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325 Holiday homes in Isle of Wight

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  • Ryde (23)
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  • St Helens, Isle of Wight (5)
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325 Results  |  
11 Photos

Cottage | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

7 Nights min stay

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from £65 /night

£450 - £1045 / 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
Curlews is a newly refurbished cottage sleeping up to 8 people in the heart of the beautiful sailing village of Bembridge. The house holds 3 bedrooms, living room, sitting room, kitchen and garden room. With its fantastic position, Curlews is ideal for family holidays  …see more

20 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

Short stays welcome

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from £128 /night

£895 - £2475 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Culver House is located five minutes from Shanklin beach and within walking distance of Shanklin Old Village, it is a newly re-furbished Five bedroom house and is an ideal holiday home for families.  …see more

13 Photos

House | 5 Bedrooms | sleeps 12

Excellent 5/5 

Short stays welcome

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from £114 /night

£795 - £1650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Harbour Mount is a large 5 bedroom property, situated in Bembridge, ideal for large families. The large Edwardian building holds 3 double b'ms, 2 twin b'ms, 4 WC's a dining room and 2 sitting rooms and back garden. The property also has a newly fitted kitchen for 2014.  …see more

Featured properties

15 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £61 /night

£425 - £995 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Anchor House is a beautifully presented and spacious semi detached property located in the very heart of Bembridge.  It benefits from having all local amenities on the door step with a short walk to the beach and the yacht club makes it a superb holiday setting.    …see more

11 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

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from £71 /night

£495 - £1150 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Driftwood cottage is beautifully situated close to the beach with delightful sea views. It is in a peaceful location situated close to the popular Forelands beach which is a stones throw away, here swimming, paddling and boating can be enjoyed.  …see more

11 Photos

House | 3 Bedrooms | sleeps 8

Short stays welcome

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from £58 /night

£400 - £795 / 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
Seaside House is a charming cottage style Edwardian three-bedroomed house. It is a two minute level walk to the beach and a five minute walk to the centre of the village, its shops and restaurants.  …see more

15 Photos

Bungalow | 3 Bedrooms | sleeps 8

Very Good 4/5 

Short stays welcome

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from £58 /night

£400 - £650 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Wight Lodge is a beautifully situated detached property in a peaceful location close to the unspoilt beach of Seagrove Bay and has stunning panoramic sea views from most of the main rooms. It is just a 5 minute walk down to the blue flag award winning sandy beach.  …see more

11 Photos

House | 4 Bedrooms | sleeps 10

Short stays welcome

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from £114 /night

£795 - £2195 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
Culver Lodge, Sunset, is a luxurious 4 bedroom bedroom located five minutes from Shanklin beach and within walking distance of Shanklin Old Village. Culver Lodge sleeps up to 10 people with 2 en suite double bedrooms, and a further 2 bedrooms either twin or kingsize.  …see more

18 Photos

Cottage | 3 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £100 /night

£695 - £1995 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Nonsuch cottage is a beautiful seaside cottage, combined with modern facilities, it makes an ideal family home. Situated minutes from Bembridge beach, the cottage has 3 bedrooms (2 doubles, 1 twin with bunk beds), 2 bathrooms, living room and stunning kitchen-diner area  …see more

12 Photos

Bungalow | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £57 /night

£395 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
This spacious detached bungalow is in a quiet residential area of the village of Bembridge. It is within walking distance of Forelands Beach, local pubs, shops and the countryside. Ideal for coastal and country walks, sailing and other activities.  …see more

19 Photos

Bungalow | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £65 /night

£450 - £680 / 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
Horestone lodge is an ideally situated 3-bedroom bungalow in the seaside village of Seaview, just a few minutes walk from stunning beaches and the beautiful Isle of Wight countryside. The property sleeps up to 6, with modern kitchen, bathroom and large conservatory.  …see more

17 Photos

Barn | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £108 /night

£750 - £1500 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
Skilfully converted, this beautifully presented barn is perfect for either two groups or a larger family wishing to come away together. It offers beautiful accommodation in a quiet location surrounded by our own fields ,paddocks and woods. Buzzard Barn prices are per week with changeover day on a Friday . Short breaks are available out of season.  …see more

20 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £90 /night

£625 - £925 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Ledge View is a beautiful newly-upgraded property sleeping up to 8 people just seconds from the sea in Bembridge, Isle of Wight. The house is in a fantastic location, due to its proximity to the stunning Forelands beach.  …see more

23 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

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from £65 /night

£450 - £1050 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Kingsley Cottage is a perfectly situated and newly refurbished 3 bedroom house in the charming village of St Helens and is within within walking distance of the local beach. The property has been newly redecorated and is furnished to a high standard.  …see more

