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Best Italy Vacation rentals on Holiday Lettings - Villas

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4,766 Vacation rentals

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 rental

Trecasali villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $94 / night

$655 / week

1 / 3

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 apartment in Italian Riviera

Camporosso apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $113 / night

$786 / week

1 / 6

Italy Vacation home rental

Foiano Della Chiana house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 9

from $63 / night

$437 / week

1 / 46

Italy Vacation b&b rental

Bevagna b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $175 / night

$935 / week

1 / 19

Vacation b&b rental

Gesualdo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $74 / night

$515 / week

1 / 88

Home rental in Italy

Terme Vigliatore house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $38 / night

$262 / week

1 / 12

Studio rental in Italian Riviera with shared pool

Pietra Ligure studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $155 / night

$846 / week

1 / 20

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 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

Abruzzo ski apartment to rent.

Ovindoli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $187 / night

$873 / week

1 / 68

Tuscany Vacation villa rental

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

from $869 / night

$6,083 / week

1 / 120

Vacation apartment in Italy

Poggioreale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $88 / night

$524 / week

1 / 35

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 apartment in Italy

Teramo apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $113 / night

$786 / week

1 / 33

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

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

Italy Vacation b&b rental

Matera b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $113 / night

$686 / week

1 / 12

Abruzzo Vacation home rental

Santo Stefano di Sessanio house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from $57 / night

$374 - $3,123 / week

1 / 16

Vacation home in Italy

Massa e Cozzile house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $116 / night

$811 / week

1 / 11

Vacation farmhouse in Italy

Castelfiorentino farmhouse

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 20

from $1,621 / night

$5,106 - $8,596 / week

1 / 12

Vacation apartment in Italian Riviera

Sarzana apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

from $106 / night

$748 - $1,141 / week

1 / 30

Friuli Venezia Giulia Vacation villa rental

Pinzano al Tagliamento villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $63 / night

$437 / week

1 / 8

Vacation trullo with swimming pool, golf nearby in Puglia

Martina Franca trullo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $935 / night

$6,545 / week

1 / 30

Vacation b&b rental

Miglianico b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 3

from $9,974 / night

$69,815 / week

1 / 5

Vacation trullo in Italy

Ostuni trullo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $138 / night

$829 - $2,051 / week

1 / 50

Italy Vacation villa rental

Vinci villa

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 12

from $374 / night

$2,064 - $3,491 / week

1 / 58

Italy Vacation home rental

Noto house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $113 / night

$786 / week

1 / 55

Umbria Vacation apartment rental

Sant'Enea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $206 / night

$1,440 / week

1 / 7

Home rental in Italy

Oriago di Mira house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $75 / night

$474 / week

1 / 13

Vacation b&b in Italy

Caprie b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $44 / night

$306 / week

1 / 5

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