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829 Holiday homes in Isle of Wight

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  • Alum Bay (5)
  • Bembridge (84)
  • Bonchurch (15)
  • Brading (6)
  • Brighstone (7)
  • Brighstone Bay (5)
  • Brook, Isle of Wight (1)
  • Cowes (127)
  • Freshwater (51)
  • Godshill (9)
  • Gurnard, Isle of Wight (10)
  • Knighton, Isle of Wight (1)
  • Lake (1)
  • Merstone (3)
  • Nettlestone (1)
  • Newchurch (5)
  • Newport, Isle of Wight (25)
  • Newtown, Isle of Wight (1)
  • Nodes Point (1)
  • Rookley (1)
  • Ryde (58)
  • Sandown (80)
  • Seaview Village (22)
  • Shanklin (59)
  • Shorwell (8)
  • St Helens, Isle of Wight (14)
  • Thorness Bay (7)
  • Totland (16)
  • Ventnor (124)
  • Whippingham (7)
  • Whitwell, Isle of Wight (8)
  • Wootton (18)
  • Yarmouth, Isle of Wight (49)

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829 Results  |  
10 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £750 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Let Friday to Friday, to allow the advantage of a full week-end away, this 3 bedroom, 17th Century Grade ll listed, stone thatched cottage is situated in the heart of Niton village.  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £71 /night

£495 - £1095 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Church Place is a traditional stone character cottage that is approximately 120 years old and offers spectacular sea views towards The Needles.  …see more

10 Photos

Bungalow | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
“Herons Ghyll” nestles in tranquil countryside close to Newtown Nature Reserve with its beautiful walks and tiny harbour.  …see more

Featured properties

9 Photos

Cottage | 4 Bedrooms | sleeps 10

1 night min stay

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from £78 /night

£545 - £1195 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Attractive character cottage with many original features, including beam ceilings.  …see more

21 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £27 /night

£185 - £465 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Discounted Ferry Travel - VisitBritain 3 Star - Situated on the coast just a few minutes walk away from the beach. Lovely coastal & downland walks with views across Sandown Bay stretching out over the English Channel. Own decking ideal for al fresco dining.  …see more

10 Photos

Cottage | 5 Bedrooms | sleeps 13

3 Nights min stay

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from £185 /night

£1295 - £2495 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Hope Cottage offers spacious accommodation over three floors.  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £54 /night

£375 - £705 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
This luxury first floor 2 bedroom apartment is situated in this handsome Victorian gentleman's residence overlooking Shanklin and Sandown Bay beyond.  …see more

16 Photos

Bungalow | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £50 /night

£350 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
Avalon is an attractive chalet bungalow ideally situated a short stroll from the beach and seafront cafes.  …see more

21 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £24 /night

£165 - £430 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Discounted ferry travel! Fronting an open green area adjacent to open fields. Lovely walks to Culver Down & minutes from the beach. Lots to do for all ages - pier, zoo, dinosaur museum, childrens playgrounds, cafes/restaurants & bars. Great base to explore the Island.  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £35 /night

£245 - £650 / week

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Key info:

  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A lovely character cottage nestled in a tucked away location within the village of Freshwater. The home just 'oozes' charm with its beamed ceilings, exposed stone walls & feature fireplace with bread oven & log burning stove. Freshwater Bay & downland walks are nearby. feeling of seclusion. It mainly comprises of a raised deck with borders containing various plants & shrubs.  …see more

11 Photos

Barn | 4 Bedrooms | sleeps 14

3 Nights min stay

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from £100 /night

£700 - £1990 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Stunning luxurious recently converted barn on small development of similar barn conversions within Niton Manor Farm.  …see more

15 Photos

Bungalow | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
“Suntrap” is a 4 bedroom, centrally-heated bungalow within the grounds of Westfield bungalows in Bonchurch part of Queen Adelaide's estate in the 1800s  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £48 /night

£335 - £785 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Refurbished home fronting the village green & with downland views from the rear. Local beaches are just minutes away together with the picturesque Bembridge Harbour. Go for a stroll along the old causeway - so tranquil. Then try the locally caught fish & shellfish...  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £645 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This charming two bedroom holiday home is set at the end of probably the most well know terrace on the whole of the Isle of Wight.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £50 /night

£350 - £550 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
  • Private garden
Bonchurch has an air of peace and tranquillity with its ancient churches, village pond and traditional cottages but it is also a working village. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITE FOR DETAILS  …see more

