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656 Holiday homes in Isle of Wight

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  • Bembridge (65)
  • Bonchurch (12)
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  • Brighstone (4)
  • Brighstone Bay (4)
  • Cowes (82)
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  • Godshill (7)
  • Gurnard, Isle of Wight (6)
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  • Luccombe (2)
  • Merstone (2)
  • Nettlestone (2)
  • Newchurch (10)
  • Newport, Isle of Wight (20)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (48)
  • Sandown (69)
  • Seaview Village (17)
  • Shanklin (52)
  • Shorwell (10)
  • St Helens, Isle of Wight (7)
  • Thorness Bay (4)
  • Totland (12)
  • Ventnor (92)
  • Whippingham (6)
  • Whitwell, Isle of Wight (8)
  • Wootton (17)
  • Yarmouth, Isle of Wight (47)

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656 Results  |  
14 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £52 /night

£361 - £700 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Fantastic 3 bedroom villa with stunning sea views in unique peaceful location nestled between the picturesque village of Bonchurch and Victorian Ventnor, with a choice of beaches close by. Dog friendly, 1 dog allowable. Walking distance to Ventnor Beach and town. Small chairs for children and games are available. High Chair and travel cot available free of charge.  …see more

24 Photos

Tree House | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £79 /night

£550 - £1200 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
Atmospheric, exciting, great for families, or romantic for couples. Sleeps 2-6. Luxurious & cosy with full kitchen & lovely bathroom, set in a beautiful peaceful location surrounded by countryside. Open all year . Further accom for extra 6-8 on site. Weekends from £350 Comfy beds, fluffy duvets. Bathroom with tree-view shower. Full kitchen facilities. WiFi . BBQ area.  …see more

19 Photos

Townhouse | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £61 /night

£425 - £945 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Recently refurbished 3 bedroom yachtsman's residence, 50 mtrs from bembridge yacht club marina & beach, 1/2 mile from shops & restaurants. Sleeps 6 in comfort, family bathroom & separate wet room with W.C.: 3 Tv's; broadban wi fi connection, free national calls  …see more

Featured properties

11 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £189 /night

£1320 - £1650 / week

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Key info:

  • Nearest beach 0 km
  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
Our 5 bedrooms (3 twins and 2 doubles) are all en-suite & provide flexible accommodation for groups or families. The well-equipped kitchen has both an Aga and a range cooker to cater for all budding chefs and meals can be taken in the kitchen or the lovely bright sun  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

1 night min stay

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from £136 /night

£950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Stunning Waterfront House Sleeping Ten Guests In Five Bedrooms With Magnificent Terrace Overlooking The Solent Modern comforts include: wi-fi, DVD player, Cable TV, dishwashers and a microwave.  …see more

24 Photos

House | 7 Bedrooms | sleeps 17

Very Good 4/5 

1 night min stay

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from £136 /night

£950 - £11000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Gracious, detached, 7 bedroom property in it's own grounds. All amenities including WIFI and music system. Lovely, large gardens with BBQ, dining area, parking for 10 plus cars and patio areas. Perfect for families, corporate guests and careful crews. Prices October, November and Dec (not Christmas, New Year or Half Terms) from £500 a weekend/£700 a week.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4/5 

1 night min stay

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from £54 /night

£375 - £1750 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Luxury, seafront apartment sleeping two. Fabulous sea views, private parking, lift to all floors, secure entry system. Walking distance from Cowes High Street and the main marinas. Perfect holiday rental. All mod cons and fittings.  …see more

14 Photos

House | 4 Bedrooms | sleeps 7

Very Good 4/5 

1 night min stay

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from £136 /night

£950 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Attractive four bed modern home close to all amenities with four bedrooms and two bathrooms  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £58 /night

£400 - £2100 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Ideal for sailing accommodation of vacations, this charming property is in a quiet mews development and has the added benefit of a garage  …see more

