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  • Bembridge (35)
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  • Brook, Isle of Wight (1)
  • Cowes (75)
  • Freshwater (14)
  • Godshill (4)
  • Gurnard, Isle of Wight (2)
  • Luccombe (1)
  • Merstone (2)
  • Nettlestone (2)
  • Newchurch (5)
  • Newport, Isle of Wight (3)
  • Nodes Point (1)
  • Ryde (21)
  • Sandown (21)
  • Seaview Village (3)
  • Shanklin (24)
  • Shorwell (3)
  • St Helens, Isle of Wight (2)
  • Totland (11)
  • Ventnor (59)
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  • Whitwell, Isle of Wight (4)
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350 Results  |  
32 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £46 /night

£318 - £806 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
A converted cart house, located on a mixed working farm, on the edge of the village of Shorwell on the Isle of Wight, sleeping 4 people in 2 bedrooms.  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £42 /night

£289 - £613 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering far-reaching views over fields and surrounding countryside, this compact, detached, single-storey holiday property offers superb walks from the door across miles of countryside. Standing next to the owners' home, on an unadopted lane on the edge of the charm...  …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

Featured properties

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 | 1 Bedroom | sleeps 2

7 Nights min stay

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from £66 /night

£461 - £840 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the grounds of a working sheep farm, this fabulous detached holiday cottage has stunningly picturesque views onto the Downs – an Area of Outstanding Natural Beauty. Positioned in a truly peaceful, rural location, it has far-reaching countryside views and offer...  …see more

10 Photos

House | 1 Bedroom | sleeps 3

7 Nights min stay

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from £32 /night

£222 - £548 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Enjoying glorious views over the rolling countryside, Moles Leap is a self contained annexe with entrance porch, and forms part of the owner's home. Situated back from the road between Sandown, 2 miles and Ryde, 4 miles, both renowned for their popular sandy beaches ...  …see more

21 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £88 /night

£615 - £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

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

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

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

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

61 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

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from £49 /night

£338 - £850 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
This homely, spacious barn conversion is in the village of Gatcombe near to Newport on the Isle of Wight and can sleep six people in three bedrooms.  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £48 /night

£336 - £599 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the heart of Ryde, this lovely holiday apartment is within an easy walk of shops, restaurants, bars and tea shops. Ryde also has a waterside swimming pool on the seafront as well as several well-equipped children's play areas and an outdoor paddling pool. You ...  …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

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

9 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4/5 

Short stays welcome

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from £212 /night

£1484 - £2597 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Villa Lavinia is part of the award winning The Hambrough. With five double rooms, three bathrooms, utility room, large kitchen lounge also a newly landscaped garden with full sea views from Alexandra Road. Retaining much of its original Victorian charm. Shorter stay options available - please send a message to enquire about availability and prices.  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £64 /night

£445 - £725 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Park Cottage is located in the pretty village of St Helens near Bembridge Harbour, the property itself is surrounded by fields and is ideal for family holidays in a rural area with access to the harbour and beaches of the area.  …see more

12 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £90 /night

£625 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Solent View is a modern property with all the facilities. It is in a quiet position close to the harbour, a stroll up to the shop or a walk across the mill wall to the beach.  …see more

19 Photos

Townhouse | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £61 /night

£425 - £945 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Recently refurbished 3 bedroom yachtsman's residence, 50 mtrs from bembridge yacht club marina & beach, 1/2 mile from shops & restaurants. Sleeps 6 in comfort, family bathroom & separate wet room with W.C.: 3 Tv's; broadban wi fi connection, free national calls  …see more

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

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

9 Photos

Chalet | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
This luxury bungalow has been completely refurbished for 2013 and offers a modern and homely holiday chalet with a pretty woodland outlook. Gurnard Pines offers some fantastic site facilities for holiday makers to include an indoor and outdoor pool.  …see more

