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  • Bembridge (63)
  • Bonchurch (10)
  • Brading (2)
  • Brighstone (10)
  • Brighstone Bay (2)
  • Brook, Isle of Wight (1)
  • Cowes (92)
  • Freshwater (32)
  • Godshill (3)
  • Gurnard, Isle of Wight (2)
  • Luccombe (1)
  • Merstone (1)
  • Nettlestone (1)
  • Newchurch (2)
  • Newport, Isle of Wight (20)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Ryde (36)
  • Sandown (27)
  • Seaview Village (8)
  • Shanklin (55)
  • Shorwell (4)
  • St Helens, Isle of Wight (4)
  • Totland (12)
  • Ventnor (67)
  • Whippingham (3)
  • Whitwell, Isle of Wight (6)
  • Wootton (11)
  • Yarmouth, Isle of Wight (44)

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521 Results  |  
12 Photos

Cottage | 2 Bedrooms | sleeps 5

Short stays welcome

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from £43 /night

£295 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
1 Drayton Cottages in Bembridge, is a attractive semi detached cottage close to the beach and to the village shops and amenities. The cottage has recently been completely and beautifully refurbished throughout.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£425 - £875 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
38 Marinus is an ideally situated apartment looking over the picturesque marina on Cowes seafront. The apartment sleeps up to 6 people with en-suite double bedroom, twin bedroom and sofa bed. The Marinus apartments offer stunning panoramic views and gated secure parking  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £143 /night

£995 - £1895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
Bembridge House is a luxury self-catering holiday home which sleeps up to 10 guests with 5 spacious bedrooms, private landscaped gardens and luxuries comparable to a 5-star boutique luxury hotel, within minutes of the beautiful Bembridge coastline and IOW countryside.  …see more

Featured properties

15 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
  • 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

10 Photos

Boathouse | 2 Bedrooms | sleeps 6

Short stays welcome

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from £57 /night

£395 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
The Ledge Beach Hut is a unique holiday home situated in a beautiful garden directly above the beach with unrivalled views over the English Channel.  …see more

14 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £72 /night

£500 - £750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This charming detached two/ three bedroom house is situated in a quiet residential area of the village of Bembridge  …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
  • 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

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £57 /night

£395 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Located in the seaside village of bembridge close to local amenities, this family home has 1 double bedroom, twin bedroom, bunk-bed room, garden, spacious living area and fully equipped kitchen.The garden has a patio area, ideal for enjoying the sun and also a lawn.  …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
  • 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

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
  • 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

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
  • 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

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
  • 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

8 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £48 /night

£335 - £490 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Verbena is a terraced, stone cottage built in 1862 located in an elevated position in Upper Bonchurch, affording extensive sea views.  …see more

9 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £36 /night

£249 - £425 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Just a short stroll from the sea, this impressive five bedroom holiday cottage in Ryde sleeps up to ten people.  …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
  • 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

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
  • 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

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
  • 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

14 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £50 /night

£350 - £1008 / week

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Key info:

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

18 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £65 /night

£454 - £878 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Car advised
  • No pets allowed
A 3 bedroom cottage, sleeps 6. Well-presented open plan living, kitchen and dining area. The beaches of Seaview and Appley are close by. Raised decked area with sea views. On-street parking available outside of the property.  …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

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £52 /night

£364 - £1030 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering super sea views, this attractive property has been refurbished throughout providing comfortable and tasteful holiday accommodation, presented to the highest of standards. One of a pair of Victorian cottages, the property is set back from the Ventnor to Shank...  …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
  • 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

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

14 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £58 /night

£402 - £1214 / week

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Key info:

  • Great for children of all ages
  • 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 £114 /night

£795 - £2149 / week

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Key info:

  • Nearest beach 13 km
  • Great for children of all ages
  • 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

24 Photos

House | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £145 /night

£1010 - £1753 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Wychwood is set on the cliff-top in an Area of Outstanding Natural Beauty between the pretty yachting port of Yarmouth and the spectacular Needles on the western tip of the Isle of Wight. Opposite this detached holiday home is a local landmark known as 'Turf Walk' an...  …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
  • 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

