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Best Italy Vacation rentals on Holiday Lettings - Villas

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335 Vacation rentals

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Sicily Vacation villa rental

Brucoli villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $187 / night

$1,304 / week

1 / 30

Villa rental in Italy with swimming pool

Castel di Tusa villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $149 / night

$1,056 / week

1 / 13

Vacation farmhouse with swimming pool in Umbria

Valfabbrica farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $178 / night

$1,006 - $1,800 / week

1 / 35

Sardinia Vacation apartment rental

Arzachena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $125 / night

$745 / week

1 / 69

Vacation home with swimming pool in Marche

Monte Giberto house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $532 / night

$3,724 / week

1 / 7

Vacation villa with swimming pool in Sicily

Campofelice di Roccella villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $75 / night

$522 / week

1 / 34

Italy Vacation b&b rental

Sacrofano b&b

  • 4 bedrooms
  • 8 bathrooms
  • sleeps 21

from $3,104 / night

$6,207 / week

1 / 59

Vacation villa with swimming pool in Sicily

Trecastagni villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $435 / night

$3,042 / week

1 / 43

Vacation villa with swimming pool in Italy

Anghiari villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $410 / night

$2,359 - $5,090 / week

1 / 43

Italy Vacation villa rental

Spoleto villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $460 / night

$3,216 / week

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Vacation villa with swimming pool in Italy

San Lorenzo Nuovo villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $125 / night

$869 / week

1 / 25

Vacation condo with swimming pool in Italy

Terricciola condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 15

Barn rental in Tuscany with swimming pool

Castelfiorentino barn

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 9

from $360 / night

$2,607 / week

1 / 24

Italy Vacation apartment rental

Terricciola apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 12

Vacation condo in Italy

Terricciola condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 12

Vacation apartment with swimming pool in Italy

Terricciola apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 11

Italy Vacation apartment accommodation

Terricciola apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Pricing unknown

1 / 12

Trullo rental in Puglia with swimming pool

Torre Vado trullo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $62 / night

$435 - $565 / week

1 / 21

Apartment rental in Italy with swimming pool

Benevento apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $44 / night

$305 / week

1 / 5

Vacation apartment with swimming pool in Italy

Suvereto apartment

  • 11 bedrooms
  • 22 bathrooms
  • sleeps 25

Pricing unknown

1 / 21

Vacation b&b with swimming pool in Lombardy

Pavia b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $143 / night

$931 / week

1 / 23

Vacation apartment with swimming pool in Italy

Spello apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Pricing unknown

1 / 16

Vacation villa with swimming pool in Italy

Lecce villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from $286 / night

$1,999 / week

1 / 36

Vacation finca with swimming pool in Tuscany

Londa finca

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 7

Italy Vacation hotel apartment rental

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

Pricing unknown

1 / 12

Farmhouse rental in Italy with swimming pool

Londa farmhouse

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

from $280 / night

$1,956 - $3,042 / week

1 / 38

Apartment rental in Italy with swimming pool

Montefortino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 20

Vacation farmhouse rental

Montefortino farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 22

Ski villa to rent in Italy

San Pietro in Cariano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 22

from $621 / night

$4,345 - $9,350 / week

1 / 35

Vacation villa with swimming pool in Tuscany

Lucca villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $87 / night

$609 / week

1 / 50

Vacation apartment with swimming pool in Italy

Cortona apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 13

Home rental in Umbria

Citta della Pieve house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $1,118 / night

$4,966 / week

1 / 50

Villa rental in Italy

Forio villa

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 2

from $1,242 / night

$3,104 - $3,973 / week

1 / 4

Vacation b&b with swimming pool in Tuscany

Figline b&b

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $460 / night

$3,216 / week

1 / 20

Vacation villa with swimming pool in Sicily

Enna villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

from $298 / night

$2,086 - $3,998 / week

1 / 23

Vacation cottage in Emilia-Romagna

Salsomaggiore Terme cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $273 / night

$1,912 / week

1 / 45

Vacation apartment with swimming pool in Italy

Todi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $162 / night

$1,118 / week

1 / 19

Farmhouse rental in Italy with swimming pool

Chiaveretto farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Pricing unknown

1 / 13

Vacation b&b with swimming pool in Italy

Ceglie Messapica b&b

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

Pricing unknown

1 / 10

Vacation villa in Tuscany

Cortona villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

from $696 / night

$5,587 / week

1 / 34

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