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437 Holiday homes in Isle of Wight

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  • Bembridge (57)
  • Bonchurch (12)
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  • Brighstone Bay (3)
  • Brook, Isle of Wight (1)
  • Cowes (63)
  • Freshwater (26)
  • Godshill (8)
  • Gurnard, Isle of Wight (4)
  • Lake (1)
  • Luccombe (1)
  • Merstone (2)
  • Nettlestone (1)
  • Newchurch (6)
  • Newport, Isle of Wight (14)
  • Newtown, Isle of Wight (1)
  • Rookley (1)
  • Ryde (29)
  • Sandown (16)
  • Seaview Village (8)
  • Shanklin (25)
  • Shorwell (7)
  • St Helens, Isle of Wight (10)
  • Totland (12)
  • Ventnor (57)
  • Whippingham (5)
  • Whitwell, Isle of Wight (7)
  • Wootton (11)
  • Yarmouth, Isle of Wight (37)

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437 Results  |  
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 children over
  • 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

7 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £43 /night

£295 - £625 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
This delightful and peaceful two bedroom cottage, in the seaside village of Bembridge, is the the perfect base from which to explore the Island. Super-king bed is Zip and Link  …see more

11 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £93 /night

£650 - £1250 / 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

Featured properties

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 - £650 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
This recently upgraded semi-detached house is perfectly situated within 5 minutes walk of Gurnard sea front and beach, with its colourful beach huts overlooking the sea and café. The safe sand/shingle beach has rock pools, and at low tide you can walk along the shore. Pets accepted (maximum 2 dogs) £10 pppwk charge applies Wii for kids and adults! TV with freesat.  …see more

11 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

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from £58 /night

£400 - £795 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This most charming thatched cottage is situated in the heart of the picturesque village of Brighstone.  …see more

12 Photos

Bungalow | 3 Bedrooms | sleeps 6

Min stay varies

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from £143 /night

£995 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Astra is a comfortable holiday bungalow situated within a few minutes walk of the stunning white cliffs of Freshwater Bay.  …see more

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

19 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £43 /night

£295 - £795 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Beautifully presented and tucked away in a peaceful and tranquil location.  …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 5
  • Pets welcome
  • Private garden
'The Old Barn' is an 18th century agricultural barn converted into a 3 bedroom house and is full of character.  …see more

14 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £93 /night

£650 - £1095 / 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

15 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £71 /night

£495 - £850 / week

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Key info:

  • Great for children of all ages 5
  • 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

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £90 /night

£625 - £795 / week

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Key info:

  • Great for children of all ages 5
  • 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

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 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 £72 /night

£500 - £1700 / 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

9 Photos

Cottage | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

Short stays welcome

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from £50 /night

£350 - £500 / 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 charming terraced cottage, well appointed throughout with two bedrooms and a bathroom upstairs, a lounge, kitchen diner and utility downstairs.  …see more

7 Photos

House | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £50 /night

£350 - £500 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
'Gordon House' is a charming Victorian two bedroom holiday home and serves as a convenient base to explore all that the Isle of Wight has to offer.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £43 /night

£295 - £675 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Lovely, bright , modernised house ideally located in a quiet Victorian terrace adjacent to the historic Newport Quay, and a short stroll to the town centre for shopping, pubs and restaurants.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £32 /night

£224 - £500 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Delightful and spacious 2 bedroom, first floor self-contained apartment situated in an enviable location enjoying superb sea views.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £48 /night

£335 - £525 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

Cottage | 4 Bedrooms | sleeps 11

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 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

16 Photos

Cottage | 2 Bedrooms | sleeps 2

3 Nights min stay

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from £40 /night

£275 - £400 / 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

17 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £93 /night

£650 - £1095 / 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 | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £47 /night

£325 - £890 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Mayfield is a charming, sun-filled 3-bedroom Victorian cottage in a quiet, pretty street in the heart of Bembridge, with a sun-trap garden and a newly modernized, stylish and comfortable interior.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 6

7 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 5
  • 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

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 5
  • 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

8 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £28 /night

£195 - £255 / 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

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 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

8 Photos

Bungalow | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £50 /night

£350 - £500 / week

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Key info:

  • Great for children of all ages 5
  • 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

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
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Wilbercote is a comfortable family home for a pleasant and relaxing holiday.  …see more

14 Photos

House | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £143 /night

£1000 - £1600 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
This elegant Victorian town house is situated close to the centre of the town, just a few minutes walk from the shops and seafront.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£310 - £690 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This converted stable has recently been renovated to provide comfortable accommodation for couples and small families alike.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

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

18 Photos

Cottage | 3 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
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

8 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £600 / 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

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 5
  • Car advised
  • No pets allowed
  • Private garden
This three bedroom ‘Art Deco’ style detached house has spectacular sea and park views from the rear of the property, which is south facing.  …see more

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

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
  • Great for children of all ages 5
  • 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

11 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £40 /night

£280 - £400 / week

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Key info:

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

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

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

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
  • Great for children of all ages 5
  • 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

4 Photos

House | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £36 /night

£250 - £350 / 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

10 Photos

Bungalow | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £58 /night

£400 - £795 / 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

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 5
  • 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

18 Photos

House | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 - £1495 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This delightful, spacious detached House is perfect for larger families or two parties wishing to come away together, "Charles Wood House" can be found almost at the end of an unmade road in this idylilic and peaceful setting in the heart of St Lawrence.  …see more

8 Photos

House | 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 5
  • Car advised
  • No pets allowed
  • Private garden
Sundown is a detached family size house situated in Wroxall, a rural village, just a few minutes drive from Ventnor.  …see more

8 Photos

Cottage | 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 5
  • 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

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 5
  • 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

10 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 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 5
  • Pets welcome
  • Private garden
This attractive three bedroom holiday home is located in the centre of the Isle of Wight.  …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 - £695 / 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
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

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.