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752 Holiday homes in Isle of Wight

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  • Alum Bay (1)
  • Bembridge (86)
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  • Ryde (64)
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  • Shanklin (73)
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  • St Helens, Isle of Wight (13)
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  • Whitwell, Isle of Wight (7)
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752 Results  |  
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

10 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A charming property nestled in Cowes Old Town. A charming 2 bedroom house, sleeping 5. Courtyard complete with furniture and barbecue. Furnished to a high standard throughout. Centrally located- short walk to the town centre and beach.  …see more

14 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £1096 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A contemporary barn conversion situated next to Wootton Creek. A 2 bedroom barn conversion, sleeps 4. Finished to a high standard with character features. Enclosed rear garden complete with furniture. Located next to Wootton Creek. Off-street parking for 5 cars.  …see more

Featured properties

8 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £974 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Tollgate Bungalow is situated within a small gated community just 50 metres from the beach. The Bungalow is located just off the seafront in the picturesque village of Seaview.  …see more

9 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £80 /night

£559 - £1421 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This attractive listed property has been modernised yet retains many character features such as exposed stone walls, wooden floor, beams and an open fire. Detached, the house stands in its own enclosed garden and also benefits from an outdoor heated swimming pool. Id...  …see more

14 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£310 - £880 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This holiday bungalow benefits from superb, extensive countryside views and its elevated position offers a peaceful escape. The area is ideal for walkers, cyclists and families alike, and provides stunning sea views and dramatic coastal scenery. Pitch and putt, crazy...  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £53 /night

£371 - £1008 / 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
A beautiful 2 bedroom first floor apartment, sleeping 5. Uninterrupted panoramic sea views from the lounge and balcony. Just a short walk to Ventnor town centre or down the cascade to the promenade and beach. Watch the fishermen bringing in their catch to Ventnor Haven  …see more

9 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£328 - £1046 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Freshwater Bay is a small cove which is on the southern tip of the island and just short stroll from this holiday house. Moonbeam used to be part of a large Victorian house now divided in two, and has its own entrance and a smart interior including large open plan li...  …see more

9 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £45 /night

£312 - £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

10 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £48 /night

£333 - £954 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated a short walk from the beach at Freshwater Bay this smart detached holiday house offers a really home from home feel and is in a quiet residential area. For the energetic, take a stroll across nearby Tennyson Down, an AONB. Within easy reach are more beaches ...  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £48 /night

£335 - £1037 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in the coastal village of Seaview and only 5 minutes' walk to the shops, pubs and beach, this period holiday home forms the front part of a converted semi-detached house. The open plan living/dining/kitchen has been tastefully refurbished offering light and s...  …see more

10 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

Short stays welcome

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from £40 /night

£276 - £598 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This Grade II listed cottage is situated in the village of Niton on the Isle of Wight and can sleep two people.  …see more

9 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £974 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Tollgate Bungalow is situated within a small gated community just 50 metres from the beach. The Bungalow is located just off the seafront in the picturesque village of Seaview.  …see more

17 Photos

Lodge | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £70 /night

£485 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A high spec and modern lodge with 2 bedrooms, sleeps 4. Benefits from a large private decked area with hot tub. Ideally situated in the quiet countryside on the outskirts of Bembridge around the beautiful gardens. Wi-Fi internet available. Off-street parking available  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £59 /night

£408 - £1240 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Nestling in the beautiful Bowcombe Valley, just 4 miles from the nearest south coast beach, are these two properties. Brummell Barn is one of the original outbuildings to Cheverton Farmhouse, converted to provide highly individual and spacious accommodation. Boasting...  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £41 /night

£285 - £832 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the Bowcombe Valley in an AONB enjoying views of Carisbrooke Castle, this bungalow has modern facilities married with period features, offering an ideal holiday base for touring, walking and cycling. The Tennyson Trail to Alum Bay begins nearby, and the castle...  …see more

24 Photos

Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £83 /night

£578 - £1521 / week

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Key info:

  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A unique 4 bedroom bungalow, sleeps 8. Benefits from stunning countryside and sea views. Ideally located for exploring South Wight. Wi-Fi internet access available. Off-street parking for 3 cars.  …see more

10 Photos

Bungalow | 3 Bedrooms | sleeps 6

Good 3/5 

3 Nights min stay

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from £67 /night

£466 - £974 / 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
Beautiful bungalows with an enviable location, just metres from the beach. A 3 bedroom dormer bungalow, sleeping 6. Front and rear decking areas- ideal for outdoor living. A few minutes walk from the beach and village centre. Ideal location for exploring the island.  …see more

21 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £80 /night

£555 - £1544 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This idyllic, traditional coastal stone, detached cottage, with its wonderful flower-filled garden offers a peaceful holiday escape and is just a 10-minute walk from the beach. Attractions nearby include the impressive Tennyson Downs and Alum Bay for glass blowing, a...  …see more

