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Best Italy Vacation rentals on Holiday Lettings - Villas

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442 Vacation rentals

Vacation farmhouse in Italy

Strada in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $125 / night

$873 / week

1 / 56

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 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 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

Trentino-Alto Adige ski b&b to rent.

Cinte Tesino b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from $88 / night

$611 / week

1 / 29

Vacation guest house rental

Macchie guest house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 4

from $100 / night

$699 / week

1 / 37

Apartment rental in Italy with swimming pool, golf nearby

Fumane apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $187 / night

$1,309 / week

1 / 24

Italy Vacation villa rental

Rapallo villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $94 / night

$655 / week

1 / 36

Italy Vacation apartment rental

Costa Paradiso apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $161 / night

$1,122 / week

1 / 28

Vacation castle in Italy

Pratovecchio castle

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

from $200 / night

$1,397 / week

1 / 20

Vacation apartment with golf nearby in Italy

Rapallo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $200 / night

$1,372 / week

1 / 15

Tuscany Vacation villa rental

Monte a Pescia villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 7

from $300 / night

$2,095 / week

1 / 37

Italy Vacation villa rental

Pucciarelli villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $144 / night

$1,004 / week

1 / 23

Apartment rental in Liguria with golf nearby

Diano Castello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $88 / night

$624 - $1,016 / week

1 / 9

Home rental in Sicily with shared pool, golf nearby

Sciacca house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $88 / night

$624 / week

1 / 8

Vacation hotel apartment rental

Sciacca hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $225 / night

$1,571 / week

1 / 12

Italy Vacation villa rental

Costa Rei villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $225 / night

$1,571 / week

1 / 77

Vacation apartment in Italy

Lido di Jesolo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $312 / night

$2,182 / week

1 / 9

Vacation home with golf nearby in Italy

Numana house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $225 / night

$1,571 / week

1 / 27

Vacation villa with golf nearby in Sardinia

Villasimius villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $312 / night

$2,182 / week

1 / 26

Ski villa to rent in Lombardy

Toscolano-Maderno villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $355 / night

$2,481 - $3,479 / week

1 / 33

Townhouse rental in Italy with golf nearby

Udine townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $125 / night

$748 / week

1 / 12

Italy ski apartment to rent.

Bardolino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $250 / night

$1,746 / week

1 / 14

Vacation home rental

Castelnuovo Magra house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $200 / night

$1,397 / week

1 / 41

Italy Vacation villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $200 / night

$1,397 - $3,317 / week

1 / 108

Ski apartment to rent in Italy

Aci Sant'Antonio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $69 / night

$399 - $1,185 / week

1 / 29

Vacation villa rental

Bagheria villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $113 / night

$761 - $1,023 / week

1 / 78

Vacation apartment rental

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $63 / night

$312 / week

1 / 17

Lombardy Vacation apartment rental

Tignale apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $219 / night

$1,528 / week

1 / 24

Apartment rental in Italy with golf nearby

Rome apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $250 / night

$1,621 / week

1 / 7

Vacation hotel apartment with swimming pool, golf nearby in Italy

Lake Trasimeno hotel apartment

  • 12 bedrooms
  • 24 bathrooms
  • sleeps 30

Pricing unknown

1 / 8

Vacation farmhouse rental

Ravenna farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $81 / night

$568 - $1,877 / week

1 / 13

Vacation cottage with golf nearby in Italy

Sciacca cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $94 / night

$624 - $1,247 / week

1 / 49

Vacation villa rental

Villasimius villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $90 / night

$629 / week

1 / 106

Cottage rental in Molise with golf nearby

Filignano cottage

  • 3 bedrooms
  • 8 bathrooms
  • sleeps 8

from $113 / night

$786 / week

1 / 32

Vacation apartment in Tuscany

Punta Ala apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $129 / night

$898 - $3,304 / week

1 / 22

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