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Best Italy Vacation rentals on Holiday Lettings - Villas

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72 Vacation rentals

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Vacation castle with golf nearby in Tuscany

Strada in Chianti castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $118 / night

$826 / week

1 / 22

Vacation castle in Tuscany

Bucine castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $112 / night

$621 / week

1 / 15

Vacation castle in Italy

Pratovecchio castle

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

from $199 / night

$1,391 / week

1 / 20

Vacation watermill in Italy

Spoleto watermill

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $187 / night

$1,304 / week

1 / 30

Vacation watermill rental

Portofino watermill

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 4

Tuscany Vacation castle rental

Castelnuovo Berardenga castle

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $485 / night

$3,389 / week

1 / 14

Castle rental in Italy

Magliano Sabina castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $472 / night

$3,302 / week

1 / 6

Sicily Vacation castle rental

Gaggi castle

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 2

from $100 / night

$696 / week

1 / 2

Liguria Vacation castle rental

La Spezia castle

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 25

from $931 / night

$6,518 / week

1 / 87

Tuscany Vacation watermill rental

Giuncugnano watermill

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 11

Puglia Vacation castle rental

Otranto castle

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $160 / night

$1,118 - $3,104 / week

1 / 16

Vacation watermill in Italy

Fregona watermill

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 4

from $81 / night

$497 / week

1 / 15

Castle rental in Puglia

Minervino di Lecce castle

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $137 / night

$956 / week

1 / 10

Vacation castle in Italy

Perugia castle

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $137 / night

$745 / week

1 / 23

Vacation watermill in Liguria

Olivetta San Michele watermill

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $114 / night

$795 / week

1 / 10

Vacation watermill in Tuscany

Loro Ciuffenna watermill

  • 6 bedrooms
  • 16 bathrooms
  • sleeps 12

from $754 / night

$5,276 / week

1 / 42

Vacation watermill in Italy

Sassari watermill

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $187 / night

$1,118 / week

1 / 31

Umbria Vacation castle rental

Montefalco castle

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $195 / night

$1,366 - $1,800 / week

1 / 18

Vacation castle with swimming pool in Italy

Monte San Savino castle

  • 11 bedrooms
  • 8 bathrooms
  • sleeps 20

from $1,223 / night

$8,069 / week

1 / 23

Vacation castle rental

Roccalvecce castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $125 / night

$683 / week

1 / 25

Italy Vacation castle rental

Pietrafitta castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $87 / night

$559 / week

1 / 8

Vacation castle in Italy

Pietrafitta castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $87 / night

$559 / week

1 / 4

Vacation castle in Italy

Pietrafitta castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $87 / night

$559 / week

1 / 4

Vacation castle in Campania

Auletta castle

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $61 / night

$372 / week

1 / 18

Vacation castle in Italy

Borgomanero castle

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $118 / night

$826 / week

1 / 4

Italy Vacation castle rental

South Florence castle

  • 3 bedrooms
  • 10 bathrooms
  • sleeps 6

from $621 / night

$4,345 / week

1 / 20

Vacation castle in Italy

Positano castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $2,856 / night

$19,241 / week

1 / 56

Emilia-Romagna Vacation castle rental

Nibbiano castle

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 17

from $1,614 / night

$10,117 / week

1 / 44

Vacation castle in Italy

Auletta castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $61 / night

$372 / week

1 / 13

Vacation castle in Italy

Pisa castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $143 / night

$894 - $1,033 / week

1 / 22

Tuscany Vacation castle rental

Pisa castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $199 / night

$1,304 - $1,478 / week

1 / 28

Italy Vacation castle rental

Pisa castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $180 / night

$1,105 - $1,192 / week

1 / 25

Vacation castle in Italy

Thiesi castle

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $62 / night

$435 / week

1 / 19

Vacation castle in Italy

Pisa castle

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $348 / night

$2,285 - $2,458 / week

1 / 34

Italy Vacation watermill rental

San Giustino watermill

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from $113 / night

$673 / week

1 / 39

Italy Vacation watermill rental

Cervignano del Friuli watermill

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $460 / night

$2,955 / week

1 / 25

Vacation castle with swimming pool in Italy

Passignano Sul Trasimeno castle

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 13

from $1,366 / night

$9,931 / week

1 / 20

Vacation castle rental

Spoleto castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $137 / night

$869 / week

1 / 16

Italy Vacation castle rental

Castelfiorentino castle

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,416 / night

$9,906 - $12,228 / week

1 / 52

Italy Vacation castle rental

Messenano castle

  • 10 bedrooms
  • 19 bathrooms
  • sleeps 20

Pricing unknown

1 / 15

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