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881 Holiday homes in Isle of Wight

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  • Bembridge (81)
  • Bonchurch (15)
  • Brading (5)
  • Brighstone (16)
  • Brighstone Bay (4)
  • Cowes (132)
  • Freshwater (44)
  • Godshill (9)
  • Gurnard, Isle of Wight (7)
  • Knighton, Isle of Wight (1)
  • Lake (1)
  • Luccombe (2)
  • Merstone (2)
  • Nettlestone (2)
  • Newchurch (11)
  • Newport, Isle of Wight (27)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (76)
  • Sandown (74)
  • Seaview Village (20)
  • Shanklin (70)
  • Shorwell (10)
  • St Helens, Isle of Wight (12)
  • Thorness Bay (4)
  • Totland (13)
  • Ventnor (141)
  • Whippingham (6)
  • Whitwell, Isle of Wight (8)
  • Wootton (17)
  • Yarmouth, Isle of Wight (68)

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881 Results  |  
20 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The Brew House is the 4 star-rated wing of a beautiful 17th Century Grade 2 listed farmhouse. There are oak beams throughout and an inglenook fireplace with wood- burning stove. Excellent walking and biking on your doorstep. Perfect for families of all ages. Ideally situated in the heart of Island countryside, a perfect rural retreat within easy reach of beaches.  …see more

11 Photos

Chalet | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £35 /night

£240 - £465 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A beautifully presented chalet close to the beach and on a site with outstanding views. Restaurants and bars nearby. Ten minute walk to the beach. Dinosaur Isle and Zoo five minutes away. Spectacular views all around the site.  …see more

13 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £35 /night

£240 - £465 / 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
Self-catering recently refurbished and redecorated chalet situated on a site surrounded by an area of outstanding natural beauty, near the sea. The beach is a short walk away. Nearby is a zoo, dinosaur museum and crazy golf. Stunning cliff walks. The Isle of Wight caters for all ages and tastes. It is surrounded by beaches and cliffs.  …see more

Featured properties

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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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

17 Photos

Barn | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £108 /night

£750 - £1800 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
Skilfully converted, this beautifully presented barn is perfect for either two groups or a larger family wishing to come away together. It offers beautiful accommodation in a quiet location surrounded by our own fields ,paddocks and woods. Buzzard Barn prices are per week with changeover day on a Friday . Short breaks are available out of season.  …see more

7 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £44 /night

£308 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Primrose cottage sleeping 4 +cot is set within the peaceful grounds of a retired Victorian branch line railway Station. Converted from the waiting rooms and ticket office the cottage still has the reminders of steam. The former platform is now the patio. Whitwell village is renowned for its unrivaled beauty, walks, located between Godshill and town of Ventnor.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Short stays welcome

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from £53 /night

£365 - £875 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car not necessary
  • No pets allowed
Superb luxurious apartment in an enviable location with panoramic views over Cowes harbour and the Solent. Located on the 2nd floor with 2 bedrooms and furnished to a very high standard. Fantastic location for Cowes harbour and town. Secure off-road parking.  …see more

19 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £100 /night

£700 - £900 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car advised
  • No pets allowed
Close to the beach at Gurnard is a fantastic grey-timber clad house - a picture of serenity perched amid a jumble of coastal buildings. Surrounded by wooden decking with terraces that are perfect for enjoying alfresco dining or just relaxing and taking in the scenery.  …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

21 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £55 /night

£385 - £655 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
'Seashells' is a luxury beach-front apartment with breathtaking sea views from the lounge and bedroom. Listen to the waves roll in whilst enjoying a glass of wine on the balcony. Catch the awesome sunrises and sunsets!  …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

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4/5 

4 Nights min stay

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from £50 /night

£345 - £737 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Car advised
  • Pets welcome
  • Private garden
Gleneagles is a delightful semi-detached cottage enjoying an enviable position, on the village green. Bembridge Harbour is 300m away, there are superb country and coastal walks. Both Bembridge and St Helens offer good beaches, and the fishing is good too! Dogs welcome The cottage has a stunning position, a great mix - very quiet and calm, but close to all the activity.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Short stays welcome

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from £30 /night

£207 - £313 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
"Meadow View" is a luxuriously appointed one bedroom apartment set in a tranquil position overlooking uninterrupted countryside yet within easy walking distance of Newport town Centre.   …see more

