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  • Bembridge (34)
  • Bonchurch (8)
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  • Brighstone (5)
  • Brighstone Bay (2)
  • Brook, Isle of Wight (1)
  • Cowes (73)
  • Freshwater (14)
  • Godshill (4)
  • Gurnard, Isle of Wight (2)
  • Luccombe (1)
  • Merstone (2)
  • Nettlestone (1)
  • Newchurch (4)
  • Newport, Isle of Wight (4)
  • Nodes Point (1)
  • Ryde (17)
  • Sandown (22)
  • Seaview Village (3)
  • Shanklin (22)
  • Shorwell (2)
  • St Helens, Isle of Wight (2)
  • Totland (11)
  • Ventnor (57)
  • Whippingham (2)
  • Whitwell, Isle of Wight (3)
  • Wootton (5)
  • Yarmouth, Isle of Wight (28)

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331 Results  |  
17 Photos

Log cabin | 1 Bedroom | sleeps 2

Excellent 5/5 

Short stays welcome

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from £41 /night

£284 - £627 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This cottage is an exceptionally luxurious Scandinavian style detached timber lodge located two miles from Ryde.  …see more

17 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £97 /night

£675 - £1395 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
A former Victorian gate lodge, Grange Cottage was built in 1881 and is a beautiful house full of charm and character. Sleeping 8 guests it is perfect for families/friends wanting to holiday in a stylish, yet relaxed home. Available for the first time from May 2010.  …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 - £929 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • 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

Featured properties

18 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £44 /night

£308 - £806 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Bluebell Cottage sleeps 4 + cot is lovingly converted from the waiting rooms of a retired Victorian Railway Station. Still has the atmosphere of a bygone era. This a unique cottage is excellent for families, set in 2 acres of open gardens AA approved. Whitwell village is renowned for its unrivaled beauty, walks, located between Godshill and town of Ventnor.  …see more

24 Photos

Penthouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £108 /night

£750 - £2500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Luxury Cowes Penthouse - Two/three bedroom luxury apartment on the seafront top floor of the popular “Marinus” development, right on the water with spectacular and panoramic views over the Solent and River Medina. Close to the quaint and bustling centre of Cowes. Ideal for families wishing to relax in a comfortable environment whilst enjoying the views over the Solent  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £137 /night

£954 - £1650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Gills Cliff is a south facing sun trap with sea views.  …see more

17 Photos

Chalet | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £72 /night

£500 - £1100 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A beautiful beach house on waters edge with own garden* Safe swimming, crabing and boating straight from the garden* Close to excellent restaurant 5 minutes walk away Own off street parking Separate utility space  …see more

24 Photos

Bungalow | 3 Bedrooms | sleeps 7

Short stays welcome

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from £53 /night

£365 - £805 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Peaceful detached bungalow set in own secluded, attractive garden with sea views, two minutes' walk from the beach with rockpools, seaside restaurants and pier cafe. Sleeps 5/7. Close to water sports/land/environmental activities based nearby. kayaking at sunset, surfing, coasteering, stand up paddle board, fossil hunting, orienteering, power kiting  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £64 /night

£445 - £985 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Stylish, peaceful detached cottage in the pretty coastal village of Bembridge. Less than 5 mins walk to beach and 2 mins waik to shops. Perfect mini break or holiday retreat. Wifi is now installed at Chantries.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £750 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Osborne Court is a two bedroom apartment situated on Cowes Parade with sea views across the Solent.  …see more

9 Photos

Chalet | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
This luxury bungalow has been completely refurbished for 2013 and offers a modern and homely holiday chalet with a pretty woodland outlook. Gurnard Pines offers some fantastic site facilities for holiday makers to include an indoor and outdoor pool.  …see more

7 Photos

House | 5 Bedrooms | sleeps 11

Short stays welcome

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from £218 /night

£1525 - £1850 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
This detached Victorian family house occupies one of the finest locations on the South Coast of the Island. The property enjoys a superb Southerly aspect with fine views of the sea over the well established grounds. Just a short stroll to the beach.  …see more

17 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £165 /night

£1155 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Seasonal Views is a fantastic four bedroom house situated in Gurnard with the beach just around the corner!  …see more

