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360 Holiday homes in Isle of Wight

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  • Bembridge (37)
  • Bonchurch (8)
  • Brading (1)
  • Brighstone (7)
  • Brighstone Bay (2)
  • Brook, Isle of Wight (1)
  • Cowes (76)
  • Freshwater (15)
  • Godshill (4)
  • Gurnard, Isle of Wight (2)
  • Luccombe (1)
  • Merstone (2)
  • Nettlestone (1)
  • Newchurch (4)
  • Newport, Isle of Wight (4)
  • Nodes Point (1)
  • Ryde (21)
  • Sandown (21)
  • Seaview Village (4)
  • Shanklin (25)
  • Shorwell (2)
  • St Helens, Isle of Wight (2)
  • Totland (11)
  • Ventnor (64)
  • Whippingham (2)
  • Whitwell, Isle of Wight (4)
  • Wootton (6)
  • Yarmouth, Isle of Wight (32)

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360 Results  |  
20 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £550 / 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

24 Photos

Penthouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £108 /night

£750 - £2750 / 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

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£344 - £1132 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday cottage, with own secluded garden and parking, has glimpses over the harbour. Nearby is an unspoilt beach which is ideal for bathing or crabbing. Numerous footpaths from the edge of the village lead down to Forelands beach (AONB), and Culver Dow...  …see more

Featured properties

20 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £1008 / week

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Key info:

  • Nearest beach 6 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A stylish 2 bedroom annexe, sleeps 4. Furnished to a high standard offering a unique Chinese theme. Accommodation, garden and summer house offer sea views. Benefits from an indoor, heated and communal swimming pool. Gated, secure and private parking for one car.  …see more

10 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £61 /night

£423 - £886 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the grounds of a working sheep farm, this fabulous detached holiday cottage has stunningly picturesque views onto the Downs – an Area of Outstanding Natural Beauty. Positioned in a truly peaceful, rural location, it has far-reaching countryside views and offer...  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £47 /night

£328 - £1486 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Superbly located offering extensive views over the Solent, this light and airy second floor holiday apartment provides stylish accommodation. From the large balcony, it is an ideal spot to relax and watch the ever changing nautical scenery, from huge liners to racing...  …see more

14 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £66 /night

£462 - £1254 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This delightful Victorian home was formerly part of the coach house belonging to Osborne House, Queen Victoria's favourite holiday abode. One of a pair, it has a large, attractive, enclosed garden backing directly onto the glorious grounds and gardens of this beautif...  …see more

7 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £60 /night

£418 - £1097 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Ideally located along a quiet country lane, only 200 yards from the picturesque centre of Brighstone village which has thatched-roof shops and cottages, small museum, local shop, pub and restaurant. This lovely, well equipped holiday bungalow stands detached within i...  …see more

12 Photos

House | 2 Bedrooms | sleeps 5

Short stays welcome

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from £42 /night

£290 - £747 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
Sleeping five people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.  …see more

9 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

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from £45 /night

£311 - £875 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed, New England-style top-floor apartment is light and airy, with spacious rooms and offers the perfect base for the beach and cosmopolitan town of Ventnor, just a 2-minute walk away. Ventnor's popular shingle and sand beach, where freshly cau...  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £44 /night

£308 - £775 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A first floor 1 bedroom apartment, sleeps 2. Situated in a well-maintained period property on a Victorian tree lined road. Furnished to a high standard. A 2 minute walk to the beach and high street. Free on-street parking  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £50 /night

£347 - £615 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This lovely holiday apartment has a great central, high street location, ideal for visiting the town of Ryde with its good selection of individual shops, restaurants, bars and tea shops and the beautiful beach approximately 1 mile away. Ryde also has a waterside swim...  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £80 /night

£558 - £1479 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
This lovely cottage is situated in Yarmouth, on the Isle of Wight, and sleeps ten people in five bedrooms.  …see more

24 Photos

House | 4 Bedrooms | sleeps 7

Short stays welcome

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from £68 /night

£475 - £1248 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
This property is an annexe to a thatched cottage and sleeps seven people.  …see more

14 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £66 /night

£459 - £633 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Seachange is the top floor apartment in this imposing Victorian Villa where Karl Marx once lived for several months, and benefits from both stunning views of the sea and the St Boniface Shute landscape. The bright airy living room has high ceilings, painted original ...  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

