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Isle of Wight

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329 Holiday homes

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Travellers going to Isle of Wight are booking June dates now. Secure your holiday home today and have the perfect trip.

(4) Excellent 

12

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This spacious detached bungalow is in a quiet residential area of the village of Bembridge. It is within walking distance of Forelands Beach, local pubs, shops and the countryside. Ideal for coastal and country walks, sailing and other activities.  …see more

from £97 / night

£675 - £1050 / week

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from £97 / night

(6) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Wight Holiday Cottages Wight self catering Country cottage Private and peaceful<br />The Cote is available for 1 week rentals during peak season (and short breaks during the rest of the year).  …see more

from £58 / night

£400 - £1100 / week

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from £58 / night

(22) Excellent 

24

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Exceeded our expectations” Very well equipped house well situated near the centre of West Cowes. Garden well laid out for barbecue dinners.  …see more

from £175 / night

£500 / week

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from £175 / night

(1) Excellent 

12

Bembridge holiday home rental

Bembridge / Bembridge Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • 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

from £185 / night

£610 - £1540 / week

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from £185 / night

(7) Excellent 

24

Holiday home in Bonchurch

Isle of Wight / Bonchurch

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Amazing Festive Stay” A very enjoyable Christmas stay. House was amazing, warm and welcoming with plenty of room for all. Excellent kitchen and dining area with more than enough pots and pans. Plenty of opportunities for walks - long or short - the vi  …see more

from £372 / night

£2600 - £2700 / week

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from £372 / night

23

Rookley holiday barn rental

Isle of Wight / Rookley

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 10 km
  • Child friendly
  • Private garden
Disabled facilities. Fully accessible. Rural and peaceful. Countryside location. Wet rooms. Electric profiling beds. Wildlife haven with red squirrels and barn owls. Great wildlife photography potential. <br />Hoists and hot tub hire available on request. Amazing  …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

17

Newtown holiday farmhouse rental

Isle of Wight / Newtown

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • 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 Wels  …see more

from £71 / night

£495 - £1250 / week

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from £71 / night

(3) Excellent 

18

Home rental in Newport

Isle of Wight / Newport

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
This is an ideal retreat from the pressures of work, in civilised and comfortable surroundings. There are country walks and foodie pubs within easy reach and lots of local history and interesting geology. There are old railway lines as cycle paths and one still working!  …see more

from £80 / night

£245 / week

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from £80 / night

(8) Excellent 

14

Ryde holiday cottage rental

Isle of Wight / Ryde

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary
5-Star Gold Award winner, recommended in 'TOP 25 BRITISH HOLIDAY RENTALS' by the TIMES NEWSAPAPER. A beautifully presented 17th century barn conversion on a working farm, all rooms overlook MAGNIFICENT FAR REACHING VIEWS over fields and lakes.<br />7 day  …see more

from £72 / night

£500 - £1200 / week

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from £72 / night

(12) Excellent 

8

Holiday barn rental

Isle of Wight / Niton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Recently restored 18th Century barn with sea views, under floor heating, wood burning stove, exposed 400 year old stone wall, private south facing garden, off street parking. Storage for bikes & surf boards, drying area for wetsuits.<br />The Barn is close to  …see more

from £120 / night

£575 - £1290 / week

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from £120 / night

(1) Very Good 

11

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
This detached bungalow is situated at the head of a small cul-de-sac in a quiet residential area of the village of Bembridge. It makes an ideal holiday home being within easy walking distance of the beach at Forelands and the village shops, eateries and public houses.  …see more

from £85 / night

£395 / week

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from £85 / night

(5) Very Good 

24

St Helens holiday home rental

Isle of Wight / St Helens

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Great service from company & owners” Great location, easy to get to, exactly as described, bright & light home from home, lovely garden, one small issue during the week was sorted within half a day and we left a few bits by mistake - the owners went o  …see more

from £50 / night

£348 - £835 / week

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from £50 / night

6

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Lyon Court is a beautiful country house in a lovely countryside setting, tastefully converted into individual apartments. It overlooks Shanklin Down, yet is close to bus & train routes, and only 10 minutes walk to the town centre or Shanklin Old Village. The beach  …see more

from £110 / night

£500 - £1000 / week

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from £110 / night

(1) Excellent 

9

Holiday apartment in Wroxall

Isle of Wight / Wroxall

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden
Spectacular scenery, easy access to footpaths, cycle paths, bridleways., Fabulous apartment, mod cons, luxurious touches. Home from home!<br />A short drive takes you to the nearby beaches of Shanklin, Ventnor or Sandown.  …see more

from £130 / night

£750 / week

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from £130 / night

16

Cowes holiday home rental

Isle of Wight / Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden
Contemporary house with sea views, private parking, large terrace, two balconies and underfloor heating. Mornington Mews is immediately off Queens Road and enjoys a superb but quiet location on the beach, with the High Street, marinas, and ferry links all within a short  …see more

from £240 / night

£1095 - £2450 / week

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from £240 / night

10

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
You will not be disappointed with your stay at this charming house it is the perfect location to have a truly unforgettable holiday experience – you will not want to leave!  …see more

from £87 / night

£400 - £945 / week

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from £87 / night

(16) Excellent 

23

Cottage rental in Yarmouth

Isle of Wight / Yarmouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Ask about pets
Holiday Cottage with situated on a dairy farm. Sleeps up to 8.with 4 bedrooms. Newly refurbished to a beautiful standard with all the comforts from home. Minutes from town, pubs, restaurants, activities and beaches. Hot Tub available to hire.<br />Stay on a workin  …see more

