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376 Holiday homes in Isle of Wight

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  • Alum Bay (5)
  • Bembridge (37)
  • Bonchurch (6)
  • Brading (1)
  • Brighstone (1)
  • Brook, Isle of Wight (1)
  • Cowes (86)
  • Freshwater (23)
  • Godshill (3)
  • Gurnard, Isle of Wight (3)
  • Knighton, Isle of Wight (1)
  • Luccombe (1)
  • Nettlestone (1)
  • Newchurch (1)
  • Newport, Isle of Wight (13)
  • Newtown, Isle of Wight (1)
  • Rookley (1)
  • Ryde (36)
  • Sandown (27)
  • Seaview Village (9)
  • Shanklin (21)
  • Shorwell (4)
  • St Helens, Isle of Wight (4)
  • Thorness Bay (6)
  • Totland (11)
  • Ventnor (46)
  • Whippingham (1)
  • Whitwell, Isle of Wight (4)
  • Wootton (6)
  • Yarmouth, Isle of Wight (16)

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376 Results  |  
13 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £96 /night

£671 - £1303 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A 3 bedroom house sleeping 6. Located on the waterside with adjacent moorings. Fantastic river and country views from the balconies. Communal garden and barbeque area. Parking for 2 cars  …see more

8 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £704 / 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 a collection of properties 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

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

Featured properties

20 Photos

House | 4 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £74 /night

£516 - £972 / 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 4 bedroom mid-terrace house, sleeps 7. Furnished to a high standard throughout. A 10 minute walk to the sea front, beach and Ventnor town centre. Close to costal path offering a great walking holiday. Off-street allocated parking for 1 car in the rear car park.  …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 5
  • 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

6 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

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 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A modern 2 bedroom cottage, sleeping 4. Stylishly renovated in the favourable beach and country style. Opposite Yarmouth Beach and Esplanade with great views over the Solent. Walking distance of Yarmouth with its boutique shops, bars and restaurants  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £47 /night

£329 - £619 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A newly renovated, ground floor apartment with stunning sea views. A one bedroom apartment sleeping 2. Spectacular sea views from every window. Decked balcony offering views of the bay and beyond. Newly renovated and finished to a high standard throughout.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £74 /night

£517 - £1170 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A character cottage nestled within the grounds of the former home of Lord Tennyson, the Farringford Estate. A 2 bedroom cottage, sleeps 4. Newly refurbished to a high standard with many character features. Off-street parking for 2 cars.  …see more

8 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £704 / 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

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

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 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

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

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

16 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

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
  • No pets allowed
An upside down house situated in a quiet cul-de-sac, less than a mile from Ryde beach and town centre  …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

24 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £806 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A 2 bedroom, 2 bathroom second floor apartment, sleeps 4. Panoramic sea views of Freshwater Bay with its dramatic white cliffs and Tennyson Down. Ideally situated on the edge of idyllic Freshwater Bay with its own beach accessed via steps in front of the building.  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £70 /night

£485 - £930 / week

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Key info:

  • Nearest beach 10 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A 2 bedroom period cottage, sleeps 5. Beautiful period stone cottage furnished to a high standard throughout. Stunning countryside views within 1 mile of Bembridge village and harbour.  …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

16 Photos

Cottage | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £47 /night

£329 - £943 / week

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Key info:

  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A traditional 2 bedroom cottage, sleeping 3. Beautifully furnished with period features. Private, enclosed garden with barbeque. A short walk to Yarmouth village centre and harbour. Ideally located for exploring the beautiful countryside  …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

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

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 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

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

17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 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
Heatherwood Lodge is a modern second floor apartment, situated in an enviable location on the Isle of Wight. Internally the property is furnished to a high standard with many rooms boasting stunning sea views.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £65 /night

£452 - £1039 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A cottage nestled within the grounds of the the Farringford Estate, just a short distance from Freshwater Bay. A 2 bedroom cottage, sleeps 4. Newly refurbished to a high standard with contemporary décor. Set within the grounds of the Farringford Estate, former home of P  …see more

10 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £704 / 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

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

16 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £53 /night

£371 - £1095 / week

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Key info:

  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A semi-detached house with 2 bedrooms, sleeps 5. Ideally located in the popular tourist village of Yarmouth. Views over the National Trust marsh/wetlands, great for bird watching. Direct access onto marshland walks and cycle paths including the Tennyson Trail. Wi-Fi  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £878 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
High specification apartment boasting panoramic sea views. A third floor 2 bedroom apartment, sleeps 4. Contemporary, high specification finish throughout. Furnished balcony with panoramic sea views, across Shanklin and Sandown Bay.  …see more

24 Photos

Cottage | 5 Bedrooms | sleeps 9

3 Nights min stay

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from £90 /night

£630 - £1856 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A quintessential country cottage with panoramic countryside views. A grade 2 listed cottage, sleeps 9. Situated on a farm with panoramic countryside views. Direct access to a number of foot paths and country walks. Enclosed rear garden. Off-street parking for 4 cars.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £77 /night

£536 - £1034 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A contemporary apartment with panoramic sea views overlooking Cowes Harbour. A stylish third floor two bedroom apartment, sleeps 4. Panoramic sea views from the decked balcony. Fantastic location for Cowes Harbour and town. Secure off-street parking space.  …see more

22 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £90 /night

£630 - £1210 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
A spacious house situated in a quiet village location yet close to the town of Bembridge.  …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

13 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4/5 

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 contemporary apartment with panoramic sea views overlooking Cowes harbour'. A stylish third floor one bedroom apartment, sleeps 2/4. Panoramic sea views from the balcony. Fantastic location for Cowes harbour and town. Furnished to a high standard throughout.  …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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £77 /night

£536 - £1312 / week

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Key info:

  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A contemporary and stylish ground floor apartment with 2 bedrooms, sleeping 4. Furnished to a high standard throughout. Private, furnished patio with views of the marina. Perfectly situated to explore Cowes Harbour and town centre. Allocated parking for 1 car  …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 5
  • 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

14 Photos

House | 2 Bedrooms | sleeps 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
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

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

9 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £704 / 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

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

19 Photos

Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £72 /night

£499 - £939 / 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 4 bedroom dormer bungalow, sleeps 8. 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. Private secured parking for 2 cars.  …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

14 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £47 /night

£329 - £943 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
A newbuild cottage with garden, parking, and just minutes from Cowes Marina.  …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

24 Photos

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.