8 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £49 /night

£339 - £995 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This delightful semi-detached holiday cottage offers comfortable and well presented accommodation, with its own enclosed lawned rear garden. It is conveniently located only 100 yards from the centre of the quaint village of Bembridge with various shops, tea rooms, re...  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £49 /night

£340 - £910 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These attractive and comfortable, semi-detached holiday cottages (refs 29295, 29296, 29297, 29298, 29299) are set within a discreet development of holiday properties on the seafront at Seaview, a popular fishing village on the island's north east coast. The village f...  …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

14 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £66 /night

£460 - £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

10 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £974 / 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
Beautiful bungalows with an enviable location, just metres from the beach.  …see more

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

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £56 /night

£391 - £1008 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A split level, 2 bedroom apartment, sleeps 4. Located in a converted manor house and furnished to a high standard throughout. Communal use of the two and a half acres of grounds. Conveniently located close to the popular Shanklin Old Village and nearby beaches.  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £63 /night

£439 - £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

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £38 /night

£262 - £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

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

10 Photos

House | 3 Bedrooms | sleeps 7

Good 3.5/5 

3 Nights min stay

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from £62 /night

£433 - £1095 / week

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Key info:

  • Nearest beach 8 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A comfortable barn conversion with 3 bedrooms, sleeps 7. Located within a mile of Freshwater Bay. Ideally located for exploring the Tennyson Trail and the West Wight coastline. Wi-Fi internet access available. Off-street parking available for 1 car.  …see more

12 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £90 /night

£625 - £1195 / 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
Solent View is a modern property with all the facilities. It is in a quiet position close to the harbour, a stroll up to the shop or a walk across the mill wall to the beach.  …see more

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

12 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £64 /night

£445 - £945 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Park Cottage is located in the pretty village of St Helens near Bembridge Harbour, the property itself is surrounded by fields and is ideal for family holidays in a rural area with access to the harbour and beaches of the area.  …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

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

14 Photos

House | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £50 /night

£350 - £757 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
2 Seabreeze Cottages is a two bedroom property perched on a cliff hugging road, on the West of the Isle of Wight. Enviably positioned on this rugged coastline, the property boasts spectacular sea views.Internally 2 Seabreeze Cottages has be  …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

10 Photos

Bungalow | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
“Herons Ghyll” nestles in tranquil countryside close to Newtown Nature Reserve with its beautiful walks and tiny harbour.  …see more

13 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£425 - £595 / 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
This detached character three bedroom house offers a bright and comfortable family home with a large garden, and is ideally situated a short stroll from the cliff path and the popular sandy beaches of Sandown Bay.  …see more

13 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £90 /night

£625 - £1095 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
What a fabulous holiday home! This charming Georgian three storey house has four bedrooms and can accommodate up to ten guests. Single beds are all bunk beds & sofa bed in conservatory for two extra guests.  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £86 /night

£600 - £995 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Approached by a gravel driveway, The Grange is an impressive barn conversion, offering luxurious and comfortable accommodation with uninterrupted countryside views.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A former Gentleman's residence situated just 76yds from the sea. Sit on the balcony listening to the waves & breathing in that lovely sea air! Dine al-fresco on the patio within the enclosed & private garden. A truly unique home with lots of character & history. Take a stroll into Ryde town to find lots of local amenities & attractions - all within walking distance.  …see more

16 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
Avalon is an attractive chalet bungalow ideally situated a short stroll from the beach and seafront cafes.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £48 /night

£336 - £680 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
‘Shanklin Manor’ dates back to the Doomsday Book and in its past, has been a farm, a home for the underprivileged and a luxurious hotel.  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £75 /night

£525 - £1250 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Wonderful old farmhouse, 'oozing' character, situated on a 'working farm'. The accommodation is well presented including a 'cosy' lounge with an 'Inglenook' fireplace & a 'farmhouse style' kitchen with it's Welsh dresser & 'range style' cooker.  …see more

17 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £27 /night

£185 - £465 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A well presented holiday chalet just moments from the beach & lovely downland walks. Recently refurbished, the comfortable & modern accommodation includes a fitted kitchen & white bathroom suite with electric shower over bath. Decked area outside for enjoying the sun... A great place for enjoying lazy days on the beach or using as a base to explore the Island attractions...  …see more

16 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £93 /night

£650 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Newly built for 2014 this stunning four bedroom house is situated in Gurnard with the beach just around the corner!  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£310 - £690 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This converted stable has recently been renovated to provide comfortable accommodation for couples and small families alike.  …see more

21 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £72 /night

£500 - £1350 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Glebe House is situated in the village of Niton and has recently been refurbished to an extremely high standard and offers spacious comfortable accommodation sleeping up to 10 guests. NEW PROPERTY FOR 2013/14  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £71 /night

£495 - £800 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
'The Reach' development of superior apartments set in a quiet area of Shanklin with some sea views.  …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.