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580 Holiday homes in Isle of Wight

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  • Bembridge (47)
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  • Brighstone Bay (2)
  • Brook, Isle of Wight (1)
  • Cowes (99)
  • Freshwater (36)
  • Godshill (6)
  • Gurnard, Isle of Wight (8)
  • Knighton, Isle of Wight (1)
  • Lake (1)
  • Luccombe (1)
  • Merstone (2)
  • Nettlestone (1)
  • Newchurch (6)
  • Newport, Isle of Wight (15)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (33)
  • Sandown (54)
  • Seaview Village (16)
  • Shanklin (45)
  • Shorwell (4)
  • St Helens, Isle of Wight (8)
  • Thorness Bay (7)
  • Totland (13)
  • Ventnor (90)
  • Whippingham (6)
  • Whitwell, Isle of Wight (7)
  • Wootton (12)
  • Yarmouth, Isle of Wight (34)

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580 Results  |  
17 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £795 / week

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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
Solent View is a delightful bungalow situated within walking distance of Seagrove Bay.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £525 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A charming two bedroom cottage nestled in a quiet position just in the old village of Shanklin.  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £57 /night

£395 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

Featured properties

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £71 /night

£495 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
'The Reach' development of superior apartments set in a quiet area of Shanklin with some sea views.  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £75 /night

£525 - £915 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Wonderful old farmhouse, 'oozing' character, situated on a 'working farm'. The accommodation is well presented including a 'cosy' lounge with an 'Inglenook' fireplace & a 'farmhouse style' kitchen with it's Welsh dresser & 'range style' cooker.  …see more

20 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £26 /night

£180 - £245 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Discounted Ferry Packages! Fronting an open green area ideal for children to play. Coastal location just minutes away from sandy beaches. Coastal & downland walks with panoramic views. Many local attractions for all ages. A great base to explore the rest of the Island.  …see more

15 Photos

Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £650 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
“Suntrap” is a 4 bedroom, centrally-heated bungalow within the grounds of Westfield bungalows in Bonchurch part of Queen Adelaide's estate in the 1800s  …see more

22 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £680 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A detached cottage situated in a quiet road just off the village green. Local beaches are nearby together with picturesque walks across Bembridge Harbour. There is also the village pub & two local restaurants where you can enjoy a meal or have drink & watch the cricket.  …see more

10 Photos

Bungalow | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£350 - £525 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
This attractive three bedroom holiday home is located in the centre of the Isle of Wight.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £57 /night

£395 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great 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

14 Photos

Apartment | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £650 / 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
This prestigious renovated old theatre is made up of 2 apartments which can be rented as one large 6 bedroom house accommodating up to 15 (plus 2 extra) people or individually as 3 bedroom apartments each with their own separate entrances.  …see more

18 Photos

House | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 - £1495 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This delightful, spacious detached House is perfect for larger families or two parties wishing to come away together, "Charles Wood House" can be found almost at the end of an unmade road in this idylilic and peaceful setting in the heart of St Lawrence.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £50 /night

£350 - £550 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • No pets allowed
  • Private garden
Bonchurch has an air of peace and tranquillity with its ancient churches, village pond and traditional cottages but it is also a working village. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …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 - £525 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

11 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

16 Photos

Cottage | 2 Bedrooms | sleeps 2

3 Nights min stay

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from £40 /night

£275 - £400 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
An immaculate little cottage 'oozing' charm & character located in a hamlet just 1.5 miles off the scenic southern coastline. The home also offers well stocked colourful gardens that guests can enjoy, together with their own private patio area with an ornamental pond. Come & explore the local area & marvel at the panoramic coastal views - you won't be disappointed...  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 9

3 Nights min stay

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from £57 /night

£395 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
This prestigious renovated old theatre is made up of 2 apartments which can be rented as one large 6 bedroom house accommodating up to 15 (plus 2 extra) people or individually as 3 bedroom apartments each with their own separate entrances.  …see more

9 Photos

Barn | 4 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £550 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
'The Old Barn' is an 18th century agricultural barn converted into a 3 bedroom house and is full of character.  …see more

12 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £425 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
Tomhill Briarey provides a perfect base for a family looking for a traditional seaside holiday in one of the Islands most popular seaside resorts of Sandown.  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £35 /night

£245 - £450 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A lovely home in a 'tucked-away' location just off the village green. Local beaches are nearby together with picturesque walks across Bembridge Harbour. Enjoy a meal in one of the village restaurants or have a drink at the local & watch the cricket on the green...  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £550 / 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
Fabulous 2 bedroom apartment offering wonderful far reaching sea views and particularly convenient for Ventnor town centre.  …see more

18 Photos

Cottage | 3 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
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
A quirky little cottage situated just 600yds from Freshwater Bay & the beach. Lovely views of Tennyson Down & the Island's only thatched church from the main bedrooms. Relax in the mature gardens or alternatively a lovely place for children to play. Freshwater village offers many local shops & amenities. In addition there are welcoming pubs/restaurants...  …see more

