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  • Alum Bay (3)
  • Bembridge (50)
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  • Cowes (97)
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  • Godshill (5)
  • Gurnard, Isle of Wight (5)
  • Luccombe (1)
  • Merstone (2)
  • Nettlestone (1)
  • Newchurch (7)
  • Newport, Isle of Wight (15)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (35)
  • Sandown (33)
  • Seaview Village (7)
  • Shanklin (43)
  • Shorwell (5)
  • St Helens, Isle of Wight (7)
  • Totland (12)
  • Ventnor (87)
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516 Results  |  
22 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £680 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages 5
  • 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

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
  • Great for children of all ages 5
  • 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

14 Photos

House | 5 Bedrooms | sleeps 13

3 Nights min stay

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from £179 /night

£1250 - £2700 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Torwood is a traditional Victorian Villa built with Island stone giving it a wonderful light and airy feel.  …see more

Featured properties

16 Photos

Cottage | 2 Bedrooms | sleeps 2

3 Nights min stay

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from £40 /night

£275 - £585 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
An immaculate little cottage 'oozing' charm & character located in a hamlet just 1.5 miles off the scenic southern coastline. The home also offers well stocked colourful gardens that guests can enjoy, together with their own private patio area with an ornamental pond. Come & explore the local area & marvel at the panoramic coastal views - you won't be disappointed...  …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:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
Stunning luxurious recently converted barn on small development of similar barn conversions within Niton Manor Farm. All surround a lovely courtyard with garden furniture and own BBQ area. 4* Gold award property.  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£345 - £720 / week

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Key info:

  • Great for children of all ages 5
  • 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

16 Photos

House | 2 Bedrooms | sleeps 6

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
  • 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

House | 5 Bedrooms | sleeps 11

Short stays welcome

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from £218 /night

£1525 - £1850 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
This detached Victorian family house occupies one of the finest locations on the South Coast of the Island. The property enjoys a superb Southerly aspect with fine views of the sea over the well established grounds. Just a short stroll to the beach.  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
'Northview' has recently been refurbished to a very high standard and is tucked away in a beautiful position only metres from the beach. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …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
  • Great for children of all ages 5
  • No pets allowed
This charming holiday cottage is set in an elevated position overlooking the stunning Ventnor coastline.  …see more

11 Photos

Barn | 4 Bedrooms | sleeps 14

3 Nights min stay

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from £100 /night

£700 - £1990 / week

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Key info:

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

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

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

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

15 Photos

Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
“Suntrap” is a 4 bedroom, centrally-heated bungalow within the grounds of Westfield bungalows in Bonchurch part of Queen Adelaide's estate in the 1800s  …see more

11 Photos

House | 6 Bedrooms | sleeps 15

3 Nights min stay

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from £136 /night

£950 - £2950 / week

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Key info:

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

17 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £95 /night

£665 - £1295 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
A light & airy barn conversion offering wonderfully well presented family accommodation. The home is set within three quarters of an acre, surrounded by open fields & the countryside. Lovely walks & the beach is nearby. A great place to relax & unwind... Alternatively, Buttercup Barn is an ideal place to use as a base to explore the rest of the Island...  …see more

4 Photos

House | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £36 /night

£250 - £550 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Lovely cosy barn conversion situated in the heart of Niton village which has preserved much of the original village charm, a stone's throw from the variety of local shops and pub.  …see more

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

23 Photos

House | 4 Bedrooms | sleeps 12

3 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Atruly stunning holiday experience! This substantial residence is set within ¾ of an acre and nestled in this picturesque and exclusive Luccombe Village location, providing far reaching countryside and sea views.  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £86 /night

£600 - £1500 / week

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Key info:

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

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

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

24 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £35 /night

£245 - £685 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A lovely home in a 'tucked-away' location just off the village green. Local beaches are nearby together with picturesque walks across Bembridge Harbour. Enjoy a meal in one of the village restaurants or have a drink at the local & watch the cricket on the green...  …see more

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

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

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

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

8 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £28 /night

£195 - £395 / 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
'Meadow View' is a well appointed one bedroom apartment set in a semi rural location overlooking open countryside yet within walking distance of Newport town centre.  …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:

  • Great for children of all ages 5
  • 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

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
  • Great for children of all ages 5
  • 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

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:

  • Great for children of all ages 5
  • 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

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

11 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £93 /night

£650 - £1300 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
A spacious Victorian family house nestling beneath a back drop of mature trees with sea views to the front.  …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:

  • Great for children of all ages 5
  • 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

12 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £54 /night

£375 - £895 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Elm Cottage is perfectly situated in a conservation area , on the hill leading up to the pretty village of Bembridge with its own fishmonger, butcher, baker, proper veg shop and the Deli.  …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

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
  • Great for children of all ages 5
  • 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

11 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Close to the centre of Bembridge, this detached property is within easy reach of the village shops and harbour. The beach with rock pools, sand and safe bathing is a five minute stroll down Ducie Avenue. 15% OFF JULY PRICES PLEASE SEE HOME FROM HOME WEBSITE FOR DETAIL  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £50 /night

£350 - £550 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Starboard side has been renovated to a high standard for 2014 situated in Gurnard with the beach just around the corner! The cottage is tucked away with fantastic sea views from the double bedroom.  …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

17 Photos

Cottage | 4 Bedrooms | sleeps 11

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Sun Hill Cottage is a charming four bedroom self-catering home, conveniently situated in the heart of Cowes Old Town.  …see more

14 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £110 /night

£764 / 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
  • Private garden
West Wight location, 3 bedrooms, 2.5 baths, near ocean, hiking terrain. Large kitchen/diner, comfortable living/reception room with gas fire and sofa bed, 3 double bedrooms, 2.5 baths, versatile 'bonus room', patio, deck, lawn, off-street parking.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
The Brew House is the 4 star-rated wing of a beautiful 17th Century Grade 2 listed farmhouse. There are oak beams throughout and an inglenook fireplace with wood- burning stove. Excellent walking and biking on your doorstep. Perfect for families of all ages. Ideally situated in the heart of Island countryside, a perfect rural retreat within easy reach of beaches.  …see more

22 Photos

Cottage | 4 Bedrooms | sleeps 7

Excellent 5/5 

6 Nights min stay

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from £123 /night

£858 - £2221 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A characterful former public house, right by the water's edge and a short stroll to the sailing capital of Cowes. Tastefully decorated throughout. Master Bedroom with wooden 4-poster bed and en-suite shower. 2 further twin bedrooms and a 4th single bedroom. Fabulous Solent views. Pretty courtyard garden, great for barbecues and al fresco dining.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £35 /night

£245 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This is an ideal retreat from the pressures of work, in civilised and comfortable surroundings. There are country walks and foodie pubs within easy reach and lots of local history and interesting geology. There are old railway lines as cycle paths and one still working! Short and weekend breaks are only available in the winter.  …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.