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753 Holiday homes in Isle of Wight

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  • Bembridge (85)
  • Bonchurch (15)
  • Brading (6)
  • Brighstone (16)
  • Brighstone Bay (3)
  • Brook, Isle of Wight (1)
  • Cowes (128)
  • Freshwater (41)
  • Godshill (6)
  • Gurnard, Isle of Wight (5)
  • Lake (1)
  • Luccombe (2)
  • Merstone (3)
  • Nettlestone (1)
  • Newchurch (6)
  • Newport, Isle of Wight (26)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Ryde (64)
  • Sandown (39)
  • Seaview Village (10)
  • Shanklin (73)
  • Shorwell (6)
  • St Helens, Isle of Wight (12)
  • Totland (12)
  • Ventnor (113)
  • Whippingham (4)
  • Whitwell, Isle of Wight (8)
  • Wootton (13)
  • Yarmouth, Isle of Wight (52)

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753 Results  |  
11 Photos

Lodge | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £40 /night

£280 - £425 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
The lodge has electric heating, modern furniture, and comprises a spacious lounge, twin-bedded bedroom which can be made into a double, fully equipped kitchen, shower room and separate WC.  …see more

19 Photos

Bungalow | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £65 /night

£450 - £680 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Horestone lodge is an ideally situated 3-bedroom bungalow in the seaside village of Seaview, just a few minutes walk from stunning beaches and the beautiful Isle of Wight countryside. The property sleeps up to 6, with modern kitchen, bathroom and large conservatory.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 5

Short stays welcome

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from £43 /night

£295 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
1 Drayton Cottages in Bembridge, is a attractive semi detached cottage close to the beach and to the village shops and amenities. The cottage has recently been completely and beautifully refurbished throughout.  …see more

Featured properties

10 Photos

Boathouse | 2 Bedrooms | sleeps 6

Short stays welcome

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from £57 /night

£395 - £595 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
The Ledge Beach Hut is a unique holiday home situated in a beautiful garden directly above the beach with unrivalled views over the English Channel.  …see more

20 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £90 /night

£625 - £925 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Ledge View is a beautiful newly-upgraded property sleeping up to 8 people just seconds from the sea in Bembridge, Isle of Wight. The house is in a fantastic location, due to its proximity to the stunning Forelands beach.  …see more

23 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

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from £65 /night

£450 - £1050 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Kingsley Cottage is a perfectly situated and newly refurbished 3 bedroom house in the charming village of St Helens and is within within walking distance of the local beach. The property has been newly redecorated and is furnished to a high standard.  …see more

16 Photos

House | 6 Bedrooms | sleeps 14

Short stays welcome

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from £286 /night

£2000 - £3200 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Portland House is one of the finest houses in Bembridge and is ideally located for access to the harbour, Bembridge Sailing Club, the local safe and sandy beaches, shops and restaurants.  …see more

11 Photos

Cottage | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

7 Nights min stay

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from £65 /night

£450 - £1045 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Curlews is a newly refurbished cottage sleeping up to 8 people in the heart of the beautiful sailing village of Bembridge. The house holds 3 bedrooms, living room, sitting room, kitchen and garden room. With its fantastic position, Curlews is ideal for family holidays  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

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from £71 /night

£495 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Fuscia Cottage is a delightful two bedroom cottage, found in a fantastic position in the heart of Bembridge village. The main property has 2 bedrooms but also has an outside chalet with a bedroom and separate WC, meaning the property can sleep up to 6 people in total.  …see more

15 Photos

Bungalow | 3 Bedrooms | sleeps 8

Very Good 4/5 

Short stays welcome

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from £58 /night

£400 - £650 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Wight Lodge is a beautifully situated detached property in a peaceful location close to the unspoilt beach of Seagrove Bay and has stunning panoramic sea views from most of the main rooms. It is just a 5 minute walk down to the blue flag award winning sandy beach.  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £143 /night

£995 - £1895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Bembridge House is a luxury self-catering holiday home which sleeps up to 10 guests with 5 spacious bedrooms, private landscaped gardens and luxuries comparable to a 5-star boutique luxury hotel, within minutes of the beautiful Bembridge coastline and IOW countryside.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4/5 

