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378 Holiday homes

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

(2) Excellent 

9

20 Beckford Road - West Cowes house sleeps 9

Cowes / West Cowes

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children age 5+
20 Beckford Road is a recently refurbished 4 bedroom Victorian town-house, fantastically located in central Cowes. With sea views, it is only 100 metres from the main marinas, yacht clubs and the bustling Cowes high street. Local amenities, shops, pubs and restaurants a  …see more

from £78 / night

£545 - £900 / week

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from £78 / night

(6) Very Good 

22

Upper Watchingwell Cottage - Calbourne cottage sleeps 6

Isle of Wight / Calbourne

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden
Upper Watchingwell cottage is nestled in a tranquil location at the heart of the island on the former Ryde to Freshwater railway line. The location is perfect for both walkers and families alike. With a traditional country pub, the Blacksmith's Arms, and the Tennys  …see more

from £130 / night

£700 / week

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from £130 / night

22

5* Gold Award Luxury seafront house in Seaview - Seaview house sleeps 8

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
THE SEA HOUSE is located right on the seafront of the much sought after Seagrove Bay, with beautiful views out across the bay and The Solent. It has the wow factor throughout - internally and externally - and is well equipped to a high standard. There is plenty of ro  …see more

from £347 / night

£1490 - £4560 / week

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from £347 / night

10

Tennyson Cottage - Freshwater Bay house sleeps 4

Freshwater / Freshwater Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Built in 2015, Tennyson Cottage, is a comfortable two bedroom home situated in Freshwater. The accommodation offers a well furnished lounge with sofa bed / diner with doors leading to an enclosed garden; a well equipped modern kitchen; downstairs wc; a double bedroom w  …see more

from £113 / night

£435 - £690 / week

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from £113 / night

(7) Excellent 

24

Eastern Lee - Yarmouth bungalow sleeps 9

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
Perched above the village in a secluded garden, with fields on 3 sides, Eastern Lee offers peaceful and spacious accommodation within 2 miles of Yarmouth with its harbour, restaurants and pubs. Beaches are 3 miles away. New for 2014: since autumn gales uprooted our marc  …see more

from £120 / night

£500 - £1750 / week

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from £120 / night

14

Ocean View - Ventnor house sleeps 8

Isle of Wight / Ventnor

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Magnificent southerly sea views can be found from all around this substantial four bedroom detached holiday home, set in the fantastic position of the Ventnor hillside. The two front bedrooms enjoy separate balconies with split level sloping gardens to both the front an  …see more

from £179 / night

£650 - £945 / week

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from £179 / night

(13) Excellent 

14

The Stable at Buddle Place - Niton cottage sleeps 6

Isle of Wight / Niton

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
The Stable at Buddle Place is a recently renovated stone built stable / coach house on one level. . It sleeps 6 in 3 bedrooms, one double with en-suite bathroom & two twin rooms with a family bathroom. There is a large sitting / dining room with sofa's, dining  …see more

from £120 / night

£575 - £1370 / week

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from £120 / night

(3) Very Good 

14

Tea Tree Cottage - Ryde cottage sleeps 8

Isle of Wight / Ryde

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This stylish home consists of 4 bedrooms, family bathroom plus an en-suite, fully fitted kitchen, lounge and diner. The house is light and airy and has charming open fires for cosy evenings. The courtyard is ideal for sunny days as well as relaxing in the warm evenings  …see more

from £165 / night

£645 - £1050 / week

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from £165 / night

17

Maple Villa - Seaview house sleeps 8

Isle of Wight / Seaview

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
'Maple Villa' is in a beautiful position only meters away from the beach. The property comprises of 4 bedrooms: 1 double, 2 twin bedrooms and 1 single bedroom (an extra single Z bed is available if required), a comfortably furnished lounge, fully fitted kitch  …see more

from £100 / night

£575 - £1200 / week

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from £100 / night

(36) Excellent 

19

The Brew House - Newchurch cottage sleeps 4

Sandown / Newchurch

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Child friendly
The Brew House is tucked away in the tiny hamlet of Knighton in the beautiful East Wight countryside. Being on the Bembridge Trail, the cottage is perfect for walkers of all ages, and an excellent bike path is just yards away - borrow from our wide selection of bikes! A  …see more

