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Isle of Wight

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  • Bembridge (45)
  • Bemridge Harbour (2)
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  • Cowes (53)
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from £100 / night

£700 - £1700 / week

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(6) Excellent 5/5 

1 / 19

Holiday home in Yarmouth

Isle of Wight / Yarmouth

House / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome

Excellent 5/5 

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from £100 / night

£700 - £1700 / week

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5 beds, sleeps 10 adults plus toddler bed and cot ,4 bathrooms (2 en-suite, one is on the ground floor), large kitchen with dinning table which seats 10, Spacious lounge comfortably seats 10 with 42" TV, *Free WiFi*. Ample parking for 4 cars. Lovely garden. 15% discount 7 night May/June holidays. 3 nights w/e £500, 4 night mid week £500  …see more

from £50 / night

£350 - £550 / week

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(6) Excellent 5/5 

1 / 12

Holiday log cabin with golf nearby in Isle of Wight

Isle of Wight / Whippingham

Log cabin / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Not suitable for children

Excellent 5/5 

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from £50 / night

£350 - £550 / week

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Timber cabin sleeps 2 people with private alfresco dining and shared use of heated swimming pool and surrounding gardens. (shared with owners and adjacent cottage which sleeps max. 5 persons) The cabin and facilities are for the use of the guests on the booking form. The change over day for weekly bookings is Friday  …see more

from £35 / night

£245 - £475 / week

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(2) Very Good 4/5 

1 / 16

Chalet rental in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Very Good 4/5 

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from £35 / night

£245 - £475 / week

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The Chalet have been newly renovated to a high standard creating a relaxing location away from the hustle and bustle of everyday life.  …see more

Featured properties

from £83 / night

£575 - £995 / week

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(8) Excellent 5/5 

1 / 24

Isle of Wight holiday cottage rental

Godshill / Roud

Cottage / 4 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

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from £83 / night

£575 - £995 / week

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Our aim is to make your holiday at Rose Cottage as carefree as possible. For that reason whilst we are next door we are there to give advice on any thing that you may need to know about the cottage or to recommend places of interest should you need to know.ci Rose Cottage and its garden pool etc. are for the exclusive use of our guests,  …see more

from £228 / night

£1590 - £1760 / week

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1 / 33

Holiday cottage in Isle of Wight

Isle of Wight / Bonchurch

Cottage / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

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from £228 / night

£1590 - £1760 / week

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A cliff top cottage with charming features and a modern open plan interior. Sleeps up to 8. Set in a peaceful location.  …see more

from £29 / night

£200 - £300 / week

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(4) Excellent 5/5 

1 / 17

Holiday chalet in Ventnor

Ventnor / Niton Undercliff

Chalet / 1 Bedroom / sleeps 2

  • Nearest beach 5 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed

Excellent 5/5 

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from £29 / night

£200 - £300 / week

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Cosy one bed chalet. Beautiful peaceful village location. Superb for walkers and cyclist alike. Bedding and towels provided.  …see more

from £55 / night

£380 - £925 / week

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(10) Very Good 4.5/5 

1 / 19

Holiday cottage letting

Whitwell / Nettlecombe

Cottage / 3 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

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from £55 / night

£380 - £925 / week

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Retired Victorian railway station, converted into cottages sleeping up to 5 +1, 2 or 3 bedroom. Large secluded gardens. Spectacular views of surrounding countryside. Close to bridle paths. Short breaks. cycling The cottages are all AA 4 Star approved and ideal for families and children. The Station is gated.  …see more

from £40 / night

£275 - £425 / week

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(21) Excellent 5/5 

1 / 26

Holiday chalet in Isle of Wight

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome

Excellent 5/5 

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from £40 / night

£275 - £425 / week

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Clean modern interior with all your creature comforts making chalet 52 a real home from home stay. Take in the views of the Culver downs and solent right on your doorstep while you dine Al fresco on the outside dining area. Direct access to the beach from Chalet 52 Dogs allowed  …see more

from £50 / night

£345 - £995 / week

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(2) Very Good 4.5/5 

1 / 26

Holiday home rental

Cowes / West Cowes

House / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

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from £50 / night

£345 - £995 / week

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Isle of Wight Self Catering Holiday Cottage in West Cowes  …see more

from £42 / night

£290 - £569 / week

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(8) Excellent 5/5 

1 / 18

Brighstone holiday cottage rental

Isle of Wight / Brighstone

Cottage / 1 Bedroom / sleeps 2

  • Not suitable for children
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £42 / night

