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878 Holiday homes in Isle of Wight

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  • Alum Bay (5)
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  • Gurnard, Isle of Wight (10)
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  • Ryde (64)
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  • St Helens, Isle of Wight (14)
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  • Totland (15)
  • Ventnor (130)
  • Whippingham (7)
  • Whitwell, Isle of Wight (7)
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878 Results  |  
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
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Wilbercote is a comfortable family home for a pleasant and relaxing holiday.  …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
  • Great for children of all ages 5
  • 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

Barn | 4 Bedrooms | sleeps 14

3 Nights min stay

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from £100 /night

£700 - £1990 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
Stunning luxurious recently converted barn on small development of similar barn conversions within Niton Manor Farm.  …see more

Featured properties

19 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £26 /night

£180 - £460 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Discounted Ferry Packages! - VisitBritain 3 Star - Wonderful coastal location - ideal for lazy days on the beach. Lovely views across Sandown Bay stretching towards the English Channel. Check out the nearby Bembridge village & try the locally caught crab & lobster!  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £71 /night

£495 - £1095 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Church Place is a traditional stone character cottage that is approximately 120 years old and offers spectacular sea views towards The Needles.  …see more

20 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £28 /night

£190 - £450 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Fronting a green being the perfect spot to soak up the sun! Located on the south eastern coast with fine views across Sandown Bay out to The English Channel. Lots of local attractions with beaches & Dinosaur Isle to enjoy. Discounted Ferry Travel Available!  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £54 /night

£375 - £705 / week

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Key info:

  • Great for children of all ages 5
  • 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

19 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Short stays welcome

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from £250 /night

£1750 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Detached farmhouse which has been refurbished to a traditional style. Lovely farmhouse kitchen with flagstone floors opening out to the good sized gardens. The home is situated within the Island's beautiful countryside in an Area of Outstanding Natural Beauty. Local village shops are only a few minutes drive away & the beaches at Compton Bay are nearby.  …see more

17 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £27 /night

£185 - £465 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

10 Photos

House | 4 Bedrooms | sleeps 16

3 Nights min stay

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from £128 /night

£895 - £3200 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
This extremely spacious and comfortable house is situated in an enviable position of seclusion with an acre and a half of private garden, right next to the marina of Island Harbour, set in the beautiful riverside valley.  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £645 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This charming two bedroom holiday home is set at the end of probably the most well know terrace on the whole of the Isle of Wight.  …see more

7 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £43 /night

£295 - £625 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Mimosa Cottage is a very pretty fisherman's cottage; small and perfectly formed; each room feels comfortable and homely.  …see more

15 Photos

Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Great for children of all ages 5
  • 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

16 Photos

House | 4 Bedrooms | sleeps 8

7 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 5
  • 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

11 Photos

House | 6 Bedrooms | sleeps 15

3 Nights min stay

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from £136 /night

£950 - £2950 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Downedge is approached via its own private driveway to a large turning circle with plenty of space for cars to park.  …see more

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 5
  • 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

4 Photos

House | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £36 /night

£250 - £550 / week

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Key info:

  • Great for children of all ages 5
  • 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

12 Photos

Chalet | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £36 /night

£250 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Light & airy holiday chalet situated on the coast where there are lovely sea views across 'The Solent' to Hurst Point & the Hampshire Coastline. Open fields also lay adjacent with views across the countryside from the patio. Access from the site straight to the beach... enjoy walking, as there are lovely coastal walks nearby. Don't miss the famous Needles Lighthouse & sands...  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Short stays welcome

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
This luxury apartment really has ‘the wow’ factor for views, there are stunning sea views from every window, it is a truly beautiful retreat.  …see more

10 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £36 /night

£250 - £425 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages 5
  • Pets welcome
Clear View 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

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 5
  • 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

10 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
‘Pine Ridge’ is a delightful, well presented, converted and recently refurbished property once being part of the old hotel which is now run as a family home, situated in a peaceful and exclusive position with stunning southerly sea views.  …see more

20 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

13 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £90 /night

£625 - £1095 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
What a fabulous holiday home! This charming Georgian three storey house has four bedrooms and can accommodate up to ten guests. Single beds are all bunk beds & sofa bed in conservatory for two extra guests.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £575 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

9 Photos

Cottage | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £78 /night

£545 - £1195 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Attractive character cottage with many original features, including beam ceilings.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £48 /night

£336 - £680 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

15 Photos

House | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £179 /night

£1250 - £2500 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
Occupying an excellent location right on the seafront with stunning views over Cowes Harbour and across The Solent to the mainland beyond.  …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
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

16 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £86 /night

£600 - £1500 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Approached by a gravel driveway, The Grange is an impressive barn conversion, offering luxurious and comfortable accommodation with uninterrupted countryside views.  …see more

7 Photos

Bungalow | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
This delightful DETACHED bungalow is very well presented. There is a lawned front garden and off road parking for two cars  …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 5
  • 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

14 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £33 /night

£225 - £495 / 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

10 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £40 /night

£280 - £650 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Delightful and spacious 2 bedroom, first floor self-contained apartment situated in an enviable location enjoying superb sea views.  …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 km
  • Great for children of all ages 5
  • 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

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
  • Great for children of all ages 5
  • 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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £48 /night

£336 - £760 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
“The Priory” is an impressive former Gentlemen's residence dating back to 1864, which has been lovingly restored as superior apartments, set in a tranquil area of Shanklin, with stunning uninterrupted panoramic sea views.  …see more

10 Photos

Cottage | 5 Bedrooms | sleeps 13

3 Nights min stay

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from £185 /night

£1295 - £2495 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Hope Cottage offers spacious accommodation over three floors.  …see more

18 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £48 /night

£335 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

24 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £35 /night

£245 - £685 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages 5
  • 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

9 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £645 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

21 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £27 /night

£185 - £465 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

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 5
  • 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

House | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

  • Great for children of all ages 5
  • 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

10 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £75 /night

£525 - £995 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
A unique & peaceful cottage with outstanding views across Yarmouth Harbour, the Solent and River Yar beyond.  …see more

11 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
Staysail Cottage is a charming 4 bedroom self-catering home set over 4 floors, conveniently situated in the heart of the popular area of Cowes Old Town. Ideal for families, groups, crew, business travellers and contractors.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £40 /night

£280 - £1305 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A first floor apartment ideally located allowing easy access to the centre of town with all its differant shops & yachting marinas. There are also fine beaches, boat hire, places to eat & places to visit including Osborne House, home of Queen Victoria, all nearby. When at home, you can enjoy the balcony leading out from the lounge & just watch the world go by...  …see more

10 Photos

House | 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
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This three bedroom ‘Art Deco’ style detached house has spectacular sea and park views from the rear of the property, which is south facing.  …see more

13 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£425 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

20 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £26 /night

£180 - £460 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

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.