Pricing unknown

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Pricing unknown

8

Holiday chalet in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
IDEAL SELF CATERING ACCOMMODATION ON THE ISLE OF WIGHT FOR FAMILIES OR COUPLES THAT WANT A BREAK FROM IT ALL. IDEAL FOR DOGS; GREEN BANK JUST BY THE CABIN + BONCHURCH BEACH DOG FRIENDLY ALL YEAR. WONDERFULLY POSITIONED BY THE ESPLANADE.<br />IDEAL HOLIDAY CABIN  …see more

from £95 / night

£423 - £797 / week

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from £95 / night

(4) Excellent 

7

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Shanklin Manor dates back to the Doomsday Book and in its past has been a farm, a home for the underprivileged and a luxury hotel. SHORT BREAKS NOW AVAILABLE TO BOOK ONLINE WITH A MINIMUM STAY OF 3 NIGHTS (please ignore nightly prices on Holiday Lettings).  …see more

from £80 / night

£375 - £840 / week

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from £80 / night

(14) Excellent 

22

Freshwater holiday home rental

Freshwater / Freshwater Bay

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fantastic family holiday at The Tower House” We stayed at the Tower House in July during the first week of the school holidays. A family group of 5 adults and 6 children ranging in age from 4 to 9. Reading the description of the property, speaking to  …see more

from £143 / night

£995 - £1790 / week

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from £143 / night

(2) Excellent 

17

Holiday b&b in Wootton Bridge

Isle of Wight / Wootton Bridge

5 6 Min stay varies

  • 5 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Grange Farmhouse Bed and Breakfast award winning ,very comfortable beds,quality bed linen and fluffy towels!! Visitors lounge with log fire during winter, Grange Farm is to be recommended for its high quality comfort through-out,Red Squrrels often can be seen. <br /  …see more

from £45 / night

£280 - £1855 / week

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from £45 / night

(3) Excellent 

17

Sandown holiday b&b rental

Isle of Wight / Sandown

8 2 2 nights min

  • 8 bedrooms
  • Sleeps 2
  • 2 nights min
  • Child friendly
We are just across the road from Sandown's 6 miles of glorious sandy beach and the Pier. For those taking breakfast we offer it anytime of the day in our restaurant opposite, you can take that well deserved lie in.  …see more

from £81 / night

£567 / week

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from £81 / night

(14) Excellent 

14

Niton holiday cottage rental

Isle of Wight / Niton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
“Rain or shine, relaxing by the fire or an exhilarating walk to the lighthouse!” Perfect setting for a peaceful break in very comfortable, well designed accommodation with private terrace and large secluded garden- sea view! Well equipped kitchen for s  …see more

from £120 / night

£575 - £1370 / week

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from £120 / night

16

Bembridge holiday townhouse rental

Bembridge / Bembridge Harbour

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
FOUR STAR, VISIT BRITAIN GRADE, SELF CATERING YACHTSMAN's Residence. 50 metres Yacht Club, Marina & Sandy Beach, Spacious & modernised Family home, Sleeps Six in comfort. Redecorated 2011.WELL APPOINTED, 3 BEDROOM 3 Floor HARBOUR H  …see more

from £99 / night

£440 / week

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from £99 / night

9

Holiday chalet with golf nearby in Sandown

Isle of Wight / Sandown

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Nearest beach 1 km
  • Child friendly
ISLE OF WIGHT, self catering sleeps 5, this is a 3 star VisitEngland Rated end of terrace brick built holiday chalet, the chalet overlooks a large grass area right outside the front door with farmland beyond, safe for children to play, there is plenty of parking, and al  …see more

from £150 / night

£900 / week

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from £150 / night

(2) Excellent 

30

Holiday home in Yarmouth

Isle of Wight / Yarmouth

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
'Boathouse' and 'River Cottage' properties Yarmouth.The most exclusive area on the Isle of Wight, based on the quiet waterside by the River Yar estuary. Breathtaking surrounding views from sunrise to sunset, over one of the loveliest wildlife sanctua  …see more

from £215 / night

£1500 / week

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from £215 / night

(13) Excellent 

11

Holiday apartment in Shanklin

Isle of Wight / Shanklin

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect holiday apartment” We have stayed at Shanklin Villas several times and in several different apartments. Whether we have come in the summer, winter or autumn the apartments have always been spotless and well equipped and we have received a warm  …see more

from £70 / night

£345 - £880 / week

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from £70 / night

6

Holiday bungalow in Bembridge

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Situated just minutes from the sea and just off Bembridge village centre, this fully furnished property is ideal for family holidays. The properrty inlcudes 3 bathrooms, 2 double bedrooms and 3 twin bedrooms. Located close to local shops and minutes from the beach.  …see more

