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Isle of Wight

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478 Holiday homes

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

(29) Excellent 

45

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Absolutely beautiful cottage to spend a holiday!” This cottage is a stunning place to have a holiday. It had a real home from home feel with everything in the cottage one would need. Harry the Golden Retriever enjoyed it too having so much space to  …see more

from £150 / night

£525 - £1345 / week

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from £150 / night

(11) Excellent 

20

Holiday cottage in Yarmouth

Yarmouth / Fort Victoria

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Wight Cottage is adjacent to Fort Victoria and close to the pretty harbour town of Yarmouth. The cottage has wonderful sea views from the master bedroom and from the living room, plus plenty of outside space for safe playing, barbequing with family/friends, or simply en  …see more

from £85 / night

£595 - £1245 / week

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from £85 / night

(12) Excellent 

19

Holiday cottage in Calbourne

Isle of Wight / Calbourne

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“Warm & welcoming with fabulous grounds” We stayed for one week and explored the island. It's a great spot to discover inland highlights like Robin Hill Country Park & the coast at Brook and Yarmouth. The cottage is really cosy with a twin room upsta  …see more

from £100 / night

£400 - £800 / week

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from £100 / night

(14) Excellent 

23

Holiday home in Ryde

Isle of Wight / Ryde

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“A quaint cottage in an idyllic location” This listed quirky former coast guards cottage is an ideal bolt hole for all. All rooms offer luxury 5 star accommodation, with all mod cons thrown in with the rental price. Its central location offers the  …see more

from £54 / night

£375 - £800 / week

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from £54 / night

(17) Excellent 

23

Seaview holiday home rental

Isle of Wight / Seaview

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“coastal seclusion” I stayed at Lebrel Lodge with friends for a winter weekend - I think there were about seven of us, mostly couples. It was extremely well appointed and immaculately clean. The weekend was a typical English winter one and so we someti  …see more

from £150 / night

£1045 - £1495 / week

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from £150 / 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

(30) Excellent 

33

Holiday cottage in Whitwell

Isle of Wight / Whitwell

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Lovely house, beautiful garden and surroundings, brilliantly equipped.” We stayed at Ferndale with our 2 year old and tiny baby. It's a challenging travelling with small children but arriving a Ferndale we breathed a huge sigh of relief as it was so  …see more

from £150 / night

£500 - £1400 / week

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from £150 / night

(11) Excellent 

16

Cowes holiday apartment let

Cowes / West Cowes

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
Welcome to our beautiful apartment! 30 Marinus is a luxury 5* apartment on the first floor of one of the finest developments in Cowes, overlooking Shepherds Wharf marina and only a few minute's walk from the Royal Yacht Squadron and other marinas. The High Street w  …see more

from £149 / night

£3000 / week

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from £149 / night

(5) Excellent 

20

Holiday apartment with golf nearby in Shanklin

Isle of Wight / Shanklin

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
Alexandra apartment is on the first floor, iKitchen, Lounge, Bathroom with shower over bath, 2 bedrooms, main bedroom with.standard double bed and and second bedroom with two 3ft single beds, Beach is about a 10 minute walk from the apartment.  …see more

from £39 / night

£235 - £550 / week

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from £39 / night

(29) Very Good 

21

Holiday cottage in Yarmouth

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“fabulous location” Within walking (coastal walk) distance of the lovely town of Yarmouth with its charming shops, pubs and restaurant the cottage is an ideal place to stay. Would definately recommend Saltys Restaurant and the one next to it overlookin  …see more

from £75 / night

£395 - £1245 / week

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from £75 / night

(17) Excellent 

24

Holiday cottage in Wootton Bridge

Isle of Wight / Wootton Bridge

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Lovely property” Had a great week at kipper cottage, cant wait to get back next year. Boat house was a real treat. House was clean and tidy. Lovely quite spot  …see more

from £135 / night

£695 - £1395 / week

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from £135 / night

(13) Excellent 

20

Holiday cottage in Bonchurch

Isle of Wight / Bonchurch

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“The stay is worth repeating” We had a cozy stay in this little cottage. As a couple very good. Bedroom was a bit cold, due to the gale blowing at night with freezing temperaturers and snow. We adviced the owners to make a second door outside to hang t  …see more

from £100 / night

£550 - £790 / week

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from £100 / night

(16) Excellent 

36

Holiday cottage rental

Isle of Wight / Bonchurch

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“A perfect choice” A delightful cottage, from which we hosted our daughter's wedding at East Dene. We couldn't have picked a better location, helped by superb weather, which enhanced this gem of a property even more.  …see more

