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595 Holiday homes in Isle of Wight

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595 Results  |  
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

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
  • 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

11 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

7 Nights min stay

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from £54 /night

£375 - £575 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Spacious town house in the heart of the village within walking distance of the beach, shops and amenities.  …see more

Featured properties

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

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
  • Great for children of all ages 5
  • 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

18 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £48 /night

£335 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Just yards from the beach! Relax on the decking & take in the sea air...Build sand castles, watch the boats or visit the 'hide' at the neighbouring Nature Reserve & take photos of the wildlife. 'Beachside' makes an ideal base from which to explore the lovely Island. The quirky little village centre is just a few moments away with its tempting shops & restaurants...  …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 - £1155 / 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

16 Photos

House | 5 Bedrooms | sleeps 9

3 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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Short stays welcome

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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
  • No pets allowed
This luxury apartment really has ‘the wow’ factor for views, there are stunning sea views from every window, it is a truly beautiful retreat.  …see more

8 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £550 / week

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Key info:

  • Great for children of all ages 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

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

11 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

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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
  • No pets allowed
  • Private garden
This most charming thatched cottage is situated in the heart of the picturesque village of Brighstone.  …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

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:

  • Great for children of all ages 5
  • 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

11 Photos

Cottage | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £77 /night

£535 - £800 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Mole Cottage is a delightful thatched cottage that has been sympathetically modernised by its present owners to provide a high standard of accommodation.  …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:

  • Great for children of all ages 5
  • 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

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:

  • 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

Cottage | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £43 /night

£295 - £595 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
This pretty two bedroomed, modernised Victorian cottage is situated in a terrace of similar properties.  …see more

11 Photos

House | 6 Bedrooms | sleeps 15

3 Nights min stay

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from £136 /night

£950 - £2500 / 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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £48 /night

£336 - £760 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
“The Priory” is an impressive former Gentlemen's residence dating back to 1864, which has been lovingly restored as superior apartments, set in a tranquil area of Shanklin, with stunning uninterrupted panoramic sea views.  …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

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

13 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £90 /night

£625 - £1095 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
  • Private garden
What a fabulous holiday home! This charming Georgian three storey house has four bedrooms and can accommodate up to ten guests. Single beds are all bunk beds & sofa bed in conservatory for two extra guests.  …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

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

17 Photos

Bungalow | 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
  • Some pets are welcome - please contact the owner
  • Private garden
Solent View is a delightful bungalow situated within walking distance of Seagrove Bay.  …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
  • Great for children of all ages 5
  • 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

10 Photos

House | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £75 /night

£525 - £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
Cliff Cottage enjoys an unrivalled position overlooking the Solent with beautiful sea views.  …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
  • Great for children of all ages 5
  • 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

Cottage | 4 Bedrooms | sleeps 11

3 Nights min stay

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from £58 /night

£400 - £875 / 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

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

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

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

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 - £425 / 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

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

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
  • Great for children of all ages 5
  • 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

17 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
  • Great for children of all ages 5
  • 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

19 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 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

10 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £40 /night

£280 - £650 / 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

18 Photos

House | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £114 /night

£795 - £1775 / 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

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
  • 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

10 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
‘Pine Ridge’ is a delightful, well presented, converted and recently refurbished property once being part of the old hotel which is now run as a family home, situated in a peaceful and exclusive position with stunning southerly sea views.  …see more

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

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:

  • 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

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

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£350 - £645 / 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

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £75 /night

£525 - £1250 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Wonderful old farmhouse, 'oozing' character, situated on a 'working farm'. The accommodation is well presented including a 'cosy' lounge with an 'Inglenook' fireplace & a 'farmhouse style' kitchen with it's Welsh dresser & 'range style' cooker.  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

3 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

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
  • 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

9 Photos

Chalet | 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
  • Great for children of all ages 5
  • Pets welcome
This well appointed chalet provides a perfect base for a family looking for a traditional seaside holiday in one of the Islands most popular seaside resorts of Sandown. The beautiful sandy beach is only a few minutes away and can be accessed via the coastal path. Bunks beds in second bedroom  …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.