12 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This charming cliff top bungalow is set in arguably one of the best positions at Brambles Chine Holiday Park. Offering spectacular uninterrupted sea views across to the Isle of Wight’s famous Needles.  …see more

10 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
'Fair Winds' is a detached bungalow situated in an unmade road amongst similar properties in a quiet area of Shanklin. SPECIAL OFFERS AVAILABLE SEE HOME FROM HOME WEBSITES FOR DETAILS  …see more

6 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £42 /night

£290 - £620 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
This charming fisherman's cottage provides comfortable accommodation for couples and families alike.  …see more

19 Photos

Chalet | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £26 /night

£180 - £460 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Discounted Ferry Packages! - VisitBritain 3 Star - Wonderful coastal location - ideal for lazy days on the beach. Lovely views across Sandown Bay stretching towards the English Channel. Check out the nearby Bembridge village & try the locally caught crab & lobster!  …see more

17 Photos

Barn | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £95 /night

£665 - £1295 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A light & airy barn conversion offering wonderfully well presented family accommodation. The home is set within three quarters of an acre, surrounded by open fields & the countryside. Lovely walks & the beach is nearby. A great place to relax & unwind... Alternatively, Buttercup Barn is an ideal place to use as a base to explore the rest of the Island...  …see more

13 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£425 - £795 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • May take pets – please enquire
This detached character three bedroom house offers a bright and comfortable family home with a large garden, and is ideally situated a short stroll from the cliff path and the popular sandy beaches of Sandown Bay.  …see more

9 Photos

Barn | 3 Bedrooms | sleeps 11

3 Nights min stay

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from £79 /night

£550 - £1790 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Stunning luxurious recently converted barn on small development of similar barn conversions within Niton Manor Farm. All surround a lovely courtyard with garden furniture and own BBQ area. 4* Gold award property.  …see more

14 Photos

House | 5 Bedrooms | sleeps 13

3 Nights min stay

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from £179 /night

£1250 - £2700 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Torwood is a traditional Victorian Villa built with Island stone giving it a wonderful light and airy feel.  …see more

10 Photos

House | 3 Bedrooms | sleeps 8

1 night min stay

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from £50 /night

£350 - £795 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Solent Landing is a stunning development set in communal landscaped grounds with direct beach access.  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £71 /night

£495 - £1095 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
What a fantastic view from this idyllic position! On the first floor is a sizable lounge and balcony that provides the ideal peaceful and relaxing setting, south facing, with glorious views over the rear garden and out to sea.  …see more

12 Photos

House | 3 Bedrooms | sleeps 9

7 Nights min stay

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from £71 /night

£495 - £1150 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Solent Landing is a stunning development set in communal landscaped grounds with direct beach access.  …see more

4 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £86 /night

£600 - £1400 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Family Holiday Home - Ventnor A short walk from the property, you will find the beautiful and secluded Steephill Cove .  …see more

8 Photos

Barn | 1 Bedroom | sleeps 4

3 Nights min stay

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from £36 /night

£250 - £425 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This charming newly converted barn set in the grounds of ‘Street Place Farm’, tucked away in this wonderful rural West Wight position.  …see more

8 Photos

House | 1 Bedroom | sleeps 4

3 Nights min stay

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from £36 /night

£250 - £425 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
'The Wing at Fox Hollow' is a delightful newly converted one bedroom split level annex style property in the rural setting of Whiteley Bank.  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £25 /night

£175 - £650 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
Comfortable 1 bedroom, self contained apartment, forming the lower ground floor of a modern four storey town house, with sunny, decked patio and off road parking. Twin beds can be pushed together  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 6

Short stays welcome

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Charming three bedroom apartment with truly magnificent southerly sea views from the front balcony and being within easy reach of the town centre and beach.  …see more

17 Photos

House | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £93 /night

£650 - £1475 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This detached 5 bedroom family home is situated in Bembridge and is within close proximity to the beach, shops, local pubs, restaurants and the harbour.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £58 /night

£400 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
‘Orchard Cottage’ is a three bedroom cottage with character that has been refurbished to provide excellent family accommodation.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £71 /night

£495 - £800 / week

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Key info:

  • Suitable for over 5s only
  • Car advised
  • No pets allowed
'The Reach' development of superior apartments set in a quiet area of Shanklin with some sea views.  …see more

