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699 Holiday homes in Isle of Wight

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  • Alum Bay (5)
  • Bembridge (72)
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  • Gurnard, Isle of Wight (8)
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  • Ryde (48)
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  • St Helens, Isle of Wight (8)
  • Thorness Bay (7)
  • Totland (13)
  • Ventnor (91)
  • Whippingham (7)
  • Whitwell, Isle of Wight (6)
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699 Results  |  
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

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

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

Featured properties

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

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

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

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

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

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

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

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

20 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

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
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

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

5 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £48 /night

£330 - £525 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Creek gardens are ideally situated for exploring the island, the car and passenger ferry port of Fishborne is close by.  …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

9 Photos

Chalet | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

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

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

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

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

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

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

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

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

10 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

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

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

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

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

22 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £43 /night

£295 - £785 / 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
  • 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

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

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 5
  • 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

16 Photos

House | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £85 /night

£595 - £1350 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Tides Reach is located in the unspoilt sailing village of Bembridge with its sandy beaches ideal for family fun, bathing, beachcombing and crabbing.  …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

8 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £695 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Comfortable home sleeping 7, with Wi-Fi, garden & parking. Ideally located on the outskirts of Ryde allowing easy access to the town centre, or alternatively the Island's lovely countryside. Many local shops, cafes/restaurants & attractions for all ages - Why not take a ride an old London underground train to Smallbrook, then change for a trip on a steam train..  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £35 /night

£245 - £650 / 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 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

4 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £86 /night

£600 - £1400 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Family Holiday Home - Ventnor A short walk from the property, you will find the beautiful and secluded Steephill Cove .  …see more

12 Photos

Chalet | 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 5
  • 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

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

21 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £24 /night

£165 - £430 / 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! Fronting an open green area adjacent to open fields. Lovely walks to Culver Down & minutes from the beach. Lots to do for all ages - pier, zoo, dinosaur museum, childrens playgrounds, cafes/restaurants & bars. Great base to explore the Island.  …see more

9 Photos

Barn | 4 Bedrooms | sleeps 4

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
  • 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

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
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
This first floor apartment is situated on the edge of the popular seaside town of Shanklin.  …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.