16 Photos

House | 6 Bedrooms | sleeps 14

Short stays welcome

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from £286 /night

£2000 - £3200 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Portland House is one of the finest houses in Bembridge and is ideally located for access to the harbour, Bembridge Sailing Club, the local safe and sandy beaches, shops and restaurants.  …see more

13 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £85 /night

£595 - £1495 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Furze Hill is a stunning 4 bedroom property located in the seaside town of Shanklin. The house holds 1 master bedroom and 3 twin bedrooms, the property also comes with a beach hut on Shanklin beach, making Furze hill the place for an ideal family holiday.  …see more

11 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £65 /night

£450 - £700 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Barn Owl Cottage is set in a beautiful country location, quiet and relaxing yet near the yachting town of Cowes and the market town of Newport. There are beaches, walks, cycling and natures reserves and all the attractions of the lovely Isle of Wight to explore. Friday is our weekly changeover day but we do offer short breaks out of season, ask for details 01983529691  …see more

20 Photos

Manor House | 10 Bedrooms | sleeps 20

Excellent 5/5 

1 night min stay

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from £341 /night

£2387 - £4250 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This luxurious 10 bedroom Manor is perfect for large family, or group, gathering and unique on the Island. The Manor is located in rural Isle of Wight, with stunning panoramic sea views. For up to 19 people this Manor also offers fantastic value with weekends from £1295 Tapnell Manor has Sky Plus, DVD, Hi-Fi, games room, wonderful gardens, open log fires, large living rooms...  …see more

23 Photos

Cottage | 4 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £128 /night

£890 - £2045 / 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
Listed number 11 in The Times 'Best of Britain's Cottages, Beach Houses and Rural Retreats,' January 2013 A delightful holiday cottage above Monks Bay, Bonchurch. Come and share our beautiful island.  …see more

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

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £75 /night

£525 - £875 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A stunningly furnished apartment with luxurious home comforts including an electric flame fireplace in the sitting room, Ipod docking station, three flat screen TV's all with Freeview, DVD player and free WiFi internet access. This ground floor apartment also benefits from a private terrace with gas barbecue and patio furniture.  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £70 /night

£488 - £838 / week

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Key info:

  • Nearest beach 3 km
  • Great for children of all ages 5
  • No pets allowed
5-Star Gold Award winner, recommended in 'TOP 25 BRITISH HOLIDAY RENTALS' by the TIMES NEWSAPAPER. A beautifully presented 17th century barn conversion on a working farm, all rooms overlook MAGNIFICENT FAR REACHING VIEWS over fields and lakes.  …see more

11 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £182 /night

£1272 - £1590 / week

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Key info:

  • Nearest beach 0 km
  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
Our 5 bedrooms (3 twins and 2 doubles) are all en-suite & provide flexible accommodation for groups or families. The well-equipped kitchen has both an Aga and a range cooker to cater for all budding chefs and meals can be taken in the kitchen or the lovely bright sun  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £84 /night

£583 - £1537 / 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

24 Photos

House | 8 Bedrooms | sleeps 20

Very Good 4.5/5 

2 Nights min stay

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from £250 /night

£1750 - £3600 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Spacious 8 bedroom house ,With new hot tub , 6 en-suite bedrooms, gym, and large wet room. close to shanklin old village and 5 minutes to the local beach. off road private parking for up to 10 cars.Perfect for families and friends wanting to holiday together. 8 Bedroom house, Perfect for large families or groups.Sleeps 20+ 2 cots New just fitted * HOT TUB* seats 7  …see more

21 Photos

House | 1 Bedroom | sleeps 4

3 Nights min stay

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from £56 /night

£391 - £806 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Le Bel Vie is a stylish one bedroom annexe set in a tranquil three acres of land with paddocks and gardens. The property perfectly combines contemporary, high specification design with environmental sensitivity.  …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

15 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £58 /night

£402 - £1008 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Perfectly positioned on East Cowes harbour just 10 meters from the sea. A 2 bedroom house sleeping 4 people. Panoramic harbour views and to West Cowes. Finished to a high standard throughout. Front elevated patio overlooking harbour.  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £62 /night

£433 - £1095 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A pretty cottage, ideally located for exploring West Wight and the surrounding areas  …see more

19 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £96 /night

£671 - £1987 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A modernised and renovated 4 bedroom house, sleeps 8. Open plan living with luxury fitted kitchen. South West facing garden complete with decking and garden. Positioned in the centre of the village and close to the beach.  …see more