8 Photos

House | 3 Bedrooms | sleeps 10

1 night min stay

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from £136 /night

£950 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
4 Storey town house in Old Cowes with stunning sea views. Sleeping up to 10 (6 - 8 Preferably) in three bedrooms with one bathroom and one shower room. Huge flat roof terrace with sea views, BBQ and seating.  …see more

17 Photos

House | 5 Bedrooms | sleeps 12

Excellent 5/5 

1 night min stay

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from £100 /night

£700 - £5500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Situated in the popular York St in central Cowes. Perfect family holiday home or regatta rental. Flexible accommodation with annexe. Newly decorated and furnished with pretty garden.  …see more

18 Photos

Bungalow | 4 Bedrooms | sleeps 7

Excellent 5/5 

2 Nights min stay

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from £50 /night

£350 - £960 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Spacious 4 bedroom residential bungalow with parking & sunny gardens, 2 mins walk from the main sandy beach and shops. Ideally situated for families at any time, and equipped as a family home. Satellite Freeview TV & DVD player. Open the door and unwind!! Sudbury can accommodate up to 5 adults and 2 children/teenagers, plus room for travel cots in 2 bedrooms.  …see more

5 Photos

Barn | 3 Bedrooms | sleeps 11

7 Nights min stay

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from £87 /night

£605 - £1100 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
Niton barns are luxury converted barnes set within the picturesque countryside village of Niton on the Isle of Wight. Hoys Barn holds two double rooms with en-suite and a twin room, with a further twin bedroom sleeping unto 11 in total.  …see more

6 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £63 /night

£435 - £825 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
...  …see more

14 Photos

House | 5 Bedrooms | sleeps 10

Short stays welcome

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from £173 /night

£1210 - £2074 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
Hydehill house offers stunning views over countryside, whilst being within walking distance of the sea. The house has 5 bedrooms (3 en suite), spacious kitchen, living room and dining room. Includes luxury sauna, solarium, conservatory and balcony with seating area.  …see more

7 Photos

Caravan/Mobile Home | 2 Bedrooms | sleeps 6

Short stays welcome

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from £33 /night

£226 - £385 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
..  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£325 - £688 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
A two bed ground floor apartment located in St Helens, close to Bembridge Harbour, St Helens Duver and Brading RSPB reserve. The apartment sleeps up to 6 people with 1 double bedroom, 1 bunk bed room, 1 family bathroom, large living room, front garden and large lounge.  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £115 /night

£800 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A pretty, classical detached victorian villa. Set in its own garden this large airy house has plenty of parking and makes a fantastic holiday destination. The house is located on a private road and although only minutes from the high street is quiet and secluded.  …see more

20 Photos

B&B | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £85 /night

£595 - £1470 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A warm welcome and a complimentary glass of champagne awaits you at the Riviera. We are 10 feet from the sandy beach on the seafront .Relax in our 6 seater hot tub ( the latest in hydro massage technology ) with a cool drink watching the waves just a few feet away.  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £258 /night

£1800 - £2600 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
You'll never want to leave this lovely Grade II listed detached Victorian villa with sea views in Bonchurch. Sleeps 10 in 2 king, 1 double and 2 twin rooms, plus 3 bathrooms. A short walk to beach and set in a sun trap garden, it offers comfort and style in abundance. Returning guests get 10% off. New for 2015 - stunning re-fit of kitchen, utility and second lounge  …see more

20 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £33 /night

£225 - £485 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Peaceful and relaxing woodland location, an ideal base for people wishing to explore this wonderful island. Please can you leave a contact phone number when making a booking enquirey as we have experienced problems trying to reply by e-mail through holiday lettings.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £82 /night

£568 - £575 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Craiglea is a peaceful, self-catering holiday cottage on the Isle of Wight sleeping up to six adults. Centrally located in Totland Bay, on the West coast of the Isle of Wight, our holiday accommodation is just 5 minutes’ walk from the beach. Great for couples, families and groups. Your favourite pet too. Wifi, Wii, lots of games & flat satellite TV  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £86 /night

