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Isle of Wight

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385 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.

(3) Very Good 

22

Holiday bungalow letting

Isle of Wight / Freshwater

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
A light & airy detached bungalow situated in a quiet cul-de-sac just 300yds from the popular beach at Colwell Bay. The well presented accommodation includes 3 bedrooms sleeping up to 6. The main living accommodation is open plan providing comfortable lounge seating,  …see more

from £45 / night

£318 - £825 / week

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from £45 / night

(15) Excellent 

24

Holiday bungalow in Yarmouth

Isle of Wight / Yarmouth

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“Fantastic facilities for whole family on beautiful island” The facilities for my mum who has limited mobility were great which made the stay so much easier for all of us. Walk in shower and easy access throughout the house with no silly little steps  …see more

from £120 / night

£650 - £1950 / week

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from £120 / night

(14) Excellent 

24

Holiday penthouse with golf nearby in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Excellent place to stay loved it” Well worth the money.... We have recommend this to our family and friends. if you have small children some of the fine ornements are only to be looked at.... The large outside area is lovly in the sunshine.  …see more

from £175 / night

£875 - £3125 / week

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from £175 / night

(7) Excellent 

23

Holiday home rental

Isle of Wight / Wootton Bridge

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
Grange Farm Self Catering, location is very peaceful,perfect for walkers,cyclists,surrounded by wild life including Red squirrels and wild birds can be seen through patio doors in the breakfast room.Visit Britain 4 star highly recommded.Beeches, pub,Farm shop close by.  …see more

from £161 / night

£1125 / week

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from £161 / night

(21) Excellent 

21

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Best in IOW !!!” It was one of the best stay ever.. the apartment is so clean, colourful, spacious, lovely home décor and fully equipped kitchen.. there was nothing to be missed or regretted ! Perfect for family ! It has best views also you could hear  …see more

from £80 / night

£400 - £790 / week

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from £80 / night

24

Cowes holiday guest house rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
With its elevated position some of the rooms have views over Cowes & the Solent & it comes with its own parking space & good size garden.<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £250 / night

£1300 - £5200 / week

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from £250 / night

(22) Excellent 

23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect comfort for a large group” I stayed here with 3 generations of my family (which - let's face it - can be trying). This apartment was perfect: a separate room for everyone who wanted one, all en suite; a spacious kitchen/sitting room; large pat  …see more

from £170 / night

£845 - £2150 / week

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from £170 / night

13

Holiday townhouse in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
This centrally located cottage is great for small groups or sailing crews who want to be in the heart of the action Its located just behind The Coast Bar, It has recently been refurbished to a very high standard with lovely laminate flooring & new beds. Due to its  …see more

from £70 / night

£305 - £1200 / week

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from £70 / night

(11) Excellent 

21

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
Stoneleigh Suite is a spacious apartment located in a historic stone building at the bottom of St Boniface Down. There is easy access to picturesque walking routes just across the road.  …see more

from £115 / night

£825 / week

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from £115 / night

(30) Excellent 

24

Holiday home in Cowes

Cowes / West Cowes

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“There is not a one single word to describe how much my family enjoyed this property” This house is absolutely gorgeous. I booked it for my family - a group of 10 people. The views are stunning from within the property and the house is maintained in an  …see more

from £220 / night

£650 - £5000 / week

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from £220 / night

(9) Excellent 

23

Yarmouth holiday home rental

Yarmouth / Fort Victoria

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Very nice house and helpful owners” Would highly recommend. Very nice house in Yarmouth. Owners v helpful with recomendations of where to eat/shop etc. Very child friendly and good value. Clean and well maintained and appointed. New boiler fitted jus  …see more

from £150 / night

£800 - £1750 / week

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from £150 / night

(9) Excellent 

14

Home rental in Ryde with golf nearby

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
“A lovely place to stay” We had a very nice stay at the Auction House it was the best place we have stayed in during our travels in all our 55 years of married life. It we well equipted spotlessly clean and very comfortalble, The owners were very hel  …see more

from £75 / night

£600 - £975 / week

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from £75 / night

(10) Excellent 

19

Cowes holiday bungalow rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Perfect location Beautiful well equipped Bungalow” Arrived in late January for a long weekend we were exceptionally lucky with the weather.The views are stunning.The bungalow was warm cosy and spacious just like home from home so many different places  …see more

