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  • Bembridge (2)
  • Cowes (11)
  • Ryde (4)
  • St Helens (1)
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Filters applied: City breaks (26)

26 of 26 Results

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from £56 / night

£390 - £1750 / week

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(15) Excellent 5/5 

1 / 18

Holiday apartment in Cowes

Apartment / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Car not necessary
  • No pets allowed

Excellent 5/5 

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from £56 / night

£390 - £1750 / week

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42A opened its doors to the delight of holiday makers in 2013. A stunning 2 bedroom apartment perfectly placed in the heart of Old Cowes, moments from the sea, and a 3 minute walk to the Yacht Haven. EMAIL THE OWNER FOR MORE GREAT PRICES  …see more

from £90 / night

£625 - £895 / week

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(1) Excellent 5/5 

1 / 10

Holiday lodge in Wootton Bridge

Lodge / 3 Bedrooms / sleeps 6

  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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from £90 / night

£625 - £895 / week

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Disability friendly. 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.,a really lovely property peaceful yet close to ferries, town , attractions the lovely family beach at Ryde 5.5mls Red Squirrels is perfect for wheel chair users or any visitors that need a stair, step free peaceful holid  …see more

from £169 / night

£1178 - £1558 / week

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(1) Excellent 5/5 

1 / 12

Holiday apartment rental

Apartment / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • No pets allowed

Excellent 5/5 

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from £169 / night

£1178 - £1558 / week

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30PS is the ideal place for a break with family or friends on the Isle of Wight, located just a stone's throw of the stunning Ventnor sea front, and within easy reach of the islands award winning beaches, leading attractions, breathtaking cycle tracks and much more.  …see more

Featured properties

from £58 / night

£400 - £1600 / week

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(6) Very Good 4.5/5 

1 / 9

Home rental in Cowes

House / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden

Very Good 4.5/5 

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from £58 / night

£400 - £1600 / week

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Recently Renovated Cottage In Central West Cowes Perfect Location For Yacht Haven, High Speed Ferry Or Car Ferries  …see more

from £42 / night

£290 - £1000 / week

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(5) Excellent 5/5 

1 / 21

Holiday apartment in Isle of Wight

Apartment / 1 Bedroom / sleeps 3

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Car not necessary
  • No pets allowed

Excellent 5/5 

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from £42 / night

£290 - £1000 / week

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Sea Views Modern Quiet unique property clean Great Location Convenient for those without a car on road parking or in nearby car parks close to cycle track and coastal path five minutes from Red Jet by foo perfect for a romantic break A fun weekend get away I can accommodate four by prior arrangement The Loft is a BT hotspot wifi voucher available Access Stairs  …see more

from £55 / night

£380 - £600 / week

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(2) Excellent 5/5 

1 / 16

Holiday apartment with golf nearby in Ryde

Apartment / 2 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 £55 / night

£380 - £600 / week

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A tranquil setting amongst the woods ideal for couples or families. Ideal location close to bike routes, public transport and ferries with some super walks.  …see more

from £32 / night

£220 - £400 / week

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(6) Very Good 4.5/5 

1 / 16

Apartment rental in Isle of Wight

Apartment / 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 - £400 / week

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Lovely spacious apartment located next to Shepard's Wharf Marina. 2 bedrooms, 1 shower room, large sitting room, well equipped kitchen. Tv with Freeview, Xbox 360, Desk with monitor for working. Close to Cowes High Street. Free use of 4 picnic chairs and matching table. Free use of 4 person picnic backpack. Child Safety gate  …see more

from £57 / night

£395 - £2500 / week

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(1) Excellent 5/5 

1 / 24

Isle of Wight holiday townhouse rental

Townhouse / 3 Bedrooms / sleeps 10

  • Great for children of all ages
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £57 / night

£395 - £2500 / week

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York street as also been a popular location for those coming for sailing events as its has a very short walking distant to the Marinas This property is part of the Cowes Holiday Homes portfolio where good service comes as standard  …see more

from £128 / night

£896 - £1367 / week

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(6) Excellent 5/5 

1 / 24

Home rental in Ryde with golf nearby

House / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over 5
  • Car not necessary

Excellent 5/5 

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from £128 / night

£896 - £1367 / week

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1844 VICTORIAN GRADE 2 LISTED BUILDING ALL THE LUXURIES OF MODERN LIVING CLOSE TO HIGH STREET A beautiful house tastefully furnished and well maintained Four spacious bedrooms and two bathrooms South-facing garden and patio for sunbathing and barbecues Large kitchen with all amenities; separate dining-room; separate ground floor toilet; off-street parking  …see more

from £43 / night

£295 - £680 / week

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(1) Excellent 5/5 

1 / 8

St Helens holiday cottage rental

Cottage / 2 Bedrooms / sleeps 4

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

Excellent 5/5 

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from £43 / night

£295 - £680 / week

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Pink Beach Cottage is a detached cottage situated in a quiet little road just off the St Helens village green. The well presented accommodation includes two bedrooms being a double & a twin room. In addition, swell fitted modern kitchen, a separate dining room.  …see more

from £150 / night

£1050 - £2000 / week

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1 / 11

Holiday cottage in Isle of Wight

Cottage / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • No pets allowed

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from £150 / night

£1050 - £2000 / week

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Beautiful town cottage sleeping 4 guests in the heart of Cowes Old Town with car ferry travel, luxury welcome hamper and parking included. Regret that this property does not accept children or pets  …see more

