Walking holiday villas and apartments Isle of Wight

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Isle of Wight

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397 Holiday homes

Filters applied: Walking holidays

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

(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 

23

Sandown holiday apartment rental

Isle of Wight / Sandown

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Clean and well presented apartment” We stayed for three nights in October and couldn't fault it. The apartment was very clean and to a high standard. We found it was a very good base for travelling round the Island, I would definitely stay there again  …see more

from £35 / night

£200 - £380 / week

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from £35 / night

(8) Excellent 

10

Cottage rental in Whippingham

Isle of Wight / Whippingham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 10 km
  • Child friendly
  • Private garden
Self-catering countryside cottage, equipped to a high standard, with excellent views across fields. Located along a private lane, very secluded - the base for great holidays on the Isle of Wight - great for chilling out!! Ideal for couple & families seeking relaxati  …see more

from £49 / night

£340 - £625 / week

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from £49 / night

(15) Very Good 

22

Cottage rental in Whippingham with golf nearby

Isle of Wight / Whippingham

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Fantastic family holiday!” Stayed for a week and had the most amazing time, couldn't ask for better accommodation and attention to detail. Shelley and Paul were friendly and helpful and nothing was too much trouble. The swimming pool was the highlig  …see more

from £125 / night

£795 - £1500 / week

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from £125 / night

(8) Excellent 

13

Holiday apartment in Cowes

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This lovely 2nd floor apartment in the high standard Marinus apartments has wonderful views across Shepards Marina and the Solent. The property can be accessed via a private lift or stairs. The 2 bedroom apartment is beautifully furnished to a very high standard. Withi  …see more

from £90 / night

£400 - £2300 / week

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from £90 / 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

(7) Excellent 

22

Holiday cottage in Brighstone

Isle of Wight / Brighstone

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Brighstone has a church, pub, restaurant, doctor's surgery, newsagent, grocery shop (including Post Office),  …see more

from £99 / night

£335 - £785 / week

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from £99 / night

(3) Excellent 

15

Apartment rental in Shanklin

Shanklin / Old Village

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
“Superb” A very clean and comfortable apartment and beautiful gardens. Pam is a very nice and welcoming lady and nothing is too much trouble if you need anything. Will definitely be booking to go back next year at some point.  …see more

from £57 / night

£395 - £600 / week

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from £57 / 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

£350 - £800 / week

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from £100 / night

(11) Very Good 

14

Holiday chalet with golf nearby in Yaverland

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Excelent place to stay, exactly as described” We stayed for 3 nights and enjoyed our holiday very much. The house was very clean and tidy, The beach is just 5 minutes walking distance, shops and supermarket are also located nearby, Very nice and quite  …see more

from £55 / night

£259 - £520 / week

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from £55 / night

(39) Excellent 

10

Holiday bungalow in Gurnard

Isle of Wight / Gurnard

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Lovely house, great location, would stay again” Just back from 5 nights in Seawinds. The house is lovely, modern, well equipped and we all loved it. A really nice back garden, perfect for BBQ and kids playing, all enclosed so no worries about them bei  …see more

from £105 / night

£515 - £1300 / week

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from £105 / night

(10) Excellent 

14

Whitwell holiday cottage rental

Whitwell / Nettlecombe

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
These delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens its just a short walk to the village pub & rural life..<br />W  …see more

from £90 / night

£340 - £900 / week

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from £90 / night

(12) Excellent 

16

Yarmouth holiday villa rental

Isle of Wight / Yarmouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Amazing - everything you could want and more ......” A fab property minutes from Yarmouth and the ferry terminal, but tucked away in the haven called Fort Victoria Country Park. Woodland Cottage is great - big enough not to feel on top of each other b  …see more

from £145 / night

£795 - £2240 / week

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from £145 / night

(31) Excellent 

22

Holiday home in Yarmouth

Isle of Wight / Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“Ideal location to visit the Illlsle of Wight” This house provides very comfortable accommodation for a party of 10. It is ideal for visiting attractions on the island. It is situated in the quiet village of Newbridge and is adjacent to a campsite whic  …see more

