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267 Holiday homes in Isle of Wight

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  • Bembridge (21)
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  • Cowes (62)
  • Freshwater (8)
  • Godshill (2)
  • Gurnard, Isle of Wight (4)
  • Luccombe (1)
  • Nettlestone (1)
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  • Newport, Isle of Wight (6)
  • Nodes Point (1)
  • Ryde (20)
  • Sandown (31)
  • Seaview Village (10)
  • Shanklin (10)
  • Shorwell (1)
  • St Helens, Isle of Wight (1)
  • Totland (6)
  • Ventnor (45)
  • Whippingham (4)
  • Wootton (5)
  • Yarmouth, Isle of Wight (16)

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267 Results  |  
20 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £28 /night

£190 - £340 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Discounted Ferry Travel! - Well presented chalet fronting a green, being the perfect spot to soak up the sun! Located on the south eastern coast with fine views across Sandown Bay to The English Channel. Lots of local attractions & award winning sandy beaches to enjoy.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3.5/5 

3 Nights min stay

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from £57 /night

£395 - £495 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Luxury 1 bedroomed apartment in an enviable position literally a few yards from the creek. The light & airy interiors have been furnished to a good standard and provide excellent, comfortable accommodation for couples & families.  …see more

5 Photos

Cottage | 2 Bedrooms | sleeps 5

Good 3.5/5 

4 Nights min stay

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from £58 /night

£400 - £550 / week

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Key info:

  • Nearest beach 8 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Toll Cottage is a charming 19th century self-catering holiday cottage in Carisbrooke, Isle of Wight. It is Grade II listed building, formerly used as the toll house for Carisbrooke Castle. The accommodation contains two bedrooms and is surrounded by a large garden. He Cottage has been sympathetically restored to retain historical features without compromising on comfort.  …see more

Featured properties

12 Photos

Farmhouse | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £265 /night

£1855 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
A listed stone Farmhouse in an Area of Outstanding Natural Beauty. Afton Farmhouse is close to beaches, bridleways, a golf course and many other attractions. The perfect holiday destination.  …see more

16 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

Min stay varies

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from £86 /night

£600 - £1800 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautiful seaside home nestling beneath St Boniface downs to one side and a short walk to the spectacular beaches, walks and coastline. A very sought after holiday destination offering some the best eating, drinking and dining experiences on the Island. Must like cats as the letting comes with two adorable black cats. Arrangements can be made to feed them.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

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from £69 /night

£477 - £1908 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Stylish accommodation of very good standard in wonderful modern property tucked away on the edge of Cowes Old Town being just a few moments walk away from the town centre and the waterfront. 1 double and 1 twin bedroom. Two enclosed garden areas and parking  …see more

7 Photos

Chalet | 3 Bedrooms | sleeps 6

Min stay varies

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from £66 /night

£459 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
IDEAL SELF CATERING ACCOMMODATION ON THE ISLE OF WIGHT FOR FAMILIES OR COUPLES THAT WANT A BREAK FROM IT ALL. IDEAL FOR DOGS; GREEN BANK JUST BY THE CABIN + BONCHURCH BEACH DOG FRIENDLY ALL YEAR. WONDERFULLY POSITIONED BY THE ESPLANADE. IDEAL HOLIDAY CABIN WHETHER ITS A SHORT BREAK OR A WEEK OR MORE. SURE YOU WILL LOVE THIS LOCATION.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £108 /night

£750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Stunning, luxurious apartment within a secure gated development with delightful floor to ceiling living room windows and balcony giving superb, panoramic views of Sheppards Wharf marina, the river Medina and the Solent, this is the perfect holiday location!  …see more

23 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £152 /night

£1060 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Amazing property for up to 10 that sits just back from the waterfront and has fantastic views up and down the River Medina and to the Solent beyond from the large roof terrace - an excellent place to entertain or sit and watch the world go by. 5 bedrooms & 4 bathrooms. Lift access and off-road parking for 2 cars.  …see more

9 Photos

Caravan/Mobile Home | 2 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £46 /night

£318 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
This caravan sleeps a max of 6 served by 1 double bedroom, 1twin bedded room and a double sofa bed in the lounge. It has a large shower and separate toilet. Kitchen fully equipped. Lounge with TV/DVD, radio/CD, games,books,telescope.Table/chairs on decking outside.  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £65 /night

£450 - £500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Ideal for sailing accommodation of vacations, this charming property is in a quiet mews development and has the added benefit of a garage  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £47 /night

£325 - £390 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Craiglea is a peaceful, self-catering holiday cottage on the Isle of Wight sleeping up to six adults. Centrally located in Totland Bay, on the West coast of the Isle of Wight, our holiday accommodation is just 5 minutes’ walk from the beach. Great for couples, families and groups. Your favourite pet too. Wifi, Wii, lots of games & flat satellite TV  …see more

8 Photos

Townhouse | 3 Bedrooms | sleeps 6

Min stay varies

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from £61 /night

£425 - £750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Between harbour and beach 3 bedrooms. Grounds of Solent Landing extend to beach.  …see more

15 Photos

House | 7 Bedrooms | sleeps 12

Min stay varies

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from £285 /night

£1995 - £2895 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
A spectacular position in Bembridge overlooking the Ledges at Forelands, an entertainers paradise with lovely reception rooms and large conservatory / garden room. Private access to the beach and tennis court nearby.  …see more

12 Photos

Bungalow | 3 Bedrooms | sleeps 6

Very Good 4/5 

Min stay varies

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from £68 /night

£470 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Crosbies is a colourful and comfortable detached property in a quiet and peaceful area of the wonderful village of Bembridge. It has off-road parking, a secluded private garden with BBQ and garden furniture.  …see more

20 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

Min stay varies

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from £33 /night

£225 - £475 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Peaceful and relaxing woodland location, an ideal base for people wishing to explore this wonderful island. Please can you leave a contact phone number when making a booking enquirey as we have experienced problems trying to reply by e-mail through holiday lettings.  …see more

22 Photos

Cottage | 4 Bedrooms | sleeps 7

Excellent 5/5 

Short stays welcome

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from £130 /night

£909 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A characterful former public house, right by the water's edge and a short stroll to the sailing capital of Cowes. Tastefully decorated throughout. Master Bedroom with wooden 4-poster bed and en-suite shower. 2 further twin bedrooms and a 4th single bedroom. Fabulous Solent views. Pretty courtyard garden, great for barbecues and al fresco dining.  …see more

Offering over 500 miles of footpaths, and stretches of stunning coastline, the Isle of Wight is perfect for a walking holiday or a family break. Enjoy the unspoilt scenery, or have an activity filled vacation with sailing, windsurfing and paragliding all on offer locally. The island is famous for the annual Cowes week event in late August, and in May it hosts the largest walking festival anywhere in the UK.