from £90 / night

£450 - £1960 / week

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from £90 / night

(17) Excellent 

22

Holiday cottage in Ryde

Isle of Wight / Ryde

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Everything you could dream of in a cottage with a sea view” We were completely impressed by how well appointed the property was - it is truly a home from home, having literally everything you could possibly need. The enclosed courtyard was real peace  …see more

from £58 / night

£300 - £800 / week

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from £58 / night

(4) Very Good 

21

Holiday apartment in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“FABULOUS LOCATION” This was our second visit to Eliabeth House and we would hapily return there because the location is perfect, being close to both the sea and town centre. The views of the sea are brilliant. I spent most of my time there watching  …see more

from £50 / night

£350 - £795 / week

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from £50 / night

(16) Excellent 

24

Holiday cottage in Shanklin

Shanklin / Old Village

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
“Perfect in every way” I stayed at the Lodge with my 90 year old Aunt. She has some mobility problems so the search for accommodation was very specific. Our needs were met perfectly. She had no trouble moving around the house or getting to and from fr  …see more

from £52 / night

£360 - £700 / week

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from £52 / night

(7) Very Good 

35

Holiday cottage in Bonchurch

Isle of Wight / Bonchurch

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Details to be aware of” Stable Cottage is in a lovely location and is well presented, clean and modern but has a few surprising omissions such as a microwave, tumble dryer, iron and ironing board although some of these are available in a shared laundr  …see more

from £10 / night

£1090 - £1990 / week

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from £10 / night

(11) Very Good 

28

Whitwell holiday cottage rental

Isle of Wight / Whitwell

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Ask about pets
“We enjoyed the cottage and would return.” This was our third trip to the wonderful Isle of Wight. We enjoyed our weeks stay at the cottage and would recommend it. The cottage is like our own little holiday home, it's a bit like the owners have just  …see more

from £80 / night

£300 - £600 / week

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from £80 / night

(28) Excellent 

26

Holiday caravan/mobile home with shared pool in Thorness Bay

Cowes / Thorness Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“A charming experience” The Salisbury was a wonderful place to stay, it was well equipped with utensils, tea equipment and more. The living area was great with sky tv and a charming little electric fire place which gives the property great character.  …see more

from £65 / night

£375 - £865 / week

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from £65 / night

18

Cowes holiday home rental

Isle of Wight / Cowes

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Large Victorian property with Cowes Yacht Haven on the doorstep and a short stroll into the town centre. French country style furnishings, stripped original wooden floors, interesting features, and comfortable living space for 10 - or possibly 11. Accommodation comprise  …see more

from £225 / night

£850 - £4665 / week

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from £225 / night

(18) Excellent 

39

Holiday apartment in Shanklin

Shanklin / Old Village

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
“Excellent” Our stay here was perfect,the apartment is of a very high quality with everything one needs to make the stay comfortable. It's a lovely old house which has been converted into very stylish apartments.It has a lovely raised decking area whic  …see more

from £60 / night

£325 - £625 / week

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from £60 / night

(2) Excellent 

17

Home rental in Ventnor

Isle of Wight / Ventnor

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
Chelsea Cottage, with its fabulous view overlooking the English Channel, is extremely comfortable and well-equipped, and has been comprehensively renovated and redecorated to a high standard throughout. The lounge, front bedroom and patios face south east and command a  …see more

from £95 / night

£450 - £900 / week

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from £95 / night

(20) Very Good 

20

Yaverland holiday chalet rental

Sandown / Yaverland

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A great place to start and end each day” This little chalet was a great place to lay our heads at the end of each long day exploring the island. It very quickly became "home". It was much better equipped than I had expected, with lots of little extras  …see more

from £35 / night

£225 - £475 / week

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from £35 / night

(7) Excellent 

17

Cottage rental in Ventnor

Isle of Wight / Ventnor

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fabulous place to stay and really helpful owners!” Just returned from a two week stay at the delightful Valerian Cottage with my wife and daughters (aged 6 and 4). The cottage is beautifully presented and extremely comfortable - more like a proper hom  …see more

from £80 / night

£450 - £950 / week

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from £80 / night

(12) Excellent 

27

Apartment rental in Shanklin

Isle of Wight / Shanklin

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Perfect apartment, perfect location” My family loved staying at Seaside View. The apartment is lovely and perfect for a family of four. Mel is really friendly and helpful with the booking process, arranging ferry ticket and even providing useful stapl  …see more

from £75 / night

£380 - £600 / week

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from £75 / night

(4) Excellent 

20

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Wow! What a find!” I stayed in this bungalow for a week with my partner and our 11 year old daughter and it was nothing short of perfect! The location is stunning with a glorious beach only a stone's throw away where we spent every evening rock po  …see more