22 Photos

House | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £93 /night

£650 - £1850 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Luxury New Build for 2014 this stunning four bedroom town house with panoramic sea views is perfectly situated just yards from the sea front and the beach itself! The bunk bed room has a pull out bed under for the 9th guest. One of twin bedrooms can be made into double.  …see more

7 Photos

House | 5 Bedrooms | sleeps 11

3 Nights min stay

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from £143 /night

£995 - £1850 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
This detached Victorian family house occupies one of the finest locations on the South Coast of the Island. The property enjoys a superb Southerly aspect with fine views of the sea over the well established grounds. Just a short stroll to the beach.  …see more

6 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £945 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Wilbercote is a comfortable family home for a pleasant and relaxing holiday.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £550 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Osborne Court is a two bedroom apartment situated on Cowes Parade with sea views across the Solent.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 - £575 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
This fantastic two bedroom apartment is set in the heart of Sandown, one of the most popular sea side towns on the Isle of Wight. Please note the single bedroom has full size bunk beds in not two single beds.  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £49 /night

£340 - £600 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
This apartment is perfectly situated within the pretty village of Seaview enjoying stunning views from the shores of the Island across the Solent. Offering a high standard of accommodation with a good choice of restaurants, cafes & bars nearby.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £35 /night

£245 - £350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This is an ideal retreat from the pressures of work, in civilised and comfortable surroundings. There are country walks and foodie pubs within easy reach and lots of local history and interesting geology. There are old railway lines as cycle paths and one still working! Short and weekend breaks are only available in the winter.  …see more

19 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £55 /night

£380 - £925 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Retired Victorian railway station, converted into cottages sleeping up to 5 +1, 2 or 3 bedroom. Large secluded gardens. Spectacular views of surrounding countryside. Close to bridle paths. Short breaks. cycling The cottages are all AA 4 Star approved and ideal for families and children. The Station is gated.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £42 /night

£290 - £800 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens yet the Station is just a short walk to the village pub & rural life.. Whitwell village is renowned for its unrivaled beauty, walks, located between Godshill and town of Ventnor.  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 10

Excellent 5/5 

Min stay varies

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from £265 /night

£1855 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
A listed stone Farmhouse in an Area of Outstanding Natural Beauty. Afton Farmhouse is close to beaches, bridleways, a golf course and many other attractions. The perfect holiday destination.  …see more

11 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £159 /night

£1113 / 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
  • Private garden
Ideal for sailing and beach holidays, walking and exploring. Also available for regattas such as Cowes Week.  …see more

16 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

Min stay varies

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from £86 /night

£600 - £1800 / 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
Beautiful seaside home nestling beneath St Boniface downs to one side and a short walk to the spectacular beaches, walks and coastline. A very sought after holiday destination offering some the best eating, drinking and dining experiences on the Island. Must like cats as the letting comes with two adorable black cats. Arrangements can be made to feed them.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

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from £69 /night

£477 - £1908 / 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
Stylish accommodation of very good standard in wonderful modern property tucked away on the edge of Cowes Old Town being just a few moments walk away from the town centre and the waterfront. 1 double and 1 twin bedroom. Two enclosed garden areas and parking  …see more

22 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

Min stay varies

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from £129 /night

£900 - £2000 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A lovely detached house in a fantastic waterfront location with amazing views over the Solent and a wonderful place from which to enjoy the spectacular Gurnard sunsets. Of good standard throughout and comfortable for 6 or 7 people. Off-road parking and free Wi Fi. 1st floor balconies back (to enjoy the morning sun) and front (to enjoy the sea views).  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £108 /night

£750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Stunning, luxurious apartment within a secure gated development with delightful floor to ceiling living room windows and balcony giving superb, panoramic views of Sheppards Wharf marina, the river Medina and the Solent, this is the perfect holiday location!  …see more

