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714 Holiday homes in Isle of Wight

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  • Bembridge (78)
  • Bonchurch (16)
  • Brading (5)
  • Brighstone (15)
  • Brighstone Bay (3)
  • Cowes (115)
  • Freshwater (34)
  • Godshill (6)
  • Gurnard, Isle of Wight (4)
  • Lake (1)
  • Luccombe (2)
  • Merstone (3)
  • Nettlestone (2)
  • Newchurch (10)
  • Newport, Isle of Wight (22)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Ryde (63)
  • Sandown (38)
  • Seaview Village (10)
  • Shanklin (69)
  • Shorwell (6)
  • St Helens, Isle of Wight (12)
  • Totland (10)
  • Ventnor (112)
  • Whippingham (4)
  • Whitwell, Isle of Wight (9)
  • Wootton (13)
  • Yarmouth, Isle of Wight (50)

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714 Results  |  
20 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • 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

7 Photos

Bungalow | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Great for children of all ages
  • 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

13 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Sleeps 4 in 2 bedrooms Pond Cottage is situated in a delightful rural location mid way between the County Town of Newport and the seaside resort towns of Sandown and Shanklin. Set in secluded gardens with distant downland views the cottage is an ideal base from which  …see more

Featured properties

15 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £71 /night

£495 - £1095 / week

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Key info:

  • Great for children of all ages
  • 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

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
  • No pets allowed
Mimosa Cottage is a very pretty fisherman's cottage; small and perfectly formed; each room feels comfortable and homely.  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £75 /night

£525 - £915 / week

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Key info:

  • Great 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

9 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

8 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £36 /night

£250 - £625 / week

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Key info:

  • Not suitable for children
  • 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

10 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £39 /night

£270 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

10 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £54 /night

£375 - £700 / week

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Key info:

  • Great 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

17 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

3 Nights min stay

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from £27 /night

£185 - £250 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Distant Shores is a luxury holiday apartment combining Victorian splendour with modern features.  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £85 /night

£595 - £1180 / week

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Key info:

  • Great 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

7 Photos

House | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £47 /night

£325 - £550 / week

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Key info:

  • Great 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

24 Photos

House | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £93 /night

£650 - £1850 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Luxury New Build for 2014 this stunning four bedroom town house with panoramic sea views is perfectly situated just yards from the sea front and the beach itself! One of the twin bedrooms can be made into a double also a pull out bed under bunk beds for 9th person.  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £915 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Elm Cottage is perfectly situated in a conservation area , on the hill leading up to the pretty village of Bembridge with its own fishmonger, butcher, baker, proper veg shop and the Deli.  …see more

13 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £57 /night

£395 - £825 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
This detached character three bedroom house offers a bright and comfortable family home with a large garden, and is ideally situated a short stroll from the cliff path and the popular sandy beaches of Sandown Bay.  …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:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Hope Cottage offers spacious accommodation over three floors.  …see more

6 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £108 /night

£750 - £1750 / week

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Key info:

  • Great 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

10 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£310 - £690 / week

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Key info:

  • Great 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

15 Photos

House | 4 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £136 /night

£950 - £2050 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Situated just yards from the beach this stunning 'New England' style house enjoys fabulous sea views and gardens leading onto the sea front.  …see more

11 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £93 /night

£650 - £1250 / week

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Key info:

  • Suitable for children over
  • 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

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
  • Great 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

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
  • 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

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
  • 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

9 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £29 /night

£200 - £300 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

8 Photos

House | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £65 /night

£450 - £745 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • 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

12 Photos

Townhouse | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £58 /night

£400 - £880 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Tucked away within an elevated and secluded setting this lovely 3 storey town house enjoys sea views and is just a walk away from the long sandy beach.  …see more

15 Photos

House | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £179 /night

£1250 - £1875 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

8 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £645 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This charming two bedroom holiday home is set at the end of probably the most well know terrace on the whole of the Isle of Wight.  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £695 / week

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Key info:

  • Nearest beach 1 km
  • Great 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

14 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • No pets allowed
This charming holiday cottage is set in an elevated position overlooking the stunning Ventnor coastline.  …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
  • Great 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

6 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 - £550 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
The popular towns of Ventnor and Shanklin with shops, restaurants and sandy beaches are nearby as well as the picturesque village of Godshill. The house is ideally situated for walkers to explore the beautiful countryside as well as exploring all of the Isle of Wight.  …see more

9 Photos

Cottage | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £78 /night

£545 - £1295 / week

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Key info:

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

15 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £68 /night

£475 - £1000 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • 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

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £44 /night

£305 - £645 / week

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Key info:

  • Great 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

11 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £575 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
This pretty two bedroom cottage enjoys a wealth of character and charm and has been tastefully furnished to provide comfortable accommodation for up to four people.  …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 - £785 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

12 Photos

House | 3 Bedrooms | sleeps 9

3 Nights min stay

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from £71 /night

£495 - £1205 / week

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Key info:

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

8 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £47 /night

£325 - £520 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
What a spectacular view from the rear balcony of this charming apartment in Ventnor! This one bedroom ground floor luxury apartment is beautifully presented throughout and offers comfortable and practical accommodation for up to four guests.  …see more

11 Photos

House | 6 Bedrooms | sleeps 15

3 Nights min stay

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from £136 /night

£950 - £2950 / week

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Key info:

  • Great 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

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:

  • Great 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

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

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
  • 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

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£300 - £760 / week

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Key info:

  • Great 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

22 Photos

House | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £93 /night

£650 - £1850 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Luxury New Build for 2014 this stunning four bedroom town house with panoramic sea views is perfectly situated just yards from the sea front and the beach itself! The bunk bed room has a pull out bed under for the 9th guest. One of twin bedrooms can be made into double.  …see more

16 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £93 /night

£650 - £1475 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • 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

17 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £27 /night

£185 - £250 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A well presented holiday chalet just moments from the beach & lovely downland walks. Recently refurbished, the comfortable & modern accommodation includes a fitted kitchen & white bathroom suite with electric shower over bath. Decked area outside for enjoying the sun... A great place for enjoying lazy days on the beach or using as a base to explore the Island attractions...  …see more

10 Photos

Cottage | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £47 /night

£325 - £890 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • 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

11 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £680 / week

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Key info:

  • Great 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

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.