11 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £70 /night

£485 - £972 / week

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Key info:

  • Nearest beach 17 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Large, detached 4 bedroom house, sleeps 7. Fantastic countryside views from an elevated position. Lovely, secured rear garden with amazing views across the countryside to Carisbrooke Castle and beyond. Wi-Fi and off-street parking for 3 cars.  …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 - £764 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • 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

9 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £45 /night

£312 - £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

16 Photos

Barn | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £84 /night

£588 - £1726 / week

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Key info:

  • Nearest beach 10 km
  • Great for children of all ages
  • 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

12 Photos

House | 3 Bedrooms | sleeps 9

7 Nights min stay

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from £50 /night

£347 - £1044 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This comfortable, semi-detached Victorian holiday home has been cleverly extended to provide additional living space on the ground floor, including a lovely light and sunny garden room which overlooks the attractive enclosed garden. The world famous maritime centre o...  …see more

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£326 - £862 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday home sits in the pretty village of Havenstreet, 2 miles from Ryde. The village is home to the Isle of Wight Steam Railway and the station is a 5-minute walk from the property. Ryde is noted for its large expanse of sandy beach, esplanade, entert...  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £53 /night

£369 - £1043 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Shoreline Cottage is a charming Victorian former navy coastguard cottage, situated along the sea front overlooking Sandown's popular wide sandy beach. This delightful terraced, three-bedroom cottage retains some features such as an exposed brick fire surround. Stunni...  …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
  • 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

20 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £77 /night

£536 - £1034 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A spacious 4 bedroom house set over 4 floors, sleeps 8. Two balconies benefitting from estuary and sea views. Furnished to a high standard throughout. A short walk to The Duver with its sandy beach. Off-street parking for two cars.  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4/5 

Short stays welcome

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from £49 /night

£339 - £721 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Sleeping up to five in two lovely bedrooms, this attractive cottage is semi detached and is set beside a large pond.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Good 3.5/5 

3 Nights min stay

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from £53 /night

£371 - £1095 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
A well-presented terrace house situated a short distance from Cowes town centre and marina.  …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 | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £50 /night

£346 - £1050 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Just 50 yards from the harbour and nestled in the countryside is this brightly furnished and well-equipped holiday home. Countryside walks, numerous island attractions and beaches all within easy reach, including Osborne House and Gardens in nearby East Cowes. Bicycl...  …see more

24 Photos

Bungalow | 4 Bedrooms | sleeps 8

Short stays welcome

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from £79 /night

£547 - £1595 / week

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Key info:

  • Nearest beach 4 km
  • Great for children of all ages
  • 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

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

22 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £1726 / week

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Key info:

  • Nearest beach 3 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A 3 bedroom house split over 2 floors sleeping 6. An additional trundle bed is available in bedroom three to accommodate a 7th guest. Situated in a Grade I listed Victorian Fort furnished to a high standard. Off-street parking for 2 cars in the gated, secure courtyard.  …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

19 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £181 /night

£1265 - £2587 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A wonderful house a mile from the centre of Ryde, on the Isle of Wight, sleeping up to ten people in five bedrooms.  …see more

7 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £56 /night

£388 - £995 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This attractive detached cottage has been thoughtfully and comfortably refurbished, and is situated in Arreton village along the road leading from Newport to Sandown, enjoying over an acre of lawned garden with shallow stream. Dating back some 500 years it is Grade I...  …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
  • Pets welcome
  • Private garden
This property is an annexe to a thatched cottage and sleeps seven people.  …see more

19 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £90 /night

£630 - £1987 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • 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

9 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £66 /night

£458 - £1354 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday home, located in a quiet residential area with sea glimpses, has been comfortably and tastefully furnished throughout. The popular sandy beach at Seagrove Bay is ideal for families and at low tide it is a scenic, leisurely walk to Priory Bay. Th...  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £67 /night

£464 - £1595 / week

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Key info:

  • Nearest beach 4 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
A reverse level 3 bedroom house sleeping 6 +2. Situated in a Grade I listed Victorian Fort furnished to a high standard. Landscaped communal rooftop garden offering 360 degree views over the Solent, English Channel and rolling countryside.  …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.