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511 Holiday homes in Isle of Wight

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  • Bembridge (60)
  • Bonchurch (10)
  • Brading (2)
  • Brighstone (10)
  • Brighstone Bay (2)
  • Brook, Isle of Wight (1)
  • Cowes (88)
  • Freshwater (31)
  • Godshill (3)
  • Gurnard, Isle of Wight (2)
  • Luccombe (1)
  • Merstone (2)
  • Nettlestone (1)
  • Newchurch (2)
  • Newport, Isle of Wight (18)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Ryde (35)
  • Sandown (27)
  • Seaview Village (8)
  • Shanklin (54)
  • Shorwell (5)
  • St Helens, Isle of Wight (4)
  • Totland (12)
  • Ventnor (69)
  • Whippingham (3)
  • Whitwell, Isle of Wight (7)
  • Wootton (11)
  • Yarmouth, Isle of Wight (41)

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511 Results  |  
24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

4 Nights min stay

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from £40 /night

£280 - £568 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Craiglea is a peaceful, self-catering holiday cottage on the Isle of Wight sleeping up to six adults. Centrally located in Totland Bay, on the West coast of the Isle of Wight, our holiday accommodation is just 5 minutes’ walk from the beach. Great for couples, families and groups. Your favourite pet too. Wifi, Wii, lots of games & flat satellite TV  …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

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

Featured properties

14 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £110 /night

£764 / 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
West Wight location, 3 bedrooms, 2.5 baths, near ocean, hiking terrain. Large kitchen/diner, comfortable living/reception room with gas fire and sofa bed, 3 double bedrooms, 2.5 baths, versatile 'bonus room', patio, deck, lawn, off-street parking.  …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

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
  • 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

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

21 Photos

House | 1 Bedroom | sleeps 4

3 Nights min stay

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from £53 /night

£371 - £899 / week

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Key info:

  • Great for children of all ages
  • 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

20 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £56 /night

£390 - £899 / week

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Key info:

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

11 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £67 /night

£468 - £1354 / week

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Key info:

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

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

24 Photos

House | 7 Bedrooms | sleeps 14

Excellent 5/5 

3 Nights min stay

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from £237 /night

£1655 - £4120 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
An exclusive 7 bedroom barn conversion, sleeps 14. Set within a 250 acre estate of farmland and woodlands. Spacious accommodation with 3 reception rooms and 7 en-suite bedrooms. Ideal retreat for family reunions or corporate events.  …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

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £73 /night

£509 - £1482 / week

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Key info:

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

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

22 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

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from £120 /night

£837 - £2432 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
A spacious 5 bedroom house, sleeps 10. South-facing, furnished rear garden with barbecue. Located in Shanklin Old Village, 200 yards from the coastal path to Shanklin Bay. Within half a mile of Shanklin's sandy beach. Enclosed parking for 3 cars.  …see more

10 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £48 /night

£333 - £743 / 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

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

21 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £79 /night

£547 - £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

17 Photos

House | 2 Bedrooms | sleeps 6

Short stays welcome

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from £45 /night

£312 - £766 / week

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Key info:

  • Suitable for children over
  • Pets welcome
  • Private garden
This single-storey pet-friendly cottage in Totland sleeps six people in two bedrooms.  …see more

20 Photos

House | 4 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £1475 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • 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

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£328 - £1104 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This bright and spacious 18th century cottage was built as part of the Fernhill estate, the stately home of the Isle of Wight's then Governor. It adjoins the owner's home in a private lane on the outskirts of the village of Wootton Bridge, and enjoys views of Creek V...  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £46 /night

£316 - £972 / week

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Key info:

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

9 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £43 /night

£298 - £835 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This modern, terraced holiday home enjoys lovely views directly over Wootton Creek and is conveniently located for numerous island attractions. Osbourne House, Queen Victoria's wonderful home and gardens, is about 10 minutes away, and within easy driving distance the...  …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

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

3 Nights min stay

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from £53 /night

£371 - £1149 / 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
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

5 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £109 /night

£759 - £1762 / week

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Key info:

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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £74 /night

£516 - £1312 / week

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Key info:

  • Nearest beach 3 km
  • Great for children of all ages
  • 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

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

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
  • 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

16 Photos

House | 3 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £72 /night

£499 - £1226 / week

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Key info:

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

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
  • 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

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

15 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £58 /night

£402 - £1149 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
LATE AVAILABILITY – up to 20% off please visit our website for details. Kiniver Court is a newly constructed collection of apartments in a leafy area of Teignmouth, around a 10 minute walk from the town centre and sea front.  …see more

15 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £46 /night

£317 - £717 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This cosy first floor apartment sleeps four people in two bedrooms, and overlooks the attractive Model Village in Godshill on the Isle of Wight.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

7 Nights min stay

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from £56 /night

£388 - £1010 / week

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Key info:

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

11 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £43 /night

£296 - £479 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering superb views over Wootton Creek, this attractive and comfortable apartment stands peacefully within a development of similar properties and has level access. This dog friendly area has many scenic walks with woodland. Ryde seaside resort, a 10 minute drive. ...  …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
  • 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

14 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £67 /night

£468 - £1173 / week

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Key info:

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

20 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £74 /night

£516 - £1475 / 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

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
  • Pets welcome
A stylish, purpose built barn conversion located next to Wootton Creek.  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £48 /night

£333 - £995 / week

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Key info:

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

14 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £66 /night

£462 - £1254 / week

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Key info:

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

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£281 - £680 / week

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Key info:

  • Not suitable for children
  • No pets allowed
In one of the most sought-after locations in Bembridge, and only 110 yards from the beach, The Chicken Shed is situated in an AONB. Located adjacent to the owners' home, this detached bungalow offers welcoming accommodation complete with an enclosed private patio. A ...  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £44 /night

£307 - £958 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed, ground floor holiday apartment is ideally situated for exploring all that the Isle of Wight has to offer. Set in a quiet residential road, you are within walking distance of Cowes town, the beach and sailing, and yet also able to take adva...  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£345 - £1059 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Formerly a village shop, this light and spacious end of terrace holiday cottage offers tastefully designed accommodation with French doors opening from the breakfast area to its own enclosed courtyard garden. It is conveniently located only 200 yards from the sea and...  …see more

11 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £61 /night

£427 - £820 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This Grade II listed, thatched holiday cottage offers far reaching countryside views. One of a pair, it has many character features such as beams, low ceilings and picture windows and is 400 yards from a sandy beach. Fresh crab and lobster can be purchased from the l...  …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

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.