11 Photos

Bungalow | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £99 /night

£689 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
Hilvana is set in a fantastically unique position, with fantastic panoramic views of the solent and is adjacent to the beach Bembridge pier and lifeboat station. Hilvana sleeps up to 8 people with a king bed, 1 double bed and 2 twin beds. Pets are welcome.  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £76 /night

£530 - £636 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
The cottage / house is situated in Ryde on the Isle of Wight. Sleeps 4. Beach nearby. Restaurants, cafes, bars, public swimming pool, boating lake, Ice skating rink nearby. Car parking nearby. None smoking. No pets. Freeview. Netflix, Wi Fi.  …see more

19 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

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from £72 /night

£500 - £900 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car advised
  • No pets allowed
Close to the beach at Gurnard is a fantastic grey-timber clad house - a picture of serenity perched amid a jumble of coastal buildings. Surrounded by wooden decking with terraces that are perfect for enjoying alfresco dining or just relaxing and taking in the scenery.  …see more

10 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £64 /night

£446 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Car not necessary
  • Pets welcome
Double bedroom in quiet cottage garden backing onto open fields, a few moments from the sea  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

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from £71 /night

£495 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
Fuscia Cottage is a delightful two bedroom cottage, found in a fantastic position in the heart of Bembridge village. The main property has 2 bedrooms but also has an outside chalet with a bedroom and separate WC, meaning the property can sleep up to 6 people in total.  …see more

13 Photos

Cottage | 4 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £106 /night

£742 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Charming terraced cottage situated in the popular Albert Street within 8 minutes walk from the hi- speed Red Jet and sailing marinas. Ideal location as a base for sailing in Cowes or as a family holiday home.  …see more

11 Photos

Townhouse | 4 Bedrooms | sleeps 8

Good 3/5 

2 Nights min stay

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from £79 /night

£550 / week

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Key info:

  • Nearest beach 7 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
4 bedroom house with 1 en-suite and 1 family bathroom. Refurbished in May 2012 this well equipped and maintained property boasts a 21" LED TV with built in Freeview and DVD player in each bedroom.  …see more

12 Photos

Bungalow | 3 Bedrooms | sleeps 6

Very Good 4/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Crosbies is a colourful and comfortable detached property in a quiet and peaceful area of the wonderful village of Bembridge. It has off-road parking, a secluded private garden with BBQ and garden furniture.  …see more

15 Photos

House | 7 Bedrooms | sleeps 12

Min stay varies

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from £285 /night

£1995 - £2595 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
A spectacular position in Bembridge overlooking the Ledges at Forelands, an entertainers paradise with lovely reception rooms and large conservatory / garden room. Private access to the beach and tennis court nearby.  …see more

15 Photos

House | 5 Bedrooms | sleeps 12

Min stay varies

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from £143 /night

£995 - £1595 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This family home is situate right on the beach at The Point in Bembridge, It has uninterrupted views and direct access to the beach. It is an ideal property for a large family group to holiday.  …see more

12 Photos

House | 5 Bedrooms | sleeps 12

Min stay varies

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from £122 /night

£850 - £1350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautiful Edwardian House with ample space for a large family group. The property is situated near to the village amenities and includes balconies overlooking the private garden. It is just a short walk to the beach.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4/5 

1 night min stay

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from £47 /night

£325 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Not suitable for children
  • Car advised
  • No pets allowed
A self catering apartment above a manor house on the outskirts of the village with stunning views over the surrounding countryside and sea. Private balcony for al fresco dining or just enjoying the view. Perfect for couples seeking rest and relaxation.  …see more

24 Photos

House | 4 Bedrooms | sleeps 7

Excellent 5/5 

Min stay varies

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Luxury Hot Tub at most exclusive situation on the Isle of Wight, quiet waterside over-looking the River Yar estuary. Breathtaking surrounding views from sunrise to sunset, over one of the loveliest wildlife sanctuaries. Detached house 4 STAR Visit England rated If you have extra room needs check our vintage 'Airstream Land Yacht' for couples, honeymooners.  …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.