Pricing unknown

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Pricing unknown

(1) Excellent 

24

Ventnor holiday cottage rental

Isle of Wight / Ventnor

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Private garden
4*, detached cottage, AONB, Godshill, working livestock farm, 10 mins drive sandy beaches, private fishing lake, tranquil, comfortable, well equipped, central heating, children welcome, flat screen colour tv/DVD, private garden, ground floor bedroom, 2 bathrooms<br  …see more

from £200 / night

£1050 / week

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from £200 / night

(7) Very Good 

8

Holiday chalet in Yaverland

Sandown / Yaverland

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fantastic place, very clean and ever green location” We had very nice time and owner gave very warm welcome. We felt like we could have booked more days. Most recommended place and best quality ever. Prefer to go next time.  …see more

from £50 / night

£300 - £510 / week

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from £50 / night

(2) Very Good 

15

Holiday home in Seaview

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Northview has recently been refurbished to a high standard and is tucked away in a beautiful position only metres from the beach. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …see more

from £85 / night

£400 - £745 / week

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from £85 / night

(2) Excellent 

13

B&b rental in Freshwater

Isle of Wight / Freshwater

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Air conditioning
Welcome to The Bay Boutique Bed and Breakfast. Our newly refurbished Victorian property in the heart of Freshwater Bay on the Isle of Wight is located just a few minutes walk from the beach and bordering footpaths and cycle routes; the Bed & Breakfast is in an area  …see more

from £95 / night

£665 / week

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from £95 / night

(3) Very Good 

15

Bembridge holiday home rental

Bembridge / Bembridge Village

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
Lovely homeBeautiful enclosed gardenGood parking for several carsWalking distance to shops, restaurants, beachClose to golf courses and historic attractions<br />5 Bedrooms3 with double beds 1 bunk room with 2 beds1 with 2 single bedsDouble futon in games room  …see more

Pricing unknown

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Pricing unknown

(5) Excellent 

17

Yarmouth holiday home let

Isle of Wight / Yarmouth

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
“The perfect accomodation for groups or families alike” We recently stayed at this marvellous property for a family holiday to the Isle of Wight. We were looking for something that could cope with two young children (2 3/4 years and 4 months) and a dog  …see more

from £200 / night

£750 / week

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from £200 / night

(2) Excellent 

25

Holiday home in Ventnor

Ventnor / St Lawrence, Ventnor

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Private garden
This delightful, spacious detached House is perfect for larger families or two parties wishing to come away together, Charles Wood House; can be found almost at the end of an unmade road in this idylilic and peaceful setting in the heart of St Lawrence.  …see more

from £219 / night

£925 - £2025 / week

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from £219 / night

12

Bungalow rental in Freshwater with golf nearby

Freshwater / Freshwater Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
Astra is a comfortable holiday bungalow situated near the stunning white cliffs of Freshwater Bay. The accommodation offers a well furnished living room with French doors leading to the garden, a well equipped modern kitchen and three comfortable bedrooms, two doubles a  …see more

from £274 / night

£1095 - £1145 / week

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from £274 / night

(2) Excellent 

10

Holiday chalet in Sandown

Isle of Wight / Sandown

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.3 km
  • Child friendly
  • Pet friendly
“Nice place to stay” We had really enjoyed our stay in that place. It was in the good condition. I would recommend this place to anyone.  …see more

from £50 / night

£300 - £510 / week

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from £50 / night

5

Shanklin holiday log cabin rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden
Lyon Court is a beautiful country house in a lovely countryside setting, tastefully converted into individual apartments. It overlooks Shanklin Down, yet is close to bus & train routes, and only 10 minutes walk to the town centre or Shanklin Old Village. The beach  …see more

from £100 / night

£420 - £750 / week

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from £100 / night

(2) Very Good 

10

Holiday home in Chale

Isle of Wight / Chale

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Highly recommended” Stayed here for one week with my husband (and his Assistance Dog), and our 2 sons (6 & 7 years old). Honestly we were amazed by the place! Being greeted by a bottle of wine and packet of chocolate biscuits on the kitchen table  …see more

from £131 / night

£575 - £1200 / week

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from £131 / night

(1) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“The Priory” is an impressive former Gentlemen's residence dating back to 1864, which has been lovingly restored as superior apartments, set in a tranquil area of Shanklin, with stunning uninterrupted panoramic sea views. SHORT BREAKS NOW AVAILABLE TO  …see more

from £80 / night

£375 - £840 / week

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from £80 / night