from £85 / night

£500 - £750 / week

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from £85 / night

(2) Excellent 

10

Red squirrels Grange Farm - Wootton Bridge lodge sleeps 6

Isle of Wight / Wootton Bridge

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
This is a barrier free brand new build. Suitable for wheel chair users. Sleeps 5 to 6. All on one level with car parking and garden. The Lodge comprises of a Large wet room, en-suite double room and two twin rooms, Large kitchen / diner lounge. A veranda to the front  …see more

from £114 / night

£795 / week

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from £114 / night

7

Beautiful character house, newly renovated - Seaview house sleeps 7

Isle of Wight / Seaview

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Montrose is a carefully renovated detached family home. Within the village of Seaview close to the local restaurants and shops and a short walk to the beach and Yacht club. With lots of the character retained it has the modern facilities for all the generations of the  …see more

from £140 / night

£1000 - £1750 / week

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from £140 / night

11

Red Cedars - Bembridge Beach chalet sleeps 4

Bembridge / Bembridge Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
This property is under new management and is current being refurbished for the 2017 season. Red Cedars is a peaceful hideaway, with stunning views over Whitecliff Bay. The chalet is comfortably furnished to sleep up to 4 guests with fully fitted kitchen/diner, lounge,  …see more

from £90 / night

£345 - £400 / week

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from £90 / night

(4) Excellent 

11

2 Bed Apartment in the Luxurious Clarence House - Ventnor apartment sleeps 4

Isle of Wight / Ventnor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Private garden
FREE FERRY OFFER !!!!! Book 2 weeks in any of our apartments before the end of March 2017 and we will give you a FREE return ferry crossing. We are partnered with both Wightlink and Red Funnel ferry companies, so can always offer you a better discounted ferry crossing  …see more

from £80 / night

£420 - £745 / week

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from £80 / night

(2) Good 

8

Winkle Street - Calbourne cottage sleeps 4

Isle of Wight / Calbourne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden
Winkle Street in Calbourne, a picturesque row of Grade II listed stone cottages overlooking a trickling stream, frequently appears on photographs and postcards from any gift shop across the island. There is a substantial garden to the rear. To the front, many plants flo  …see more

from £98 / night

£375 - £500 / week

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from £98 / night

(2) Excellent 

16

Westbrook, Brook House Cottages - Brook cottage sleeps 6

Isle of Wight / Brook

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Brook is a lovely little village in the beautiful and rural West Wight, very close to the beaches at Brook and Compton. It can offer you the perfect place for a relaxing holiday. At Brook House, we have 3 self-catering holiday properties. Westbrook, our middle sized  …see more

from £130 / night

£475 - £1495 / week

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from £130 / night

(1) Excellent 

4

Willow House - Bembridge house sleeps 8

Isle of Wight / Bembridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
This modern detached family home, with gorgeous heated swimming pool*, is located in a desirable unmade cul-de-sac within walking distance of the village centre and not too far away from the beaches. The open plan and sociable layout is dedicated to family fun, with pat  …see more

from £111 / night

£775 - £1400 / week

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from £111 / night

19

Norwood - Brading cottage sleeps 8

Isle of Wight / Brading

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Lovingly restored by the current owners the accommodation retains many character features yet combines the benefits of modern additions which make Norwood House a perfect base for any holiday.The accommodation offers a cosy sitting room with a feature open fireplace, fl  …see more

from £135 / night

£525 - £750 / week

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from £135 / night

(3) Excellent 

17

Godshill Park House Annexe - Godshill lodge sleeps 3

Isle of Wight / Godshill

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Private garden
Godshill Park House is a country retreat with so much more. It has a Gold Award and a 4 star rating from VisitEngland. Located in the heart of the Isle of Wight, it is ideally situated to enjoy all that the magnificent island has to offer. The accommodation itself is pa  …see more

from £48 / night

£330 - £450 / week

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from £48 / night

(2) Very Good 

13

68 St Mary's Road Cowes - West Cowes house sleeps 8

Cowes / West Cowes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Turn of the century cottage in the heart of Cowes. Four bedrooms including attic conversion. Recenly redecorated with stripped floors but retaining original features. Very characterful and deceptively large with small garden. Patio area with BBQ. Available for all regat  …see more

from £150 / night

£495 - £795 / week

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from £150 / night

16

Gurnard Cottage - Niton - Isle of Wight cottage sleeps 5

Ventnor / Niton, Isle of Wight

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Private garden
In association with Trinity House, Rural Retreats are pleased to present St Catherine's Lighthouse. Situated just outside the hamlet of Niton, approximately 10 minutes' drive from the popular coastal resort of Ventnor, the southern most point of the Isle of Wi  …see more

from £175 / night

£715 - £1435 / week

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from £175 / night

(1) Very Good 

11

3 Fairhaven - Bembridge Village bungalow sleeps 6

Bembridge / Bembridge Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 - £495 / week

