Walking holiday villas and apartments Isle of Wight

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441 Holiday homes

Filters applied: Walking holidays (441)

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

(16) Excellent 

1 / 30

1 The Dairy - Yarmouth cottage sleeps 4

Isle of Wight / Yarmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
This converted Dairy Cottage is the ultimate in relaxing, set in a quiet farm location in the beautiful West Wight countryside.The cottage has its own private garden and terrace area with secure parking, and benefits from a hot tub which is shared between 3 properties o  …see more

from £110 / night

£370 - £700 / week

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from £110 / night

(7) Excellent 

1 / 20

Sunbeam Cottage - Moons Hill cottage sleeps 4

Freshwater / Moons Hill

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 2 km; Child friendly ; Car advised;
Sunbeam Cottage sits on a leafy lane at the foot of Tennyson Down with woodland to the front and rolling countryside to the rear. The garden stretches out towards the wooded slopes of the down in an AONB. It's lovely to sit at the picnic bench in the top garden wit  …see more

from £40 / night

£280 / week

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from £40 / night

(6) Excellent 

1 / 23

Montagu Luxury Apartment - Shanklin apartment sleeps 8

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
This large 3 bedroom self catering apartment on the upper ground floor offers you spacious and luxurious accommodation for between 6 + 2 people and your own private outdoor 5 person hot tub.Your apartment consists of:Master Bedroom; With pillow top superking size double  …see more

from £155 / night

£775 - £1975 / week

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from £155 / night

(1) Excellent 

1 / 22

Isle of Wight Caravan Hire - Bembridge / Sandhills - Bembridge caravan/mobile home sleeps 6

Isle of Wight / Bembridge

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; No pets allowed;
A modern, light and open feel 6 berth caravan to let on Sandhills Holiday Park, Isle of Wight, situated just a 2 minute walk from the beach. The caravan has two bedrooms with the main bedroom having an en-suite toilet with wash basin. The main bathroom has a shower, b  …see more

from £50 / night

£300 - £550 / week

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from £50 / night

(7) Excellent 

1 / 23

Grange Farm,Wootton,Ryde,Isle of Wight P O 33 4R W - Wootton Bridge house sleeps 8

Isle of Wight / Wootton Bridge

5 8 7 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 4 km; Child friendly ;
Grange Farm House visit Britain 4 star and highly reccommened has very spacious accommodation and of a high standard throughout with tasteful furnishings. This is a beautiful peaceful property ,Red squirrels and many wild birds can be seen reguarly in the lovely surroun  …see more

from £161 / night

£1125 - £1225 / week

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from £161 / night

(2) Excellent 

1 / 12

The Granary at Kemphill Farm - Ryde barn sleeps 10

Isle of Wight / Ryde

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
This stunning 5 Star, Gold Award holiday accommodation is an original 18th Century barn where grain was threshed by hand. The large opposing doors, which created a wind tunnel to blow away chaff, are now panoramic windows on either side of the open-plan sitting room.Th  …see more

from £210 / night

£900 - £1750 / week

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from £210 / night

(1) Very Good 

1 / 11

3 Fairhaven - Bembridge Village bungalow sleeps 6

Bembridge / Bembridge Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Pet friendly;
This detached bungalow is situated at the head of a small cul-de-sac in a quiet residential area of the village of Bembridge. It makes an ideal holiday home being within easy walking distance of the beach at Forelands and the village shops, eateries and public houses.Th  …see more

from £85 / night

£355 - £795 / week

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from £85 / night

1 / 8

COASTAL CABIN - Ventnor Bay chalet sleeps 6

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
This wonderfully positioned cabin overlooks Wheelers Bay. A perfect Self catering cabin, set up for a family of 6 people with a wonderful view of the sea from the lounge and master bedroom. This cabin is ideally situated within walking distance of the beach and great  …see more

from £95 / night

£423 - £536 / week

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from £95 / night

(1) Excellent 

1 / 14

Charming Percy Cottage, Shanklin, Isle of Wight - Old Village house sleeps 4

Shanklin / Old Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car not necessary;
DISCOUNT APPLIED TO SEPTEMBER 2016 RATES. You can book for 5 nights or more from £534. The cottage has been advertised for 2016 following a break, discount rate already applied. Percy cottage (Self-catering. Sleeps 4 in total. (2 bedrooms) is nestled in the picture  …see more

