Isle of Wright Holiday Rentals - Cottages, Apartments and Accommodation in Isle of Wright

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Isle of Wight

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898 Holiday homes

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

(4) Excellent 

5

Caravan/mobile home rental in Cowes

Isle of Wight / Cowes

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
Skinners Farm is a mixed beef and arable farm situated in Northwood on the outskirts of Cowes on the Isle of Wight. Skinners farm self catering farm holiday caravans are found at the end of a 400 metre lane. Skinners is one mile from Parkhurst Forest, just over a mile f  …see more

from £50 / night

£150 - £500 / week

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from £50 / night

(1) Excellent 

18

Apartment rental in Ventnor

Isle of Wight / Ventnor

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
  • Private garden
We are partnered with both Wightlink and Red Funnel ferry companies, so can always offer you a better discounted ferry crossing rate then you would be able to get yourself. The Victoria Apartment. Our uniquely decorated apartment offers the privacy and freedom to relax  …see more

from £69 / night

£379 - £579 / week

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from £69 / night

(12) Very Good 

20

Chalet rental in Gurnard

Isle of Wight / Gurnard

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Superb and exquisite little gem, highly recommended” We stayed in Beachside for two magical days. It may have rained constantly but the cabin was so perfectly equipped we were happy to stay inside and cook in the very well equipped kitchen, read books  …see more

from £50 / night

£320 - £530 / week

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from £50 / night

(3) Excellent 

12

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
With its off-road parking & flexible layout with 1 bathroom, 1 en suite shower room & 1 cloakroom this property is well suited for families, small groups & corporate bookings.<br />This property is part of the Cowes Holiday Homes portfolio where good  …see more

from £75 / night

£350 - £1600 / week

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from £75 / night

(10) Excellent 

17

Gurnard holiday chalet rental

Isle of Wight / Gurnard

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Fantastic” Little Sailing is in a prime location on the edge of the Solent. It is well equipped and has everything needed for a perfect stay. The views from the huge windows are wonderful. There is a pub serving food within a very short walk.  …see more

from £75 / night

£525 - £1100 / week

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from £75 / night

(1)  

11

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
isle of wight, self catering chalet, beautiful views 5 mins walk to sandy beach<br />fully equipped, electric FREE  …see more

from £32 / night

£220 - £500 / week

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from £32 / 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
“A truly lovely property.” If you want a peaceful holiday property in superb location then Brew House is for you, Tastefully decorated, very clean, comfortable and well equipped. The owners had left a lovely welcome pack which included scrumptious home  …see more

from £90 / night

£500 - £750 / week

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from £90 / night

(2) Excellent 

16

Home rental in Ventnor

Isle of Wight / Ventnor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Light, Spacious, and very helpful” The property itself was a little complex to find. Despite clear instructions being given as to its whereabouts, the driveway entrance was missed as the sign faces approaching from the south (from the direction of Bla  …see more

from £99 / night

£1554 / week

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from £99 / night

7

Holiday home in Bembridge

Isle of Wight / Bembridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
A very attractive period cottage in a convenient location, having easy access to the beach and local shops, and pleasant walks along lanes and footpaths to the harbour, local restaurants and village centre. Island Cottage is a quaint detached residence with beamed ceil  …see more

from £100 / night

£650 - £1950 / week

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from £100 / night

(8) Excellent 

14

Holiday apartment in Ventnor

Ventnor / Ventnor Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Brilliant apartment,brilliant location,brilliant views” Exactly what it says on'"the tin".Easy to book ,with confidence and all the support you would need-regular updates and support of "the lovely Lisa" on the island. Spacious and extremely well pre  …see more

from £145 / night

£750 - £1163 / week

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from £145 / night

(15) Excellent 

20

Holiday home with golf nearby in Sandown

Isle of Wight / Sandown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
2 bedroom new build sleeps up to 4 sandown off road parking 4 seater corner sofa downstairs toilet and upstairs bathroom isle of wight holiday let close to beach and train safe decking wifi enclosed garden summer sun  …see more

from £36 / night

£250 - £745 / week

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from £36 / night

(13) Excellent 

16

Apartment rental in Cowes

Cowes / West Cowes

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Great location, cosy and” I stayed here for a weekend and had a very comfortable and enjoyable stay. It is so continentally located by the ferry, shops, pubs and bars and it near to bus stops to see the rest of the Island. The apartment itself has e  …see more

from £100 / night

£350 - £400 / week

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from £100 / night

(6) Very Good 

11

Holiday barn in Shorwell

Shorwell / Billingham

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 6 km
  • Ask about pets
  • Private garden
Bucks Farm Cottages was set up to compliment the growing desire to get out & enjoy your surroundings! We have a huge barn to store all your kit/bikes/boards etc & 'workshop' facilities should you need to upgrade anything!!  …see more

