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Best Italy Vacation rentals on Holiday Lettings - Villas

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Vacation castle with swimming pool in Italy

Molino del Piano castle

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

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from $559 / night

$3,911 / week

1 / 51

Italy Vacation castle rental

Rocca Massima castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $287 / night

$2,004 / week

1 / 6

Vacation castle with golf nearby in Tuscany

Strada in Chianti castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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from $118 / night

$823 / week

1 / 22

Vacation castle in Tuscany

Bucine castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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from $112 / night

$619 / week

1 / 15

Vacation castle in Italy

Pratovecchio castle

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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from $198 / night

$1,386 / week

1 / 20

Italy Vacation castle rental

Pisa castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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from $186 / night

$1,114 - $1,200 / week

1 / 25

Vacation castle in Umbria

Gubbio castle

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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from $371 / night

$2,598 / week

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Tuscany Vacation castle rental

Castelnuovo Berardenga castle

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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from $483 / night

$3,377 / week

1 / 14

Castle rental in Italy

Magliano Sabina castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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from $470 / night

$3,290 / week

1 / 6

Sicily Vacation castle rental

Gaggi castle

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 2

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from $99 / night

$693 / week

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Liguria Vacation castle rental

La Spezia castle

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 25

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from $928 / night

$6,494 / week

1 / 87

Puglia Vacation castle rental

Otranto castle

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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from $159 / night

$1,114 - $3,092 / week

1 / 16

Castle rental in Puglia

Minervino di Lecce castle

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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from $136 / night

$953 / week

1 / 10

Vacation castle in Italy

Perugia castle

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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from $136 / night

$742 / week

1 / 23

Umbria Vacation castle rental

Montefalco castle

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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from $195 / night

$1,361 - $1,794 / week

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Vacation castle in Italy

Pisa castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $143 / night

$891 - $1,029 / week

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Tuscany Vacation castle rental

Pisa castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $198 / night

$1,299 - $1,472 / week

1 / 28

Vacation castle in Italy

Thiesi castle

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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from $62 / night

$433 / week

1 / 19

Vacation castle in Italy

Pisa castle

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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from $347 / night

$2,276 - $2,449 / week

1 / 34

Vacation castle with swimming pool in Italy

Passignano Sul Trasimeno castle

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 13

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from $1,361 / night

$9,895 / week

1 / 20

Vacation castle rental

Spoleto castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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from $136 / night

$866 / week

1 / 16

Italy Vacation castle rental

Castelfiorentino castle

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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from $1,410 / night

$9,870 - $12,183 / week

1 / 52

Italy ski castle to rent.

Belvedere Langhe castle

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

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from $520 / night

$3,637 / week

1 / 28

Italy Vacation castle rental

Messenano castle

  • 10 bedrooms
  • 19 bathrooms
  • sleeps 20

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Pricing unknown

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Vacation castle in Puglia

San Vito dei Normanni castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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from $310 / night

$2,165 / week

1 / 11

Italy Vacation castle rental

Montecarelli castle

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 26

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from $1,237 / night

$8,040 - $12,801 / week

1 / 41

Castle rental in Tuscany with swimming pool

Certaldo castle

  • 19 bedrooms
  • 19 bathrooms
  • sleeps 40

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from $4,948 / night

$30,920 / week

1 / 6

Vacation castle in Italy

Acquasanta Terme castle

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

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Pricing unknown

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Vacation castle with swimming pool in Italy

Monte San Savino castle

  • 11 bedrooms
  • 8 bathrooms
  • sleeps 20

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from $1,219 / night

$8,040 / week

1 / 23

Vacation castle rental

Roccalvecce castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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from $124 / night

$681 / week

1 / 25

Italy Vacation castle rental

Pietrafitta castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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from $87 / night

$557 / week

1 / 8

Vacation castle in Italy

Pietrafitta castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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from $87 / night

$557 / week

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Vacation castle in Italy

Pietrafitta castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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from $87 / night

$557 / week

1 / 4

Vacation castle in Campania

Auletta castle

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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from $61 / night

$370 / week

1 / 18

Vacation castle in Italy

Borgomanero castle

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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from $118 / night

$823 / week

1 / 4

Italy Vacation castle rental

South Florence castle

  • 3 bedrooms
  • 10 bathrooms
  • sleeps 6

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from $619 / night

$4,329 / week

1 / 20

Vacation castle in Italy

Positano castle

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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from $2,845 / night

$19,171 / week

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Italy Vacation castle rental

Positano castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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from $928 / night

$6,061 / week

1 / 23

Emilia-Romagna Vacation castle rental

Nibbiano castle

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 17

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from $1,608 / night

$10,080 / week

1 / 44

Vacation castle in Italy

Auletta castle

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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from $61 / night

$370 / week

1 / 13

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