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735 Holiday homes in Isle of Wight

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  • Bembridge (81)
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  • Gurnard, Isle of Wight (5)
  • Lake (1)
  • Luccombe (2)
  • Merstone (3)
  • Nettlestone (1)
  • Newchurch (6)
  • Newport, Isle of Wight (24)
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  • Nodes Point (1)
  • Ryde (62)
  • Sandown (37)
  • Seaview Village (10)
  • Shanklin (72)
  • Shorwell (6)
  • St Helens, Isle of Wight (12)
  • Totland (12)
  • Ventnor (113)
  • Whippingham (4)
  • Whitwell, Isle of Wight (9)
  • Wootton (13)
  • Yarmouth, Isle of Wight (49)

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735 Results  |  
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

12 Photos

Townhouse | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £58 /night

£400 - £880 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Tucked away within an elevated and secluded setting this lovely 3 storey town house enjoys sea views and is just a walk away from the long sandy beach.  …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

Featured properties

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Short stays welcome

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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
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

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

8 Photos

Bungalow | 2 Bedrooms | sleeps 4

Very Good 4/5 

Short stays welcome

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from £43 /night

£295 - £550 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This well proportioned two-bedroom bungalow offers comfortable living accommodation for up to 4 people.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £39 /night

£270 - £495 / week

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Key info:

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

13 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£345 - £595 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
“The Brewhouse” is a delightful 160 year old Victorian character building, tastefully converted from an inn several years ago. Quality in Tourism 4* Grading.  …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

6 Photos

Cottage | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £42 /night

£290 - £620 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This charming fisherman's cottage provides comfortable accommodation for couples and families alike.  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £75 /night

£520 - £1180 / 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

14 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £50 /night

£350 - £700 / 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

8 Photos

Cottage | 1 Bedroom | sleeps 4

3 Nights min stay

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from £39 /night

£270 - £578 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Sleep 2+2 in 1 bedroom and sofa bed in living room Old Stable Cottage is situated on a 100 acre working livestock farm in a peaceful location well off the beaten track, just 150 metres from the beach and Freshwater Marshland.  …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

House | 4 Bedrooms | sleeps 10

Good 3/5 

7 Nights min stay

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from £114 /night

£795 - £1495 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
‘Kirribilli’ is a stunning and substantial detached property of contemporary design, which has been fitted out to the highest standard throughout.  …see more

13 Photos

Cottage | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £895 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Sleeps 6 + 2 in 3 bedrooms This delightful three bedroom cottage is situated in a quiet location and enjoys beautiful sea views from the lounge, front bedroom & balcony. The cottage has been renovated to a high standard, and provides comfortable accommodation for coup  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £550 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Osborne Court is a two bedroom apartment situated on Cowes Parade with sea views across the Solent.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Charming town cottage with private courtyard garden, walking distance of seafront, shops and restaurants. Arranged on three floors with sea views from the main bedroom on the top floor.  …see more

14 Photos

House | 5 Bedrooms | sleeps 9

Very Good 4.5/5 

3 Nights min stay

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from £90 /night

£630 - £1050 / week

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Key info:

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

22 Photos

House | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £93 /night

£650 - £1850 / week

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Key info:

  • Beach / lakeside relaxation
  • 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 the twin bedrooms can be made into a double also a pull out bed under bunk beds for 9th person.  …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

6 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:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Sunny Haven is a two bedroom Chalet Bungalow which will accommodate up to 4 guests with double bedroom and second bedroom with single bed and pull out single under. Gurnard Pines offers fantastic site facilities including indoor and outdoor pools & tennis courts. PLEASE NOTE THE TWIN BEDROOM HAS A SINGLE BED WITH A PULL OUT BED UNDER.  …see more

6 Photos

House | 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
  • Pets welcome
  • Private garden
Wilbercote is a comfortable family home for a pleasant and relaxing holiday.  …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

10 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £440 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Seaside Cottage is two bedroomed self contained holiday apartment, access to the accommodation is at ground level.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

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
  • 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

10 Photos

Cottage | 3 Bedrooms | sleeps 6

1 night min stay

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from £50 /night

£350 - £645 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This fabulous three bedroom cottage is presented to a high standard and has good quality furnishings and fittings throughout. All beds are zip and link so can be double or single as requested at time of booking  …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

Cottage | 5 Bedrooms | sleeps 13

3 Nights min stay

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from £185 /night

£1295 - £1950 / week

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Key info:

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

15 Photos

House | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £179 /night

£1250 - £1875 / week

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Key info:

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

10 Photos

House | 3 Bedrooms | sleeps 5

Good 3/5 

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 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

18 Photos

House | 2 Bedrooms | sleeps 4

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
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A former Gentleman's residence situated just 76yds from the sea. Sit on the balcony listening to the waves & breathing in that lovely sea air! Dine al-fresco on the patio within the enclosed & private garden. A truly unique home with lots of character & history. Take a stroll into Ryde town to find lots of local amenities & attractions - all within walking distance.  …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 - £795 / 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

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

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

22 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £450 / 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

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

16 Photos

House | 2 Bedrooms | sleeps 6

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
  • Private garden
This detached cottage is situated in the quiet cul-de-sac and has fabulous sea views from every room. You can go to sleep lulled by the sounds of the waves below.  …see more

7 Photos

Bungalow | 2 Bedrooms | sleeps 4

7 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 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

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

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

23 Photos

House | 4 Bedrooms | sleeps 12

3 Nights min stay

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from £114 /night

£795 - £1495 / 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
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

10 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £420 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This delightful cottage is situated a short stroll from the centre of the historic and picturesque harbour town of Yarmouth.  …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
  • No pets allowed
Mimosa Cottage is a very pretty fisherman's cottage; small and perfectly formed; each room feels comfortable and homely.  …see more

11 Photos

Converted Chapel | 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
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
BACK FOR 2014! This charming holiday home, a converted old chapel, provides a unique holiday experience in such an unusual property and is particularly close to Ventnor town centre and of course the esplanade and beach.  …see more

11 Photos

House | 6 Bedrooms | sleeps 15

3 Nights min stay

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from £136 /night

£950 - £2000 / week

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Key info:

  • Great for children of all ages
  • 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

24 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £69 /night

£480 - £975 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
This delightful home has been finished to a high standard by the Italian owners, with a very attractive interior, whilst surrounded by a lovely garden with pretty flower beds, colourful trees and shrubs.  …see more

13 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
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Distant Shores is a luxury holiday apartment combining Victorian splendour with modern features.  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £43 /night

£295 - £525 / 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
Ideally located for local village amenities & the lovely beach at Totland Bay. The well presented accommodation has a 'light and airy' feel & comfortably sleeps six. A great base for exporing the local villages, relaxing on the local beaches or just enjoying the Island.  …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

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.