from £200 / night

£850 - £1775 / week

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from £200 / night

(6) Excellent 

21

Holiday bungalow rental

Freshwater / Freshwater Bay

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Robinhill holiday bungalow is situated in the West which is a beautiful part of the island. The bungalow is in a very quiet and relaxing location, sandy Colwell Bay beach is within a few minutes walk. Walking and cycling holidays can be enjoyed any time of the year.<  …see more

from £36 / night

£250 - £480 / week

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from £36 / night

(2) Average 

30

Home rental in Nettlestone with golf nearby

Isle of Wight / Nettlestone

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Fabulous accommodation for enjoying this lovely Island” Our party of 8 adults and 2 children had a fabulous stay at Nettlestone House; very spacious and very well presented and equipped. And the lovely garden was a bonus for both playtime and the BBQ.  …see more

from £199 / night

£995 - £1995 / week

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from £199 / night

(2) Very Good 

11

Cowes holiday caravan/mobile home rental

Isle of Wight / Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Fantastic holiday” We had a wonderful stay at thorness bay, well situated to get around the island with good facilities on site. We will be coming back again next year!  …see more

from £50 / night

£300 - £450 / week

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from £50 / night

(3) Excellent 

14

Cowes holiday home rental

Cowes / West Cowes

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“An excellent house for a family Christmas, and a great location for summer visitors.” Twelve of us spent our family Christmas in Alban house and it was perfect. The house is lovely, great location, spotlessly clean, warm and comfortable. Carol could  …see more

from £800 / night

£2500 - £3500 / week

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from £800 / night

(4) Excellent 

21

Holiday chalet in Wootton Bridge

Isle of Wight / Wootton Bridge

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
A unique self catering holiday in an old train ! Great for exploring the Island or just relaxing around the house watching the wildlife and the tide.Comfortable all year round and close to amenities. Off peak short lets available, please contact for more details! The pr  …see more

from £130 / night

£910 / week

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from £130 / night

(14) Very Good 

23

Holiday apartment in Cowes

Cowes / West Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly
Light and airy modern penthouse apartment with fantastic sea views (best in Cowes) towards Calshot Spit and the Central Solent. Close enough to the water to hear boats tack! Yards from the Royal Yacht Squadron, five minute walk along the sea front to the high street and  …see more

from £55 / night

£330 - £1525 / week

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from £55 / night

(5) Excellent 

13

Gurnard holiday cottage rental

Isle of Wight / Gurnard

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
All bookings come with 15% discount of Red Funnel ferries.free Courtesy bus for sailing events or those coming on foot. Parking for 3 cars.<br />Part of the Cowes Holiday Homes portfolio where quality matters  …see more

from £120 / night

£500 - £1300 / week

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from £120 / night

(12) Excellent 

18

Holiday cottage rental

Cowes / West Cowes

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.08 km
  • Child friendly
“Truly a home from home” A wonderful break. Carlton Cottage is beautifully decorated, perfectly located. High attention to detail with everything thought about to make a memorable stay. With much thanks we hope to return soon.  …see more

from £180 / night

£760 - £2600 / week

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from £180 / night

(9) Very Good 

12

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Mr” This was everything promised and more a lovely holiday and great value for money clean and a nice location the road on the way in was a little bumpy but that is just being picky lots of piece and quite with a lovely view  …see more

from £33 / night

£233 - £555 / week

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from £33 / night

(3) Very Good 

8

Holiday cottage in Cowes

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
Fantastic 3 bedroom cottage (sleeps 8) in the heart of Cowes, minutes from the marina, shops, restaurants, bars and high speed ferry. Great for families or groups of friends. Please ask about RedFunnel ferry bookings. No pets or smokers please.  …see more

from £85 / night

£350 - £2000 / week

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from £85 / night

(9) Excellent 

24

Holiday manor house in Wroxall

Isle of Wight / Wroxall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Property is well equipped, free WiFi throughout, comprehensive selection of Wii/ board games and you can even borrow a dog to walk...There is safe secure bike storage, drying room for outdoor gear and bike wash down facilities. A warm welcome awaits you!<br />Cycl  …see more

