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Family Friendly Holidays in Italy - Holiday Lettings

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49,995 family friendly properties

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Holiday villa with shared pool in Italy

Taormina villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Nice holiday in Taormina” We stayed at the Lemon tree for a week in October in 2013 with a young child. For us, it was ideal, since we were able to stay in and cook, and it was close (driving distance) to the beach and the city. Apartments were nice and well equipped. Hosts were very friendly and helpful (even lent us food so we could cook when we arrived). Area is beautiful and lots to do. We enjoyed our stay.

from £191 / night

£1,335 / week

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Holiday apartment in Tuscany

Lucignano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £74 / night

£489 / week

1 / 24

Holiday villa in Italy

Assisi villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

“Wonderful house in a wonderful location” The hospitality has been excellent. Everything we could desire the house's owners had provided to give us. The home it's a beutiful farmhouse in the middle of an huge uliveto. Every little detail seemed had been located in the best place in the best way (I'm talking about the furnishing and the space outside the house too). Moreover, although reaching Villa Rosy from the highway had given us the first idea it was "far from the rest of the World", it's actually not far from the centre of assisi more than 5 minutes (driving straight ahead by the country road that lead you to the house you can easily reach the upper entrance to the old city). At the end, I can just talk positively about my experience. Umbria it's wonderfull (in my opinion assisi is the top, but also Spello, Perugia, Gubbio, Orvieto are wondeful) and the kindness of the Tonti's made our permanency really pleasant.

from £636 / night

£4,107 / week

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Home rental in Italy

Rignano sull'Arno house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Pricing unknown

1 / 16

Holiday penthouse with shared pool in Italy

Villa di Salo penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

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Holiday apartment rental

Montespertoli apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Pricing unknown

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Puglia holiday trullo rental

Galatone trullo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £98 / night

£685 / week

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Holiday apartment rental

Rome apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £137 / night

£959 / week

1 / 29

Holiday villa in Italy

Augusta villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Pricing unknown

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Holiday apartment rental

Tarquinia apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £206 / night

£1,438 / week

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Italy holiday hotel apartment rental

Turin hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

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Home rental in Italy

Isola Delle Femmine house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £59 / night

£411 / week

1 / 15

Holiday home with golf nearby in Italy

Torrenova. house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Pricing unknown

1 / 12

Holiday villa rental

Marsala villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

from £176 / night

£1,232 / week

1 / 37

Holiday villa in Calabria

Tropea villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £84 / night

£587 - £2,200 / week

1 / 107

Italy holiday villa rental

Filicudi villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £245 / night

£1,712 - £4,401 / week

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Holiday home rental

San Michele Salentino house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£480 / week

1 / 8

Italy holiday home rental

Acireale house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £79 / night

£548 / week

1 / 9

Italy holiday home rental

Aggius house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £112 / night

£783 / week

1 / 17

Holiday home in Italy

Alghero house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £63 / night

£440 - £1,272 / week

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Italy holiday apartment rental

Monticello Amiata apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £137 / night

£783 / week

1 / 25

Sicily ski villa to rent.

Nicolosi villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 5

Italy holiday villa rental

Partinico villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Pricing unknown

1 / 14

Holiday villa in Italy

Sabaudia villa

  • 4 bedrooms
  • 11 bathrooms
  • sleeps 8

from £419 / night

£2,934 / week

1 / 27

Sicily holiday apartment rental

Noto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Pricing unknown

1 / 7

Holiday apartment with shared pool in Italy

San Polo in Chianti apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £225 / night

£1,575 / week

1 / 46

Apartment rental in Italy with shared pool

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£450 - £519 / week

1 / 35

Holiday home in Tuscany

Marina di Carrara house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £154 / night

£880 - £1,322 / week

1 / 16

Tuscany holiday apartment rental

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £72 / night

£470 / week

1 / 10

Holiday cottage in Italy

Montecatini Val di Cecina cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £118 / night

£822 / week

1 / 31

Holiday apartment in Tuscany

Castiglion Fiorentino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £49 / night

£343 - £411 / week

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Holiday apartment rental

Giardini Naxos apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £54 / night

£377 / week

1 / 21

Townhouse rental in Italy

Isola di Capo Rizzuto townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £74 / night

£514 / week

1 / 31

Apartment accommodation in Italy

Rome apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“A comfortable, central and quite stay near S. Giovanni in Latran” The appt situated on the 4th floor, is lovely,warm, really spacious,clean and bright, very quite (as the street at the bottom is one way and not very busy),secure and so well and central located,with metro (5mn by foot),and a bus in front of the door for the Colosseo (where there is the metro too).Many shops in the streets around, a well stocked grocery at the bottom of the building, a market at 5mn. Colosseo is at about 15/20mn by foot,and St Giovanni di Latrano (one of the main basilica since it was the Pope's basilica before it became St peter,and surely one of the most beautiful for us),at only 8mn (you can see it from the balcony of the flat (be careful with the young children as the fence is a bit low)). We have also been very deliciously welcomed by Raffaella's parents. We really enjoyed to come back in this oasis after spending all the day running in Roma,and all that has contributed to make our stay there unforgettable.We may recommand aromadiromamaison as we enjoyed it somuch

from £167 / night

£1,076 - £1,692 / week

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Italy holiday apartment rental

Sigillo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £99 / night

£654 - £1,119 / week

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Italy holiday villa rental

San Giovanni del Pantano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“A Place of Retreat and Renewal” I have had the great pleasure of staying at Villa Piantoni multiple times. The views and the setting are spectacular, the home charming with beautiful details and thoughtful attention to providing all the amenities you would ever need. Located just 20 minutes from Perugia, you are just a short train trip to Florence or Rome. But we preferred staying local and visiting all the beautiful nearby hill towns like assisi, Gubio, Spoleto, Orvieto and Cortona. I look forward to a return visit to this special place where I have always felt a deep sense of retreat and renewal.

from £233 / night

£1,629 / week

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Italy holiday villa rental

Tavernelle di Panicale villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £264 / night

£1,760 / week

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Holiday hotel apartment rental

Pievebovigliana hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £98 / night

£685 / week

1 / 68

Holiday villa with swimming pool in Italy

Lucignano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £164 / night

£854 - £996 / week

1 / 35

Italy holiday villa rental

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 24

from £504 / night

£3,527 / week

1 / 55

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