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715 Holiday homes in Isle of Wight

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  • Bembridge (78)
  • Bonchurch (17)
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  • Brighstone Bay (3)
  • Cowes (117)
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  • Godshill (6)
  • Gurnard, Isle of Wight (4)
  • Lake (1)
  • Luccombe (2)
  • Merstone (3)
  • Nettlestone (3)
  • Newchurch (8)
  • Newport, Isle of Wight (21)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Ryde (62)
  • Sandown (38)
  • Seaview Village (9)
  • Shanklin (69)
  • Shorwell (6)
  • St Helens, Isle of Wight (11)
  • Totland (11)
  • Ventnor (111)
  • Whippingham (4)
  • Whitwell, Isle of Wight (9)
  • Wootton (13)
  • Yarmouth, Isle of Wight (48)

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715 Results  |  
8 Photos

Cottage | 3 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

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from £50 /night

£350 - £645 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This delightful cottage is tucked away in this picturesque setting, just moments from Freshwater Bay with its glorious pebbled beach and wonderful rugged coastline.  …see more

10 Photos

Cottage | 3 Bedrooms | sleeps 6

1 night min stay

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from £50 /night

£350 - £750 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This fabulous three bedroom cottage is presented to a high standard and has good quality furnishings and fittings throughout. All beds are zip and link so can be double or single as requested at time of booking  …see more

22 Photos

Bungalow | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£295 - £525 / 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
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

Featured properties

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

10 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £100 /night

£695 - £1495 / week

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Key info:

  • Great 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 | 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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£325 - £575 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

Cottage | 3 Bedrooms | sleeps 8

3 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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £45 /night

£315 - £725 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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. SHORT BREAKS NOW AVAILABLE TO BOOK ONLINE WITH A MINIMUM STAY OF 3 NIGHTS  …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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £550 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Osborne Court is a two bedroom apartment situated on Cowes Parade with sea views across the Solent.  …see more

14 Photos

House | 5 Bedrooms | sleeps 9

Very Good 4.5/5 

3 Nights min stay

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from £90 /night

£630 - £1155 / week

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Key info:

  • Beach / lakeside relaxation
  • Great 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

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £58 /night

£400 - £795 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Staysail Cottage is a charming 4 bedroom self-catering home set over 4 floors, conveniently situated in the heart of the popular area of Cowes Old Town. Ideal for families, groups, crew, business travellers and contractors.  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £54 /night

£375 - £600 / 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

11 Photos

Cottage | 2 Bedrooms | sleeps 5

Short stays welcome

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from £43 /night

£295 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Charnwood Cottage is a delightful character cottage that offers all the home comforts set in the heart of the village of Brading. SPECIAL OFFERS SEE HOME FROM HOME WEBSITE FOR DETAILS  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £93 /night

£650 - £1290 / week

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Late Deal: save up to £139

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Charming cottage in peaceful surroundings with gardens leading down to Wootton Creek. It has a delightful chalet with a private pontoon and slipway on to the Creek. Two double bedrooms with en suites and the main room all leading out to the deck with lovely views Kipper Cottage has a nautical flavour as different boats - both sailing and motor - regularly sail past the  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £122 /night

£848 - £1272 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • No pets allowed
30PS is the ideal place for a break with family or friends on the Isle of Wight, located just a stone's throw of the stunning Ventnor sea front, and within easy reach of the islands award winning beaches, leading attractions, breathtaking cycle tracks and much more.  …see more

14 Photos

House | 5 Bedrooms | sleeps 10

Short stays welcome

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from £167 /night

£1166 - £1999 / 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

House | 4 Bedrooms | sleeps 11

Short stays welcome

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from £63 /night

£435 - £954 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Ideally situated 4 bedroom house in Cowes, Isle of Wight. Minutes from the beach and Cowes Marina.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£313 - £371 / 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

5 Photos

Barn | 3 Bedrooms | sleeps 11

7 Nights min stay

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from £84 /night

£583 - £1060 / 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

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £66 /night

£460 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A stunningly presented two bedroom apartment in the heart of Cowes. Seconds from the marinas. Two bedrooms both with 'zip and link' beds sleeping 4 with the addition of a huge sofa bed in the lounge if required. Modern and bright. WIFI and all mod cons.  …see more

10 Photos

House | 6 Bedrooms | sleeps 12

Very Good 4/5 

Short stays welcome

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from £93 /night

£645 - £2495 / 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
• 4 Double rooms, 1 x en suite • 2 twin rooms • 1 downstairs double room • 2 bathrooms upstairs, i shower room downstairs • study/quiet room • panoramic sea views • access to private beach • extensive gardens • ample parking • balcony • Stair Lift PLEASE SEE MAIN DESCRIPTION ABOVE FOR VISITOR RECOMMENDATIONS.  …see more

6 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £60 /night

£419 - £795 / week

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Key info:

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

17 Photos

Chalet | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £72 /night

£500 - £1100 / 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
A beautiful beach house on waters edge with own garden* Safe swimming, crabing and boating straight from the garden* Close to excellent restaurant 5 minutes walk away Own off street parking Separate utility space  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £71 /night

£495 - £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
The house is very close the golf course. And only a 2 minute drive to Sandown beaches. We aim to provide our guests with a high standard of accommodation together with all the comforts of home, including WiFi. And 3 sky boxes throughout the house. The house also offers a perfect location for a traditional seaside holiday.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

4 Nights min stay

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from £82 /night

£568 - £570 / 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

9 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £52 /night

£363 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car essential
  • No pets allowed
Located in a converted Victorian mansion on the edge of the town directly opposite the delightful Ventnor Park. From here one can walk along the cliff tops to Ventnor beach. Visit the Ventnor Botanic Gardens and the Victorian village of Bonchurch.  …see more