from £42 / night

£290 - £650 / week

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1 / 14

Chalet letting in Isle of Wight with shared pool

Chalet / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

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from £42 / night

£290 - £650 / week

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Immaculate and well appointed 2 bedroom chalet. Ideally located for Cowes and within easy reach of all Isle of Wight attractions. Gurnard Holiday village contains leisure activities including indoor and outdoor swimming pools,gym,children activities,bar and restaurant  …see more

from £58 / night

£400 - £950 / week

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1 / 14

Holiday home in Isle of Wight

House / 3 Bedrooms / sleeps 8

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

Add to shortlist

from £58 / night

£400 - £950 / week

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This charming detached two/ three bedroom house is situated in a quiet residential area of the village of Bembridge  …see more

from £57 / night

£395 - £750 / week

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1 / 13

Holiday cottage in Bembridge

Cottage / 2 Bedrooms / sleeps 4

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

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from £57 / night

£395 - £750 / week

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Delightful self-catering cottages set in the heart of Bembridge, one of the Islands most attractive and interesting villages  …see more

from £86 / night

£600 / week

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1 / 22

Isle of Wight holiday apartment rental

Apartment / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Some pets are welcome - please contact the owner

Add to shortlist

from £86 / night

£600 / week

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This Victorian-era, top-floor penthouse apartment gives some of the most spectacular, panoramic sea views on the Isle of Wight. All the facilities for children and babies of all ages - making this perfect for families  …see more

from £38 / night

£264 / week

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1 / 10

Holiday apartment in Isle of Wight

Apartment / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Not suitable for children
  • Car not necessary

Add to shortlist

from £38 / night

£264 / week

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Luxury self-catering apartment on ground floor for discerning couple; part of 1844 Victorian Grade 2 listed building. Five minute walk to the High Street in Ryde Ten minute walk to beach, train station + hovercraft; 10 metres to bus stop (access to most of the island)  …see more

from £61 / night

£422 - £1057 / week

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(2) Very Good 4.5/5 

1 / 15

Holiday home in Isle of Wight

House / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

Very Good 4.5/5 

Add to shortlist

from £61 / night

£422 - £1057 / week

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Perfectly positioned on East Cowes harbour just 10 meters from the sea. A 2 bedroom house sleeping 4 people. Panoramic harbour views and to West Cowes. Finished to a high standard throughout. Front elevated patio overlooking harbour.  …see more

from £108 / night

£750 - £5500 / week

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(2) Excellent 5/5 

1 / 17

Holiday home with golf nearby in Isle of Wight

House / 5 Bedrooms / sleeps 12

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

Excellent 5/5 

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from £108 / night

£750 - £5500 / week

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Situated in the popular York St in central Cowes. Perfect family holiday home or regatta rental. Flexible accommodation with annexe. Newly decorated and furnished with pretty garden.  …see more

from £108 / night

£750 - £1500 / week

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(5) Very Good 4.5/5 

1 / 20

Home rental in Cowes with golf nearby

House / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Car not necessary

Very Good 4.5/5 

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from £108 / night

£750 - £1500 / week

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Prime Waterfront Location. Wonderful modern property in small mews development with balcony and fantastic views over the harbour and Solent beyond. Accommodation of very good standard in contemporary style. Very comfortable for 6 or 8 guests.  …see more

from £43 / night

£300 - £764 / week

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(12) Very Good 4.5/5 

1 / 20

Apartment letting in Isle of Wight

Apartment / 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 £43 / night

£300 - £764 / week

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Millers Rock, Ventnor, is a luxury 2 bedroom, 4 star, self catering, character apartment with panoramic seaviews, occupying a privileged private road location adjacent to shops, restaurants, beach and harbour, with private parking, book online at www.millersrock.co.uk  …see more

from £50 / night

£350 - £675 / week

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(5) Very Good 4.5/5 

1 / 24

Isle of Wight holiday apartment rental

Apartment / 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 £50 / night

£350 - £675 / week

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Stunning contemporary top floor apartment with 2 bedrooms, by a beautiful beach, with sea views over The Solent to Portsmouth, and rear views over Ryde town. Situated in a conservation area in a listed building, very well located and has a dedicated parking space. The apartment is tastefully decorated, is light and airy and well located for all travel routes  …see more

from £61 / night

£425 - £2100 / week

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(1) Excellent 5/5 

1 / 15

Home rental in Isle of Wight with golf nearby

House / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £61 / night

£425 - £2100 / week

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Ideal for sailing accommodation of vacations, this charming property is in a quiet mews development and has the added benefit of a garage  …see more

from £149 / night

£1038 - £1688 / week

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1 / 11

Holiday apartment in Yarmouth

Apartment / 1 Bedroom / sleeps 4

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £149 / night

£1038 - £1688 / week

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GowithOh - Contemporary 1 bedroom apartment 200M from Trafalgar Square  …see more

from £152 / night

£1063 - £1838 / week

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1 / 24

Holiday apartment rental

Apartment / 1 Bedroom / sleeps 5

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £152 / night

£1063 - £1838 / week

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GowithOh - Comfortable 1 bedroom apartment 200m from Trafalgar Square  …see more

from £152 / night

£1063 - £1838 / week

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1 / 11

Holiday apartment in Isle of Wight

Apartment / 1 Bedroom / sleeps 5

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £152 / night

£1063 - £1838 / week

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GowithOh - Modern 1 bedroom apartment 200M from Trafalgar Square  …see more

from £152 / night

£1063 - £1838 / week

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1 / 13

Holiday apartment rental

Apartment / 1 Bedroom / sleeps 6

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £152 / night

£1063 - £1838 / week

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GowithOh - Convenient 1 bedroom apartment 200M from Trafalgar Square  …see more
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