5 Photos

B&B | 3 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £48 /night

£334 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
Nestled between Cowes & Newport on the Isle of Wight in a beautiful riverside locations, is Harbour Charm bed & breakfast. Close to stunning coastlines, beaches, restaurants, pubs and walks the property is only minutes away from the IOW festival site (June 12th-15h)  …see more

13 Photos

House | 6 Bedrooms | sleeps 12

Very Good 4/5 

Short stays welcome

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from £212 /night

£1479 - £2147 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden
Available for the first time in 2013, Luccombe Chine House is a luxuriously appointed home set on the glorious Southern coast of the Isle of Wight. NEW: HOT TUB for Easter 2014  …see more

12 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £52 /night

£358 - £1324 / 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

14 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£309 - £866 / week

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Key info:

  • Nearest beach 7 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A traditional and homely two bedroom period cottage set in a quiet, rural location  …see more

31 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £44 /night

£308 - £795 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This well-presented cottage is nestled perfectly at the foot of St Catherine's Down, within a quiet hamlet of privately owned barn conversions and can sleep four people in two bedrooms.  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £63 /night

£441 - £1095 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Ideally located in a peaceful sylvan setting in a popular residential area on the southernmost tip of the island, this attractive detached single storey holiday bungalow offers southerly sea views through the trees bordering the large sloping garden. The views can be...  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £49 /night

£342 - £1038 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Shoreline Cottage is a charming Victorian former navy coastguard cottage, situated along the sea front overlooking Sandown's popular wide sandy beach. This delightful terraced, three-bedroom cottage retains some features such as an exposed brick fire surround. Stunni...  …see more

8 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £63 /night

£437 - £1697 / week

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Key info:

  • Not suitable for children
  • No pets allowed
A spacious, detached house furnished to a good standard, with some sea views from upstairs. Situated in a quiet residential area, just a few minutes' walk from sandy Seagrove Bay. At low tide you can walk miles along the sands in either direction to unspoilt Priory B...  …see more

43 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £52 /night

£359 - £712 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
This end-terrace cottage is set within walking distance of Freshwater Bay and sleeps six people in three bedrooms.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £58 /night

£402 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A 2 bedroom, 2 bathroom second floor apartment, sleeps 4. Panoramic sea views of Freshwater Bay with its dramatic white cliffs and Tennyson Down. Ideally situated on the edge of idyllic Freshwater Bay with its own beach accessed via steps in front of the building.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £74 /night

£516 - £1312 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
A contemporary apartment with panoramic sea views overlooking Cowes Harbour. A stylish third floor two bedroom apartment, sleeps 4. Panoramic sea views from the decked balcony. Fantastic location for Cowes Harbour and town. Secure off-street parking space.  …see more

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £43 /night

£296 - £717 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in a pleasant rural location this well-presented holiday bungalow is one of a number of barn conversions set around a spacious communal lawned area. Patio doors lead from the living room to a private patio area to the rear. Much of the West Wight coastline i...  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £32 /night

£221 - £545 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Peacefully located at the end of a row of similar chalets, this single storey holiday property overlooks the beautiful communal gardens, with sea glimpses much of the year. The island has towering cliffs, sandy beaches, farmlands, river valleys and steep ravines, all...  …see more

29 Photos

Cottage | 1 Bedroom | sleeps 2

Very Good 4/5 

Short stays welcome

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from £32 /night

£223 - £449 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car advised
  • Pets welcome
Sail Loft Annexe is a cosy ground floor studio apartment, part of a coverted boathouse, situated 10 minutes walk from the town of Yarmouth. This apartment sleeps 2, which makes it ideal for couples.  …see more

16 Photos

Barn | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £84 /night

£588 - £1726 / week

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Key info:

  • Nearest beach 10 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Stunning detached 4 bedroom house, sleeps 8. Beautiful barn conversion with splendid countryside views. Close to the costal town and beaches of Appley and Ryde. Direct access to public footpaths and woodland grounds from the garden. Secure parking available for 4 cars.  …see more

32 Photos

House | 2 Bedrooms | sleeps 5

Short stays welcome

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from £42 /night

£290 - £747 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
Sleeping five people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£284 - £1427 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering extensive views over the Solent, this light and airy first floor holiday apartment provides stylish accommodation. From the large balcony, it is an ideal spot to relax and watch the ever changing nautical scenery, from huge liners to racing boats. This lovel...  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £44 /night

£308 - £775 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A first floor one bedroom apartment, sleeps 2. Situated in a well-maintained period property on a Victorian tree lined road. Furnished to a high standard. A 2 minute walk to the beach and high street. Free on-street parking  …see more