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from £85 / night

(1) Excellent 

8

Dubarry Downs Apartment - Wroxall apartment sleeps 5

Isle of Wight / Wroxall

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden
Dubarry Downs is set in an area of outstanding natural beauty,in the semi rural village of Wroxall. Ideally located for cyclists, hikers and walkers, as minutes away from the Sunshine Trail, bridle ways, footpaths and cycle paths. Spectacularly beautiful views of the  …see more

from £135 / night

£750 - £850 / week

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from £135 / night

(12) Very Good 

20

Beachside Chalet - Gurnard chalet sleeps 2

Isle of Wight / Gurnard

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Beachside Chalet No1 is approached from a residential road, offering a safe and peaceful environment. The quiet village of Gurnard sits west along the coast from the bustling internationally renown yachting town of Cowes. HISTORY - The chalet is one of a row built in  …see more

from £43 / night

£300 - £550 / week

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from £43 / night

(7) Excellent 

20

Seagull Cottage - West Cowes house sleeps 4

Cowes / West Cowes

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
A beautifully presented Victorian Fishermans Cottage in Cowes, Isle of Wight. A charming 2 bedroom Victorian Cottage within easy walking distance to Shephard's Wharf marina and only a few minutes walk from the town centre. The cottage has a good size double bedroom, a  …see more

from £85 / night

£595 / week

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from £85 / night

22

The Milking Parlour - Newchurch cottage sleeps 6

Sandown / Newchurch

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
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

£575 - £1275 / week

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from £120 / night

(1) Excellent 

23

Luxury Yurt - Newchurch yurt sleeps 5

Sandown / Newchurch

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 8 km
  • Child friendly
  • Ask about pets
Located in a private field on The Garlic Farm on the Isle of Wight. This beautiful yurt is 6 metres in diametre, spacious and comfortable with king size double bed, small sofa bed and a mezzanine deck with two single mattresses . It has a fully equipped kitchen with sma  …see more

from £80 / night

£495 - £915 / week

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from £80 / night

(14) Excellent 

18

Badgers Watch - for guests with dogs - Newchurch cottage sleeps 4

Sandown / Newchurch

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children age 5+
As the title states, we are a specialist provider of self catering accommodation for those people bringing their dogs with them on holiday. Whether large or small - just one or a whole pack - we welcome you with open arms (paws).A well appointed self catering cottage in  …see more

from £75 / night

£600 / week

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from £75 / night

(3) Excellent 

20

1 Bars Mews, Bars Hill, Cowes - West Cowes cottage sleeps 4

Cowes / West Cowes

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Private garden
Beautiful, totally refurbished town cottage tucked away in the heart of the old town in West Cowes, complete with private parking and two lovely, separate, fully enclosed gardens. Tastefully decorated with a light, neutral colour scheme and with a fully equipped kitchen  …see more

from £150 / night

£1050 / week

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from £150 / night

11

Honeysuckle Cottage, Niton, Isle of Wight - Niton - Isle of Wight cottage sleeps 4

Ventnor / Niton, Isle of Wight

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 2 km
  • Child friendly
  • Pet friendly
Situated in the small village of Niton, this cosy, period, 17th-century, terraced holiday cottage offers an ideal base for exploring all that the island has to offer. It is close to the beautiful south coast with its golden beaches, as well as being on the edge of an Ar  …see more

from £75 / night

£280 - £575 / week

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from £75 / night

(1) Excellent 

25

Perfect for large families, in ideal location - Shanklin house sleeps 15

Isle of Wight / Shanklin

6 15 7 nights min

  • 6 bedrooms
  • Sleeps 15
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Summer Breeze Lodge is situated on a quiet country lane 5 minutes drive from Shanklin town center. The sea is visible from the 3 front bedrooms, while the 3 back bedrooms have views of the rolling hills and benefit from beautiful sunsets. The are 6 bedrooms of which 3 a  …see more