7 Nights min stay

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from £56 /night

£388 - £1010 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
A lovely Victorian flat in Freshwater sleeping six in three bedrooms.  …see more

8 Photos

Lodge | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £806 / week

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Key info:

  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
A beautiful 2 bedroom lodge, sleeps 4. Unique countryside location on a farm with access to stables and grazing on site. Benefits from a private, enclosed child friendly garden. Direct access to the old railway line, ideal for cyclists and walkers.  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £62 /night

£431 - £826 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This traditional, detached coastal cottage is in a quiet residential area within walking distance to the sea, as well as shops, cafes and a pub. Horse riding is ½-mile away. It is close to an Area of Outstanding Natural Beauty looking out to the English Channel. The ...  …see more

12 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £55 /night

£381 - £853 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday bungalow, adjacent to the owners' home, is in the quiet area of Gurnard, just a short walk from the esplanade which leads all the way along to Cowes. Gurnard beach has a popular café and is just a stroll away. Cowes is famed for its sailing even...  …see more

15 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £96 /night

£672 - £1646 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in an enviable position with commanding views of Freshwater Bay, these purpose built holiday apartments (refs 29208, 29209, 29210 and 29211) are located 40 yards from the beach. The West Wight area and Freshwater Bay are ideal for walkers, and provide stunnin...  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £52 /night

£361 - £922 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Woodcarvers Cottage, one of a pair, offers the tranquil charm of a real thatched, beamed cottage of circa 1550, in the quiet village of Wellow, and has a cosy hidden sun terrace for al fresco dining. This listed cottage is just 5 minutes by car (or 15-minute cycle ri...  …see more

24 Photos

House | 5 Bedrooms | sleeps 9

Short stays welcome

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from £107 /night

£745 - £2059 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
A five bedroom cottage sleeping nine people, in Yarmouth, on the Isle of Wight.  …see more

21 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £114 /night

£795 - £2150 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A spacious and comfortable 4 bedroom house, sleeping 8. Traditionally furnished to a high standard. A large garden with patio table and chairs and hot tub. Located close to the famous Shanklin old village and beach. Enclosed parking for 2 cars  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£326 - £972 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering stunning far reaching views over the beautiful countryside and the Culver cliffs, this deceptively spacious chalet style holiday property offers stylish and well presented accommodation. It is located on the edge of a small holiday park where facilities can ...  …see more

19 Photos

House | 1 Bedroom | sleeps 3

Short stays welcome

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from £38 /night

£261 - £617 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
This cottage is located near Freshwater Bay on the Isle of Wight and can sleep three people in one double bedroom and on one single sofa bed in the sitting area.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £51 /night

£352 - £480 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This light and airy ground floor holiday apartment was the old kitchens of this Victorian house, formerly the summer residence of the Countess of Cowley, a member of Queen Victoria's entourage, and is situated along a private road within a 9-acre estate. The property...  …see more

14 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £67 /night

£468 - £1173 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautiful apartment takes full advantage of its impressive position, with panoramic, direct sea views of Sandown Bay, with its miles of golden sand. All accommodation is on the fourth floor of the building with The Reef Restaurant on the ground floor. Once in th...  …see more

13 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £48 /night

£334 - £1037 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed, traditional stone cottage offers stunning sea views from all living areas/bedrooms. This charming cottage, one of a row, offers comfortable and tastefully decorated holiday accommodation. In an elevated position set back from the Shanklin ...  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £40 /night

£279 - £714 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Pets welcome
  • Private garden
This semi-detached cottage is located on the edge of the seaside village of Bembridge on the Isle of Wight, sleeping 4 people in 2 bedrooms.  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £43 /night

£295 - £762 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This ground floor barn conversion is located near to Ryde on the Isle of Wight and can sleep four people in two bedrooms.  …see more

12 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £52 /night

£358 - £1117 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Peacefully located in an enchanting position, steeped in history, this characterful holiday property is accessed via a tunnel carved through the hill for Queen Victoria. Forming the end wing of her Lady in Waiting's Manor, this charming home boasts many Victorian inf...  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £41 /night

£281 - £613 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering far-reaching views over fields and surrounding countryside, this compact, detached, single-storey holiday property offers superb walks from the door across miles of countryside. Standing next to the owners' home, on an unadopted lane on the edge of the charm...  …see more