Short stays welcome

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from £33 /night

£230 - £475 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
1 Driftwood is a delightful and bright first floor apartment set in a unique location enjoying panoramic views of The Solent and is adjacent to the beach and coastal walks. Bembridge Ledge is accessed across the grassland in front of the property or via Fishermans Walk  …see more

13 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £85 /night

£595 - £1495 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Furze Hill is a stunning 4 bedroom property located in the seaside town of Shanklin. The house holds 1 master bedroom and 3 twin bedrooms, the property also comes with a beach hut on Shanklin beach, making Furze hill the place for an ideal family holiday.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£425 - £875 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
38 Marinus is an ideally situated apartment looking over the picturesque marina on Cowes seafront. The apartment sleeps up to 6 people with en-suite double bedroom, twin bedroom and sofa bed. The Marinus apartments offer stunning panoramic views and gated secure parking  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £57 /night

£395 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Located in the seaside village of bembridge close to local amenities, this family home has 1 double bedroom, twin bedroom, bunk-bed room, garden, spacious living area and fully equipped kitchen.The garden has a patio area, ideal for enjoying the sun and also a lawn.  …see more

14 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £72 /night

£500 - £750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This charming detached two/ three bedroom house is situated in a quiet residential area of the village of Bembridge  …see more

11 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £65 /night

£450 - £700 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Barn Owl Cottage is set in a beautiful country location, quiet and relaxing yet near the yachting town of Cowes and the market town of Newport. There are beaches, walks, cycling and natures reserves and all the attractions of the lovely Isle of Wight to explore. Friday is our weekly changeover day but we do offer short breaks out of season, ask for details 01983529691  …see more

20 Photos

Manor House | 10 Bedrooms | sleeps 20

Excellent 5/5 

1 night min stay

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from £341 /night

£2387 - £4250 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
This luxurious 10 bedroom Manor is perfect for large family, or group, gathering and unique on the Island. The Manor is located in rural Isle of Wight, with stunning panoramic sea views. For up to 19 people this Manor also offers fantastic value with weekends from £1295 Tapnell Manor has Sky Plus, DVD, Hi-Fi, games room, wonderful gardens, open log fires, large living rooms...  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £66 /night

£460 - £1860 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
A unique seaside cottage set on the southern slopes of St. Boniface Down, just a stones throw from Monks Bay. Full of character, this pretty cottage has some unusual features both inside & in the surrounding gardens.  …see more

23 Photos

Cottage | 4 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £128 /night

£890 - £2045 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Listed number 11 in The Times 'Best of Britain's Cottages, Beach Houses and Rural Retreats,' January 2013 A delightful holiday cottage above Monks Bay, Bonchurch. Come and share our beautiful island.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Great for children of all ages 5
  • 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

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £75 /night

£525 - £875 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A stunningly furnished apartment with luxurious home comforts including an electric flame fireplace in the sitting room, Ipod docking station, three flat screen TV's all with Freeview, DVD player and free WiFi internet access. This ground floor apartment also benefits from a private terrace with gas barbecue and patio furniture.  …see more

18 Photos

Cottage | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £42 /night

£290 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
A very stylish, comfortable period cottage right in the heart of Yarmouth, walking distance from the ferry and all the town has to offer. A place to unwind and enjoy the Isle of Wight. Recently refurbished for total comfort, a home from home; family trips or perfect for a romantic mini break.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £64 /night

£445 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Stylish, peaceful detached cottage in the pretty coastal village of Bembridge. Less than 5 mins walk to beach and 2 mins waik to shops. Perfect mini break or holiday retreat. Wifi is now installed at Chantries.  …see more

11 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £182 /night

£1272 - £1590 / 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

24 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £84 /night

£583 - £1537 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Gills Cliff is a south facing sun trap with sea views.  …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

8 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £48 /night

£335 - £490 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Verbena is a terraced, stone cottage built in 1862 located in an elevated position in Upper Bonchurch, affording extensive sea views.  …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 5
  • 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

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 5
  • 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

