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349 Holiday homes in Isle of Wight

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  • Bembridge (41)
  • Bonchurch (6)
  • Brading (3)
  • Brighstone (12)
  • Brighstone Bay (2)
  • Cowes (66)
  • Freshwater (12)
  • Godshill (2)
  • Gurnard, Isle of Wight (2)
  • Luccombe (1)
  • Nettlestone (1)
  • Newchurch (1)
  • Newport, Isle of Wight (13)
  • Ryde (37)
  • Sandown (13)
  • Seaview Village (7)
  • Shanklin (29)
  • Shorwell (1)
  • St Helens, Isle of Wight (4)
  • Totland (9)
  • Ventnor (53)
  • Whitwell, Isle of Wight (1)
  • Wootton (4)
  • Yarmouth, Isle of Wight (29)

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Filters applied: House (349)

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349 Results  |  
6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £43 /night

£296 - £717 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in a pleasant rural location this well-presented holiday bungalow is one of a number of barn conversions set around a spacious communal lawned area. Patio doors lead from the living room to a private patio area to the rear. Much of the West Wight coastline i...  …see more

22 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £104 /night

£723 - £2302 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Panoramic sea views from this five bedroom house, close to the beach and harbour at Yarmouth.  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £43 /night

£295 - £762 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This ground floor barn conversion is located near to Ryde on the Isle of Wight and can sleep four people in two bedrooms.  …see more

Featured properties

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

37 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

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

30 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:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Sleeping four people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.  …see more

11 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £61 /night

£421 - £1411 / 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

11 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £62 /night

£432 - £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

38 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

Short stays welcome

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from £130 /night

£908 - £2122 / 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 beautiful house is a magnificent modern detached house with five charming bedrooms, two comfortable reception rooms, a fabulous conservatory and a tranquil study.  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £51 /night

£352 - £717 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering very comfortable first floor accommodation, this well furnished property makes an ideal holiday retreat in a quiet location, adjoining the owner's elegant home. Located near to the charming old town of Shanklin, 1/4 mile, with various souvenir shops, tea roo...  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £90 /night

£630 - £1726 / week

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Key info:

  • Great for children of all ages
  • 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

7 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £43 /night

£301 - £798 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This light and airy modern holiday home is located in an attractive setting overlooking picturesque Wootton Creek. Neatly presented, it is ideal for families or couples, with the advantage of three shower rooms. This area has many scenic walks and woodland where you ...  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £44 /night

£302 - £924 / 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

8 Photos

House | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £52 /night

£364 - £765 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located within Westcliffe Chalets, this two bedroom single-storey holiday chalet was formerly two chalets which were knocked into one. It enjoys its own separate conservatory, decking and sitting-out area with sea glimpses and overlooking beautiful communal gardens w...  …see more

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £38 /night

£265 - £799 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located 20 yards from Ventnor's popular sandy and shingle beach, this comfortably furnished first floor holiday apartment is set along the esplanade, where the marina, many pubs/cafes and restaurants, tourist shops and crab and lobster huts can be found. Perfect for ...  …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

17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £47 /night

£329 - £1008 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • 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

11 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£283 - £514 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With superb views over Afton Nature Reserve and Tennyson Down beyond, this self-contained first floor apartment forms part of the owner's home. It is located in an AONB, only 400 metres' level walk from the sand and pebble beach of Freshwater Bay. Tastefully and styl...  …see more

10 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £45 /night

£313 - £1570 / week

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Key info:

  • Not suitable for children
  • No pets allowed
In a convenient location, this attractive Victorian town house is only 2 minutes' walk from the centre of historic Cowes with marina, traditional inns, restaurants, shops and beach. Ideal for a car-free holiday, with the chain ferry nearby to East Cowes and many bus ...  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £50 /night

£347 - £616 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This lovely holiday apartment has a great central, high street location, ideal for visiting the town of Ryde with its good selection of individual shops, restaurants, bars and tea shops and the beautiful beach approximately 1 mile away. Ryde also has a waterside swim...  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £44 /night

£307 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This light and airy ground floor holiday apartment was the old kitchens of this Victorian house, formerly the summer residence of the Countess of Cowley, a member of Queen Victoria's entourage, and is situated along a private road within a 9-acre estate. The property...  …see more

