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Family Friendly Holidays in Isle of Wight - Holiday Lettings

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Holiday bungalow in Freshwater

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Perfect spot for morning swims and sunset views.” A quiet location with beach access. Lovely views and sunsets. The chalet has everything we needed and the owners were very helpful, leaving extra beach towels for us. Easy to get to from the Lymington - Yarmouth ferry.

from £81 / night

£430 - £802 / week

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Holiday chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Chalet 191” We enjoyed our 2 week stay in chalet 191 in Sandown. It has everything you need, it's comfy and clean. I would highly recommend staying there. Jayne, the owner is very helpful and mid way through our stay changed the beds and cleaned which was lovely! I will definitely be back

from £58 / night

£390 - £802 / week

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Yarmouth holiday villa rental

Yarmouth villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great house/cottage & holiday!” Lovely cottage with beautiful views of the sea. It had everything we needed inside & plenty of outside space to sit & have drinks & bbq. Yarmouth Village is only 20 min walk or few mins drive, no problems parking in the village.

from £189 / night

£956 - £2,949 / week

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Holiday bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £69 / night

£390 - £716 / week

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Holiday home in Niton, Isle of Wight

Niton, Isle of Wight house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £180 / night

£1,260 - £2,061 / week

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Porchfield holiday caravan/mobile home rental

Porchfield caravan/mobile home

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £81 / night

£687 - £916 / week

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Freshwater holiday bungalow rental

Freshwater bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“lovely holiday” we had a lovely week, the bungalow was clean & had everything you needed for a enjoyable stay. The only downside ( which isn't the owners fault ) was the road leading to the site, it had so many pot holes & desperately needs resurfacing.

from £86 / night

£434 - £860 / week

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Chalet rental in Yaverland with golf nearby

Yaverland chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Brilliant” Had a brilliant stay. Lovely little chalet on a lovely site right near everything we wanted and needed. And at the end of the site we went on walks every evening along the cliffs and seafront. Fantastic views. Friendly site

from £69 / night

£344 - £584 / week

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Sandown holiday apartment rental

Sandown apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Stunning views” Great location with stunning balcony views. Convenient for all amenities and entertainment for children. Beach literally on doorstep. Lovely apartment absolutely spotless and great communication with owner. Highly recommended

from £81 / night

£516 - £1,718 / week

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Lodge rental in Bembridge

Bembridge lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing Lodge” The lodge was very comfortable and clean. It was equipped with everything you would ever need including an ice maker. Had a wonderful stay we loved walking to the secluded beach - Priory Bay.

from £115 / night

£802 / week

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Holiday home in Sandown

Sandown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Just great!!” We spent a lovely long weekend here in January. We enjoyed the walk to the beach, the hot tub and the apartment was great. Many thanks

from £149 / night

£1,042 / week

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Holiday apartment in Wroxall

Wroxall apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £81 / night

£516 - £831 / week

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Holiday chalet in Ventnor

Ventnor chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £136 / night

£679 - £1,306 / week

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Holiday bungalow in Freshwater

Freshwater bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

“Great location and beautiful vuews” We had a wonderful few days on the Isle of Wight staying in this perfect bungalow - extremely clean, well equipped and perfect location with 2 young boys to entertain. The views are beautiful and with great weather we were able to enjoy the sunsets. The beach is only a short walk down and is great for kids. We had an amazing meal at The Beach Hut and would thoroughly recommend the fish and chips at the Rainbow Fish Bar in freshwater. Margaret was extremely helpful with any queries we had and always responded quickly. Thank you for a perfect holiday!

from £58 / night

£401 - £1,088 / week

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Holiday apartment in Cowes

Cowes apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £144 / night

£687 - £2,691 / week

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Apartment rental in Shanklin

Shanklin apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £138 / night

£745 - £1,025 / week

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Holiday cottage in Cowes

Cowes cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Perfect cottage” A really lovely well equipped dog friendly cottage in a fantastic location. Great shops, pubs, dog walks and the bonus of M&S on your door step. Jenny was very helpful with the booking and the welcome pack was very much appreciated. I would definitely recommend this great holiday cottage.

from £172 / night

£802 - £1,203 / week

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Holiday cottage in Yarmouth

Yarmouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent accommodation - location and local people” Good walks at rear and front of the property on this dog friendly island. Property overlooks the sea with fenced green area (for Victoria cottages residents) where rabbits and children can play. In this area dogs must be on a lead for safety and hygiene reasons. Very short walk through this green takes you to the sea where dogs can wander freely. Walk to the left and beach is okay for sandcastles but nowhere is safe for swimming. Only two of us, plus dog, but cottage would comfortably house 4 adults. Very smart, clean and quiet. Only small fenced front garden if your dog is an escape artist but the wood at back has good trails that lead to view of Needles and eventually coastal path. We love the area and cottage .... BUT don't expect to find supermarkets in good supply. However there is a Co op in Freshwater. 15 mins walk into Yarmouth good for eating and tourism but quite small.

