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642 Holiday homes in Isle of Wight

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  • Alum Bay (1)
  • Bembridge (77)
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  • Gurnard, Isle of Wight (4)
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  • Newport, Isle of Wight (18)
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  • Shanklin (53)
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  • St Helens, Isle of Wight (13)
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642 Results  |  
9 Photos

House | 4 Bedrooms | sleeps 10

Good 3/5 

7 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

7 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:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
"Romantic Italian-style apartment situated in peaceful cul-de-sac in an enviable location just a few minutes' walk from beach. Living area and huge decked roof terrace have stunning sea views.  …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:

  • Suitable 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

Featured properties

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
  • Suitable 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

8 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £54 /night

£375 - £705 / week

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Key info:

  • Suitable 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

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
  • Suitable 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

18 Photos

House | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

  • Suitable 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

12 Photos

Townhouse | 3 Bedrooms | sleeps 8

1 night min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Suitable 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

15 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £71 /night

£495 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Dating back to 1811 and originally a fishermans cottage, 3 storey house, this beautiful character property now offers a very comfortable holiday home.  …see more

11 Photos

House | 6 Bedrooms | sleeps 15

1 night min stay

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from £136 /night

£950 - £2950 / week

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Key info:

  • Suitable 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

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
  • Suitable for children of all ages
  • 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

24 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £71 /night

£495 - £920 / week

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Key info:

  • Suitable 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

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:

  • Suitable 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

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 0.3 km
  • Suitable 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

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
  • Suitable for children of all ages
  • 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

6 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £108 /night

£750 - £1600 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Detached farmhouse on the outskirts of the pretty South Wight village of Whitwell. Comfortably furnished and equipped to cater for up to 10 guests, ideal for families who wish to holiday together. Private garden, ample parking, close to country walks, lovely rural views Please bring your own beach towels  …see more

7 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £43 /night

£295 - £625 / week

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Key info:

  • Suitable 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

Barn | 4 Bedrooms | sleeps 14

1 night min stay

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from £100 /night

£700 - £1990 / week

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Key info:

  • Suitable 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

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.07 km
  • Suitable 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

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
  • Suitable 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

10 Photos

Bungalow | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Suitable 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

10 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £40 /night

£280 - £650 / week

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Key info:

  • Suitable for children of all ages
  • 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

8 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This charming three bedroom Victorian style cottage is nestled in a quiet cul-de-sac on the outskirts of Yarmouth, once being part of the old main house of the West Hill Estate.  …see more

11 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £51 /night

£356 - £630 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
The Little Blue Shed is a very attractive holiday Chalet situated in Gurnard with fantastic sea views across the Solent.  …see more

21 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £89 /night

£620 - £1350 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Glebe House is situated in the village of Niton and has recently been refurbished to an extremely high standard and offers spacious comfortable accommodation sleeping up to 10 guests. NEW PROPERTY FOR 2013/14  …see more

10 Photos

Cottage | 2 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
  • Suitable 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

19 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £143 /night

£995 - £1750 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £165 /night

£1155 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Seasonal Views is a fantastic four bedroom house situated in Gurnard with the beach just around the corner!  …see more

14 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £93 /night

£650 - £1475 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This particularly popular home is just a three minute level walk from Ryde beaches. The Grade II listed Victorian villa which sleeps 8 has recently been renovated to a high standard.  …see more

19 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £27 /night

£185 - £465 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Discounted Ferry Packages! Overlooking an open green area & being just minutes away from sandy beaches. Lots of local attractions for all ages & interests - zoo, dinosaur museum, pier, childrens playgrounds, crazy golf/golf, cafe'/bars & restaurants to name but a few!  …see more

6 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:

  • Swimming pool
  • Suitable 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

11 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £43 /night

£295 - £575 / week

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Key info:

  • Suitable 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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
'The Reach' development of superior apartments set in a quiet area of Shanklin with some sea views.  …see more

14 Photos

House | 3 Bedrooms | sleeps 7

1 night min stay

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from £358 /night

£2500 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Moonshine' aptly named for its stunning moonrise over the sea, is a truly unique holiday experience.  …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
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

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

4 Photos

House | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Woodington is an attractive Victorian property in an idyllic setting with breathtaking cliff views.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £50 /night

£350 - £550 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
  • Private garden
Bonchurch has an air of peace and tranquillity with its ancient churches, village pond and traditional cottages but it is also a working village. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …see more

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
  • Suitable 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

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
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

10 Photos

House | 4 Bedrooms | sleeps 16

3 Nights min stay

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from £128 /night

£895 - £2900 / week

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Key info:

  • Suitable for children of all ages
  • 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

9 Photos

Apartment | 1 Bedroom | sleeps 5

3 Nights min stay

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from £43 /night

£295 - £900 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Tucked away in a quiet spot off the High Street but in a central Town location is this gem of a holiday cottage.  …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
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Discounted Ferry Travel - VisitBritain 3 Star - Situated on the coast just a few minutes walk away from the beach. Lovely coastal & downland walks with views across Sandown Bay stretching out over the English Channel. Own decking ideal for al fresco dining.  …see more

14 Photos

House | 5 Bedrooms | sleeps 9

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £1155 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

12 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £65 /night

£450 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
NEW INSTRUCTION Sleeps 6 in 3 bedrooms 'Avalon House' is a light and airy Victorian semi-detached house with parking to the front and garden at the rear. The house has been redecorated, tastefully furnished and equipped, and is ideal for family holidays. The 3rd bedroom has bunk beds.  …see more

11 Photos

Converted Chapel | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

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

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
  • Suitable for children of all ages
  • 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

18 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £43 /night

£295 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

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
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

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.