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  • Alum Bay (1)
  • Bembridge (56)
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  • Brighstone Bay (2)
  • Brook, Isle of Wight (1)
  • Cowes (83)
  • Freshwater (33)
  • Godshill (3)
  • Gurnard, Isle of Wight (2)
  • Merstone (1)
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  • Newchurch (2)
  • Newport, Isle of Wight (16)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Ryde (26)
  • Sandown (31)
  • Seaview Village (6)
  • Shanklin (43)
  • Shorwell (3)
  • St Helens, Isle of Wight (4)
  • Totland (13)
  • Ventnor (66)
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  • Whitwell, Isle of Wight (6)
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468 Results  |  
16 Photos

House | 6 Bedrooms | sleeps 12

Short stays welcome

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from £212 /night

£1479 - £4770 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Pets welcome
Available for the first time in 2013, Luccombe Chine House is a luxuriously appointed home set on the glorious Southern coast of the Isle of Wight. NEW: HOT TUB for Easter 2014  …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:

  • 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

5 Photos

Cottage | 2 Bedrooms | sleeps 5

Excellent 5/5 

4 Nights min stay

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from £58 /night

£400 - £750 / week

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Key info:

  • Nearest beach 8 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Toll Cottage is a charming 19th century self-catering holiday cottage in Carisbrooke, Isle of Wight. It is Grade II listed building, formerly used as the toll house for Carisbrooke Castle. The accommodation contains two bedrooms and is surrounded by a large garden. He Cottage has been sympathetically restored to retain historical features without compromising on comfort.  …see more

Featured properties

22 Photos

Cottage | 4 Bedrooms | sleeps 7

Excellent 5/5 

4 Nights min stay

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from £101 /night

£706 - £2221 / week

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Key info:

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

18 Photos

House | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £114 /night

£795 - £1775 / week

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Key info:

  • Suitable for children of all ages
  • 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

14 Photos

House | 5 Bedrooms | sleeps 12

1 night min stay

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from £143 /night

£1000 - £1495 / week

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Key info:

  • Suitable for children of all ages
  • 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

14 Photos

Apartment | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
This prestigious renovated old theatre is made up of 2 apartments which can be rented as one large 6 bedroom house accommodating up to 15 (plus 2 extra) people or individually as 3 bedroom apartments each with their own separate entrances.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £43 /night

£295 - £585 / week

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Key info:

  • Suitable for children of all ages
  • 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

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £54 /night

£375 - £705 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
This luxury first floor 2 bedroom apartment is situated in this handsome Victorian gentleman's residence overlooking Shanklin and Sandown Bay beyond.  …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 | 2 Bedrooms | sleeps 4

1 night min stay

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from £45 /night

£310 - £690 / week

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Key info:

  • Suitable for children of all ages
  • 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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £71 /night

£495 - £800 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
'The Reach' development of superior apartments set in a quiet area of Shanklin with some sea views.  …see more

13 Photos

House | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £90 /night

£625 - £1095 / week

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Key info:

  • Suitable for children of all ages
  • 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

11 Photos

Apartment | 3 Bedrooms | sleeps 9

3 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
  • Car not necessary
  • Pets welcome
This prestigious renovated old theatre is made up of 2 apartments which can be rented as one large 6 bedroom house accommodating up to 15 (plus 2 extra) people or individually as 3 bedroom apartments each with their own separate entrances.  …see more

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

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:

  • Suitable for children of all ages
  • 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

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

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:

  • Suitable for children of all ages
  • 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

10 Photos

Apartment | 3 Bedrooms | sleeps 6

Short stays welcome

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Charming three bedroom apartment with truly magnificent southerly sea views from the front balcony and being within easy reach of the town centre and beach.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.07 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Fabulous 2 bedroom apartment offering wonderful far reaching sea views and particularly convenient for Ventnor town centre.  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £43 /night

£295 - £595 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
This pretty two bedroomed, modernised Victorian cottage is situated in a terrace of similar properties.  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £36 /night

£250 - £595 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This quaint old Fishermans cottage with some sea views of the Solent is situated in an enviable location close to the beach and Bembridge harbour.  …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 | 4 Bedrooms | sleeps 7

1 night min stay

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from £114 /night

£795 - £1495 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Opening the front door here is like walking in to a Mediterranean residence; all the secrets are hidden behind the door, strategically arranged around a central courtyard with a Jacuzzi.  …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

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
  • Suitable for children of all ages
  • 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

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
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Solent View is a delightful bungalow situated within walking distance of Seagrove Bay.  …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

11 Photos

Apartment | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 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
  • 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

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

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

11 Photos

House | 4 Bedrooms | sleeps 9

1 night min stay

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from £93 /night

£650 - £1300 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
  • Private garden
A spacious Victorian family house nestling beneath a back drop of mature trees with sea views to the front.  …see more

10 Photos

House | 4 Bedrooms | sleeps 16

3 Nights min stay

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from £128 /night

£895 - £2900 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This extremely spacious and comfortable house is situated in an enviable position of seclusion with an acre and a half of private garden, right next to the marina of Island Harbour, set in the beautiful riverside valley.  …see more

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:

  • Suitable for children of all ages
  • 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

9 Photos

Barn | 3 Bedrooms | sleeps 11

3 Nights min stay

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from £79 /night

£550 - £1790 / week

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Key info:

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

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

8 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

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
  • Car advised
  • Pets welcome
  • Private garden
This unusual two-bedroom converted Victorian stables is tucked away in a quiet location, within five-minutes walk of Tennyson Down  …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

House | 6 Bedrooms | sleeps 15

1 night min stay

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from £136 /night

£950 - £2950 / week

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Key info:

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

17 Photos

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
  • Suitable for children of all ages
  • 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

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £895 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
This attractive three bedroom holiday home is located in the centre of the Isle of Wight.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £625 / week

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Key info:

  • Suitable for children of all ages
  • 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

11 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

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

12 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £43 /night

£295 - £765 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.48 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Ideally located for local village amenities & the lovely beach at Totland Bay. The well presented accommodation has a 'light and airy' feel & comfortably sleeps six. A great base for exporing the local villages, relaxing on the local beaches or just enjoying the Island.  …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

22 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £43 /night

£295 - £785 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • 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

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

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

9 Photos

Cottage | 4 Bedrooms | sleeps 10

1 night min stay

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from £78 /night

£545 - £1195 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Attractive character cottage with many original features, including beam ceilings.  …see more

15 Photos

House | 4 Bedrooms | sleeps 10

1 night min stay

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from £179 /night

£1250 - £3800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
Occupying an excellent location right on the seafront with stunning views over Cowes Harbour and across The Solent to the mainland beyond.  …see more

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.