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Best Vacation Rentals in Province of Siena - Holiday Lettings - Cabins

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4,266 Vacation rentals

Vacation villa in Castellina In Chianti

Castellina In Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $525 / night

$3,675 / week

1 / 30

Vacation home in Castellina In Chianti

Castellina In Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $140 / night

$980 / week

1 / 22

Villa rental in Radicondoli

Radicondoli villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $208 / night

$1,456 / week

1 / 30

Vacation villa in Ancaiano

Ancaiano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

from $756 / night

$5,292 / week

1 / 30

Home rental in Colle di Val d'Elsa

Colle di Val d'Elsa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $136 / night

$952 / week

1 / 16

Cetona Vacation home rental

Cetona house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $438 / night

$3,066 / week

1 / 30

Radicondoli Vacation home rental

Radicondoli house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $153 / night

$1,071 / week

1 / 26

Vacation villa in Chiusdino

Chiusdino villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $110 / night

$770 / week

1 / 24

Vacation apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $159 / night

$1,113 / week

1 / 27

Vacation apartment in Poggibonsi

Poggibonsi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $78 / night

$546 / week

1 / 30

Contignano Vacation home rental

Contignano house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $405 / night

$2,835 / week

1 / 25

San Leonino Vacation home rental

San Leonino house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 5

from $93 / night

$651 / week

1 / 30

Gaiole in Chianti Vacation home rental

Gaiole in Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $271 / night

$1,897 / week

1 / 28

Castellina In Chianti Vacation villa rental

Castellina In Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $382 / night

$2,674 / week

1 / 30

Vacation villa in Pievasciata

Pievasciata villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $221 / night

$1,547 / week

1 / 30

Vacation home in Costalpino

Costalpino house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $374 / night

$2,618 / week

1 / 30

Apartment rental in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $123 / night

$861 / week

1 / 24

Chiusdino Vacation home rental

Chiusdino house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $138 / night

$966 / week

1 / 30

Vacation villa rental

Montisi villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $427 / night

$2,989 / week

1 / 30

Apartment rental in Arbia

Arbia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $137 / night

$959 / week

1 / 20

Vacation apartment in San Gusme

San Gusme apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $342 / night

$2,394 / week

1 / 30

Vacation apartment in Siena

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $109 / night

$763 / week

1 / 22

Villa rental in San Gimignano

San Gimignano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $243 / night

$1,701 / week

1 / 30

Vacation villa rental

San Gimignano villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $313 / night

$2,191 / week

1 / 30

Vacation home in Toiano

Toiano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $89 / night

$623 / week

1 / 24

Vacation apartment rental

Torre A Castello apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $121 / night

$847 / week

1 / 24

Ski villa to rent in San Giovanni d'Asso

San Giovanni d'Asso villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $497 / night

$3,479 / week

1 / 30

Vacation home rental

Casanova Pansarine house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $352 / night

$2,464 / week

1 / 30

Vacation home in Radda in Chianti

Radda in Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $403 / night

$2,821 / week

1 / 23

Vacation villa rental

Cetona villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 25

from $1,118 / night

$7,826 / week

1 / 24

Radicondoli Vacation villa rental

Radicondoli villa

  • 12 bedrooms
  • 14 bathrooms
  • sleeps 38

from $1,173 / night

$8,211 / week

1 / 30

San Benedetto Vacation cottage rental

San Benedetto cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $148 / night

$1,036 / week

1 / 24

Villa rental in Montecchio

Montecchio villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $332 / night

$2,324 / week

1 / 30

Castellina In Chianti Vacation home rental

Castellina In Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $153 / night

$1,071 / week

1 / 30

Vacation villa in Quercegrossa

Quercegrossa villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from $202 / night

$1,414 / week

1 / 30

Vacation apartment in San Felice

San Felice apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from $169 / night

$1,183 / week

1 / 30

Apartment rental in Siena

Siena apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $94 / night

$658 / week

1 / 30

Vacation apartment rental

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $95 / night

$665 / week

1 / 14

Vacation apartment rental

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $72 / night

$504 / week

1 / 30

Castiglione D'Orcia Vacation home rental

Castiglione D'Orcia house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $102 / night

$714 / week

1 / 28

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