10 Photos

House | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £49 /night

£342 - £1205 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This detached holiday home is just a short walk to the waterfront, where you can walk along to the heart of Cowes with its shops, boutiques and gift shops, inns, restaurants and marina. The beach at Gurnard is 5 minutes' drive which also has a popular café. Take the ...  …see more

10 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

Short stays welcome

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from £40 /night

£276 - £598 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
This Grade II listed cottage is situated in the village of Niton on the Isle of Wight and can sleep two people.  …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

30 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £40 /night

£279 - £714 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Sleeping four people in two bedrooms, this mews cottage is in Brading, on the Isle of Wight.  …see more

21 Photos

House | 1 Bedroom | sleeps 4

3 Nights min stay

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from £53 /night

£371 - £899 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Le Bel Vie is a stylish one bedroom annexe set in a tranquil three acres of land with paddocks and gardens. The property perfectly combines contemporary, high specification design with environmental sensitivity.  …see more

18 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £104 /night

£723 - £2084 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
A fantastic contemporary holiday home ideal for sailing fans, water sport lovers, families and weekenders  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

Short stays welcome

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from £44 /night

£302 - £707 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Sleeping two people in one bedoom, this wonderful studio apartment in Ventnor offers stunning sea views.  …see more

44 Photos

House | 5 Bedrooms | sleeps 9

Short stays welcome

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from £107 /night

£745 - £2059 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
A five bedroom cottage sleeping nine people, in Yarmouth, on the Isle of Wight.  …see more

10 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £43 /night

£301 - £968 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering stunning extensive sea views, this attractive holiday apartment makes a welcoming retreat for couples or families. Ideally located close to the town, which has shops, bars, cafes and tea rooms, and less than 5 minutes' walk from the beach. This lovely temper...  …see more

61 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

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from £49 /night

£338 - £850 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
This homely, spacious barn conversion is in the village of Gatcombe near to Newport on the Isle of Wight and can sleep six people in three bedrooms.  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £41 /night

£287 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Offering lovely distant sea views over Sandown Bay from the light and airy living/dining room, this second floor modern apartment offers stylish, tastefully designed and well laid out holiday accommodation presented to a very good standard throughout. Conveniently si...  …see more

7 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £60 /night

£418 - £1029 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Ideally located along a quiet country lane, only 200 yards from the picturesque centre of Brighstone village which has thatched-roof shops and cottages, small museum, local shop, pub and restaurant. This lovely, well equipped holiday bungalow stands detached within i...  …see more

39 Photos

Cottage | 1 Bedroom | sleeps 4

Short stays welcome

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from £39 /night

£273 - £697 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Pets welcome
  • Private garden
This cottage apartment is in Yarmouth, Isle of Wight and sleeps four people in one bedroom.  …see more

30 Photos

Cottage | 1 Bedroom | sleeps 3

Very Good 4.5/5 

Short stays welcome

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from £43 /night

£298 - £518 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over
  • Car advised
  • Pets welcome
  • Private garden
This quaint and cosy barn conversion is an ideal retreat for a couple or small family, sleeping up to three in one bedroom.  …see more

33 Photos

House | 4 Bedrooms | sleeps 6

Short stays welcome

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from £60 /night

£417 - £1090 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
This lovely, modern house is situated in Freshwater on the Isle of Wight, and sleeps up to six people in four bedrooms.  …see more

21 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £81 /night

£564 - £1544 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This idyllic, traditional coastal stone, detached cottage, with its wonderful flower-filled garden offers a peaceful holiday escape and is just a 10-minute walk from the beach. Attractions nearby include the impressive Tennyson Downs and Alum Bay for glass blowing, a...  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £50 /night

£350 - £1008 / 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
A beautiful 2 bedroom first floor apartment, sleeping 5. Uninterrupted panoramic sea views from the lounge and balcony. Just a short walk to Ventnor town centre or down the cascade to the promenade and beach. Watch the fishermen bringing in their catch to Ventnor Haven  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £44 /night

£308 - £775 / week

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Key info:

  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
A first floor 1 bedroom apartment, sleeps 2. Situated in a well-maintained period property on a Victorian tree lined road. Furnished to a high standard. A 2 minute walk to the beach and high street. Free on-street parking  …see more

10 Photos

House | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £47 /night

£329 - £943 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A charming property nestled in Cowes Old Town. A charming 2 bedroom house, sleeping 5. Courtyard complete with furniture and barbecue. Furnished to a high standard throughout. Centrally located- short walk to the town centre and beach.  …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.