16 Photos

House | 3 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £72 /night

£499 - £1244 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in the delightful village of Newchurch, these detached holiday homes (refs 24595 and 28101) offer ideal family accommodation, each peacefully located with an enclosed garden. They lie in the charming village of Newchurch, surrounded by countryside, an area o...  …see more

14 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £47 /night

£327 - £963 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This quaint, 19th century, end of terrace holiday cottage is set on a quiet road close to the beach and amenities, and has extensive sea views from the lawned garden, patio and balcony. Ideally placed for touring the island, with Ventnor Botanical Gardens and St Cath...  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £48 /night

£336 - £599 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the heart of Ryde, this lovely holiday apartment is within an easy walk of shops, restaurants, bars and tea shops. Ryde also has a waterside swimming pool on the seafront as well as several well-equipped children's play areas and an outdoor paddling pool. You ...  …see more

9 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £44 /night

£304 - £699 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These holiday properties, adjacent to the owner's home and farm, are set with others in a courtyard and share use of various grassed areas and 2 tennis courts. Chilton Farm is situated ¼ mile from the coast, set in beautiful countryside, and forms part of the Chilton...  …see more

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

10 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£328 - £1010 / week

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Key info:

  • Not suitable for children
  • No pets allowed
In an idyllic setting in Brook village, these delightful holiday properties offer a wonderful base to explore the island. Situated in the peaceful and private estate made up of the old Brook House grounds, and in an AONB surrounded by National Trust land, both downla...  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £48 /night

£333 - £995 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This holiday property, over two floors, forms the entire front section of a large Georgian villa, enjoying sea glimpses from the bedrooms. It has a large, private courtyard and allocated off-road parking for one average-sized car. A short downhill walk leads to the s...  …see more

5 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £113 /night

£789 - £1762 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in an enviable position with commanding views of Freshwater Bay, these purpose built holiday apartments (refs 29208, 29209, 29210 and 29211) are located 40 yards from the beach. The West Wight area and Freshwater Bay are ideal for walkers, and provide stunnin...  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £44 /night

£307 - £723 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
This detached cottage is located in Brighstone on the Isle of Wight and can sleep four people in two bedrooms.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £44 /night

£308 - £775 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A first floor one bedroom apartment, sleeps 2. Situated in a well-maintained period property on a Victorian tree lined road. Furnished to a high standard. A 2 minute walk to the beach and high street. Free on-street parking  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £44 /night

£307 - £1427 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering extensive views over the Solent, this light and airy first floor holiday apartment provides stylish accommodation. From the large balcony, it is an ideal spot to relax and watch the ever changing nautical scenery, from huge liners to racing boats. This lovel...  …see more

22 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £168 /night

£1175 - £3117 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed and elegant house forms part of Apse Manor, a Grade II listed building dating from the late 16th or early 17th century, with this wing being added in the late 18th or 19th century. Apsewood Cottage is located in a peaceful hamlet in a semi-...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £70 /night

£486 - £1095 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Ideally located in a peaceful sylvan setting in a popular residential area on the southernmost tip of the island, this attractive detached single storey holiday bungalow offers southerly sea views through the trees bordering the large sloping garden. The views can be...  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £56 /night

£390 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
This detached cottage sleeps four people in two bedrooms.  …see more

9 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £45 /night

£311 - £823 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This delightful semi-detached holiday cottage is ideally situated for visiting the town of Ryde with its good selection of individual shops, restaurants, bars, tea shops just a mile away, and the beautiful beach at Northwalk, just under 2 miles. The cottage offers a ...  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £73 /night

£509 - £1482 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This Grade II listed, detached cottage is located in the village of Shorwell on the Isle of Wight and can sleep eight people in three bedrooms.  …see more

10 Photos

House | 1 Bedroom | sleeps 3

7 Nights min stay

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from £33 /night

£227 - £548 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Enjoying glorious views over the rolling countryside, Moles Leap is a self contained annexe with entrance porch, and forms part of the owner's home. Situated back from the road between Sandown, 2 miles and Ryde, 4 miles, both renowned for their popular sandy beaches ...  …see more

15 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £84 /night

£588 - £1475 / week

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Key info:

  • Nearest beach 12 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
With stunning countryside views, beautiful character and a great location, Ivy Cottage is ideal for exploring the whole island  …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.