from £371 / night

£2595 / week

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from £371 / night

(4) Excellent 

24

The Palms, Ventnor, Isle of Wight - Ventnor house sleeps 6

Isle of Wight / Ventnor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.5 km
  • Child friendly
  • Car not necessary
A fabulous, fully self contained spacious light town house with glorious sea views decorated to a very high standard but with your comfort in mind! With your own secure entrance through your south facing, sunny patio and seperate veranda with additional secluded private  …see more

from £99 / night

£650 - £1350 / week

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from £99 / night

(8) Excellent 

19

Kildare - Niton - Isle of Wight house sleeps 10

Ventnor / Niton, Isle of Wight

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Kildare is an beautifully presented old stone built house situated in the picturesque village of Niton, on the south coast of the Isle of Wight. This is a superb location to go walking, visiting nearby beaches & local attractions – Blackgang Chine, St. Catherine&#  …see more

from £115 / night

£800 - £1500 / week

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from £115 / night

(9) Excellent 

20

The Cowes Boat House - West Cowes house sleeps 8

Cowes / West Cowes

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
The Cowes Boat House,Perfect Holiday Home/Crew House in excellent location,and will provide ample space for up to eight holiday makers for an ideal week or weekend away. It is very close to the centre of Cowes, for easy access and lots of places to choose from for eatin  …see more

from £100 / night

£700 / week

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from £100 / night

(2) Excellent 

30

River Cottage and Boathouse - Yarmouth house sleeps 11

Isle of Wight / Yarmouth

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
Two detached properties on the River Yar, a few minutes walk from the lovely harbour town of Yarmouth.Both properties are 4 STAR RATED Visit England, and 5 STAR RATED trip advisor 'Boathouse' and 'River Cottage' properties Yarmouth.The most exclusiv  …see more

from £215 / night

£1500 / week

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from £215 / night

24

Oak Cliff Place - Woodside Beach house sleeps 16

Isle of Wight / Woodside Beach

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
<br><br>Oak Cliff Place is a magnificent Victorian detached house, wonderfully private with stunning uninterrupted views over the Solent to Portsmouth. Light-filled, high-ceilinged and spacious, it is set in an elevated position within five acres of land inc  …see more

from £559 / night

£2804 - £5025 / week

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from £559 / night

(4) Excellent 

8

104 Gills Cliff Road, Ventnor, IW, PO38 1AD - Ventnor house sleeps 6

Isle of Wight / Ventnor

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Private garden
Saturday to Saturday bookings please Fantastic uninterrupted sea and coastline views from all bedrooms and living areas. Even the Hot tub has stunning views to the south! Boutique style interior with contemporary, open plan kitchen space luxuriously appointed with dishw  …see more

from £115 / night

£800 - £1100 / week

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from £115 / night

(1) Excellent 

16

Gullsway - Ventnor Bay bungalow sleeps 6

Ventnor / Ventnor Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Gullsway is a fabulous 3 bedroom bungalow with outstanding sea views across the English Channel. The bungalow has been furnished to a very high standard throughout and sleeps up to 6 guests with Master bedroom and en-suite shower, double bedroom (or twin as zip and lin  …see more

from £173 / night

£675 - £1500 / week

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from £173 / night

(4) Very Good 

16

Fairlight - Ryde house sleeps 9

Isle of Wight / Ryde

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Having been recently renovated to a particularly high standard, there is ample accommodation with comfortable furnishings throughout. There are three double bedrooms, a twin and a single, with an additional sofa bed in the main lounge. To the rear, the garden really ca  …see more

from £174 / night

£680 - £1100 / week

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from £174 / night

(4) Excellent 

20

Glen Rosa - West Cowes townhouse sleeps 11

Cowes / West Cowes

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
This delightful Victorian townhouse is situated in the popular Denmark road which is only a stones throw from the centre of town & marina's. Perfect for large sailing crews, large or 2 families, corporate or festivals. 1 double & 9 singles Layout Ground Floor : Open  …see more

from £100 / night

£500 - £3600 / week

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from £100 / night

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