from £70 / night

£450 / week

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from £70 / night

(5) Excellent 

15

Holiday chalet in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Child friendly, dog friendly, free parking, underfloor heating, seaview, amenities in walking distance, beach within walking distance, newly refurbished 2015 with new kitchen, bathroom and high spec fittings. Amazing seaside location. Free Wifi.<br />Dogs: well  …see more

from £95 / night

£567 - £1092 / week

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from £95 / night

(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

(4) Excellent 

18

East Cowes holiday home let

Isle of Wight / East Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
For those wanting to enjoy a waterside holiday on The Esplanade. with spectacular views of Cowes, the Solent, an assortment of shipping and wonderful sunsets. Sleeps 6 in 3 bedrooms<br />This Grade 2 listed 'Old Coastguard Boat House' is situated in a  …see more

from £135 / night

£400 - £750 / week

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from £135 / night

(6) Excellent 

63

Seaview holiday cottage rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Whatever your Isle of Wight holiday needs, from family stays to short breaks for couples, Seaview Holidays can accommodate them all.  …see more

from £88 / night

£379 - £799 / week

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from £88 / night

(15) Excellent 

24

Holiday home rental

Isle of Wight / Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
“A lovely family house in a great location would recommend” A lovely family house in great location near the town, pubs and of course the sea. The house was great for all in our party which included children, and was clean tidy and welcoming for us  …see more

from £200 / night

£900 - £2800 / week

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from £200 / night

(8) Excellent 

25

Holiday townhouse in Cowes

Cowes / West Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
a high standard 5 bedroom 4 bathroom townhouse, we also have 8 Fife Court next door for larger groups Holiday lettings no 5078117<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £130 / night

£650 - £4100 / week

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from £130 / night

(2) Excellent 

11

Holiday apartment in Cowes

Isle of Wight / Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Superb modern two bedroom apartment on the second floor of Marinus which is adjacent to Shepards Wharf marina. Relax on the balcony and enjoy the ever-changing scene across the harbour and Eastern Solent. 5 minutes walk from the centre of Cowes.  …see more

from £125 / night

£400 - £2200 / week

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from £125 / night

(8) Excellent 

22

Cowes holiday home rental

Cowes / West Cowes

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.18 km
  • Child friendly
“Christmas in Cowes” Great house. We were a group of 9 adults and 5 children all 2 and under. This house was the perfect place to spend christmas, plenty of room and a great kitchen with everything you need including a stocked pantry, which is always h  …see more

from £295 / night

£2065 / week

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from £295 / night

(3) Excellent 

13

Caravan/mobile home rental in Bembridge with shared pool

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A home from home” A lovely homely place to stay, comfortable clean everything you need for the perfect getaway, incredibly well presented in a lovely location, will be back again for sure.  …see more

from £45 / night

£315 / week

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from £45 / night

24

Newchurch holiday cottage rental

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Characterful cottage on the Garlic Farm on the Isle of Wight. Perfectly placed for walking, cycling and family holidays. Guests enjoy a 10% discount in our renowned restaurant, use of tennis court and football pitch. 10 minutes from the beach by car.<br />Peacocks  …see more

from £175 / night

£825 - £1925 / week

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from £175 / night

(11) Excellent 

23

Holiday chalet in Ventnor

Isle of Wight / Ventnor

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 4 km
“Exactly as it says Great Escape” Had a fantastic week at the Great Escape. Lovely and clean with everything needed for a comfortable stay. Beautiful Island would recommend to anyone who  …see more

from £40 / night

£240 / week

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from £40 / night

34

Ventnor holiday home rental

Ventnor / Niton, Isle of Wight

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
This fine property is in the peaceful village of Niton, 10 miles from Ventnor, with spectacular views over the island's coastline. Set within an AONB, it offers wonderful coastal and cliff-top walks, horse riding, cycling and wind surfing.  …see more

from £147 / night

£1027 - £1933 / week

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from £147 / night

(1) Excellent 

19

Holiday home in Shanklin

Isle of Wight / Shanklin

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Great location for exploring the Island, peacefull with lovely views, countryside from the rear and sea glimpses from the front of the house. Lovely walks into Shanklin Town via the railway track or through the farm, plus America Woods seconds away.<br />Balconies  …see more

