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Best Italy Vacation rentals on Holiday Lettings - Villas

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7,615 Vacation rentals

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Vacation villa in Sicily

Balestrate villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

from $349 / night

$2,439 - $5,205 / week

1 / 49

Vacation apartment in Italy

Assisi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $79 / night

$552 / week

1 / 23

Vacation villa rental

Acquara villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

from $374 / night

$2,494 / week

1 / 16

Vacation cottage with shared pool in Tuscany

Montespertoli cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $992 / night

$6,938 / week

1 / 35

Vacation villa with swimming pool in Marche

Piobbico villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $231 / night

$1,580 - $2,514 / week

1 / 26

Vacation farmhouse in Italy

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $125 / night

$873 / week

1 / 56

Vacation villa rental

Trecasali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $94 / night

$655 / week

1 / 3

Vacation apartment rental

Santo Stefano Belbo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $175 / night

$1,222 / week

1 / 67

Italy Vacation farmhouse accommodation

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $113 / night

$755 - $886 / week

1 / 64

Vacation farmhouse with shared pool, golf nearby in Italy

Strada in Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $187 / night

$1,424 - $1,686 / week

1 / 71

Italy Vacation farmhouse rental

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $125 / night

$873 / week

1 / 40

Vacation farmhouse with shared pool, golf nearby in Tuscany

Strada in Chianti farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $138 / night

$960 / week

1 / 69

Vacation b&b in Italy

Foligno b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

from $88 / night

$561 / week

1 / 11

Vacation villa in Sardinia

Costa Paradiso villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $184 / night

$1,247 / week

1 / 18

Umbria Vacation villa rental

Passignano Sul Trasimeno villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $250 / night

$1,746 - $2,481 / week

1 / 52

Italy Vacation home rental

Foiano Della Chiana house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 9

from $63 / night

$437 / week

1 / 46

Studio rental in Italian Riviera with shared pool

Pietra Ligure studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $155 / night

$846 / week

1 / 20

Vacation apartment in Italy

Laveno-Mombello apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $119 / night

$829 / week

1 / 14

Italian Riviera Vacation apartment rental

Pietra Ligure apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $197 / night

$1,434 / week

1 / 19

Apartment rental in Italy with shared pool

Pietra Ligure apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $207 / night

$935 - $1,995 / week

1 / 22

Puglia Vacation home rental

Ceglie Messapico house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $513 / night

$3,587 / week

1 / 35

Vacation villa rental

Serra San Quirico villa

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

from $305 / night

$2,115 - $4,189 / week

1 / 39

Vacation villa in Italy

Palermo villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $125 / night

$873 / week

1 / 30

Vacation home with golf nearby in Italy

Toscolano-Maderno house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 18

from $543 / night

$3,607 - $4,654 / week

1 / 67

Vacation apartment in Italy

Poggioreale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $88 / night

$524 / week

1 / 35

Vacation b&b in Italy

Papiano b&b

  • 1 bedroom
  • 6 bathrooms
  • sleeps 23

from $50 / night

$349 / week

1 / 5

Vacation home with swimming pool in Italy

Magliano in Toscana house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $138 / night

$960 / week

1 / 71

Vacation villa with swimming pool in Italy

Cortona villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from $624 / night

$4,364 / week

1 / 48

Vacation home rental

Assisi house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $63 / night

$499 - $1,546 / week

1 / 23

Italy Vacation b&b rental

Lavagno b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $175 / night

$1,222 / week

1 / 7

Vacation b&b in Sardinia

Padru b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $113 / night

$786 / week

1 / 13

Vacation apartment rental

Mezzana apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $250 / night

$1,870 / week

1 / 7

Italy Vacation villa rental

Barchi villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $288 / night

$1,964 - $3,797 / week

1 / 31

Vacation b&b in Italy

Sale b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $38 / night

$262 / week

1 / 12

Villa rental in Italy with swimming pool

Gragnano villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $499 / night

$3,990 - $5,922 / week

1 / 42

Ski villa to rent in Lombardy

Gromo villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $357 / night

$2,494 / week

1 / 29

Vacation farmhouse with indoor pool in Piedmont

Spigno Monferrato farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $460 / night

$2,494 / week

1 / 16

Tuscany Vacation home rental

Quercegrossa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $113 / night

$786 / week

1 / 18

Home rental in Italy with shared pool

Quercegrossa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $144 / night

$1,004 / week

1 / 19

Tuscany Vacation home rental

Quercegrossa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $144 / night

$1,004 / week

1 / 17

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