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Isle of Wight

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278 Holiday homes

(13) Very Good 

8

Shanklin holiday apartment accommodation

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Contemporary and comfortable” A modern, spotless apartment on ground floor, close to the town and the beach. A huge, comfortable bed and small, but well equipped, kitchen. Would definitely stay here again.  …see more

from £70 / night

£345 - £880 / week

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from £70 / night

(4) Excellent 

24

Holiday chalet letting

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Lovely place to stay” We stayed here over Easter and the weather was rather cold but this chalet was really cosy. The view is amazing and the pictures don't do it justice, I loved sitting eating and looking at the ferries that go by. The little garden  …see more

from £91 / night

£368 - £696 / week

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from £91 / night

(8) Excellent 

58

Holiday chalet in Freshwater

Isle of Wight / Freshwater

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Comfortable, Affordable and Amazing Location” My partner and myself wanted to take our 3 young children aged 3, 6 and 9 on a week's break somewhere during half term and decided on the Isle of Wight. After looking at various accommodation options we bo  …see more

from £36 / night

£250 - £450 / week

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from £36 / night

(9) Very Good 

13

Holiday chalet in Yaverland

Sandown / Yaverland

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Completely renovated chalet with new fitted kitchen and bathroom 32" flat screen television with rotating arm to enable you to watch TV outside chalet. Beautifully decorated giving a modern home from home styling. Sofa bed to cater for an extra person not two adults as  …see more

from £100 / night

£485 / week

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from £100 / 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. Hoists and hot tub hire available on request. Amazing welcome pack  …see more

Pricing unknown

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Pricing unknown

(11) Very Good 

17

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Wonderful time,had by all” Great place to stay suitable for all ages, Recently been refurbished lovely. Friendly owners that make you very welcome. Very private area to enjoy the wildlife and relax during our stay. Very presentable with just a very sh  …see more

from £45 / night

£210 - £445 / week

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from £45 / night

(10) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
7 day holidays in the summer - shorter breaks available out of season.  …see more

from £72 / night

£500 - £1200 / week

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from £72 / 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

(5) Excellent 

15

Holiday home in Ryde

Isle of Wight / Ryde

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
'Coast View' Cottage is an Old Coastguard Cottage circa 1830 with exposed floorboards. The cottage is light and bright, comfortably furnished with a king sized bedroom, a bedroom with two single beds and a bedroom with child sized bunk beds. All linen and towels are pr  …see more

from £80 / night

£550 - £850 / week

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from £80 / night

(23) Very Good 

24

Home rental in Ventnor with golf nearby

Ventnor / Ventnor Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
“Excellent accommodation” Beautiful family home which caters for all needs. Parking is difficult however with limited spaces available on a busy main road.  …see more

from £75 / night

£395 - £675 / week

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from £75 / night

(12) Excellent 

28

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
“High quality, beautifully appointed holiday barn in a peaceful location.” The barn is in great location which leaves you close to any of the islands attractions or towns. It is beautifully appointed throughout with the bonus of a hot tub in the shared  …see more

from £130 / night

£580 - £1495 / week

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from £130 / night

(1) Excellent 

22

Holiday caravan/mobile home in Bembridge

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
“Amazing destination and accommodation - why would you go anywhere else?” I really don't want to tell everyone just how perfect this van is, or how breathtakingly beautiful the area is. I don't want to let on how amazing it feels to wander straight o  …see more

from £50 / night

£300 - £550 / week

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from £50 / night

(5) Excellent 

14

Villa rental in Ventnor

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly
“Holiday Villa with perfect view.” Had brilliant long weekend, the holiday villa was very clean with everything you needed, situated in an area with a brilliant view. The only down fall was the steep climb up to the top of the road and no parking right  …see more

from £97 / night

£388 - £821 / week

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from £97 / night

(8) Excellent 

39

Holiday cottage in Seaview

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
"The perfect self-catering holidays in Seaview on the Isle of Wight" Seaview Holidays offer luxury self-catering accommodation in a stunning, secluded location overlooking the beautiful Hersey Nature Reserve on the Isle of Wight..... We offer 2, 3 and 4 bedroom holida  …see more

from £135 / night

£579 - £1499 / week

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from £135 / 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 bedroomsThis Grade 2 listed 'Old Coastguard Boat House' is situated in a conservation  …see more

from £135 / night

£400 - £750 / week

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from £135 / 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

(13) Excellent 

17

Apartment letting in Bembridge

Bembridge / St Helens, Bembridge

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Such a lovely place to spend a week... or longer!” My girlfriend and I spent a week here during Wimbledon week and were blown away by how lovely the apartment and St Helen's was. Everything about the place was better than we could have dreamed of - th  …see more

from £45 / night

£199 - £399 / week

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from £45 / night

22

Holiday cottage in Newchurch

Sandown / Newchurch

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Tennis court, football pitch, table tennis - Discounted ferry crossings available  …see more

from £120 / night

£575 - £1275 / week

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from £120 / night

19

Holiday home rental

Isle of Wight / Totland Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly
Situated in a quiet little close, this modern family home is located on the western coastline of the Isle of Wight. The popular beaches at Totland Bay & Colwell Bay are close-by, both being only around a ten minute walk away - the 'Waterfront' pub/restaurant, which over  …see more

from £64 / night

£450 - £1100 / week

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from £64 / 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

£2500 - £3500 / week

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from £295 / night

(18) Excellent 

16

Holiday home in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“The perfect base for our stay!” This was our third stay in West Cowes, having rented the 'old' Crew's Nest from Clive & Philippa twice before. The new house backs right onto the old one and was only a matter of a couple of minutes extra walk from the  …see more

from £150 / night

£550 - £3500 / week

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from £150 / night

(13) Excellent 

14

Niton holiday cottage rental

Isle of Wight / Niton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • 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 £105 / night