£290 - £569 / week

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Carriers Stable equipped to a high standard free WI-FI and discounted ferry travel. On outskirts of rural village on South coast close to downs with a Pub, Bistro, high quality food shop with off licence, freezer, post office with card cashing there are also other shops Heating via 4 electric thermostatic oil radiators and one electric fan heater ample heating in worst weather  …see more

from £68 / night

£475 - £900 / week

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(2) Very Good 4/5 

1 / 11

Holiday bungalow in Isle of Wight

Sandown / Yaverland

Bungalow / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Very Good 4/5 

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from £68 / night

£475 - £900 / week

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A CHARMING BUNGALOW, TRULY A HOME FROM HOME. WILL APPEAL TO OLD AND YOUNG ALIKE. THE TREASURES OF THE ISLE OF WIGHT ARE JUST A STEP AWAY. FULLY EQUIPED FOR YOUR EVERY HOLIDAY NEED, NEAR TO SHOPS, BEACH, BARS AND CAFES. SANDOWN ZOO, AND DINOSAUR ISLAND ARE WITHIN MINUTES  …see more

from £38 / night

£260 - £720 / week

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(8) Excellent 5/5 

1 / 20

Holiday cottage in Isle of Wight

Freshwater / Moons Hill

Cottage / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

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from £38 / night

£260 - £720 / week

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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 £43 / night

£300 - £945 / week

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(1) Excellent 5/5 

1 / 13

Newport holiday b&b rental

Isle of Wight / Newport

B&B / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Ask owner if suitable for children
  • Car essential

Excellent 5/5 

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from £43 / night

£300 - £945 / week

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A semi-rural area within walking distance to Newport, the Island's county town with its many pubs and restaurants 3 miles from Cowes, the international yachting centre Easy access to all parts of the Island by car or bus Near to both IW Festival and Bestival sites For cyclists, sailors, sunbathers, walkers and workers. Bookings taken for 1 day to longer term contracts  …see more

from £133 / night

£925 - £1150 / week

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(9) Excellent 5/5 

1 / 18

Holiday home rental

Isle of Wight / Ventnor

House / 4 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

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from £133 / night

£925 - £1150 / week

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Unique 4-bedroom holiday character property on the Isle of Wight with established gardens and views across the English Channel. Secluded, yet walking distance from the beach and Ventnor town with its restaurants and bars. Ideal for family holidays any time of the year.  …see more

from £57 / night

£398 - £539 / week

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(5) Excellent 5/5 

1 / 22

Ventnor holiday apartment rental

Ventnor / Ventnor Bay

Apartment / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £57 / night

£398 - £539 / week

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A Chic Stylish Escape in the Heart of Ventnor Luxury Holiday Apartment for 2 adults Sumptuous & uniquely styled apartment complete with super soft towels, crisp bedding and with lovely views over Ventnor Park - all transforming your definition of the Isle of Wight  …see more

from £32 / night

£220 - £450 / week

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(11) Very Good 4.5/5 

1 / 20

Isle of Wight holiday chalet rental

Sandown / Yaverland

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

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from £32 / night

£220 - £450 / week

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Welcome to Seaspray Chalet at Sandown Bay Holiday Centre. Situated alongside the coast and Culver Down, an area of outstanding natural beauty. Within minutes walk of a lovely sandy beach and close to the seaside town of Sandown. Prices included Electric and bed linen. Seaspray Chalet is set in a peaceful location ideal for families and people wanting to relax .  …see more

from £56 / night

£390 - £2200 / week

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(3) Excellent 5/5 

1 / 16

Cowes holiday townhouse rental

Cowes / West Cowes

Townhouse / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

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from £56 / night

£390 - £2200 / week

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Lovely relaxing townhouse, right overlooking the marina, in the heart of Cowes. 3 bedrooms, 2 bathrooms, spacious sitting room, well equipped kitchen; lovely sea views. Freeview tv's, wifi, tasteful neutral décor, equipped to high standard. Weekends, weeks or midweek breaks - anything you need - we always aim to be really flexible & helpful !  …see more