£600 - £1650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Fabulous detached house set in .5 acre of mature garden gently sloping with direct beach access. Totally refurbished to a very high standard. Fantastic views of the Solent and beyond. 5* GRADING awarded by Visit England October 2011. Perfect house for relaxing with family or friends, watching the yachting world go by. Graded 5*  …see more

24 Photos

Bungalow | 3 Bedrooms | sleeps 7

Very Good 4/5 

Short stays welcome

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from £53 /night

£365 - £625 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Peaceful detached bungalow set in own secluded, attractive garden with sea views, two minutes' walk from the beach with rockpools, seaside restaurants and pier cafe. Sleeps 5/7. Close to water sports/land/environmental activities based nearby. kayaking at sunset, surfing, coasteering, stand up paddle board, fossil hunting, orienteering, power kiting  …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

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

Cottage | 1 Bedroom | sleeps 4

3 Nights min stay

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from £39 /night

£270 - £578 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Sleep 2+2 in 1 bedroom and sofa bed in living room Old Stable Cottage is situated on a 100 acre working livestock farm in a peaceful location well off the beaten track, just 150 metres from the beach and Freshwater Marshland.  …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

4 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £86 /night

£600 - £1400 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
Family Holiday Home - Ventnor A short walk from the property, you will find the beautiful and secluded Steephill Cove .  …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
  • 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

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £72 /night

£500 - £1700 / week

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Key info:

  • Great for children of all ages
  • 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

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

9 Photos

Cottage | 2 Bedrooms | sleeps 4

 

7 Nights min stay

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from £36 /night

£250 - £515 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A charming terraced cottage, well appointed throughout with two bedrooms and a bathroom upstairs, a lounge, kitchen diner and utility downstairs.  …see more

11 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

7 Nights min stay

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from £54 /night

£375 - £785 / week

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Key info:

  • Great 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

13 Photos

Cottage | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £895 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Sleeps 6 + 2 in 3 bedrooms This delightful three bedroom cottage is situated in a quiet location and enjoys beautiful sea views from the lounge, front bedroom & balcony. The cottage has been renovated to a high standard, and provides comfortable accommodation for coup  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £52 /night

£360 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great 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

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

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 - £650 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
This recently upgraded semi-detached house is perfectly situated within 5 minutes walk of Gurnard sea front and beach, with its colourful beach huts overlooking the sea and café. The safe sand/shingle beach has rock pools, and at low tide you can walk along the shore. Pets accepted (maximum 2 dogs) £10 pppwk charge applies Wii for kids and adults! TV with freesat.  …see more

13 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £75 /night

£525 - £1200 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
Maple Villa' is in a beautiful position, only meters away from the beach. The property comprises of 4 bedrooms 1 double, 2 twin bedrooms and 1 single bedroom, a comfortably furnished lounge, fully fitted kitchen with dining room and private garden. For the 8th guest there is a Z bed available.  …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
  • 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

23 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:

  • 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 twin bedrooms can be made into a double, plus pull out under bunk bed for 9th guests.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £415 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
A first floor apartment ideally located allowing easy access to the centre of town with all its differant shops & yachting marinas. There are also fine beaches, boat hire, places to eat & places to visit including Osborne House, home of Queen Victoria, all nearby. When at home, you can enjoy the balcony leading out from the lounge & just watch the world go by...  …see more

17 Photos

Bungalow | 3 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

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from £54 /night

£375 - £895 / week

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Key info:

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

6 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £58 /night

£400 - £945 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Wilbercote is a comfortable family home for a pleasant and relaxing holiday.  …see more

11 Photos

House | 4 Bedrooms | sleeps 9

3 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

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

19 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £26 /night

£180 - £245 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

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

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

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
  • Pets welcome
  • Private garden
Beautifully presented and tucked away in a peaceful and tranquil location.  …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.