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Best Italy Vacation rentals on Holiday Lettings - Villas

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8,411 Vacation rentals

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Vacation villa with swimming pool in Sicily

Trecastagni villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from $443 / night

$3,098 - $6,653 / week

1 / 54

Vacation villa accommodation

Santa Flavia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $330 / night

$2,309 - $4,944 / week

1 / 37

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

1 / 23

Vacation villa in Sicily

Castelvetrano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $654 / night

$4,573 - $9,348 / week

1 / 25

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

Home rental in Italy

Oriago di Mira house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $150 / night

$1,048 / week

1 / 27

Vacation farmhouse in Italy

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $125 / night

$873 / week

1 / 56

Vacation home in Italy

Matera house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $100 / night

$624 - $1,147 / week

1 / 32

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

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

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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 in Tuscany

Florence apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $138 / night

$960 / week

1 / 49

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

Italy Vacation apartment rental

Funtana Meiga apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $187 / night

$1,309 / week

1 / 39

Vacation apartment in Sardinia

Porto Massimo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $416 / night

$2,494 / week

1 / 17

Vacation apartment in Tuscany

Florence apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $312 / night

$2,182 / week

1 / 63

Home rental in Italy with swimming pool

Capannori house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $187 / night

$935 - $1,970 / week

1 / 11

Vacation villa with swimming pool in Italy

Alberobello villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $499 / night

$3,491 / week

1 / 36

Studio rental in Italian Riviera with shared pool

Pietra Ligure studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $155 / night

$846 / week

1 / 20

Sicily Vacation villa rental

Petrosino villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $187 / night

$1,309 / week

1 / 28

Villa rental in Italy

Riano villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $401 / night

$2,290 / week

1 / 30

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

Puglia Vacation home rental

Ceglie Messapico house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $513 / night

$3,587 / week

1 / 35

Vacation apartment in Italy

Punta Prosciutto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $106 / night

$742 / week

1 / 29

Vacation apartment in Sicily

Marina di Ragusa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $50 / night

$300 / week

1 / 20

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 b&b in Italy

Florence b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $748 / night

$5,236 / week

1 / 23

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 villa with swimming pool in Italy

Plemmirio villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $1,247 / night

$8,727 / week

1 / 49

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