from £72 / night

£500 - £2600 / week

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(14) Excellent 5/5 

1 / 28

Holiday home with golf nearby in Isle of Wight

Cowes / West Cowes

House / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

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from £72 / night

£500 - £2600 / week

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Lovely victorian terraced house, 5 minutes walk to Cowes town centre, ideal for a family holiday, crew or a corporate shore base. Sleeps 8 in 3 bedrooms 2 bathrooms, onsite parking and can also be rented with similar adjacent property to accommodate larger groups. This lovely seaside home also has a lovely relaxing garden on 2 levels, great for eating out.  …see more

from £81 / night

£565 - £1025 / week

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(11) Excellent 5/5 

1 / 23

Yaverland holiday cottage rental

Sandown / Yaverland

Cottage / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Car advised
  • No pets allowed

Excellent 5/5 

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from £81 / night

£565 - £1025 / week

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A beautiful stone built cottage with long reaching views of the countryside from the rear of the property. The local beach, and countryside walks, are a short walk away. A comfortable place to stay, with a home from home feel. An ideal base from which to explore the island.  …see more

from £143 / night

£995 - £2495 / week

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(2) Very Good 4/5 

1 / 13

Holiday home accommodation

Bembridge / Bembridge Beach

House / 6 Bedrooms / sleeps 12

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Very Good 4/5 

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from £143 / night

£995 - £2495 / week

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• 4 Double rooms, 1 x en suite • 2 twin rooms • 1 downstairs double room • 2 bathrooms upstairs, i shower room downstairs • study/quiet room • panoramic sea views • access to private beach • extensive gardens • ample parking • balcony • Stair Lift PLEASE SEE MAIN DESCRIPTION ABOVE FOR VISITOR RECOMMENDATIONS.  …see more

from £43 / night

£300 - £600 / week

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(1) Excellent 5/5 

1 / 25

Isle of Wight holiday caravan/mobile home rental

Isle of Wight / St Helens

Caravan/Mobile Home / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £43 / night

£300 - £600 / week

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Three bedroom holiday caravan on a peaceful, family and dog friendly holiday park in St Helens, Isle of Wight. Beach 15 mins walk. Outdoor pool on site, with use of indoor pool at Rookley Park, a short drive away. Village store, pub and cafe just a few mins walk. Your holiday starts when you drive onto the ferry. Enjoy the crossing and arrive relaxed.  …see more

from £38 / night

£260 - £720 / week

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(3) Excellent 5/5 

1 / 20

Holiday cottage rental

Freshwater / Moons Hill

Cottage / 2 Bedrooms / sleeps 4

  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £38 / night

£260 - £720 / week

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Sunbeam 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 £35 / night

£245 - £795 / week

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(10) Excellent 5/5 

1 / 21

Holiday bungalow in Isle of Wight

Isle of Wight / Freshwater

Bungalow / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £35 / night

£245 - £795 / week

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Brambles Farm Bungalow is set in a rural location with far reaching sea views and 2 minutes from the safe sandy beach. Family friendly and ideal for walkers, cyclists,golfing and water sports. A perfect base for exploring the Island or just relaxing. Last minute full week reductions and short breaks available. Ask for a quote.  …see more

from £42 / night

£290 - £800 / week

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(2) Excellent 5/5 

1 / 17

Whitwell holiday cottage rental

Whitwell / Nettlecombe

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £42 / night

£290 - £800 / week

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These delightful cosy cottage is set within the attractive grounds at a retired Victorian Station and still has the atmosphere of a bygone era. There is a small Vineyard within the peaceful gardens its just a short walk to the village pub & rural life.. Whitwell village is renowned for its unrivaled beauty, walks, located between Godshill and town of Ventnor.  …see more

from £75 / night

£525 - £1350 / week

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(17) Excellent 5/5 

1 / 24

Holiday cottage rental

Ventnor / St Lawrence, Ventnor

Cottage / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £75 / night

£525 - £1350 / week

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Breakers sound is a 200 year old, grade two listed thatched cottage, with stunning sea views across the english channel. Situated within ¾ of an acre of mature manicured gardens. Complimentary broadband wi-fi connection now available March 2015, newly decorated interiors with new carpets and new curtains throughout  …see more

