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Best Italy Vacation rentals on Holiday Lettings - Villas

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Sicily ski villa to rent.

Trecastagni villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $435 / night

$1,490 - $2,359 / week

1 / 13

Vacation home with indoor pool in Umbria

Tuoro sul Trasimeno house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,178 / night

$8,243 / week

1 / 21

Italy Vacation hotel apartment rental

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

Pricing unknown

1 / 12

Italy Vacation villa rental

Orvieto villa

  • 5 bedrooms
  • 9 bathrooms
  • sleeps 14

from $1,862 / night

$7,821 - $9,931 / week

1 / 103

Italy Vacation home rental

Taormina house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $249 / night

$1,242 / week

1 / 21

Vacation farmhouse with indoor pool in Italy

Pistoia farmhouse

  • 6 bedrooms
  • 12 bathrooms
  • sleeps 14

Pricing unknown

1 / 14

Vacation apartment with indoor pool in Italy

Vulcano Porto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 13

Vacation villa rental

Cortona villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,032 / night

$7,219 - $8,814 / week

1 / 73

Vacation apartment with indoor pool in Italy

San Venanzo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $144 / night

$879 - $1,070 / week

1 / 56

Vacation apartment with indoor pool in Italy

San Venanzo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $152 / night

$924 - $1,115 / week

1 / 69

Vacation apartment with indoor pool in Italy

San Venanzo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $144 / night

$879 - $1,453 / week

1 / 49

Apartment rental in Umbria with indoor pool

San Venanzo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $101 / night

$609 / week

1 / 52

Italy Vacation villa rental

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 24

from $640 / night

$4,478 / week

1 / 55

Vacation farmhouse in Italy

Cingoli farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $534 / night

$3,737 / week

1 / 43

Vacation apartment with indoor pool in Italy

Pienza apartment

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 14

from $1,596 / night

$11,173 / week

1 / 30

Vacation chalet in Italy

Figline e Incisa Valdarno chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $178 / night

$1,242 / week

1 / 7

Vacation apartment with indoor pool in Italy

Bonvicino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $180 / night

$1,217 / week

1 / 9

Vacation townhouse with indoor pool in Sicily

Trecastagni townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $249 / night

$1,738 / week

1 / 42

Vacation farmhouse with indoor pool in Italy

Verciano farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $435 / night

$249 - $3,104 / week

1 / 46

Vacation villa with indoor pool in Italy

Collepepe villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 26

from $1,101 / night

$6,614 - $6,803 / week

1 / 71

Italy Vacation manor house rental

Orta San Giulio manor house

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 8

from $1,242 / night

$8,255 / week

1 / 24

Vacation villa with indoor pool in Tuscany

Brolio villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from $640 / night

$4,478 / week

1 / 63

Italy Vacation villa accommodation

Alcamo Marina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $391 / night

$2,738 / week

1 / 52

Italy Vacation villa rental

Modena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $907 / night

$6,344 / week

1 / 93

Vacation villa in Italy

Maremma villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $2,660 / night

$18,621 / week

1 / 107

Villa rental in Campania with indoor pool

Forio villa

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 10

from $1,242 / night

$8,690 / week

1 / 33

Vacation villa with indoor pool in Italy

Massarosa villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 6

Vacation b&b with indoor pool in Italy

Artena b&b

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 40

from $98 / night

$483 - $13,361 / week

1 / 53

Calabria Vacation b&b rental

Parghelia b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $100 / night

$696 - $782 / week

1 / 37

Chateau rental in Italy with indoor pool

Chiusdino chateau

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 12

Vacation farmhouse with indoor pool in Piedmont

Spigno Monferrato farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $458 / night

$2,483 / week

1 / 16

Trullo rental in Italy with indoor pool

Ostuni trullo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $720 / night

$5,040 / week

1 / 39

Vacation villa with indoor pool in Italy

Schiazzano villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 11

from $1,987 / night

$13,904 / week

1 / 87

Vacation villa with indoor pool in Tuscany

Brolio villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

from $887 / night

$6,207 - $10,304 / week

1 / 70

Apartment rental in Italy with indoor pool

Viterbo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $44 / night

$305 / week

1 / 9

Vacation villa with indoor pool in Italy

Monsummano Terme villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

from $542 / night

$3,795 / week

1 / 107

Vacation villa with indoor pool in Italy

Monsummano Terme villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

from $542 / night

$3,795 / week

1 / 107

Italy Vacation villa rental

Zappulla villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from $272 / night

$1,738 - $3,998 / week

1 / 12

Vacation villa with indoor pool in Italy

Santa Severa villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from $311 / night

$2,173 / week

1 / 26

Vacation villa with indoor pool in Italy

Solfagnano villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $805 / night

$5,631 / week

1 / 67

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