32 Photos

House | 2 Bedrooms | sleeps 5

Short stays welcome

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from £42 /night

£290 - £747 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
Sleeping five people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £52 /night

£360 - £1016 / 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

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

10 Photos

House | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £52 /night

£359 - £1017 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday home is just a short walk to the waterfront, where you can walk along to the heart of Cowes with its shops, boutiques and gift shops, inns, restaurants and marina. The beach at Gurnard is 5 minutes' drive which also has a popular café. Take the ...  …see more

9 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £40 /night

£279 - £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

8 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

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from £39 /night

£270 - £635 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These delightful former farm buildings, set in 100 acres of livestock farm close to the owner's home, have been converted and equipped to provide good sized holiday accommodation with the disabled in mind, with a riser recliner chair in each property. One of the isla...  …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

31 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £44 /night

£308 - £795 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This well-presented cottage is nestled perfectly at the foot of St Catherine's Down, within a quiet hamlet of privately owned barn conversions and can sleep four people in two bedrooms.  …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

7 Photos

House | 1 Bedroom | sleeps 3

7 Nights min stay

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from £32 /night

£220 - £624 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These three holiday properties (refs 29415, 29416 and 29417) offer a rural bolt-hole escape and are nestled within the grounds of Luccombe Chine Private Estate, not far from picturesque Shanklin, and located in an Area of Outstanding Natural Beauty looking out to the...  …see more

44 Photos

House | 5 Bedrooms | sleeps 9

Short stays welcome

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from £107 /night

£745 - £2059 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
A five bedroom cottage sleeping nine people, in Yarmouth, on the Isle of Wight.  …see more

24 Photos

House | 1 Bedroom | sleeps 2

Short stays welcome

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from £39 /night

£271 - £644 / week

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Key info:

  • Not suitable for children
  • Pets welcome
  • Private garden
This ground floor barn conversion is located near to Ryde on the Isle of Wight and can sleep two people in one bedroom.  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £42 /night

£290 - £1427 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering extensive views over the Solent, this light and airy first floor holiday apartment provides stylish accommodation. From the large balcony, it is an ideal spot to relax and watch the ever changing nautical scenery, from huge liners to racing boats. This lovel...  …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

10 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £48 /night

£333 - £704 / 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

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £114 /night

£796 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This traditional, detached coastal cottage is in a quiet residential area within walking distance to the sea, as well as shops, cafes and a pub. Horse riding is ½-mile away. It is close to an Area of Outstanding Natural Beauty looking out to the English Channel. The ...  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£315 - £915 / week

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Key info:

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

32 Photos

House | 1 Bedroom | sleeps 2

Short stays welcome

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from £32 /night

£224 - £475 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
This single storey romantic base sleeps two people in one bedroom and is in Fishbourne on the Isle of Wight.  …see more

9 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £72 /night

£499 - £996 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This well presented Victorian holiday property is sympathetically styled and furnished and is ideally located only 500 yards from Ryde's long stretch of golden sandy beach and promenade. The fast speed catamaran runs to Ryde pier from Portsmouth, perfect for those pr...  …see more

11 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £98 /night

£683 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This delightful property is only 300 yards from Sandown beach, and forms the upper level of a converted Victorian semi-detached house, offering deceptively spacious accommodation. Benefitting from its own enclosed, lawned garden with sitting and barbecue area, it is ...  …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

10 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £84 /night

£588 - £1595 / week

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Key info:

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

14 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £58 /night

£404 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Seachange is the top floor apartment in this imposing Victorian Villa where Karl Marx once lived for several months, and benefits from both stunning views of the sea and the St Boniface Shute landscape. The bright airy living room has high ceilings, painted original ...  …see more

15 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £92 /night

£642 - £1646 / 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

15 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

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

19 Photos

House | 5 Bedrooms | sleeps 11

7 Nights min stay

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from £133 /night

£927 - £2460 / week

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Key info:

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

72 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

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£309 - £1110 / week

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Key info:

  • Not suitable for children
  • No pets allowed
In an attractive setting overlooking communal gardens, this modern holiday home stands at the end of a row of three, within the grounds of a converted manor. Woodland View is within a 10-minute stroll of the charming historic village of Old Shanklin, with thatched-ro...  …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.