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Best Italy Vacation rentals on Holiday Lettings - Villas

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Ski chalet to rent in Trentino-Alto Adige

Sant'Orsola Terme chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $343 / night

$1,933 - $2,980 / week

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Ski chalet to rent in Lombardy

Livigno chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $409 / night

$2,547 - $6,794 / week

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Vacation chalet rental

Mezzenile chalet

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

from $873 / night

$3,491 - $3,553 / week

1 / 25

Vacation chalet in Italy

Orte chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $69 / night

$312 / week

1 / 8

Italy Vacation chalet accommodation

Roncegno Terme chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $225 / night

$1,571 / week

1 / 44

Vacation chalet rental

Campiglia Marittima chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $250 / night

$1,746 / week

1 / 11

Vacation chalet in Italy

Brisighella chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $200 / night

$1,397 / week

1 / 30

Vacation chalet rental

Ameglia chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $156 / night

$1,091 / week

1 / 32

Sicily Vacation chalet rental

Milo chalet

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from $100 / night

$699 / week

1 / 15

Chalet rental in Sicily

Mascali chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $63 / night

$349 - $699 / week

1 / 9

Emilia-Romagna Vacation chalet rental

Lido di Spina chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $156 / night

$1,091 / week

1 / 28

Trentino-Alto Adige ski chalet to rent.

Transacqua chalet

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $169 / night

$873 / week

1 / 10

Chalet rental in Italy

Tertenia chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $75 / night

$524 - $960 / week

1 / 11

Chalet rental in Italy

Salento chalet

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 6

Pricing unknown

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Vacation chalet in Lake Como

Germasino chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $75 / night

$499 / week

1 / 19

Italy ski chalet to rent.

Contigliano chalet

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 24

Vacation chalet in Sicily

Palazzolo Acreide chalet

  • 1 bedroom
  • 3 bathrooms
  • sleeps 3

from $63 / night

$374 / week

1 / 10

Vacation chalet in Italy

Alcamo Marina chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $187 / night

$1,309 / week

1 / 19

Vacation chalet in Tuscany

Poggio a Caiano chalet

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $113 / night

$624 / week

1 / 8

Italy Vacation chalet rental

Cortina d'Ampezzo chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $250 / night

$1,746 / week

1 / 44

Vacation chalet rental

Torri in Sabina chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $88 / night

$611 / week

1 / 12

Lazio Vacation chalet rental

Palestrina chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $89 / night

$624 / week

1 / 7

Vacation chalet rental

Ragalna chalet

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from $100 / night

$624 / week

1 / 8

Italy ski chalet to rent.

La Villa chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $511 / night

$3,573 - $5,206 / week

1 / 19

Emilia-Romagna Vacation chalet rental

Vernasca chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $187 / night

$1,185 / week

1 / 9

Vacation chalet rental

Mogliano chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $106 / night

$742 / week

1 / 26

Italy Vacation chalet rental

Marina di Camerota chalet

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $212 / night

$1,496 / week

1 / 10

Vacation converted chapel in Tuscany

Florence converted chapel

  • 1 bedroom
  • 6 bathrooms
  • sleeps 2

from $212 / night

$1,247 / week

1 / 9

Vacation chalet in Italy

Figline e Incisa Valdarno chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $178 / night

$1,247 / week

1 / 7

Vacation chalet in Marche

Sarnano chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $132 / night

$919 / week

1 / 30

Italy Vacation chalet rental

Sauze d'Oulx chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $748 / night

$5,236 / week

1 / 15

Vacation chalet with shared pool in Italy

Capaci chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $187 / night

$1,309 / week

1 / 12

Chalet rental in Italy

Monleale chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $94 / night

$499 / week

1 / 7

Vacation chalet with swimming pool in Italy

Massa Martana chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $225 / night

$1,122 / week

1 / 16

Ski chalet to rent in Italy

Valtournenche chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $162 / night

$1,135 / week

1 / 11

Italy Vacation chalet rental

Caprese Michelangelo chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $225 / night

$1,122 / week

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Vacation chalet with shared pool, golf nearby in Italy

Fonte Nuova chalet

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $94 / night

$611 / week

1 / 27

Vacation chalet in Italy

Manta chalet

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

from $100 / night

$624 / week

1 / 4

Vacation chalet with shared pool in Lombardy

Claino con Osteno chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $206 / night

$1,440 / week

1 / 9

Chalet rental in Tuscany with swimming pool

Castiglione di Garfagnana chalet

  • 1 bedroom
  • 3 bathrooms
  • sleeps 9

from $224 / night

$1,559 / week

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