22 Photos

House | 4 Bedrooms | sleeps 9

4 Nights min stay

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from £93 /night

£650 - £1475 / 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

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £48 /night

£336 - £618 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
‘Shanklin Manor’ dates back to the Doomsday Book and in its past, has been a farm, a home for the underprivileged and a luxurious hotel.  …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 - £425 / 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

10 Photos

Bungalow | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
“Herons Ghyll” nestles in tranquil countryside close to Newtown Nature Reserve with its beautiful walks and tiny harbour.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £33 /night

£225 - £385 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
An individual home just brimming with character & quirky charm with exposed timbers in all the rooms. Situated in a hamlet within an area designated as an 'Area of Outstanding Natural Beauty'. Explore the local footpaths or just enjoy the country views from your balcony  …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:

  • Great 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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £450 / 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

12 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £425 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
This charming cliff top bungalow is set in arguably one of the best positions at Brambles Chine Holiday Park. Offering spectacular uninterrupted sea views across to the Isle of Wight’s famous Needles.  …see more

10 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £650 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
'Fair Winds' is a detached bungalow situated in an unmade road amongst similar properties in a quiet area of Shanklin. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITES FOR DETAILS  …see more

9 Photos

Chalet | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £43 /night

£295 - £425 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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 6

Very Good 4.5/5 

7 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
‘Orchard Cottage’ is a three bedroom cottage with character that has been refurbished to provide excellent family accommodation.  …see more

17 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £27 /night

£185 - £250 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A newly refurbished chalet new to holiday letting this year. Situated on the coast at the foot of Culver Down & just minutes away from award winning beaches. Take a walk along the coastal path & over the downs - you can even reach the neighbouring village of Bembridge. There are many local attractions for ages & this comfortable chalet makes a fine base in which to explore...  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £50 /night

£350 - £550 / week

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Key info:

  • Great 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

10 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 - £1495 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
'Willow House' is the perfect home from home! A substantial modern detached family residence with spacious accommodation, it's particularly well maintained throughout and provides the ideal holiday retreat for parties of all sizes, with a heated swimming pool.  …see more

9 Photos

Lodge | 1 Bedroom | sleeps 4

Short stays welcome

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from £70 /night

£490 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Steephill Lodge is beautifully presented and can accommodate up to 4 guests and is situated next to Steephill Cove. There is a double futon bed in lounge for 2 extra guests or there is two single pull out beds  …see more

8 Photos

Chalet | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £500 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Bay View provides a great location for a traditional seaside holiday in one of the Islands most popular seaside resorts of Sandown Communal laundry on site.  …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 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

21 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £27 /night

£185 - £250 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Discounted Ferry Travel - VisitBritain 3 Star - Situated on the coast just a few minutes walk away from the beach. Lovely coastal & downland walks with views across Sandown Bay stretching out over the English Channel. Own decking ideal for al fresco dining.  …see more

23 Photos

House | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £93 /night

£650 - £1475 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • 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! One of twin bedrooms can be made into a double, plus pull out under bunk bed for 9th guests.  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £35 /night

£245 - £450 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A lovely character cottage nestled in a tucked away location within the village of Freshwater. The home just 'oozes' charm with its beamed ceilings, exposed stone walls & feature fireplace with bread oven & log burning stove. Freshwater Bay & downland walks are nearby. feeling of seclusion. It mainly comprises of a raised deck with borders containing various plants & shrubs.  …see more

18 Photos

Bungalow | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £53 /night

£365 - £475 / 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
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

18 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £48 /night

£335 - £425 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Just yards from the beach! Relax on the decking & take in the sea air...Build sand castles, watch the boats or visit the 'hide' at the neighbouring Nature Reserve & take photos of the wildlife. 'Beachside' makes an ideal base from which to explore the lovely Island. The quirky little village centre is just a few moments away with its tempting shops & restaurants...  …see more

16 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £93 /night

£650 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
Newly built for 2014 this stunning four bedroom house is situated in Gurnard with the beach just around the corner!  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£350 - £525 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Sundown is a detached family size house situated in Wroxall, a rural village, just a few minutes drive from Ventnor.  …see more

22 Photos

Bungalow | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £595 / 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
A light & bright detached bungalow situated just 300yds from the lovely beach at Colwell Bay. This comfortable home has 3 bedrooms sleeping up to 6 & a nicely presented open plan living area. There are gardens to the front & rear with outside furniture & barbecue. A lovely home for those seeking a beach holiday, walking holiday or wishing to explore the Island in general  …see more

10 Photos

House | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £93 /night

£650 - £950 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
'Cranmore' is a spacious detached three bedroom holiday home situated close to the sandy beach and within easy walking distance of Ryde town centre with a wide range of shops and amenities.  …see more

5 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4/5 

Short stays welcome

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from £36 /night

£250 - £325 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
‘Kirribilli Apartment’ offers superb accommodation for up to four guests.  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £57 /night

£395 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
'Northview' has recently been refurbished to a very high standard and is tucked away in a beautiful position only metres from the beach. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …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.