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685 Holiday homes in Isle of Wight

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  • Bembridge (69)
  • Bonchurch (12)
  • Brading (4)
  • Brighstone (5)
  • Brighstone Bay (4)
  • Brook, Isle of Wight (1)
  • Cowes (89)
  • Freshwater (49)
  • Godshill (7)
  • Gurnard, Isle of Wight (7)
  • Knighton, Isle of Wight (1)
  • Lake (1)
  • Luccombe (2)
  • Merstone (3)
  • Nettlestone (1)
  • Newchurch (6)
  • Newport, Isle of Wight (23)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (48)
  • Sandown (69)
  • Seaview Village (18)
  • Shanklin (57)
  • Shorwell (9)
  • St Helens, Isle of Wight (7)
  • Thorness Bay (7)
  • Totland (13)
  • Ventnor (89)
  • Whippingham (6)
  • Whitwell, Isle of Wight (7)
  • Wootton (17)
  • Yarmouth, Isle of Wight (51)

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685 Results  |  
10 Photos

House | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £50 /night

£350 - £650 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Solent Landing is a stunning development set in communal landscaped grounds with direct beach access.  …see more

8 Photos

Barn | 1 Bedroom | sleeps 4

3 Nights min stay

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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
This charming newly converted barn set in the grounds of ‘Street Place Farm’, tucked away in this wonderful rural West Wight position.  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £715 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
This luxury first floor 2 bedroom apartment is situated in this handsome Victorian gentleman's residence overlooking Shanklin and Sandown Bay beyond.  …see more

Featured properties

17 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £95 /night

£665 - £1295 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A light & airy barn conversion offering wonderfully well presented family accommodation. The home is set within three quarters of an acre, surrounded by open fields & the countryside. Lovely walks & the beach is nearby. A great place to relax & unwind... Alternatively, Buttercup Barn is an ideal place to use as a base to explore the rest of the Island...  …see more

20 Photos

Bungalow | 2 Bedrooms | sleeps 4

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
  • No pets allowed
  • Private garden
A lovely detached bungalow situated in the coastal village of Bembridge. The home is situated in a quiet residential area but is only a few moments walk away to the beach & the popular, award winning, Crab & Lobster pub/restaurant. Explore the harbour, try the locally caught fish/shellfish or visit the windmill - there's lots to see & do!  …see more

17 Photos

Chalet | 2 Bedrooms | sleeps 4

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 not necessary
  • No pets allowed
A well presented holiday chalet just moments from the beach & lovely downland walks. Recently refurbished, the comfortable & modern accommodation includes a fitted kitchen & white bathroom suite with electric shower over bath. Decked area outside for enjoying the sun... A great place for enjoying lazy days on the beach or using as a base to explore the Island attractions...  …see more

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

11 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £54 /night

£375 - £785 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Spacious town house in the heart of the village within walking distance of the beach, shops and amenities.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £28 /night

£195 - £220 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
'Meadow View' is a well appointed one bedroom apartment set in a semi rural location overlooking open countryside yet within walking distance of Newport town centre.  …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

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

11 Photos

Barn | 4 Bedrooms | sleeps 14

3 Nights min stay

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from £100 /night

£700 - £1500 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
Stunning luxurious recently converted barn on small development of similar barn conversions within Niton Manor Farm.  …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

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

11 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £575 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
This pretty two bedroom cottage enjoys a wealth of character and charm and has been tastefully furnished to provide comfortable accommodation for up to four people.  …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

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

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

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

10 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £100 /night

£695 - £1495 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Opening the front door here is like walking in to a Mediterranean residence; all the secrets are hidden behind the door, strategically arranged around a central courtyard with a Jacuzzi.  …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

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

8 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £75 /night

£520 - £625 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Detached residence situated in a stunning and unique location on Woodside beach, enjoying spectacular views across the Solent to the mainland beyond.  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 - £650 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
This recently upgraded semi-detached house is perfectly situated within 5 minutes walk of Gurnard sea front and beach, with its colourful beach huts overlooking the sea and café. The safe sand/shingle beach has rock pools, and at low tide you can walk along the shore. Pets accepted (maximum 2 dogs) £10 pppwk charge applies Wii for kids and adults! TV with freesat.  …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

13 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£425 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This detached character three bedroom house offers a bright and comfortable family home with a large garden, and is ideally situated a short stroll from the cliff path and the popular sandy beaches of Sandown 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

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

18 Photos

Chalet | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £28 /night

£190 - £340 / 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
Discounted Ferry Travel! - Situated on the coast within a quiet undeveloped site. Lovely coastal & country walks with panoramic views. Safe, sandy, award winning beaches ideal for children playing & water sports. Lots of local activities & seaside attractions.  …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

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

9 Photos

Cottage | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £78 /night

£545 - £895 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
Attractive character cottage with many original features, including beam ceilings.  …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

20 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £28 /night

£190 - £340 / 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
Discounted Ferry Travel! - Well presented chalet fronting a green, being the perfect spot to soak up the sun! Located on the south eastern coast with fine views across Sandown Bay to The English Channel. Lots of local attractions & award winning sandy beaches to enjoy.  …see more

7 Photos

House | 5 Bedrooms | sleeps 11

Short stays welcome

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from £218 /night

£1525 - £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

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

8 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £25 /night

£175 - £395 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Delightful barn conversion at Fowlsdown Farm which is situated in the rural setting of Whiteley Bank about a mile from the resort town of Shanklin, surrounded by beautiful countryside. Prices from £175 to £395 per week  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

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 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

11 Photos

Cottage | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £77 /night

£535 - £800 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Mole Cottage is a delightful thatched cottage that has been sympathetically modernised by its present owners to provide a high standard of accommodation.  …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

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

11 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £108 /night

£750 - £1575 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Self catering holiday/vacation accommodation St Helens Isle of Wight. Mia Mia is near Bembridge Harbour and beach. Situated in an enviable location overlooking the village Green within walking distance of a sandy beach at the Duver and popular Bay Watch Café  …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

4 Photos

House | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £36 /night

£250 - £275 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Lovely cosy barn conversion situated in the heart of Niton village which has preserved much of the original village charm, a stone's throw from the variety of local shops and pub.  …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.