from £70 / night

£450 - £3250 / week

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from £70 / night

(10) Very Good 

17

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“A superb apartment in a great location. Perfect.” We new the apartment was impressive from the photo's,however they do the accommodation little justice as the place needs to be seen in person. With panoramic views of the entire sea front enables Ventn  …see more

from £145 / night

£750 - £1163 / week

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from £145 / night

(1) Very Good 

24

Holiday home in Ventnor

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
3 MINUTES WALK FROM VENTNOR'S BLUE FLAG BEACH, 1 min from the town centre with its smart restaurants and cafes. BEAUTIFULLY presented ,well equipped Victorian Townhouse: 3 bedrooms, 2 bathrooms, views of the Downs, partial sea views, WI FI. BREATHTAKING COASTAL WA  …see more

from £125 / night

£750 - £1005 / week

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from £125 / night

18

Niton holiday home rental

Isle of Wight / Niton

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Woodington is an attractive Victorian property in an idyllic setting with breathtaking cliff views. Providing spacious accommodation it is well presented throughout, with four double bedrooms and one twin bedroom. The family bathroom comprises of bath, wash hand basin w  …see more

from £220 / night

£875 - £2025 / week

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from £220 / night

(16) Excellent 

24

Home rental in Ventnor with golf nearby

Isle of Wight / Ventnor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.75 km
  • Suitable for children age 5+
“Lovely cosy comfortable property, well presented and situated with sea views!” Stayed between Christmas and New Year during a very wet spell, but the property was warm, cosy and welcoming. Large property ideal for a family or group of friends. Proper  …see more

from £165 / night

£750 - £1200 / week

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from £165 / night

(22) Excellent 

20

Home rental in Yarmouth

Isle of Wight / Yarmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.025 km
  • Child friendly
“A well designed, luxuriously equipped property, Waters Edge was just what we were looking for” Our favourite things about Waters Edge were the the views to the mainland and watching boats go by, the comfy beds, the original artwork pictures, the elect  …see more

from £120 / night

£840 - £1800 / week

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from £120 / 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

16

Cowes holiday apartment let

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
Modern ground floor apartment in an elevated position with views of the Solent and a short walk away from the Royal yacht clubs on The Parade. 3 bedrooms, 2 bathrooms, open plan living areas, terrace and parking.  …see more

from £165 / night

£595 - £2850 / week

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from £165 / night

(21) Excellent 

23

Holiday apartment in Shanklin

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A very well equipped apartment in a great location” This three bedroom apartment did not disappoint. The Cromwell apartment had three bedrooms, two of which had sea views. The largest bedroom was a super King with an ensuite bathroom with large whirlp  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(1) Excellent 

20

Holiday cottage in Newchurch

Sandown / Newchurch

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets
Located on The Garlic Farm, nestled at the foot of Mersley Down. The farm lies at the hub of miles of foot paths and cycle ways for which the Island is famous. Guests to the farm enjoy discounts in our renowned farm shop and restaurant as well as open access to the farm  …see more

from £120 / night

£675 - £1100 / week

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from £120 / night

19

Holiday apartment in Seaview

Isle of Wight / Seaview

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Sea Whispers is a newly refurbished self catering holiday apartment in Seaview on the Isle of Wight. This stylish holiday property is excellently located right in the heart of the village, with the Seaview Yacht club only a 2 minute walk away. Set over 2 floors the prop  …see more

from £127 / night

£889 / week

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from £127 / night

(7) Very Good 

13

Holiday home in Bembridge

Bembridge / Bembridge Village

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Harbour Mount is a large 5 bedroom property, situated in Bembridge, ideal for large families, The large Edwardian holiday home holds 3 double b'ms, 2 twin b'ms, 4 WC's a dining room and 2 sitting rooms and back garden. The property also has a newly fitte  …see more

from £350 / night

£795 - £2695 / week

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from £350 / 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

(38) Excellent 

19

Holiday cottage in Newchurch

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
“Wonderful cosy cottage with wecoming hosts!” We loved our stay at the Brew House Cottage. It was well equipped and tastefully decorated. We were met on arrival by Ali and David who were wonderful hosts. They had provided a welcome hamper with homemade  …see more

from £90 / night

£500 - £750 / week

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from £90 / night

(22) Excellent 

16

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“perfect base to explore the Isle of Wight” this was a great flat, beautiful views overlooking the ocean, two bedrooms (one double, one twin), All the kitchen accessories and equipment you could think of, and a welcome pack with tea, coffee and a bottl  …see more