from £39 / night

£270 - £490 / week

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(1) Very Good 4/5 

1 / 19

Holiday apartment rental

Isle of Wight / Sandown

Apartment / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner

Very Good 4/5 

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from £39 / night

£270 - £490 / week

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Isle of Wight Self Catering Sandown Self Catering Accommodation Apartments Parking Beach nearby Pier Town Cafes Restaurants Pubs Shops Ideally located Train Bus Route Station Leisure Centre nearby Guest Garden Children welcome Discounted Car Ferry Crossings available. This is a ground floor apartment with its own entrance and parking. Check in 12 noon, check out 10 am.  …see more

from £33 / night

£230 - £475 / week

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(1) Very Good 4/5 

1 / 12

Holiday apartment in Bembridge

Bembridge / Bembridge Harbour

Apartment / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome

Very Good 4/5 

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Not on the map

from £33 / night

£230 - £475 / week

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1 Driftwood is a delightful and bright first floor apartment set in a unique location enjoying panoramic views of The Solent and is adjacent to the beach and coastal walks. Bembridge Ledge is accessed across the grassland in front of the property or via Fishermans Walk  …see more

from £48 / night

£334 - £468 / week

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(4) Excellent 5/5 

1 / 18

Holiday chalet in Isle of Wight

Ventnor / Ventnor Bay

Chalet / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Not suitable for children
  • Pets welcome

Excellent 5/5 

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from £48 / night

£334 - £468 / week

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Dog friendly, in a wonderful romantic setting just by the sea, suitable for young and older couples or individuals needing a short break or week or two. Amenities in walking distance with beach/pubs/restaurants about 10 minutes away. Ferry packages offered. Why stay in a hotel when you can stay in this very affordable cabin with all its facilities.  …see more

from £50 / night

£350 - £600 / week

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(5) Very Good 4.5/5 

1 / 18

Apartment rental in Isle of Wight

Ventnor / Ventnor Bay

Apartment / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

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from £50 / night

£350 - £600 / week

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Ventnor Self catering apartment. Close to beach, shops, restaurants and entertainments. Fabulous views Full central heating with all towels and linen provided Comfortably furnished throughout Convenient for the Isle of Arts and Ventnor Fringe Festivals Due to the microclimate, Ventnor is ideal for winter and autumn breaks as well as summer holidays.  …see more

from £29 / night

£200 - £550 / week

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(3) Excellent 5/5 

1 / 23

Isle of Wight holiday bungalow rental

Isle of Wight / Freshwater

Bungalow / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • No pets allowed

Excellent 5/5 

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from £29 / night

£200 - £550 / week

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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 what our visitors have said: "had a wonderful week", "great little bungalow", "beautiful location", "cosy",  …see more

from £79 / night

£550 - £1250 / week

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(10) Excellent 5/5 

1 / 24

Holiday tree house in Isle of Wight

Isle of Wight / Whippingham

Tree House / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children over 5
  • Car advised

Excellent 5/5 

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from £79 / night

£550 - £1250 / week

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Atmospheric, exciting, great for families, or romantic for couples. Sleeps 2-6. Luxurious & cosy with full kitchen & lovely bathroom, set in a beautiful peaceful location surrounded by countryside. Open all year . Further accom for extra 6-8 on site. Weekends from £350 Comfy beds, fluffy duvets. Bathroom with tree-view shower. Full kitchen facilities. WiFi . BBQ area.  …see more

from £43 / night

£295 - £475 / week

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(1) Excellent 5/5 

1 / 8

Holiday barn in Isle of Wight

Isle of Wight / Shorwell

Barn / 1 Bedroom / sleeps 2

  • Not suitable for children
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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from £43 / night

£295 - £475 / week

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For those bringing bikes, surf boards and the like, a barn is available for storage. These desirable cabins nestle in downland, above the peaceful village of Shorwell, only 2 miles from yhe south coast of the Island. Footpaths alongside the cottage join the Island's oldest bridleways. WIFI now installed !!!!!  …see more

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