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  • Alum Bay (5)
  • Bembridge (56)
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  • Brook, Isle of Wight (1)
  • Cowes (79)
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  • Godshill (6)
  • Gurnard, Isle of Wight (5)
  • Lake (1)
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  • Newchurch (3)
  • Newport, Isle of Wight (9)
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  • Ryde (15)
  • Sandown (46)
  • Seaview Village (12)
  • Shanklin (32)
  • Shorwell (2)
  • St Helens, Isle of Wight (5)
  • Thorness Bay (6)
  • Totland (9)
  • Ventnor (69)
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  • Wootton (11)
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448 Results  |  
17 Photos

Cottage | 4 Bedrooms | sleeps 11

3 Nights min stay

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from £58 /night

£400 - £3128 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Sun Hill Cottage is a charming four bedroom self-catering home, conveniently situated in the heart of Cowes Old Town.  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
This unusual two-bedroom converted Victorian stables is tucked away in a quiet location, within five-minutes walk of Tennyson Down  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 6

Short stays welcome

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Charming three bedroom apartment with truly magnificent southerly sea views from the front balcony and being within easy reach of the town centre and beach.  …see more

Featured properties

9 Photos

Chalet | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Pets welcome
This well appointed chalet provides a perfect base for a family looking for a traditional seaside holiday in one of the Islands most popular seaside resorts of Sandown. The beautiful sandy beach is only a few minutes away and can be accessed via the coastal path. Bunks beds in second bedroom  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

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from £50 /night

£350 - £645 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This delightful cottage is tucked away in this picturesque setting, just moments from Freshwater Bay with its glorious pebbled beach and wonderful rugged coastline.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £33 /night

£225 - £300 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This first floor apartment is situated on the edge of the popular seaside town of Shanklin.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Kings Charles Court is a fabulous one bedroom first floor apartment which has been furnished to a high standard and is comfortably furnished throughout.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £50 /night

£350 - £550 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Starboard side has been renovated to a high standard for 2014 situated in Gurnard with the beach just around the corner! The cottage is tucked away with fantastic sea views from the double bedroom.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £48 /night

£335 - £785 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Refurbished home fronting the village green & with downland views from the rear. Local beaches are just minutes away together with the picturesque Bembridge Harbour. Go for a stroll along the old causeway - so tranquil. Then try the locally caught fish & shellfish...  …see more

9 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:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
Miramare Court is a ground floor apartment with sea views from the lounge and double bedroom and is particularly convenient for Ventnor town centre.  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Pier Top is a spacious apartment, offering flexible accommodation over three floors and catering well for a family or a group of friends.  …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
  • Suitable 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

6 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

17 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £165 /night

£1155 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Seasonal Views is a fantastic four bedroom house situated in Gurnard with the beach just around the corner!  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
‘St Catherines View’ is a grade II listed end of terrace cottage, set over three floors and dating from 1823.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.07 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Fabulous 2 bedroom apartment offering wonderful far reaching sea views and particularly convenient for Ventnor town centre.  …see more

23 Photos

House | 4 Bedrooms | sleeps 12

3 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Atruly stunning holiday experience! This substantial residence is set within ¾ of an acre and nestled in this picturesque and exclusive Luccombe Village location, providing far reaching countryside and sea views.  …see more

14 Photos

House | 5 Bedrooms | sleeps 9

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £1155 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
‘Fairlight’ is a magnificent five bedroom detached house situated close to Ryde town centre and the sea front.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

Short stays welcome

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from £50 /night

£350 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A charming terraced cottage, well appointed throughout with two bedrooms and a bathroom upstairs, a lounge, kitchen diner and utility downstairs.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • No pets allowed
This charming holiday cottage is set in an elevated position overlooking the stunning Ventnor coastline.  …see more

12 Photos

Bungalow | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £143 /night

£995 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Astra is a comfortable holiday bungalow situated within a few minutes walk of the stunning white cliffs of Freshwater Bay.  …see more

18 Photos

Bungalow | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £53 /night

£365 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Discounted Ferry Travel! - A well presented holiday bungalow situated yards from the beach! There is also a large green, an ideal place for the kids to play when not out exploring the Island. In addition, there is a lake where birds and other wildlife can be enjoyed.  …see more

11 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Close to the centre of Bembridge, this detached property is within easy reach of the village shops and harbour. The beach with rock pools, sand and safe bathing is a five minute stroll down Ducie Avenue. 15% OFF JULY PRICES PLEASE SEE HOME FROM HOME WEBSITE FOR DETAIL  …see more

17 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £93 /night

£650 - £1475 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This detached 5 bedroom family home is situated in Bembridge and is within close proximity to the beach, shops, local pubs, restaurants and the harbour.  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Part of an elegant Victorian Terrace, this beautifully presented two bedroom ground floor converted apartment offers accommodation for up to six guests.  …see more

23 Photos

Bungalow | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £38 /night

£265 - £557 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children of all ages
  • No pets allowed
only a few minutes away from the beach, stunning views, spectacular sunsets, family friendly environment with other families and children around, extensive well kept grounds, playground facilities, mini golf, homely, well maintained interior, unlimited internet access  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £76 /night