9 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £36 /night

£249 - £425 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Just a short stroll from the sea, this impressive five bedroom holiday cottage in Ryde sleeps up to ten people.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £53 /night

£366 - £535 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • No pets allowed
  • Private garden
A tranquil setting amongst the woods ideal for couples or families. Ideal location close to bike routes, public transport and ferries with some super walks.  …see more

24 Photos

House | 8 Bedrooms | sleeps 20

Very Good 4.5/5 

2 Nights min stay

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from £250 /night

£1750 - £3600 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Spacious 8 bedroom house ,With new hot tub , 6 en-suite bedrooms, gym, and large wet room. close to shanklin old village and 5 minutes to the local beach. off road private parking for up to 10 cars.Perfect for families and friends wanting to holiday together. 8 Bedroom house, Perfect for large families or groups.Sleeps 20+ 2 cots New just fitted * HOT TUB* seats 7  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £1726 / week

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Key info:

  • Nearest beach 3 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A 3 bedroom house split over 2 floors sleeping 6. An additional trundle bed is available in bedroom three to accommodate a 7th guest. Situated in a Grade I listed Victorian Fort furnished to a high standard. Off-street parking for 2 cars in the gated, secure courtyard.  …see more

5 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £41 /night

£283 - £806 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This spacious stone-built Victorian holiday home, with sea views, nestles against St Boniface Down (NT) – one of the highest points on the island with all-round panoramic views (2 minutes' walk away). Situated on a main road (gate leading onto road), with a sandy bea...  …see more

39 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £41 /night

£281 - £738 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
This lovely semi-detached cottage is located in Yarmouth on the Isle of Wight, and can sleep four people in two bedrooms.  …see more

60 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £36 /night

£249 - £631 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • No pets allowed
  • Private garden
This semi detached bungalow is located in the village of Gurnard Pines, a mile from Cowes on the Isle of Wight and can sleep four people in two bedrooms.  …see more

9 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

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from £38 /night

£265 - £875 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed, New England-style top-floor apartment is light and airy, with spacious rooms and offers the perfect base for the beach and cosmopolitan town of Ventnor, just a 2-minute walk away. Ventnor's popular shingle and sand beach, where freshly cau...  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £67 /night

£464 - £878 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautifully appointed apartment has been tastefully converted from a Victorian villa to incorporate contemporary features while retaining original period features. The apartment is bright and airy with high ceilings and its spacious living area offers the perfec...  …see more

14 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £51 /night

£357 - £1038 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Directly opposite Sandown's popular sandy beach and offering superb far reaching sea views, this delightful terraced Victorian former coastguard's cottage is one of a row of similar properties set back from the road which leads to the town in one direction and Bembri...  …see more

12 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £52 /night

£358 - £1117 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Peacefully located in an enchanting position, steeped in history, this characterful holiday property is accessed via a tunnel carved through the hill for Queen Victoria. Forming the end wing of her Lady in Waiting's Manor, this charming home boasts many Victorian inf...  …see more

9 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £570 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Tollgate Bungalow is situated within a small gated community just 50 metres from the beach. The Bungalow is located just off the seafront in the picturesque village of Seaview.  …see more

14 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £58 /night

£402 - £1214 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A contemporary barn conversion situated next to Wootton Creek. A 2 bedroom barn conversion, sleeps 4. Finished to a high standard with character features. Enclosed rear garden complete with furniture. Located next to Wootton Creek. Off-street parking for 5 cars.  …see more

24 Photos

House | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £138 /night

£961 - £1753 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Wychwood is set on the cliff-top in an Area of Outstanding Natural Beauty between the pretty yachting port of Yarmouth and the spectacular Needles on the western tip of the Isle of Wight. Opposite this detached holiday home is a local landmark known as 'Turf Walk' an...  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £53 /night

£371 - £1149 / 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
Traditional semi-detached 3 bedroom house, sleeps 6. Beautiful modern kitchen. Close to Freshwater Bay and Colwell Beach. Wi-Fi internet access avaliable. Off-street parking available for 2 cars.  …see more

10 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £570 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Beautiful bungalows with an enviable location, just metres from the beach  …see more

8 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

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from £56 /night

£387 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These delightful former farm buildings, set in 100 acres of livestock farm close to the owner's home, have been converted and equipped to provide good sized holiday accommodation with the disabled in mind, with a riser recliner chair in each property. One of the isla...  …see more

5 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £109 /night

£759 - £1614 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in an enviable position with commanding views of Freshwater Bay, these purpose built holiday apartments (refs 29208, 29209, 29210 and 29211) are located 40 yards from the beach. The West Wight area and Freshwater Bay are ideal for walkers, and provide stunnin...  …see more

8 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

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from £56 /night

£387 / week

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Key info:

  • Not suitable for children
  • No pets allowed
These delightful former farm buildings, set in 100 acres of livestock farm close to the owner's home, have been converted and equipped to provide good sized holiday accommodation with the disabled in mind, with a riser recliner chair in each property. One of the isla...  …see more

61 Photos

House | 2 Bedrooms | sleeps 6

Short stays welcome

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from £45 /night

£312 - £766 / week

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Key info:

  • Suitable for children over
  • Pets welcome
  • Private garden
This single-storey pet-friendly cottage in Totland sleeps six people in two bedrooms.  …see more

19 Photos

Barn | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £58 /night

£402 - £1149 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
A stylish, purpose built barn conversion located next to Wootton Creek.  …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.