from £65 / night

£455 / week

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from £65 / night

(2) Excellent 

1 / 22

65 York St - West Cowes townhouse sleeps 10

Cowes / West Cowes

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
This Cowes Holiday homes listing is a 3 storey townhouse in the very popular York St which is a 2 minute walk from the Marinas & town so with its 10 singles in 3 bedrooms & 1 main bathroom & 2 shower rooms this property makes a fantastic crew house for sailing events or  …see more

from £105 / night

£395 - £2900 / week

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from £105 / night

(2) Very Good 

1 / 23

Sea View Richmond Apartments - Ventnor apartment sleeps 5

Isle of Wight / Ventnor

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Child friendly ;
Lovely front line position second floor apartment with large balcony enjoying superb sea views over Ventnor Bay, private side entrance with communal stairs to second floor. Entrance doors to apartment.Open plan living area with large balcony. Lounge (sofa bed converts i  …see more

from £100 / night

£350 - £600 / week

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from £100 / night

(3) Very Good 

1 / 22

The Ivy Apartments A+B Clarence House - Shanklin apartment sleeps 8

Isle of Wight / Shanklin

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
This family friendly Apartment is set in a beautiful home with a south facing secluded garden. There are views of the downs and only 5 mins walk to the coast.This Apartment consist of two apartments that have totally adjoining doors, therefore you could have all the fun  …see more

from £150 / night

£1000 - £1850 / week

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from £150 / night

(2) Very Good 

1 / 9

Villa Lavinia - Ventnor Bay villa sleeps 10

Ventnor / Ventnor Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.25 km; Child friendly ;
Villa Lavinia is located on a private road in the heart of Ventnor, Isle of Wight with stunning views down the coast. Perfectly located just a short walk to the beach and harbour below it is also within a few moments of the supermarkets and quirky shops of the High Stre  …see more

from £300 / night

£1050 - £2275 / week

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from £300 / night

1 / 24

Little Mersley Farmhouse - Newchurch cottage sleeps 10

Sandown / Newchurch

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
Located on The Garlic Farm nestled at the foot of Mersley Down. This beautiful farmhouse was built in 1672. It is a fine and little altered unique example of an Island yeoman farmer's house standing alone in its own grounds. Following a sensitive renovation, it is  …see more

from £175 / night

£825 - £1975 / week

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from £175 / night

(4) Very Good 

1 / 20

Beach Haven - Yaverland bungalow sleeps 6

Sandown / Yaverland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Child friendly ;
Beach Haven is a spacious bungalow set in large private gardens with views of the surrounding hills. Owned by the same family for 40 years, it has all the home comforts and luxuries that you would expect from a family holiday home.All rooms are comfortably and stylishly  …see more

from £85 / night

£530 - £1025 / week

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from £85 / night

(1) Excellent 

1 / 11

THE PENTHOUSE - Shanklin apartment sleeps 10

Isle of Wight / Shanklin

3 10 7 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car not necessary;
FANTASTIC PROPERTY IN EXCLUSIVE LOCATION WALKING DISTANCE TO OLD VILLAGE, BEACH, PARK, CRICKET GROUNDFREE WIFI AVAILABLE IN PROPERTYThis unique apartment, which is close to 1500 sq feet, in size is the ultimate in holiday luxury. Situated on the top floor of a renovate  …see more

from £122 / night

£850 - £1250 / week

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from £122 / night

(9) Very Good 

1 / 16

SeaShells - Freshwater chalet sleeps 5

Isle of Wight / Freshwater

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
An open-plan lounge with dining area and kitchen, 2 bedrooms and a bathroom. Located on a 40 acre communal site. Large grassed area to the front of the property with a paved patio area which includes table and chairs allowing you to while away the hours watching the boa  …see more

from £33 / night

£199 - £495 / week

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from £33 / night

1 / 8

Gotten Manor - the Milk House - Ventnor barn sleeps 7

Isle of Wight / Ventnor

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
THE MILKHOUSE is a 200year old stone farm building that forms part of the Gotten Manor estate. The area is rolling countryside and ideal for walking.The barn has been converted into a delightful and very comfortable holiday home.It is situated at the end of a quiet fair  …see more

from £118 / night

£505 - £1100 / week

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from £118 / night

(9) Very Good 

1 / 17

Apartment 2, Cliffview - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Child friendly ;
Elegant, Contemporary, 5 Star, luxury self-catering Victorian apartment with panoramic sea views and large balcony only a stones throw from the beach and harbour and situated in the heart of Ventnor with a good choice of wine bars and fine dining. Sleeps 4 in two luxur  …see more

from £145 / night

£750 - £1163 / week

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from £145 / night

(1) Excellent 

1 / 20

Kiln Cottage - Newchurch cottage sleeps 6

Sandown / Newchurch

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: 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 £90 / night