18 Photos

Bungalow | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £53 /night

£365 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Discounted Ferry Travel! - A well presented holiday bungalow situated yards from the beach! There is also a large green, an ideal place for the kids to play when not out exploring the Island. In addition, there is a lake where birds and other wildlife can be enjoyed.  …see more

20 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
A lovely detached bungalow situated in the coastal village of Bembridge. The home is situated in a quiet residential area but is only a few moments walk away to the beach & the popular, award winning, Crab & Lobster pub/restaurant. Explore the harbour, try the locally caught fish/shellfish or visit the windmill - there's lots to see & do!  …see more

15 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £136 /night

£950 - £2050 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Situated just yards from the beach this stunning 'New England' style house enjoys fabulous sea views and gardens leading onto the sea front.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £40 /night

£280 - £1305 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A first floor apartment ideally located allowing easy access to the centre of town with all its differant shops & yachting marinas. There are also fine beaches, boat hire, places to eat & places to visit including Osborne House, home of Queen Victoria, all nearby. When at home, you can enjoy the balcony leading out from the lounge & just watch the world go by...  …see more

7 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £43 /night

£295 - £625 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
This delightful and peaceful two bedroom cottage, in the seaside village of Bembridge, is the the perfect base from which to explore the Island. Super-king bed is Zip and Link  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 9

3 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
This prestigious renovated old theatre is made up of 2 apartments which can be rented as one large 6 bedroom house accommodating up to 15 (plus 2 extra) people or individually as 3 bedroom apartments each with their own separate entrances.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £48 /night

£330 - £525 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
Creek gardens are ideally situated for exploring the island, the car and passenger ferry port of Fishborne is close by.  …see more

18 Photos

Chalet | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £48 /night

£335 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Just yards from the beach! Relax on the decking & take in the sea air...Build sand castles, watch the boats or visit the 'hide' at the neighbouring Nature Reserve & take photos of the wildlife. 'Beachside' makes an ideal base from which to explore the lovely Island. The quirky little village centre is just a few moments away with its tempting shops & restaurants...  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
This unusual two-bedroom converted Victorian stables is tucked away in a quiet location, within five-minutes walk of Tennyson Down  …see more

9 Photos

Villa | 2 Bedrooms | sleeps 4

Short stays welcome

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from £57 /night

£395 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Primrose Villa is situated in a quiet cul-de-sac and has a charming fully enclosed rear garden which has a gate leading to a footpath that goes directly to Appley beach through Appley Park.  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Kings Charles Court is a fabulous one bedroom first floor apartment which has been furnished to a high standard and is comfortably furnished throughout.  …see more

24 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £71 /night

£495 - £920 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This delightful home has been finished to a high standard by the Italian owners, with a very attractive interior, whilst surrounded by a lovely garden with pretty flower beds, colourful trees and shrubs.  …see more

11 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £58 /night

£400 - £2871 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
Staysail Cottage is a charming 4 bedroom self-catering home set over 4 floors, conveniently situated in the heart of the popular area of Cowes Old Town. Ideal for families, groups, crew, business travellers and contractors.  …see more

23 Photos

Bungalow | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £38 /night

£265 - £557 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children of all ages
  • No pets allowed
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 internet access  …see more

11 Photos

House | 5 Bedrooms | sleeps 10

4 Nights min stay

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from £122 /night

£848 - £1590 / week

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Key info:

  • Nearest beach 0.5 km
  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Our 5 bedrooms (3 twins and 2 doubles) are all en-suite & provide flexible accommodation for groups or families. The well-equipped kitchen has both an Aga and a range cooker to cater for all budding chefs and meals can be taken in the kitchen or the lovely bright sun  …see more

15 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

2 Nights min stay

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from £215 /night

£1500 - £3750 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Beautifully designed and recently renovated unique luxury large family house with spectacular panoramic views over the Solent. Close to the beach and other amenities, including the ferry. Beautiful interiors sleeping up to 14. Large garden with tree house and sand pit. Please visit http://www.onthebay.co.uk for pricing and availability.  …see more

Offering over 500 miles of footpaths, and stretches of stunning coastline, the Isle of Wight is perfect for a walking holiday or a family break. Enjoy the unspoilt scenery, or have an activity filled vacation with sailing, windsurfing and paragliding all on offer locally. The island is famous for the annual Cowes week event in late August, and in May it hosts the largest walking festival anywhere in the UK.