from £350 / night

£1750 - £2500 / week

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from £350 / night

15

Holiday home in Cowes

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly
Our charming Georgian Cottage in the heart of the Old Town in Cowes ony minutes from the Waterfront is now available to rent. Accommodates six people very comfortably, with private parking behind gates and enclosed garden with Bbq area. Kitchen with dining table and sta  …see more

from £200 / night

£1400 - £2500 / week

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from £200 / night

(1) Excellent 

7

Holiday home in Seaview

Isle of Wight / Seaview

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Montrose is a carefully renovated detached family home. Within the village of Seaview close to the local restaurants and shops and a short walk to the beach and Yacht club. With lots of the character retained it has the modern facilities for all the generations of the  …see more

from £140 / night

£1000 - £1750 / week

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from £140 / 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
“Perfect - Fresh and light an enjoyable holiday” Excellent location, with stunning views. Apartment well looked after, clean and tidy. A delightful holiday with all the necessary facilities. 5 Minute walk to the seaside. 5 Stars  …see more

from £80 / night

£400 - £675 / week

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from £80 / night

(10) Very Good 

27

Holiday cottage letting

Isle of Wight / Bembridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Whether you are looking for a family beach holiday where you can forget the car and just chill in the garden or rock pool at the beach, or plan a walking, or cycling holiday exploring the island, Drayton Cottage is an ideal base - safe, secure and warm with free wifi.  …see more

from £100 / night

£325 - £800 / week

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from £100 / night

(21) Excellent 

18

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Comfy, central and clean.” Stayed only for 3 nights but would have loved to of stayed longer. Lovely light comfortable flat. A little bit of noise at night but I guess that is to be expected when you stay in any central location. Will come back aga  …see more

from £90 / night

£1260 / week

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from £90 / night

(9) Excellent 

20

Holiday home with golf nearby in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely sailing themed house in great location” Stylish decor, very comfy bedrooms and all the domestic equipment that was needed was there along with some nice Jazz CDs! Good location with teenagers as able to walk into main street of Cowes within  …see more

from £100 / night

£700 / week

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from £100 / night

(19) Very Good 

24

Holiday home in Shanklin

Shanklin / Old Village

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Fab house, fab location - fab time had by all!!!” A family group of mixed ages from 26 to 80 years old, spent a week at Rush House. The house is very nice - spacious and well decorated & furnished. The gym and hot tub were well received. The black lea  …see more

from £800 / night

£2200 - £3800 / week

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from £800 / night

(38) Excellent 

26

Holiday home in Brighstone

Isle of Wight / Brighstone

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Lovely spacious house” Had a very nice stay in the Mill house. We all found it relaxing with lots of children. Location of the house was good for travelling around Isle of Wight. I would recommend the rental.  …see more

from £289 / night

£2026 - £3585 / week

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from £289 / night

(1) Very Good 

18

Bembridge holiday home rental

Bembridge / Bembridge Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Beach, Bembridge, 3 bedrooms,  …see more

from £115 / night

£500 - £1190 / week

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from £115 / night

8

Holiday apartment in Shanklin

Isle of Wight / Shanklin

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Lyon Court is a beautiful country house in a lovely countryside setting, tastefully converted into 5 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. Flat 1  …see more

from £170 / night

£675 / week

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from £170 / night

(1) Excellent 

11

Shanklin holiday apartment rental

Isle of Wight / Shanklin

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“Amazing Apartment” We stayed at this "apartment" without realising that it was actually larger in size than our 3 bedroom house! Obviously the owners have furnished it to their personal standards, and just about everything we needed was there ( inclu  …see more

from £122 / night

£850 - £1250 / week

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from £122 / night

(11) Excellent 

25

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
“Beautiful cottage in a superb location” As a long established visitor to the island it is always a surprise to find a new gem. This cottage is fantastic in every way; clean, beautifully furnished, exceptionally well equipped including a hot tub! The h  …see more

from £90 / night

£320 - £540 / week

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from £90 / night

(2) Excellent 

8

Holiday caravan/mobile home in St Helens

Isle of Wight / St Helens

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
Privately owned static caravan on St Helens Holiday Park. Comfortable accommodation sleeps 6/8 people. 3 bedrooms (1 double bedroom, 2 twin bedrooms plus double pull out bed in lounge. Fully equipped with central heating, double glazing, electric shower, Freeview TV. Th  …see more

from £59 / night

£413 / week

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from £59 / night

(2) Excellent 

20

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Private garden
This beautifully presented and comfortable one bedroom first floor apartment is set in a peaceful and quiet location in the grounds of an Edwardian house in the coastal resort of Shanklin. It is attached to the owners house, but cleverly arranged for maximum privacy as  …see more

from £57 / night

£395 - £600 / week

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from £57 / night