£390 - £1100 / week

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from £90 / night

(2) Excellent 

1 / 8

Holiday Chalet in Sandown / Yaverland - Sandown chalet sleeps 6

Isle of Wight / Sandown

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
This is a beautiful open plan chalet that easily accommodates 6. The kitchen caters for all guests, supplying you with a table and six chairs as well as all the cooking facilities and crockery you will require. Within the lounge is a large sofa bed, Free-view TV/DVD, s  …see more

from £50 / night

£300 - £550 / week

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from £50 / night

(13) Excellent 

1 / 11

Worsley Apartment - Shanklin apartment sleeps 3

Isle of Wight / Shanklin

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
A one bedroom ground floor apartment for accommodating 2 +1 people with direct access to the car park.Master BedroomWith king size pillow top double bed and guest bed option for sleeping 1 -2 children. This bedroom is located on a mezzanine floor.Lounge DinerWith double  …see more

from £70 / night

£345 - £880 / week

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from £70 / night

(1) Good 

1 / 7

Rubstone Cottage - Shanklin cottage sleeps 4

Isle of Wight / Shanklin

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
A pretty two bedroom cottage tucked away in the picturesque Old Village location within walking distance of all local amenities. The cottage comprises of a master bedroom and en suite, a twin room, kitchen with separate dining room and a cosy lounge. There is also a bij  …see more

from £50 / night

£350 - £700 / week

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from £50 / night

(21) Excellent 

1 / 24

Wight Cottage - West Cowes house sleeps 8

Cowes / West Cowes

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Child friendly ;
Wight Cottage is a beautiful, newly renovated Victorian terraced home ideal for a family holiday, crew let or a corporate shore base sleeping 8 people, ideal for a week or weekend away or a cosy christmas and new year getaway. The cottage is a 5 minute walk to the centr  …see more

from £175 / night

£500 - £978 / week

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from £175 / night

(22) Excellent 

1 / 23

Mountbatten Garden Apartment - Shanklin apartment sleeps 10

Isle of Wight / Shanklin

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
This stunning garden level sea-facing apartment offers you spacious 4 bedroom self catering holiday accommodation. With it's own private courtyard, patio, outdoor 6 person hot tub and all bedrooms en-suite this luxury apartment will provide a comfortable and stress  …see more

from £170 / night

£845 - £2150 / week

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from £170 / night

(1) Very Good 

1 / 17

Parterre Apartment 6 - Sandown apartment sleeps 4

Isle of Wight / Sandown

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Suitable for children age 5+;
Detached Victorian property set within its own grounds offering spacious one and two bedroom four star graded self catering accommodation. These charming apartments offer comfort combined with cleaniness to ensure you have the most enjoyable stay. Ample parking, free Wi  …see more

from £64 / night

£320 - £590 / week

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from £64 / night

1 / 13

The Hideaway, Niton, Isle of Wight - Niton chalet sleeps 2

Isle of Wight / Niton

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
The property has a small patio area with garden furniture to the front and has comfortable accommodation which is well laid out, and well equipped to ensure you have a great holiday experience. Accessed by 23 steep steps up to the property, all accommodation is then on  …see more

from £62 / night

£225 - £415 / week

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from £62 / night

1 / 27

Whitehouse Farm - Porchfield house sleeps 8

Isle of Wight / Porchfield

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Child friendly ; No pets allowed;
This stunning modern farmhouse of traditional proportions is full of characterful features, and has far reaching Solent as well as countryside and forest views. The house combines elegant design with breath-taking double-height dining area through to open-plan kitchen a  …see more

