Cycling holiday villas and apartments Isle of Wight

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Isle of Wight

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304 Holiday homes

Filters applied: Cycling holidays (304)

(1) Very Good 

24

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
(Preferential ferry prices for our guests: please ask for details) Our three Salterns Beach Chalets in this small development have been modernised to Premier standard to provide the most comfortable accommodation for your seaside holiday. They are superbly situated wit  …see more

from £45 / night

£249 - £715 / week

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from £45 / 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

(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

£450 / week

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from £115 / 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

(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

(14) Excellent 

22

Ventnor holiday apartment rental

Ventnor / Ventnor Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Private garden
“Lovely Apartment” Stayed at Clarence House some years ago and now under new management the apartments have been very tastefully refurbished. We stayed in Osborne Apartment with one bedroom. Very comfortable and amazingly quiet considering all the othe  …see more

from £82 / night

£398 - £549 / week

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from £82 / 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

(4) Excellent 

16

Holiday townhouse rental

Isle of Wight / Cowes

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary
“This place is so great we have been back again!” I have stayed here twice with extended family. The house is spacious and comfortable with great style. The property is located in a great spot with easy walking access to Cowes, a variety of shops, pubs  …see more

from £235 / night

£795 - £4600 / week

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from £235 / night

(9) Excellent 

21

Shanklin holiday studio rental

Isle of Wight / Shanklin

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary
“Excellent” very comfortable room, very clean, and all you need for a great stay. thank you. will stay again. Location perfect.  …see more

from £45 / night

£230 - £585 / week

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from £45 / 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

(7) Excellent 

20

Holiday apartment in Cowes

Isle of Wight / Cowes

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 km
  • Suitable for children age 5+
  • Car not necessary
“Great Location and Facilities” This modern and luxurious fully equipped apartment was ideal for our stay with our 87 year old Mother, 5 mins walk from centre of Cowes, with a balcony overlooking the Harbour and a designated on site parking space. Ca  …see more

from £100 / night

£370 - £2300 / week

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from £100 / 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.Part of the Cowes Holiday Homes portfolio where quality matters  …see more

from £120 / night

£475 - £1300 / week

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from £120 / 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

(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.A ro  …see more

from £36 / night

£250 - £480 / week

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from £36 / night

(6) Excellent 

12

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Wight Holiday Cottages Wight self catering Country cottage Private and peacefulThe Cote is available for 1 week rentals during peak season (and short breaks during the rest of the year).  …see more

from £58 / night

£400 - £1100 / week

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from £58 / night

(7) Excellent 

17

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 in every way!” We knew as soon as we arrived we had made an excellent choice, the views from the bungalow were fabulous, the garden was amazing and we have never felt so comfortable and at home. The bungalow is very spacious, well set out, hug  …see more

from £85 / night

£450 - £3250 / week

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from £85 / 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

(9) Average 

9

Holiday bungalow with shared pool in Gurnard

Isle of Wight / Gurnard

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Brillant” We visited gurnard pines for a weeks holiday,such a lovely week fantastic weather. Appartment/chalet was clean, had everything we needed especially for having children which was great! There is a huge bit of green for kids to play out on, be  …see more

from £60 / night

£420 / week

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from £60 / night

(9) Excellent 

15

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 

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

(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

£800 - £1800 / week

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from £150 / night

(12) Excellent 

24

Holiday home in Yarmouth

Isle of Wight / Yarmouth

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Lovely cottage in peaceful location” Beautiful cottage with all that you need for a relaxing holiday.Perfect for adults and children alike. Bedroom is pretty and spacious.  …see more

from £85 / night

£350 - £600 / week

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from £85 / 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

12

Caravan/mobile home rental in Cowes

Isle of Wight / Cowes

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Caravan to let We offer a book now pay later & you can also pay in instalments *£50 secures your bookin  …see more

from £100 / night

£475 / week

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from £100 / night

(6) Very Good 

16

Brighstone Bay holiday cottage rental

Brighstone / Brighstone Bay

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 / week

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from £89 / 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 £90 / night

£365 - £765 / week

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from £90 / night

(24) Excellent 

28

Holiday bungalow with golf nearby in Sandown

Isle of Wight / Sandown

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Perfect in every way” I stay in the bungalow with four generations of my family and all were more than just accommodated , what the bungalow didn't have you would never need. From the moment we arrived I felt at home inside was spotlessly clean with f  …see more

from £74 / night

£370 - £1010 / week

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from £74 / 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

(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

21

Cottage rental in Newchurch

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Barn Cottage is an attractive barn conversion on one level looking onto a paddock with its own entrance, garden and barbecue area. Located on the Garlic Farm on the Isle of Wight where we have our renowned onsite restaurant and farm shop where guests can enjoy discounts  …see more

from £80 / night

£480 - £830 / week

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from £80 / night

(20) 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
“Lovely place and situation” We thoroughly enjoyed our stay. The place was spacey, nicely decorated, clean and comfortable. Lovely views of the sea. Nice to use hot tub on open balcony area. Nearby tea rooms and pubs - particularly liked the Crab Inn -  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(2) Very Good 

9

Holiday villa in Ventnor

Ventnor / Ventnor Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Child friendly
Villa Lavinia is part of the award winning Hambrough Group. With five double rooms, three bathrooms, utility room, large kitchen lounge also a newly landscaped garden with full sea views from Alexandra Gardens. Retaining much of its original Victorian charm.Shorter stay  …see more

from £300 / night

£900 - £2275 / week

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from £300 / 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!Weekend Nights are Friday, Saturday and Sunday. Weekday Nights are Monday, Tuesday, Wednesday and Thursday  …see more

from £39 / night

£156 - £715 / week

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from £39 / night

19

Sandown holiday apartment let

Isle of Wight / Sandown

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • 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 ferryCheck i  …see more

from £57 / night

£285 - £380 / week

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from £57 / 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 is a  …see more

from £170 / night

£675 / week

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from £170 / night

(5) Excellent 

20

Cottage rental in Whitwell

Isle of Wight / Whitwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“A wonderful holiday in a beautiful cottage” We had a fantastic week at Maytime Cottage this August. The cottage was clean and fresh when we arrived and it is airy and spacious with loads of character. It made you feel right at home. There was good inf  …see more

from £105 / night

£420 - £890 / week

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from £105 / 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.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

(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 togatherThis is a WHOLE PROPERTY L  …see more

from £450 / night

£1800 - £5525 / week

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from £450 / 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

£545 - £3900 / week

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from £115 / night