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592 Holiday homes in Isle of Wight

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  • Alum Bay (5)
  • Bembridge (64)
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  • Brighstone Bay (4)
  • Brook, Isle of Wight (1)
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  • Gurnard, Isle of Wight (9)
  • Lake (1)
  • Luccombe (2)
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  • Newport, Isle of Wight (21)
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  • Nodes Point (1)
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  • Ryde (35)
  • Sandown (48)
  • Seaview Village (16)
  • Shanklin (47)
  • Shorwell (7)
  • St Helens, Isle of Wight (11)
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  • Ventnor (73)
  • Whippingham (7)
  • Whitwell, Isle of Wight (8)
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592 Results  |  
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:

  • Suitable for children of all ages
  • 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

10 Photos

Cottage | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £65 /night

£450 - £850 / week

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Key info:

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

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
  • Suitable for children of all ages
  • 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

Featured properties

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

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

6 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
Sunny Haven is a two bedroom Chalet Bungalow which will accommodate up to 4 guests with double bedroom and second bedroom with single bed and pull out single under. Gurnard Pines offers fantastic site facilities including indoor and outdoor pools & tennis courts. PLEASE NOTE THE TWIN BEDROOM HAS A SINGLE BED WITH A PULL OUT BED UNDER.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

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

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

11 Photos

Cottage | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £77 /night

£535 - £1035 / week

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Key info:

  • Suitable for children of all ages
  • 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

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

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:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Hope Cottage offers spacious accommodation over three floors.  …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:

  • Suitable for children of all ages
  • 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

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

8 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £695 / week

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Key info:

  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Comfortable home sleeping 7, with Wi-Fi, garden & parking. Ideally located on the outskirts of Ryde allowing easy access to the town centre, or alternatively the Island's lovely countryside. Many local shops, cafes/restaurants & attractions for all ages - Why not take a ride an old London underground train to Smallbrook, then change for a trip on a steam train..  …see more

10 Photos

House | 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:

  • Suitable for children of all ages
  • 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

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

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
  • Suitable for children of all ages
  • 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

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:

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

10 Photos

Bungalow | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
“Herons Ghyll” nestles in tranquil countryside close to Newtown Nature Reserve with its beautiful walks and tiny harbour.  …see more

10 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £75 /night

£525 - £995 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
A unique & peaceful cottage with outstanding views across Yarmouth Harbour, the Solent and River Yar beyond.  …see more

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 over 5s only
  • 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

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
  • Suitable for children of all ages
  • 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

16 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £93 /night

£650 - £1775 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Newly built for 2014 this stunning four bedroom house is situated in Gurnard with the beach just around the corner!  …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
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Torwood is a traditional Victorian Villa built with Island stone giving it a wonderful light and airy feel.  …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:

  • Suitable for children of all ages
  • 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

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

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:

  • Suitable for children of all ages
  • 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

23 Photos

House | 4 Bedrooms | sleeps 12

3 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Atruly stunning holiday experience! This substantial residence is set within ¾ of an acre and nestled in this picturesque and exclusive Luccombe Village location, providing far reaching countryside and sea views.  …see more

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

20 Photos

Chalet | 2 Bedrooms | sleeps 4

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! Fronting an open green area ideal for children to play. Coastal location just minutes away from sandy beaches. Coastal & downland walks with panoramic views. Many local attractions for all ages. A great base to explore the rest of the Island.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
‘St Catherines View’ is a grade II listed end of terrace cottage, set over three floors and dating from 1823.  …see more

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:

  • Suitable for children of all ages
  • 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

10 Photos

House | 3 Bedrooms | sleeps 8

1 night min stay

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from £50 /night

£350 - £795 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Solent Landing is a stunning development set in communal landscaped grounds with direct beach access.  …see more

17 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £27 /night

£185 - £465 / week

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Key info:

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

10 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £40 /night

£280 - £650 / week

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Key info:

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

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

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
  • Suitable for children of all ages
  • 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

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

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

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

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

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Kings Charles Court is a fabulous one bedroom first floor apartment which has been furnished to a high standard and is comfortably furnished throughout.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £48 /night

£336 - £680 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
‘Shanklin Manor’ dates back to the Doomsday Book and in its past, has been a farm, a home for the underprivileged and a luxurious hotel.  …see more

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
  • Suitable for children of all ages
  • 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

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
  • Suitable for children of all ages
  • 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

9 Photos

Barn | 4 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Suitable for children of all ages
  • 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

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

18 Photos

House | 2 Bedrooms | sleeps 4

Excellent 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
  • Suitable for children of all ages
  • 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

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:

  • Suitable for children of all ages
  • 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

8 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £90 /night

£625 - £1125 / week

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Key info:

  • Suitable for children of all ages
  • 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

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.