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  • Alum Bay (1)
  • Bembridge (77)
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  • Brighstone Bay (4)
  • Brook, Isle of Wight (1)
  • Cowes (110)
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  • Godshill (6)
  • Gurnard, Isle of Wight (6)
  • Lake (1)
  • Luccombe (2)
  • Merstone (3)
  • Nettlestone (1)
  • Newchurch (4)
  • Newport, Isle of Wight (18)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Ryde (48)
  • Sandown (40)
  • Seaview Village (8)
  • Shanklin (55)
  • Shorwell (5)
  • St Helens, Isle of Wight (13)
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  • Ventnor (98)
  • Whippingham (5)
  • Whitwell, Isle of Wight (8)
  • Wootton (14)
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650 Results  |  
10 Photos

Cottage | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £43 /night

£295 - £550 / week

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Key info:

  • Suitable for children of all ages
  • 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

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

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
  • Suitable for children of all ages
  • 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

Featured properties

19 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

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! - VisitBritain 3 Star - Wonderful coastal location - ideal for lazy days on the beach. Lovely views across Sandown Bay stretching towards the English Channel. Check out the nearby Bembridge village & try the locally caught crab & lobster!  …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

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

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:

  • Suitable for children of all ages
  • 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

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
  • Suitable for children of all ages
  • 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

7 Photos

House | 2 Bedrooms | sleeps 5

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
'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

22 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £680 / week

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Key info:

  • Nearest beach 2 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A detached cottage situated in a quiet road just off the village green. Local beaches are nearby together with picturesque walks across Bembridge Harbour. There is also the village pub & two local restaurants where you can enjoy a meal or have drink & watch the cricket.  …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

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

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
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Cliff Cottage enjoys an unrivalled position overlooking the Solent with beautiful sea views.  …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

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

10 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £750 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Let Friday to Friday, to allow the advantage of a full week-end away, this 3 bedroom, 17th Century Grade ll listed, stone thatched cottage is situated in the heart of Niton village.  …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

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

16 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £86 /night

£600 - £1500 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Approached by a gravel driveway, The Grange is an impressive barn conversion, offering luxurious and comfortable accommodation with uninterrupted countryside views.  …see more

9 Photos

Chalet | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This luxury bungalow has been completely refurbished for 2013 and offers a modern and homely holiday chalet with a pretty woodland outlook. Gurnard Pines offers some fantastic site facilities for holiday makers to include an indoor and outdoor pool.  …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

11 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

1 night min stay

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from £54 /night

£375 - £750 / week

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Key info:

  • Suitable for children of all ages
  • 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

14 Photos

House | 5 Bedrooms | sleeps 9

Excellent 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
  • Suitable for children of all ages
  • 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

11 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £51 /night

£356 - £630 / week

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Key info:

  • Suitable for children of all ages
  • 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

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

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

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

9 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £33 /night

£225 - £300 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This first floor apartment is situated on the edge of the popular seaside town of Shanklin.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 5

3 Nights min stay

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from £43 /night

£295 - £900 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Tucked away in a quiet spot off the High Street but in a central Town location is this gem of a holiday cottage.  …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

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

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 not necessary
  • No pets allowed
Part of an elegant Victorian Terrace, this beautifully presented two bedroom ground floor converted apartment offers accommodation for up to six guests.  …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

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

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

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

10 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £50 /night

£350 - £650 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Seaside Cottage is two bedroomed self contained holiday apartment, access to the accommodation is at ground level.  …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

16 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
Avalon is an attractive chalet bungalow ideally situated a short stroll from the beach and seafront cafes.  …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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £575 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
This fantastic two bedroom apartment is set in the heart of Sandown, one of the most popular sea side towns on the Isle of Wight. Please note the single bedroom has full size bunk beds in not two single beds.  …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

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.