from £43 / night

£300 - £485 / week

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from £43 / night

(9) Excellent 

23

Freshwater holiday bungalow rental

Isle of Wight / Freshwater

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
only a few minutes away from the beach, stunning views, spectacular sunsets, family friendly environment with other families and children around, extensive well kept grounds, playground facilities, mini golf, homely, well maintained interior, unlimited free internet<  …see more

from £36 / night

£250 - £550 / week

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from £36 / night

(8) Excellent 

8

Holiday apartment in Wootton Bridge

Wootton Bridge / Fishbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
Modern, well-equipped, purpose-built apartment.Fantastic superking fourposter bed in main bedroom.Free broadband WiFi.Convenient for Ryde and NewportNear car ferry terminals at Fishbourne (1 mile) and East Cowes (3 miles)<br />Sleeps six without having to use a so  …see more

from £69 / night

£295 - £875 / week

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from £69 / night

(22) Excellent 

20

Holiday cottage in Freshwater

Freshwater / Moons Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Little Moon 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 - £780 / week

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from £36 / night

(11) Excellent 

23

Holiday apartment rental

Isle of Wight / Shanklin

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
Perfect location for FamiliesLess than 5 mins walk to beach, shops or railway stationNo need for carWi-Fi connectedFreeview Television and DVDPatio Area with seating, Alfresco Dining, views of the downsFantastic location for walkers, runners or cyclists<br />Great  …see more

from £85 / night

£550 - £875 / week

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from £85 / night

(25) Excellent 

15

Ryde holiday lodge rental

Isle of Wight / Ryde

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
Luxury Holiday accommodation sleeps 2 people fully equipped luxury Lodge in Ryde.  …see more

from £60 / night

£350 - £504 / week

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from £60 / night

(9) Excellent 

12

Holiday bungalow in Freshwater

Isle of Wight / Freshwater

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Lovely, cosy and comfortable” We had a wonderful stay at the bungalow, it was cosy and comfortable. It was in a lovely spot and it would be lovely to stay again. I would defiantly recommend it.  …see more

from £45 / night

£300 - £575 / week

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from £45 / night

(23) Excellent 

24

Ryde holiday apartment rental

Isle of Wight / Ryde

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
“Absolutely brilliant” We stayed here for a week at the end of June, the weather was poor but the apartment made up for it. the owners have thought of everything for comfort and convenience. The apartment is clean, comfortable and only 5 minute walk fr  …see more

from £54 / night

£375 - £695 / week

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from £54 / night

(13) Excellent 

22

St Helens holiday lodge rental

Isle of Wight / St Helens

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
“Fantastic stay!!” We (4 adults and one baby) stayed here for a week in february and thoroughly enjoyed every minute. The accommodation was brilliant. Everything you could need was there and the place was spotless. A definite home from home. Will g  …see more

from £65 / night

£395 - £1295 / week

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from £65 / night

(10) Excellent 

22

Shorwell holiday cottage rental

Isle of Wight / Shorwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Private garden
“By far the best self-catering cottage we have ever stayed at” Really enjoyed our short stay, the cottage exceeded all our expectations. Looking forward to returning for another, longer break soon.  …see more

from £99 / night

£345 - £965 / week

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from £99 / night

(22) Excellent 

14

Apartment rental in Shanklin

Shanklin / Old Village

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
“Highly recommend” A lovely apartment in a picturesque location. The owners have gone to great lengths to make this a memorable vacation experience.  …see more

from £85 / night

£400 - £750 / week

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from £85 / night

(16) Excellent 

13

Brighstone holiday cottage rental

Isle of Wight / Brighstone

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 2 km
  • Private garden
“Wonderful cottage for 2” The cottage is a wonderful place for a completely relaxing break. It was impeccably clean and very well equipped. Vanessa and Glyn were very welcoming and informative both about the cottage and local area. We were incredibl  …see more

from £63 / night

£315 - £585 / week

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from £63 / 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

(12) Excellent 

33

Holiday home with golf nearby in Seaview

Isle of Wight / Seaview

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Exceeded my expectations” Myself and my family,absolutely loved our time spent at the Lobsters Pot, it was terrific. We couldn't fault a thing, which is rare. My little Granddaughter loved the garden, and the horses in the field too. We would certain  …see more

from £85 / night

£595 - £999 / week

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from £85 / night

(5) Very Good 

11

Ventnor holiday apartment rental

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
Beach Home Ventnor is an ideal British holiday location sleeping up to 4 people in a tranquil setting. It offers spectacular, panoramic views of the beach at Ventnor Bay, the cliff tops and far out to sea. The beach can be reached within 1 minute from the end of the gar  …see more

from £72 / night

£500 - £925 / week

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from £72 / night