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Best Italy Vacation rentals on Holiday Lettings - Villas

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8,709 Vacation rentals

Vacation villa with swimming pool in Sicily

Trecastagni villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from $443 / night

$3,098 - $6,653 / week

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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 villa with swimming pool in Italy

Marina Di Modica villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $885 / night

$6,190 - $11,607 / week

1 / 30

Italy Vacation villa rental

Fontane Bianche villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

from $996 / night

$6,969 - $17,018 / week

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Vacation villa in Sicily

Castelvetrano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $654 / night

$4,573 - $9,348 / week

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Vacation villa with swimming pool in Italy

Castelvetrano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $409 / night

$2,859 - $5,172 / week

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Vacation villa with swimming pool in Italy

Lucca villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $791 / night

$5,533 / week

1 / 38

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 apartment with shared pool in Italy

Lignano Sabbiadoro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $70 / night

$489 - $1,054 / week

1 / 12

Home rental in Italy with shared pool

Lignano Pineta house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $78 / night

$545 - $1,555 / week

1 / 16

Vacation farmhouse in Italy

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $125 / night

$873 / week

1 / 56

Vacation villa with swimming pool in Italy

Sermoneta villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

from $356 / night

$2,494 - $6,028 / week

1 / 28

Italy Vacation farmhouse accommodation

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $113 / night

$755 - $886 / week

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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 apartment with shared pool in Italy

Sant'Agata sui Due Golfi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $225 / night

$1,571 / week

1 / 37

Vacation home with shared pool in Italy

Pantelleria house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $187 / night

$1,309 / week

1 / 13

Italy Vacation home rental

Pantelleria house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $187 / night

$1,309 / week

1 / 9

Italy Vacation home rental

Pantelleria house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $187 / night

$1,309 / week

1 / 12

Home rental in Italy with swimming pool

Capannori house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $187 / night

$935 - $1,970 / week

1 / 11

Home rental in Tuscany with swimming pool

Capannori house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $624 / night

$4,364 / week

1 / 10

Vacation villa with swimming pool in Italy

Alberobello villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $499 / night

$3,491 / week

1 / 36

Vacation villa with swimming pool, golf nearby in Italy

Manerba del Garda villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $312 / night

$2,182 - $4,738 / week

1 / 18

Vacation tower rental

Sanremo tower

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $437 / night

$3,055 / week

1 / 29

Studio rental in Italian Riviera with shared pool

Pietra Ligure studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $155 / night

$846 / week

1 / 20

Apartment rental in Calabria with shared pool

Pizzo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $63 / night

$437 - $998 / week

1 / 18

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

Vacation villa rental

Castro villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from $150 / night

$1,048 / week

1 / 143

Tuscany Vacation villa rental

Pian di Sco villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $250 / night

$1,434 / week

1 / 16

Vacation villa accommodation

Pian di Sco villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $374 / night

$1,683 / week

1 / 17

Tuscany Vacation apartment rental

Pian di Sco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $162 / night

$1,135 / week

1 / 12

Tuscany Vacation home rental

Pian di Sco house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $200 / night

$1,372 / week

1 / 16

Italy Vacation apartment rental

Pian di Sco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $162 / night

$1,135 / week

1 / 12

Vacation apartment with shared pool in Italy

Mombaruzzo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $81 / night

$786 / week

1 / 12

Puglia Vacation home rental

Ceglie Messapico house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $513 / night

$3,587 / week

1 / 35

Vacation apartment in Sicily

Marina di Ragusa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $50 / night

$300 / week

1 / 20

Italy Vacation villa rental

Manerba del Garda villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $312 / night

$2,057 - $4,738 / week

1 / 18

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