£530 - £1060 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
If location is priority, then look no further. We are located directly opposite Sandown's sandy beach.  …see more

20 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

Short stays welcome

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from £43 /night

£295 - £475 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Peaceful and relaxing woodland location, an ideal base for people wishing to explore this wonderful island. Please can you leave a contact phone number when making a booking enquirey as we have experienced problems trying to reply by e-mail through holiday lettings.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £35 /night

£245 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

20 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

7 Nights min stay

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from £43 /night

£300 - £775 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

22 Photos

House | 2 Bedrooms | sleeps 5

Min stay varies

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from £60 /night

£419 - £1166 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Waterfront Cottage with sensational Sea & River Medina Views from all aspects. Modern interior with nautical flavour, right on the water's edge & central, easy access to ferries, shops, restaurants, pubs, national heritage sites. Perfect base to explore the island. Perfect for afmilies, sailors, ramblers, fishermen, artists, cyclists, or people who just want to escape...  …see more

7 Photos

Caravan/Mobile Home | 3 Bedrooms | sleeps 7

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Our holiday homes are perfect for families of all ages whether it's for a short or long break. We are completely flexible on the day you want to arrive or the number of nights required ranging from 1 night to 12 months. Luxury coastal holiday homes at Thorness Bay, Isle of Wight at amazingly low prices...  …see more

7 Photos

Chalet | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £66 /night

£459 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
IDEAL SELF CATERING ACCOMMODATION ON THE ISLE OF WIGHT FOR FAMILIES OR COUPLES THAT WANT A BREAK FROM IT ALL. IDEAL FOR DOGS; GREEN BANK JUST BY THE CABIN + BONCHURCH BEACH DOG FRIENDLY ALL YEAR. WONDERFULLY POSITIONED BY THE ESPLANADE. IDEAL HOLIDAY CABIN WHETHER ITS A SHORT BREAK OR A WEEK OR MORE. SURE YOU WILL LOVE THIS LOCATION.  …see more

24 Photos

B&B | 1 Bedroom | sleeps 2

Min stay varies

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Yoga Retreats with Emma Spencer Goodier, free wifi, Area of Outstanding Natural Beauty, picturesque Godshill, working livestock farm, 10 mins drive sandy beaches, private fishing lake, tranquil, comfortable, well equipped, central heating, flat screen colour tv/DVD, pri Perfect for countryside lovers wishing to enhance their yoga practice in a peaceful relaxing environment.  …see more

11 Photos

Cottage | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
Spacious and Modern cottage at Tapnell Farm on The Isle of Wight. Stunning sea views over the island's rural landscape. Newly renovated to a high spec. All welcome. Hot Tub Hire is available as optional extra. The hot hub is provided by Island Hot Tub Hire @ £150/ stay.  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

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from £65 /night

£450 - £500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Ideal for sailing accommodation of vacations, this charming property is in a quiet mews development and has the added benefit of a garage  …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 0.1 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

8 Photos

Townhouse | 3 Bedrooms | sleeps 6

Min stay varies

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from £61 /night

£425 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Between harbour and beach 3 bedrooms. Grounds of Solent Landing extend to beach.  …see more

15 Photos

House | 5 Bedrooms | sleeps 12

Min stay varies

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from £143 /night

£995 - £2495 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

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from £47 /night

£325 - £575 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Centrally located close to village shops, restaurants, pub and church, and only seven minutes stroll to the beach thorugh the village. Easy driveway parking and pretty gardens to the rear.  …see more

12 Photos

Bungalow | 3 Bedrooms | sleeps 6

Very Good 4/5 

Min stay varies

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from £68 /night

£470 - £675 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

12 Photos

House | 5 Bedrooms | sleeps 12

Min stay varies

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from £122 /night

£850 - £1700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.75 km
  • Suitable 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

15 Photos

House | 7 Bedrooms | sleeps 12

Min stay varies

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from £285 /night

£1995 - £3995 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

10 Photos

Bungalow | 2 Bedrooms | sleeps 6

Good 3.5/5 

Min stay varies

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from £54 /night

£375 - £745 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Seafield is a spacious well-maintained bungalow situated in the beautiful village of Bembridge, just minutes away from the pretty village shops. It boasts a large well-maintained garden ideal for the children to play in and outdoor eating.  …see more

9 Photos

Caravan/Mobile Home | 2 Bedrooms | sleeps 6

Min stay varies

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from £46 /night

£318 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This caravan sleeps a max of 6 served by 1 double bedroom, 1twin bedded room and a double sofa bed in the lounge. It has a large shower and separate toilet. Kitchen fully equipped. Lounge with TV/DVD, radio/CD, games,books,telescope.Table/chairs on decking outside.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A beautifully appointed cottage in a small secure and gated complex, just 50 metres from the sea, ideal for family holidays all year round.  …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 0.2 km
  • Suitable 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

21 Photos

Boathouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

Min stay varies

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from £65 /night

£455 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Welcome to the 'River Cottage' and 'Boathouse' 5 star The most exclusive situation on the Isle of Wight, based on the quiet waterside by the River Yar estuary. Breathtaking surrounding views from sunrise to sunset, hot tubs, and walking distance to town and harbour Two stunning properties in locations second to none, and our vintage stunning Airstream!  …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.