6 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Wilbercote is a comfortable family home for a pleasant and relaxing holiday.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £575 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
This fantastic two bedroom apartment is set in the heart of Sandown, one of the most popular sea side towns on the Isle of Wight. Please note the single bedroom has full size bunk beds in not two single beds.  …see more

10 Photos

House | 3 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

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from £50 /night

£350 - £645 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This three bedroom ‘Art Deco’ style detached house has spectacular sea and park views from the rear of the property, which is south facing.  …see more

14 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £110 /night

£764 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
West Wight location, 3 bedrooms, 2.5 baths, near ocean, hiking terrain. Large kitchen/diner, comfortable living/reception room with gas fire and sofa bed, 3 double bedrooms, 2.5 baths, versatile 'bonus room', patio, deck, lawn, off-street parking.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
The Brew House is the 4 star-rated wing of a beautiful 17th Century Grade 2 listed farmhouse. There are oak beams throughout and an inglenook fireplace with wood- burning stove. Excellent walking and biking on your doorstep. Perfect for families of all ages. Ideally situated in the heart of Island countryside, a perfect rural retreat within easy reach of beaches.  …see more

22 Photos

Cottage | 4 Bedrooms | sleeps 7

Excellent 5/5 

6 Nights min stay

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from £123 /night

£858 - £2221 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

18 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £35 /night

£245 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This is an ideal retreat from the pressures of work, in civilised and comfortable surroundings. There are country walks and foodie pubs within easy reach and lots of local history and interesting geology. There are old railway lines as cycle paths and one still working! Short and weekend breaks are only available in the winter.  …see more

16 Photos

Cottage | 1 Bedroom | sleeps 2

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
Spacious and Modern cottage at Tapnell Farm on The Isle of Wight. Stunning sea views over the island's rural landscape. Newly renovated to a high spec. All welcome. Hot Tub Hire is available as optional extra. The hot hub is provided by Island Hot Tub Hire @ £150/ stay.  …see more

11 Photos

Cottage | 3 Bedrooms | sleeps 5

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • No pets allowed
  • Private garden
Beautiful town cottage sleeping 5 guests in the heart of Cowes Old Town with car ferry travel, luxury welcome hamper and parking included. Regret that this property does not accept children or pets  …see more

9 Photos

Cottage | 3 Bedrooms | sleeps 7

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Dolphin Cottage sleeps 7 guests 3 bedrooms. ------------------------------------------------------------------------ Red Funnel ferry bookings can also be arranged with a 20% discount on published fares. Email for more info.  …see more

14 Photos

Manor House | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £272 /night

£1903 - £4002 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
jacobean manor house, wonderful sea views, set in own grounds, alfresco dining area, peaceful, ideal for large family groups, up market but affordable, superb location surrounded by National Trust Land, country walks, close to coastal path, Jacuzzi bath, open fire place central heating, WI-FI, Sky television, landscape gardens. superb kitchen with Aga, ample free parking.  …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

15 Photos

House | 3 Bedrooms | sleeps 6

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 5
  • 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

15 Photos

House | 5 Bedrooms | sleeps 12

Min stay varies

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from £143 /night

£995 - £2495 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This family home is situate right on the beach at The Point in Bembridge, It has uninterrupted views and direct access to the beach. It is an ideal property for a large family group to holiday.  …see more

12 Photos

House | 5 Bedrooms | sleeps 12

Min stay varies

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from £122 /night

£850 - £1700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Beautiful Edwardian House with ample space for a large family group. The property is situated near to the village amenities and includes balconies overlooking the private garden. It is just a short walk to the beach.  …see more

12 Photos

Bungalow | 3 Bedrooms | sleeps 6

Very Good 4/5 

Min stay varies

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from £68 /night

£470 - £675 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

15 Photos

House | 7 Bedrooms | sleeps 12

Min stay varies

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from £285 /night

£1995 - £3995 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • 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

24 Photos

House | 4 Bedrooms | sleeps 7

Excellent 5/5 

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Luxury Hot Tub at most exclusive situation on the Isle of Wight, quiet waterside over-looking the River Yar estuary. Breathtaking surrounding views from sunrise to sunset, over one of the loveliest wildlife sanctuaries. Detached house 4 STAR Visit England rated If you have extra room needs check our vintage 'Airstream Land Yacht' for couples, honeymooners.  …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.