Cycling holiday villas and apartments Isle of Wight

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Isle of Wight

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352 Holiday homes

Filters applied: Cycling holidays (352)

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

(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

(1) Excellent 

10

Holiday home with golf nearby 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
Situated in the popular Beckford Road in central Cowes. Seconds walk from the High Street with it's large choice of pubs, restaurants and shops. Perfect family holiday home or regatta rental. Newly renovated/decorated (April 2011) and furnished with pretty garden.  …see more

from £125 / night

£605 - £4000 / week

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from £125 / 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
“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 £120 / night

£840 - £1800 / week

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from £120 / night

(8) Excellent 

14

Brighstone Bay holiday caravan/mobile home rental

Brighstone / Brighstone Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 £74 / night

£445 - £1200 / week

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from £74 / night

16

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

£1200 - £5200 / week

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from £250 / night

(2) Excellent 

8

Holiday barn in Shorwell

Isle of Wight / Shorwell

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask about pets
  • Private garden
For those bringing bikes, surf boards and the like, a barn is available for storage.These desirable cabins nestle in downland, above the peaceful village of Shorwell, only 2 miles from yhe south coast of the Island.<br />Footpaths alongside the cottage join the Is  …see more

from £70 / night

£450 / week

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from £70 / night

(30) Excellent 

32

Holiday apartment in Shanklin

Shanklin / Luccombe Village

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
Contemporary designed top floor flat with 2 bedroom 2 compact shower/wcs in a detached cliffside residence with parking on the edge of Shanklin, on a spectacular stretch of cliffs. 10 min walk down to the beach, secluded garden. Fully equipped open plan kitchen.<br  …see more

from £80 / night

£560 / week

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from £80 / 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
“Beautiful apartment” Beautiful apartment, very spacious and well located. We would use is again. The balcony and view of the Solent is excellent  …see more

from £175 / night

£875 - £3125 / week

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from £175 / night

(7) Excellent 

24

Bungalow rental in Yarmouth

Isle of Wight / Yarmouth

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
Large bungalow with peaceful country views near beaches. 2 downstairs bedrooms 2 ensuite upstairs bedrooms, for 3 generations or 2 families.Sunny private patio provides outdoors dining and relaxing area. Geothermal heating, excellent kitchen and bathrooms. PAYG WiFI<  …see more

from £120 / night

£500 - £1750 / week

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from £120 / night

(18) Very Good 

17

Holiday studio in Shanklin

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Good place, good price!” Nice studio apartment finished to high standard with well equipped kitchen, easy walking distance to shanklin, local pubs and restaurants. Be a bit cosy if there where four of you but great for two.  …see more

from £45 / night

£230 - £585 / week

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from £45 / night

(1) Excellent 

24

Holiday shepherds hut in Godshill

Isle of Wight / Godshill

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Car not necessary
Area of Outstanding Natural Beauty, picturesque Godshill, working livestock farm, 10 mins drive sandy beaches, private fishing lake, tranquil, comfortable,<br />Perfect for countryside lovers and those seeking seclusion & privacy.  …see more

from £100 / night

£700 / week

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from £100 / night

(7) Very Good 

24

Ryde holiday apartment rental

Ryde / Appley

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“A beautiful, well kept apartment in a great location” A really clean, comfortable, well equipped apartment (although a hairdryer would be a nice addition) in a fantastic location. Very near transport links, shops etc with a lovely sea view. I had a wo  …see more

from £100 / night

£395 - £765 / week

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from £100 / night

22

Ventnor holiday apartment rental

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets
This Victorian-era, top-floor penthouse apartment gives some of the most spectacular, panoramic sea views on the Isle of Wight.<br />All the facilities for children and babies of all ages - making this perfect for families  …see more

from £86 / night

£600 / week

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from £86 / night

(1) Excellent 

19

Holiday home in Cowes

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
The property is ideally base for those holidaying on the Island or for sailing crews who like quality accommodation & great for those coming to work on the island.<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as stan  …see more

from £105 / night

£440 - £3000 / week

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from £105 / 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

£225 - £399 / week

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from £45 / 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

4

Porchfield holiday cottage rental

Isle of Wight / Porchfield

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
A perfect base for those seeking a quiet get away and place to relax.  …see more

from £65 / night

£310 - £380 / week

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from £65 / 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

22

Holiday chalet rental

Isle of Wight / Seaview

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
For seaside holidays at their best!<br />Weekend Nights are Friday, Saturday and Sunday. Weekday Nights are Monday, Tuesday, Wednesday and Thursday  …see more

from £43 / night

£232 - £679 / week

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from £43 / 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

