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441 Holiday homes in Isle of Wight

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441 Results  |  
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

6 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £108 /night

£750 - £950 / week

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Key info:

  • Great for children of all ages 5
  • 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

11 Photos

Apartment | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £57 /night

£395 - £650 / 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
Pier Top is a spacious apartment, offering flexible accommodation over three floors and catering well for a family or a group of friends.  …see more

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

22 Photos

Bungalow | 3 Bedrooms | sleeps 6

Excellent 5/5 

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

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

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

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

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

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

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

21 Photos

House | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £72 /night

£500 - £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
Glebe House is situated in the village of Niton and has recently been refurbished to an extremely high standard and offers spacious comfortable accommodation sleeping up to 10 guests. NEW PROPERTY FOR 2013/14  …see more

7 Photos

House | 5 Bedrooms | sleeps 11

3 Nights min stay

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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

11 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £51 /night

£356 - £495 / 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

11 Photos

House | 6 Bedrooms | sleeps 15

3 Nights min stay

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from £136 /night

£950 - £2000 / 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

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

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

7 Photos

Bungalow | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £57 /night

£395 - £650 / 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

10 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

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
  • 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

10 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £650 / week

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Key info:

  • Great for children of all ages 5
  • 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 - £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

10 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £40 /night

£280 - £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

16 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £86 /night

£600 - £995 / 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

13 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £90 /night

£625 / 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

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

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

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:

  • 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

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

20 Photos

Bungalow | 2 Bedrooms | sleeps 4

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
  • No pets allowed
  • Private garden
A lovely detached bungalow situated in the coastal village of Bembridge. The home is situated in a quiet residential area but is only a few moments walk away to the beach & the popular, award winning, Crab & Lobster pub/restaurant. Explore the harbour, try the locally caught fish/shellfish or visit the windmill - there's lots to see & do!  …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

10 Photos

House | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £93 /night

£650 - £950 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
'Cranmore' is a spacious detached three bedroom holiday home situated close to the sandy beach and within easy walking distance of Ryde town centre with a wide range of shops and amenities.  …see more

16 Photos

House | 4 Bedrooms | sleeps 8

7 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
  • 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

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

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

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

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

17 Photos

Bungalow | 3 Bedrooms | sleeps 6

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
  • 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

10 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £114 /night

£795 - £1495 / 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

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

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

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

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

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

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 | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £75 /night

£525 - £695 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
A unique & peaceful cottage with outstanding views across Yarmouth Harbour, the Solent and River Yar beyond.  …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

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

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

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

15 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £71 /night

£495 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Dating back to 1811 and originally a fishermans cottage, 3 storey house, this beautiful character property now offers a very comfortable holiday home.  …see more

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.