from £718 / night

£5000 / week

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from £718 / night

1 / 8

Walkers Retreat - Niton apartment sleeps 2

Isle of Wight / Niton

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Looking out to sea and surrounded by woodlands and attractive gardens, this well presented chalet style accommodation is close to the beautiful south coast of the Island and the Area of Outstanding Natural Beauty. Walkers’ Retreat is an ideal holiday base for walkers  …see more

from £31 / night

£219 - £451 / week

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from £31 / night

(1) Excellent 

1 / 10

Spacious 1 bedroom apartment with pool and sauna - Shanklin apartment sleeps 3

Isle of Wight / Shanklin

1 3 2 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Nearest beach 2 km; Child friendly ; Car not necessary;
Lyon Court is a beautiful country house in a lovely countryside setting, tastefully converted into 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. The beach is  …see more

from £135 / night

£525 - £630 / week

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from £135 / night

1 / 19

Villa Amanti - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Pet friendly;
The beautifully appointed ground floor apartment has south facing uninterrupted sea views, with the popular and picturesque Ventnor beach less than 5 metres away. It has a small sheltered sunny terrace to the front, with seating, allowing guests to relax and soak up the  …see more

from £108 / night

£750 - £1500 / week

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from £108 / night

1 / 23

Paddock Cottage - Newchurch cottage sleeps 4

Sandown / Newchurch

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
Paddock Cottage is ideal for a couple. It is a conversion of one end of an old threshing barn at The Garlic Farm on the Isle of Wight. It consists of a sitting room with large sofa bed with adjoining kitchen, a double bedded room with en-suite bathroom. French windows o  …see more

from £75 / night

£375 - £655 / week

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from £75 / night

1 / 10

33 Sandown Bay Holiday Centre - Newchurch chalet sleeps 6

Sandown / Newchurch

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Child friendly ;
33 Sandown Bay boasts an enviable position as one of the few chalets on site that has a view of the sea. It can be rented on its own, or together with 32 to accommodate groups of up to 12 people. The chalet has recently been modernised and has had many improvements ove  …see more

from £50 / night

£300 - £700 / week

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from £50 / night

(2) Excellent 

1 / 20

Bembridge IOW, 2 Flint Cottage, Sleeps 6, Nr Beach - Bembridge house sleeps 6

Isle of Wight / Bembridge

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.2 km; Child friendly ;
Our c1700s flint cottage is close to the sea and village amenities. Spread across 3 floors, this 3 bedroom holiday home will provide you with the comfort and relaxation you need. 1 x King size bed, 1 x double and 2 x single beds are available. The bathroom has recently  …see more

from £115 / night

£975 - £1200 / week

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from £115 / night

1 / 7

The Sun Trap, Ventnor, Isle of Wight - Ventnor cottage sleeps 4

Isle of Wight / Ventnor

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Pet friendly;
This charming and cosy end-terraced traditional cottage offers stunning panoramic sea views from its south-facing garden, and offers guests a great base for their holiday in Ventnor, and is a short distance from the centre of Ventnor with its lovely beach and marina whe  …see more

from £50 / night

£350 - £575 / week

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from £50 / night

1 / 12

Tara, Yarmouth, Isle of Wight - Yarmouth house sleeps 8

Isle of Wight / Yarmouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Pet friendly;
This characterful and beautiful reverse-level seaside home has impressive high vaulted ceilings, exposed beams and offers guests spacious accommodation combined with stunning direct views across the Solent with some of the most stunning sunsets and an ever-changing mari  …see more

from £136 / night

£950 - £1450 / week

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from £136 / night

(13) Excellent 

1 / 18

Isle of Wight / Godshill

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 6 km; Child friendly ; Car not necessary;
 …see more

from £189 / night

£1323 / week

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from £189 / night

(1) Very Good 

1 / 12

Isle of Wight / Calbourne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; No pets allowed; Private garden;
 …see more

from £105 / night

£450 - £982 / week

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from £105 / night

(2) Excellent 

1 / 19

Isle of Wight / Ventnor

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 6 km; Child friendly ;
 …see more

from £120 / night

£570 - £1475 / week

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from £120 / night

1 / 8

Isle of Wight / Ventnor

4 2 2 nights min stay

  • 4 bedrooms
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Not suitable for children;
 …see more

from £95 / night

£570 / week

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from £95 / night

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