week

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from £180 / 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

(1) Excellent 

22

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

(1) Excellent 

19

Holiday home in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

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

from £180 / night

£775 - £1845 / week

Enquire View

from £180 / night

13

Bembridge holiday cottage rental

Bembridge / Bembridge Village

2 4 Min stay varies

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

from £45 / night

£295 - £695 / week

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from £45 / night

(2) Excellent 

17

Newtown holiday farmhouse rental

Isle of Wight / Newtown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden

from £71 / night

£495 - £1250 / week

Enquire View

from £71 / night

(3) Very Good 

15

Bembridge holiday home rental

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

Pricing unknown

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Pricing unknown

19

Holiday home in Shanklin

Isle of Wight / Shanklin

4 7 Min stay varies

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

from £136 / night

£950 - £1495 / week

Enquire View

from £136 / night

(5) Very Good 

15

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Amazing apartment and amazing sea view” My husband and I traveled with my husbands parents and I can say that this apartment has definitely got the wow factor! The sea views are spectacular and we had a lovely time relaxing watching the boats and ferr  …see more

from £85 / night

£390 - £890 / week

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from £85 / night

(6) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly

from £46 / night

£325 - £625 / week

Enquire View

from £46 / night

1