from £280 / night

£1875 - £2750 / week

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from £280 / 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
“Beautiful views, lovely central accommodation” My daughter stayed here & recommended it. The chalet was ideal for 2 of us and we were able to take our dog. This was great & the small lawn was fenced in so he was able to spend most of the time outside(  …see more

from £50 / night

£320 - £530 / week

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from £50 / night

(3) Excellent 

14

Holiday apartment with golf nearby 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
Isle Of Wight 2 Bedroom Apartment in tranquil setting amongst the woods ideal for couples or families. Ideal location close to bike routes, public transport and ferries with some super walks.  …see more

from £70 / night

£560 - £700 / week

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from £70 / night

(23) Very Good 

19

Apartment letting 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
Millers Rock is an attractive 2 bedroom character apartment in a privileged private road location offering panoramic seaviewsLight and airy and centrally located within 2 minutes of the beach, shops, cafes, restaurant and fishing harbour , this four star rated prope  …see more

from £80 / night

£375 - £794 / week

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from £80 / 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

(7) Very Good 

23

Holiday chalet in Ventnor

Ventnor / Niton Undercliff

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
“Well thought out accommodation in pretty surroundings” Stayed for two nights but wish it could have been longer. The chalet has everything you could need and nicely decorated too. There's a lot of info about the area with maps and things to do and you  …see more

from £45 / night

£280 - £405 / week

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from £45 / 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

(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 £53 / night

£370 - £720 / week

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from £53 / night

(6) Excellent 

30

Ventnor holiday home rental

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Highly recommended” Lovely, spotlessly clean accommodation situated in a quiet central location. We all enjoyed our stay at Plum Cottage and would definitely recommend..  …see more

from £110 / night

£600 - £1090 / week

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from £110 / 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
“Brill” Lovely, safe, quiet location. Cute little chalet, perfect for 2 people. All crockery/cooking stuff you need - although no oven which is a minor issue only especially if you're not staying for more than a week. Would stay here again if we were  …see more

from £40 / night

£240 / week

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from £40 / night

(13) Very Good 

17

Holiday home in Bonchurch

Isle of Wight / Bonchurch

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Charlton House is a beautiful home set in a private and tucked away location on the edge of the highly sought after and picturesque village of Bonchurch, adjacent to the very popular Victorian town of Ventnor. Bonchurch & Ventnor has had a fair bit of media attentio  …see more

from £250 / night

£1250 - £1995 / week

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from £250 / night

(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
“Generally 1st Rate, except .....” Wonderful situation, with easy access to both Shanklin village and the Sea Front Promenade. Generally well appointed with well laid out lounge having a beautiful sea view and a large double bed room with an extremely  …see more

from £70 / night

£345 - £880 / week

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from £70 / night

(25) Very Good 

18

Holiday caravan/mobile home in Cowes

Isle of Wight / Cowes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
SunnycottPeaceful, beautiful location, lovely caravan, 2 miles from Cowes. good pub within walking distance. Great place to explore the Isle of Wight from.<br />Sailing, horse riding and mountain bike hire are all available locally.  …see more

from £50 / night

£250 - £630 / week

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from £50 / night

(11) Very Good 

9

Home rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Greta location, clean, tidy house” The location of the house was fantastic. We could access the town so easily and supermarkets and fish and chip shop were literally around the corner. The house itself was great, very clean and a well equipped kitchen  …see more

from £90 / night

£450 - £1600 / week

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from £90 / 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

11

Caravan/mobile home rental in Bembridge

Isle of Wight / Bembridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Available for holiday hire, is our large 4 bedroom static caravan set in the stunning surroundings of Whitecliff Bay Holiday Park in Bembridge. The caravan is very spacious, with 4 separate bedrooms, an open plan living and dining area, shower room with toilet and also  …see more

from £50 / night

£525 - £800 / week

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from £50 / night