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Best Italy Vacation rentals on Holiday Lettings - Villas

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6,420 Vacation rentals

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Vacation villa with swimming pool in Italy

Monsummano Terme villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $507 / night

$3,546 - $6,950 / week

1 / 52

Italy Vacation apartment rental

Altavilla Milicia apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $123 / night

$856 / week

1 / 16

Vacation home with swimming pool, golf nearby in Sicily

Augusta house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $611 / night

$4,237 - $5,983 / week

1 / 59

Italy Vacation home rental

Villa Basilica house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $74 / night

$514 / week

1 / 20

Vacation apartment in Italy

Santa Severina apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $68 / night

$306 - $868 / week

1 / 22

Italy Vacation home rental

Empoli house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $98 / night

$612 - $868 / week

1 / 32

Vacation b&b in Italy

Servigliano b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $123 / night

$734 / week

1 / 24

Vacation apartment rental

Borzonasca apartment

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 11

from $172 / night

$917 / week

1 / 17

Vacation villa with swimming pool in Italy

Pomaia villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,364 / night

$9,543 / week

1 / 49

Italy Vacation home rental

Mondaino house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 17

from $428 / night

$2,996 / week

1 / 53

Vacation villa with swimming pool in Italy

Nunziata villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 17

from $306 / night

$2,140 / week

1 / 16

Home rental in Tuscany with swimming pool

Buti house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from $395 / night

$2,371 - $24,795 / week

1 / 32

Italy Vacation home rental

Porto Ercole house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 15

from $507 / night

$3,549 - $7,027 / week

1 / 42

Farmhouse rental in Italy with shared pool, golf nearby

Lucignano farmhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $145 / night

$1,009 - $1,351 / week

1 / 22

Vacation apartment in Lombardy

Tignale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $86 / night

$600 - $1,070 / week

1 / 33

Vacation villa in Sardinia

Costa Rei villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $245 / night

$1,712 - $3,179 / week

1 / 23

Vacation villa rental

Costa Rei villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $227 / night

$1,590 - $3,302 / week

1 / 19

Vacation studio in Italy

Rapolano Terme studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,199 / week

1 / 24

Ski apartment to rent in Italy

Transacqua apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $147 / night

$1,027 / week

1 / 21

Vacation apartment with shared pool in Italy

Rapolano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $275 / night

$1,926 / week

1 / 24

Vacation apartment rental

Rapolano Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $275 / night

$1,926 / week

1 / 23

Tuscany Vacation apartment rental

Rapolano Terme apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $275 / night

$1,926 / week

1 / 24

B&b rental in Sicily

Barcellona Pozzo di Gotto b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $162 / night

$1,130 / week

1 / 17

Piedmont Vacation b&b rental

Corneliano d'Alba b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $612 / night

$4,280 / week

1 / 51

Vacation apartment with swimming pool in Marche

Gualdo apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $192 / night

$1,345 - $2,323 / week

1 / 19

Ski chalet to rent in Tuscany

Abbadia San Salvatore chalet

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $551 / night

$3,424 / week

1 / 72

Vacation villa rental

Castiglione in Teverina villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $284 / night

$1,988 / week

1 / 4

Vacation farmhouse in Tuscany

Castelfiorentino farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $158 / night

$1,107 - $1,589 / week

1 / 30

Campania Vacation b&b rental

Torre Annunziata b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $62 / night

$428 / week

1 / 18

Ski apartment to rent in Veneto

Cibiana di Cadore apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $104 / night

$728 / week

1 / 12

Villa rental in Umbria with shared pool

Ferro di Cavallo villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $306 / night

$1,957 / week

1 / 22

Home rental in Italy

Colico Piano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $416 / night

$2,910 / week

1 / 42

Vacation villa with swimming pool in Italy

Vicenza villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $487 / night

$3,407 / week

1 / 20

Vacation b&b in Veneto

Santa Maria di Negrar b&b

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,321 / night

$7,923 / week

1 / 52

Vacation villa in Sicily

Avola villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $428 / night

$2,996 / week

1 / 24

Vacation home in Italy

Ceglie Messapica house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $184 / night

$1,223 - $1,608 / week

1 / 33

Vacation b&b in Italy

Montecastrilli b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $117 / night

$813 / week

1 / 12

Italy Vacation apartment rental

Pontesesto apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $246 / night

$1,721 / week

1 / 55

Apartment rental in Italy

Verona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $367 / night

$2,568 / week

1 / 15

Vacation apartment rental

Brescia apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $190 / night

$1,327 / week

1 / 26

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