£575 - £1370 / week

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from £105 / night

(8) Excellent 

32

Holiday apartment in Cowes

Cowes / West Cowes

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Great location, great experience!” We had a great stay in Chris' apartment right next to Cowes. It was large enough for three of us (2 adults and 1 child) and had a lovely spacious kitchen/living/dining with all the facilities. Chris was great to de  …see more

from £150 / night

£426 - £560 / week

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from £150 / night

(20) Excellent 

18

Holiday log cabin in Woodside Beach

Isle of Wight / Woodside Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A very friendly welcome and good base for exploring the island” I chose the chalet as a long weekend to take my Mum and her dog away for a few days. The hosts were very friendly and helpful both during the booking process and while we were there. The  …see more

from £60 / night

£260 - £570 / week

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from £60 / night

(8) Excellent 

14

Brighstone Bay holiday caravan/mobile home rental

Brighstone / Brighstone Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Fantastic setting friendly staff, perfect for young family” Lovely little farm setting only a walk away from the pretty bay. The children loved getting up in the morning and feeding the goats, chickens, ducks etc and then watching all of the animals  …see more

from £59 / night

£355 / week

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from £59 / 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

(4) Excellent 

14

Merstone holiday cottage rental

Isle of Wight / Merstone

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
“Lovely getaway accomadation” The Barn, Alma Cottage in Merstone was wonderful place to stay, set in a rural location with countryside views, and only a short drive away to the shops and beach. It is a very central location so for day trips out, everyt  …see more

from £120 / night

£750 / week

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from £120 / 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
“All 14 of us said we wanted to come back...” Rented Orchard Lee and Tudor Lee for my sister's hen party, and really could not have asked for more. There was ample space for 10 in Orchard Lee and 4 in Tudor Lee. Both of them were very clean and tidy. O  …see more

from £90 / night

£600 - £1950 / week

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from £90 / night

(6) Excellent 

19

Holiday home with golf nearby in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Child friendly
This is a luxury new 2 bedroom 1 ensuite house aimed at the 5 star market. The Jetty has much class, with the usual modern amenities. Positioned in the area of Station Avenue within a few minutes walk to sandy beaches and many restaurants. Large 50 inch tv  …see more

from £130 / night

£575 - £1100 / week

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from £130 / night

(4) Very Good 

21

Shanklin holiday apartment rental

Isle of Wight / Shanklin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 km
  • Ask owner if suitable for children
The Apartment is centrally positioned within easy Walking distance of all amenities, sea, shops, restaurants, etc, but also in a quiet area. It is tastefully modernised to provide a very good standard of comfort and service, but keeping its Victorian character where pos  …see more

from £33 / night

£195 - £430 / week

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from £33 / night

(3) Excellent 

23

Apartment letting in Wroxall

Isle of Wight / Wroxall

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
“A very relaxing place to stay” We have stayed at Lake View twice. The property is very comfortable with good beds and plenty of room to relax. It has a well appointed kitchen with built in appliances. We love all the farm animals especially the llamas  …see more

from £150 / night

£900 / week

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from £150 / night

(7) Excellent 

20

Holiday cottage rental

Freshwater / Moons Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
Sunbeam Cottage is a bright and sunny home in a beautiful rural location. Set on a leafy lane at the foot of Tennyson Down in an AONB with wonderful views, it is pet friendly, excellent for walking and cycling with lovely beaches and a pub with good food close by.  …see more

from £36 / night

£250 - £720 / week

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from £36 / 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

£310 - £540 / week

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from £90 / night

(38) Excellent 

16

Ventnor holiday apartment let

Ventnor / St Lawrence, Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“great location, great welcome” lovely house. amazing garden with all facilities. we received a great welcome. really enjoyed the holiday.  …see more

from £50 / night

£225 - £820 / week

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from £50 / night

(7) Very Good 

17

Holiday home with golf nearby in Sandown

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Well located, comfortable and well appointed” Comfortable and well appointed house just a few minutes walk from the beach. Our 3 dogs were welcomed and the house had plenty of space for 4 adults and 3 dogs. Having 2 bathrooms and a separate toilet was  …see more

from £125 / night

£575 - £1100 / week

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from £125 / night

(21) 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
“Great house - awesome view” Group of four chaps just spent four nights at Waters Edge, as a base for a walking short-break. Great house - exactly as described, really lovely. View over the Solent from the balcony constantly changes with the weather  …see more

from £114 / night

£800 - £1800 / week

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from £114 / night

(39) Excellent 

32

Holiday cottage rental

Isle of Wight / Shanklin

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“This is a Gem and ticks all the boxes!” This is an immaculately clean establishment offering the choice of both B&B and self catering. It is in a great position just a few minutes walk to the beach in one direction and the town in the other. It is in  …see more

from £65 / night

£450 - £695 / week

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from £65 / night

22

Holiday home in Seaview

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
5* GOLD AWARD luxury 4-bed holiday home with direct access to the much sought after Seagrove Bay beach. Sleeps 8. 42" SKY+ in lounge and SKY in Study and Master Bedroom. Huge open plan ground floor opening onto terrace and garden stretching down to the sea.  …see more

from £347 / night

£1490 - £4650 / week

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from £347 / 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
“New Years Eve” Excellent apartment with good 4 star hotel standards very close to the beach only 5 minutes walk ...  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(1) Excellent 

6

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!A short drive takes you to the nearby beaches of Shanklin, Ventnor or Sandown.  …see more

from £135 / night

£750 - £850 / week

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from £135 / night