from £85 / night

£420 - £790 / week

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from £85 / night

(17) Excellent 

20

Studio rental in Ventnor with golf nearby

Isle of Wight / Ventnor

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
“Fantastic seaview from the house” The house was very neat and clean and was furnished to the very high standards. The view from the studio apartment is breathtaking.  …see more

from £80 / night

£400 - £675 / week

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from £80 / night

(4) Very Good 

10

Holiday apartment in Cowes

Cowes / West Cowes

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
“Excellent apartment” I was pleasantly surprised the apartment was so much better than i thought it was going to be, the photos don't do it justice I would definitely stay there again.  …see more

from £65 / night

£450 - £1395 / week

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from £65 / night

(4) Excellent 

13

Shanklin holiday home rental

Shanklin / Luccombe Village

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Rural Location, Sea Views, Seaside location, Large house, private village, character house, House, Isle of Wight, log burner, open fires, private parking, town near, town in walking distance, BBQ house, Animal watching<br />Catering can be provided for parties, we  …see more

from £200 / night

£1300 - £1995 / week

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from £200 / night

(12) Excellent 

25

Holiday home rental

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This property is aimed at the 5 star market and is one of our premium properties. It has frontline unobstructed amazing sea views of the Bay.This house contains 4 bedrooms, 2 ensuites and 1 1/2 bathrooms.This property also has Luxury furniture and fittings.<  …see more

from £200 / night

£950 - £2500 / week

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from £200 / night

24

Holiday apartment with golf nearby in Ventnor

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
NEWLY LISTED JULY 2016. Luxurious and spacious ground floor apartment with private entrance and walled garden. Please see our other listing on Homeaway U.K. property reference 6736369 for more photo's, reviews and offers. TWO bedrooms Master bedroom vi spring kings  …see more

from £135 / night

£769 - £1538 / week

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from £135 / night

(13) Excellent 

14

Ventnor holiday apartment rental

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
“A perfect stay in a great apartment in a great location” Lovely apartment, comfortably and beautifully fitted out in a great location: ideal for the Botanic Garden and coast walks, and equally easy to walk the other way through the park and along the  …see more

from £95 / night

£495 - £799 / week

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from £95 / 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
“Exceptional house with a wonderful owner” As soon as we pulled up on the drive it was WOW. Once inside you can't help but fall in love with this spacious house. Every day you will find quirky/unique figures or ornaments in the rooms and garden- fascin  …see more

from £143 / night

£995 - £1790 / week

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from £143 / night

(2) Very Good 

21

Holiday home with golf nearby in Ryde

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Westridge House is a one of the most exclusive homes on the island comfortably sleeping up to 10 people. The house holds 5 bedrooms, consisting of 3 double bedrooms and 2 twin bedrooms. Stunning garden, lawns and swimming pool found on the outskirts of Ryde and Seaview.  …see more

from £600 / night

£1995 - £4695 / week

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from £600 / night

(6) Excellent 

23

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“MARVELOUS SHANKLIN” The apartment we stayed in was the Montague which is 3 bed and quite honestly could not be faulted in anyway . it has large rooms and particularly the lounge and kitchen are more than adequate size . Everything is clean and all th  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(6) Very Good 

14

Brighstone Bay holiday cottage rental

Brighstone / Brighstone Bay

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Fabulous, spotless, friendly holiday farm!” This was a great place to stay, we stayed in the converted stables and it was beautiful. 3 good sized bedrooms, very comfortable lounge with satalite tv and a well equipt kitchen with everything you could ne  …see more

from £89 / night

£535 - £1510 / week

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from £89 / night

(1) Excellent 

10

Wroxall holiday home rental

Isle of Wight / Wroxall

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Private garden
The Wing at Fox Hollow is a delightful newly converted one bedroom split level annex style property in the rural setting of Whiteley Bank, near to Shanklin and Godshill Village.  …see more

from £50 / night

£250 - £475 / week

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from £50 / night

(2) Very Good 

8

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0.8 km
  • Child friendly
  • Car not necessary
“Excelent town house with spectacular roof terrace.” Whole crew stayed here for the 'round the Island race' Perfect house in walking distance of the marina, ferry, shops, pubs and restaurants.  …see more

from £125 / night

£605 - £4840 / week

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from £125 / night

(4) Excellent 

22

Home rental in Shanklin

Isle of Wight / Shanklin

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“fabulous house” Stunning house with lovely grounds, Perfect for families with children of all ages. In a lovely location. Would highly recommend.  …see more

from £300 / night

£1800 - £2200 / week

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from £300 / night