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  • Alum Bay (5)
  • Bembridge (49)
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  • Gurnard, Isle of Wight (9)
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  • Ryde (34)
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  • St Helens, Isle of Wight (8)
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  • Ventnor (90)
  • Whippingham (6)
  • Whitwell, Isle of Wight (7)
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587 Results  |  
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

12 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £43 /night

£295 - £765 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.48 km
  • Suitable 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

18 Photos

Chalet | 2 Bedrooms | sleeps 4

Excellent 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
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Discounted Ferry Travel! - Situated on the coast within a quiet undeveloped site. Lovely coastal & country walks with panoramic views. Safe, sandy, award winning beaches ideal for children playing & water sports. Lots of local activities & seaside attractions.  …see more

Featured properties

11 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £45 /night

£315 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Charnwood Cottage is a delightful character cottage that offers all the home comforts set in the heart of the village of Brading. SPECIAL OFFERS SEE HOME FROM HOME WEBSITE FOR DETAILS  …see more

10 Photos

House | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £93 /night

£650 - £1095 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
'Cranmore' is a spacious detached three bedroom holiday home situated close to the sandy beach and within easy walking distance of Ryde town centre with a wide range of shops and amenities.  …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:

  • Suitable for children of all ages
  • 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

8 Photos

Cottage | 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 delightful cottage is tucked away in this picturesque setting, just moments from Freshwater Bay with its glorious pebbled beach and wonderful rugged coastline.  …see more

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

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
  • Suitable for children of all ages
  • Pets welcome
Tomhill Briarey provides a perfect base for a family looking for a traditional seaside holiday in one of the Islands most popular seaside resorts of Sandown.  …see more

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

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

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

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
  • Suitable for children of all ages
  • No pets allowed
This fantastic two bedroom apartment is set in the heart of Sandown, one of the most popular sea side towns on the Isle of Wight. Please note the single bedroom has full size bunk beds in not two single beds.  …see more

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

9 Photos

Cottage | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

Short stays welcome

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from £50 /night

£350 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A charming terraced cottage, well appointed throughout with two bedrooms and a bathroom upstairs, a lounge, kitchen diner and utility downstairs.  …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

14 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 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 km
  • Suitable 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

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

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
  • Suitable 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

11 Photos

Converted Chapel | 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
  • 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

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

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

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
  • Suitable 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

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

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 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

11 Photos

Apartment | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

14 Photos

Apartment | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
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

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

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

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:

  • Suitable for children of all ages
  • 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

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

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

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
  • Suitable for children of all ages
  • 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

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
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A lovely character cottage nestled in a tucked away location within the village of Freshwater. The home just 'oozes' charm with its beamed ceilings, exposed stone walls & feature fireplace with bread oven & log burning stove. Freshwater Bay & downland walks are nearby. feeling of seclusion. It mainly comprises of a raised deck with borders containing various plants & shrubs.  …see more

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:

  • Suitable for children of all ages
  • 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

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

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:

  • Suitable for children of all ages
  • 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

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

12 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This charming cliff top bungalow is set in arguably one of the best positions at Brambles Chine Holiday Park. Offering spectacular uninterrupted sea views across to the Isle of Wight’s famous Needles.  …see more

10 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
'Fair Winds' is a detached bungalow situated in an unmade road amongst similar properties in a quiet area of Shanklin. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITES FOR DETAILS  …see more

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

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

9 Photos

Barn | 3 Bedrooms | sleeps 11

3 Nights min stay

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from £79 /night

£550 - £1790 / 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. All surround a lovely courtyard with garden furniture and own BBQ area. 4* Gold award property.  …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

15 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £71 /night

£495 - £1095 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
What a fantastic view from this idyllic position! On the first floor is a sizable lounge and balcony that provides the ideal peaceful and relaxing setting, south facing, with glorious views over the rear garden and out to sea.  …see more

8 Photos

Barn | 1 Bedroom | sleeps 4

3 Nights min stay

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from £36 /night

£250 - £425 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This charming newly converted barn set in the grounds of ‘Street Place Farm’, tucked away in this wonderful rural West Wight position.  …see more

8 Photos

House | 1 Bedroom | sleeps 4

3 Nights min stay

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from £36 /night

£250 - £425 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
'The Wing at Fox Hollow' is a delightful newly converted one bedroom split level annex style property in the rural setting of Whiteley Bank.  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 6

Short stays welcome

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Charming three bedroom apartment with truly magnificent southerly sea views from the front balcony and being within easy reach of the town centre and beach.  …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
  • Suitable for children of all ages
  • 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

8 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

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.