24 Photos

Penthouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £108 /night

£750 - £2750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Luxury Cowes Penthouse - Two/three bedroom luxury apartment on the seafront top floor of the popular “Marinus” development, right on the water with spectacular and panoramic views over the Solent and River Medina. Close to the quaint and bustling centre of Cowes. Ideal for families wishing to relax in a comfortable environment whilst enjoying the views over the Solent  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £57 /night

£395 - £1117 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in the delightful village of Newchurch, these detached holiday homes (refs 24595 and 28101) offer ideal family accommodation, each peacefully located with an enclosed garden. They lie in the charming village of Newchurch, surrounded by countryside, an area o...  …see more

21 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £114 /night

£795 - £2150 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A spacious and comfortable 4 bedroom house, sleeping 8. Traditionally furnished to a high standard. A large garden with patio table and chairs and hot tub. Located close to the famous Shanklin old village and beach. Enclosed parking for 2 cars  …see more

24 Photos

House | 7 Bedrooms | sleeps 14

Excellent 5/5 

3 Nights min stay

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from £237 /night

£1655 - £4120 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
An exclusive 7 bedroom barn conversion, sleeps 14. Set within a 250 acre estate of farmland and woodlands. Spacious accommodation with 3 reception rooms and 7 en-suite bedrooms. Ideal retreat for family reunions or corporate events.  …see more

14 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £55 /night

£383 - £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

24 Photos

Cottage | 5 Bedrooms | sleeps 9

3 Nights min stay

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from £90 /night

£630 - £1856 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A quintessential country cottage with panoramic countryside views. A grade 2 listed cottage, sleeps 9. Situated on a farm with panoramic countryside views. Direct access to a number of foot paths and country walks. Enclosed rear garden. Off-street parking for 4 cars.  …see more

9 Photos

Bungalow | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £67 /night

£466 - £704 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Beautiful bungalows with an enviable location, just metres from the beach.  …see more

8 Photos

House | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £38 /night

£263 - £641 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This well-presented, semi-detached, single-storey holiday property with private off road parking makes an ideal base standing peacefully in a small, quiet cul-de-sac, within short walking distance of a popular family pub/restaurant. Ryde, lies approximately 2 miles d...  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £1008 / week

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Key info:

  • Nearest beach 6 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A stylish 2 bedroom annexe, sleeps 4. Furnished to a high standard offering a unique Chinese theme. Accommodation, garden and summer house offer sea views. Benefits from an indoor, heated and communal swimming pool. Gated, secure and private parking for one car.  …see more

24 Photos

House | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £150 /night

£1050 - £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

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £56 /night

£391 - £764 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A 3 bedroom first floor apartment, sleeps 6. An elevated apartment with balcony offering views of the esplanade and out to sea. A short walk to Sandown Beach. Easy access to the shops, restaurants and pubs. On-street parking only with pre-arranged permit.  …see more

14 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£310 - £880 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This holiday bungalow benefits from superb, extensive countryside views and its elevated position offers a peaceful escape. The area is ideal for walkers, cyclists and families alike, and provides stunning sea views and dramatic coastal scenery. Pitch and putt, crazy...  …see more

22 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

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

15 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £37 /night

£256 - £639 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • No pets allowed
  • Private garden
This self-catering apartment situated on the outskirts of Wootton Bridge village, near Ryde sleeps four people in two bedrooms.  …see more

8 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £704 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • 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

10 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £50 /night

£346 - £1050 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Just 50 yards from the harbour and nestled in the countryside is this brightly furnished and well-equipped holiday home. Countryside walks, numerous island attractions and beaches all within easy reach, including Osborne House and Gardens in nearby East Cowes. Bicycl...  …see more

9 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £80 /night

£556 - £1365 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This attractive listed property has been modernised yet retains many character features such as exposed stone walls, wooden floor, beams and an open fire. Detached, the house stands in its own enclosed garden and also benefits from an outdoor heated swimming pool. Id...  …see more

10 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£466 - £704 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
Beautiful bungalows with an enviable location, just metres from the beach  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £73 /night

£509 - £1482 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This Grade II listed, detached cottage is located in the village of Shorwell on the Isle of Wight and can sleep eight people in three bedrooms.  …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.