from £103 / night

£527 - £1,632 / week

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Cottage rental in Ventnor

Ventnor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Tranquility base” We had a long weekend at Ocean View, off season in March. The cottage is really cosy, in extremely good order, very clean and the sea views are wonderful. It also has a small patio in the front where, as the weather was kind, we sat and drank wine in the early evening. Debby, the owner, was very helpful with local information and has a good knowledge of where to eat and drink (under no circumstances omit a visit to the Taverners in Godshill). We're going to try and book Ocean View again for a return visit in the summer.

from £114 / night

£859 - £1,432 / week

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Home rental in Cowes

Cowes house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Perfect Holiday Rental” From the first contact with Amanda I knew this place was going to be great. Amanda was very prompt and helpful in answering emails and throughout the booking process. The cottage itself is amazing. A huge kitchen, lovely backyard and very comfy beds! Everything you could think of is catered for including kitchen equipment, dvd's, and sensor lights on the landing! I highly recommend this Cottage for it's great location to West Cowes centre and homely feel. There is already talk of going back next year we had such a great stay.

from £144 / night

£1,603 / week

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Shanklin holiday cottage rental

Shanklin cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £153 / night

£710 - £1,655 / week

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Cottage letting in St Lawrence

St Lawrence cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from £139 / night

£1,053 - £2,914 / week

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Apartment rental in Cowes

Cowes apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £287 / night

£1,460 - £2,691 / week

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Holiday chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £81 / night

£544 - £745 / week

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Sandown holiday chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £84 / night

£527 - £779 / week

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Holiday home in Cowes

Cowes house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £516 / night

£3,607 / week

1 / 20

Holiday penthouse with golf nearby in Cowes

Cowes penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Superb apartment” The apartment overlooks Cowe's Marina , loads of boat activity to watch, including cruise ships The large apartment is beautifully set out , everything in it you could wish for & all to a very high standard More than helpful housekeeper who keeps the apartment very clean & tidy. Secure parking within the complex We would return

from £224 / night

£1,260 - £3,693 / week

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Holiday townhouse in Cowes

Cowes townhouse

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £229 / night

£630 - £1,489 / week

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St Lawrence, Ventnor holiday apartment let

St Lawrence, Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Fantastic accommodation - great location.” Stayed in Flat 1 for a week with partner and 11 year old. Plenty of space. Nice and clean. The view from living room and main bedroom was fantastic. We spent many hours just looking at the boats sailing past! Garden is nice and pleasant to sit in or play games, or enjoy a drink after a day out exploring the Island. Great value for money compared to other accommodation we looked at. Would definitely stay here again should we visit IOW.

from £81 / night

£418 - £1,023 / week

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Holiday home with golf nearby in Freshwater

Freshwater house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£642 / week

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Ventnor holiday penthouse rental

Ventnor penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £287 / night

£2,004 / week

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Apartment rental in Shanklin

Shanklin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Seaside View Shanklin Isle of Wight” It's exactly as advertised a View of the Seaside, an EXCELLENT apartment to stay at couldn't be any closer to the beach, with nice places to eat and drink along the esplanade, facilities at the Seaside View are spot on & would have no hesitation at all going back there.

from £99 / night

£458 - £573 / week

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Holiday apartment accommodation

Ventnor Bay apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £144 / night

£630 - £1,203 / week

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Holiday apartment in Ventnor

Ventnor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £144 / night

£630 - £888 / week

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Holiday home in Sandown

Sandown house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £145 / night

£596 - £2,748 / week

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Holiday apartment in Cowes

Cowes apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £144 / night

£687 - £2,691 / week

1 / 11

Holiday cottage in Ventnor

Ventnor cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £100 / night

£687 - £1,260 / week

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Bungalow rental in Ryde

Ryde bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Excellent cottage, good location, thoughtful owners.” The cottage is really good for young families as they have so many toys, games and DVDs for the kids to enjoy on wet days, and the play den in the garden is really well equipped with toys. It is really beautifully furnished, exceptionally clean and tidy and the location is excellent for the beach and exploring the Island. Had a lovely week in spite of the weather. Would definitely go back.

from £229 / night

£831 - £1,718 / week

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Sandown holiday chalet rental

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £58 / night

£745 / week

1 / 20

Holiday chalet in Sandown

Sandown chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £86 / night

£229 - £825 / week

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