21 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £120 /night

£837 - £2432 / week

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Key info:

  • Nearest beach 11 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Two stylish and modern barn conversions located on Fernhill Farm next to Wootton Creek. Perfect for larger families staying close together but still having their own personal space. Enclosed rear gardens complete with furniture. Off-street parking for up to 8 cars.  …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 - £878 / 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

20 Photos

House | 4 Bedrooms | sleeps 8

rentals_reviews_rating_2_5 

3 Nights min stay

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from £119 /night

£827 - £1728 / 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 spacious upside down house situated close to the picturesque town of Yarmouth. A 4 bedroom house sleeping 8. Spacious living area with sea views and large gardens. Finished to a high standard throughout. Close to the beach and centre of Yarmouth.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Good 3.5/5 

3 Nights min stay

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from £56 /night

£391 - £764 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
A well-presented terrace house situated a short distance from Cowes town centre and marina.  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

Good 3.5/5 

1 night min stay

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from £58 /night

£402 - £1312 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 34 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A luxury eco-house set within the grounds of a working water mill. A luxury 3 bedroom eco-house, sleeps 6. Set within the grounds of Calbourne Water Mill. Furnished to a high standard throughout. Beautiful rural location with fantastic on-site facilities.  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

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from £114 /night

£795 - £2302 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
The Bouldnor is a stunning five bedroom house set in an ideal position for the nearby town of Yarmouth and boasts spectacular sea views across the Solent and over to the mainland.Internally The Bouldnor is situated over three floors. The pr  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £58 /night

£402 - £1312 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 34 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A fantastic rural setting in the grounds of a working water mill. A luxury 3 bedroom eco-house, sleeps 6. Set within the grounds of Calbourne Water Mill. Use of the fantastic on-site facilities at The Water Mill. Balcony with furniture ideal for al fresco dining.  …see more

19 Photos

Barn | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £58 /night

£402 - £1149 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
A stylish, purpose built barn conversion located next to Wootton Creek.  …see more

10 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £80 /night

£559 - £1079 / week

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Key info:

  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A peaceful, private 4 bedroom house sleeping 7. Stunning views from the tiered decking across the countryside and over the channel. A short walk away from Shanklin and Luccombe beach. Wi-Fi access. Private off-street parking for 3 cars.  …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

10 Photos

House | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £50 /night

£350 - £661 / 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

16 Photos

Barn | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £90 /night

£630 - £1210 / week

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Key info:

  • Nearest beach 10 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Stunning detached 4 bedroom house, sleeps 8. Beautiful barn conversion with splendid countryside views. Close to the costal town and beaches of Appley and Ryde. Direct access to public footpaths and woodland grounds from the garden. Secure parking available for 4 cars.  …see more

14 Photos

House | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£433 - £1214 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A country-style cottage located in a picturesque village near Sandown. A 3 bedroom cottage sleeping 5. Located in the village of Newchurch close to Sandown. Views to Newchurch and the surrounding countryside. Ideal for walking and cycling with the Sunshine trail nearby.  …see more

15 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £40 /night

£277 - £526 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A charming cottage, with panoramic countryside views, within a short drive to Freshwater and Alum Bay. A 1 bedroom cottage, sleeps 2. Panoramic countryside views. Furnished garden complete with barbecue. Easy access to countryside walks and the nearby beach.  …see more

14 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £878 / 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

23 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £118 /night

£826 - £2149 / week

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Key info:

  • Nearest beach 13 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
A reverse level 5 bedroom house, sleeping 10. Centrally located, providing the perfect base for exploring the island. Set within a 3.5 acre private plot, offering panoramic views from its elevated position. Gravel driveway with parking for up to 5 cars  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £661 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A detached house with 2 bedrooms sleeping 4/6. Newly built offering a high standard of accommodation with panoramic countryside views. Centrally located giving easy access to explore the island. Within a 5 minute drive or 15 minute walk to Newport, the islands capital.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £56 /night

£391 - £764 / 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
Traditional semi-detached 3 bedroom house, sleeps 6. Beautiful modern kitchen. Close to Freshwater Bay and Colwell Beach. Wi-Fi internet access avaliable. Off-street parking available for 2 cars.  …see more

24 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £96 /night

£671 - £1303 / week

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Key info:

  • Nearest beach 30 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A light and airy 4 bedroom house, sleeping 10. Located in the heart of the West Wight countryside. The picturesque harbour village of Yarmouth is within easy reach. Free use of a communal swimming pool and hot tub. Off-street parking for 2 cars.  …see more

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Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £83 /night

£578 - £1117 / 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

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.