£575 - £975 / week

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from £75 / night

(1) Excellent 

12

Bonchurch holiday cottage rental

Isle of Wight / Bonchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden
Bonchurch has an air of peace and tranquility with its ancient churches, village pond and traditional cottages but it is also a working village. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …see more

from £87 / night

£350 - £600 / week

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from £87 / 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

(3) Excellent 

24

Holiday home in Bonchurch

Isle of Wight / Bonchurch

5 8 2 nights min

  • 5 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Private garden
“Absolutely fantastic” We stayed at Garden House during the October half term and thoroughly enjoyed it, a perfect home away from home. Well placed near Ventnor and Shanklin (our favourites on the Island), and near lots of amenities. The beds were the  …see more

from £115 / night

£805 / week

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from £115 / night

(9) Very Good 

24

Cowes holiday home rental

Cowes / West Cowes

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Great location - beautiful house” Just returned from a weekend stay at Halyard house. The location was perfect being right in the centre of Cowes, very near to the shops and easy to find from the Ferry. Bedrooms were cosy and comfortable. Although t  …see more

from £100 / night

£700 / week

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from £100 / night

(20) Very Good 

16

Holiday apartment in Ryde

Isle of Wight / Ryde

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
“Very Nice, Up-To-Date Interior & Excellent Communication” The hayloft was an excellent place to stay for the weakened, as was attending the Isle Of White music festival. Great location between the towns and country side (very peaceful in the morning).  …see more

from £60 / night

£370 / week

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from £60 / 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

(10) 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 £100 / night

£700 / week

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from £100 / night

(1) Excellent 

14

Townhouse rental in Cowes

Cowes / West Cowes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
A great house for sailing events, corporate & holiday accommodation  …see more

from £90 / night

£425 - £2050 / week

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from £90 / night

(4) Excellent 

27

Holiday cottage rental

Freshwater / Freshwater Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children
Rabbit's Bothie is in the conservation area at the heart of the Tennyson Mile at Freshwater Bay. Sheltered on both sides by the soaring white cliffs of the Tennyson Heritage Coast, the bay has smugglers' caves, dramatic rocks and a sandy beach at low tide.<  …see more

from £72 / night

£360 - £560 / week

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from £72 / night

(2) Excellent 

22

Cowes holiday townhouse rental

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
York street as also been a popular location for those coming for sailing events as its has a very short walking distant to the Marinas<br />This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £105 / night

£450 - £2900 / week

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from £105 / 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

(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

(2) Excellent 

9

Cowes holiday home rental

Cowes / West Cowes

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
“Amazing location” This is a great house in an amazing location. The house has everything you need for a comfortable stay and it is very clean. We were a group of 8 and had plenty of space. It is a 2 minute walk away from all the local shops including  …see more

from £115 / night

£550 - £3900 / week

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from £115 / 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

(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

(19) Excellent 

23

Home rental in Shanklin

Isle of Wight / Shanklin

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Excellent family accomadation, very well equipped,ideal open plan living.” We had a brilliant Holiday, the house is almost new and is AMAZING! It is ideally located for an easy walk to Town shops or the Seafront. Every thing you could possibly need f  …see more

from £150 / night

£750 - £1800 / week

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from £150 / night

(7) Excellent 

48

Holiday home rental

Isle of Wight / Shanklin

7 19 Min stay varies

  • 7 bedrooms
  • Sleeps 19
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
A stunning Art Deco House, in a magnificent cliff top location, providing splendour of a bygone age. Up to 7 bedrooms perfect accomodation for multi-generation get togethers, several family groups or simply friends wanting to get away togather<br />This is a WHOL  …see more

from £500 / night

£1800 - £5525 / week

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from £500 / night

19

Sandown holiday apartment let

Isle of Wight / Sandown

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children age 5+
Isle of Wight Self Catering Sandown Self Catering Accommodation Apartments Parking Beach Pier Town Cafes Restaurants Pubs Shops ideally located Train Station nearby Heights Leisure Centre nearby Guest Garden Children Welcome Dogs by arrangementsDiscount car ferry<br  …see more

from £60 / night

£295 - £500 / week

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from £60 / 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 - £824 / week

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from £80 / night

(2) Excellent 

8

Cowes holiday townhouse rental

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Private garden
Due to its location so near to town, this property would be well suited for those not bringing a car coming across on the Red Jet, for those with a car permits can be provided for on street parking.<br />This property is part of the Cowes Holiday Homes portfolio w  …see more

from £95 / night

£460 - £1800 / week

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from £95 / night