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

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3,523 Vacation rentals

Vacation villa in Castellina In Chianti

Castellina In Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $563 / night

$3,941 / week

1 / 30

Vacation home in Castellina In Chianti

Castellina In Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $132 / night

$924 / week

1 / 22

Villa rental in Radicondoli

Radicondoli villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $220 / night

$1,540 / week

1 / 30

Vacation villa in Ancaiano

Ancaiano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

from $1,127 / night

$7,889 / week

1 / 30

Home rental in Colle di Val d'Elsa

Colle di Val d'Elsa house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $143 / night

$1,001 / week

1 / 16

Villa accommodation in San Gusme

San Gusme villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $411 / night

$2,877 / week

1 / 30

Cetona Vacation villa rental

Cetona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $419 / night

$2,933 / week

1 / 30

Radicondoli Vacation home rental

Radicondoli house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $161 / night

$1,127 / week

1 / 26

Vacation apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $169 / night

$1,183 / week

1 / 27

Vacation villa in Chiusdino

Chiusdino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $112 / night

$784 / week

1 / 24

Vacation apartment in Poggibonsi

Poggibonsi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $83 / night

$581 / 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

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $103 / night

$721 / week

1 / 30

Gaiole in Chianti Vacation home rental

Gaiole in Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $285 / night

$1,995 / week

1 / 28

Vacation home in Volte Basse

Volte Basse house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $328 / night

$2,296 / week

1 / 30

Castellina In Chianti Vacation villa rental

Castellina In Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $589 / night

$4,123 / week

1 / 30

Vacation villa in Pievasciata

Pievasciata villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $561 / night

$3,927 / week

1 / 30

Apartment rental in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $133 / night

$931 / week

1 / 24

Chiusdino Vacation home rental

Chiusdino house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $173 / night

$1,211 / week

1 / 30

Vacation villa rental

Montisi villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $358 / night

$2,506 / week

1 / 30

Apartment rental in Arbia

Arbia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $144 / night

$1,008 / week

1 / 20

Vacation apartment in San Gusme

San Gusme apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $354 / night

$2,478 / week

1 / 30

Vacation apartment in Siena

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $114 / night

$798 / week

1 / 22

Vacation villa rental

San Gimignano villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $328 / night

$2,296 / week

1 / 30

Home rental in San Gimignano

San Gimignano house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $255 / night

$1,785 / week

1 / 30

Vacation apartment rental

Torre A Castello apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $130 / night

$910 / week

1 / 24

Ski villa to rent in San Giovanni d'Asso

San Giovanni d'Asso villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $533 / night

$3,731 / week

1 / 30

Vacation home rental

Casanova Pansarine house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $341 / night

$2,387 / week

1 / 30

Vacation home in Toiano

Toiano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $90 / night

$630 / week

1 / 24

Vacation home in Radda in Chianti

Radda in Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $442 / night

$3,094 / week

1 / 23

Vacation villa rental

Cetona villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 25

from $1,096 / night

$7,672 / week

1 / 24

Radicondoli Vacation villa rental

Radicondoli villa

  • 12 bedrooms
  • 14 bathrooms
  • sleeps 38

from $1,173 / night

$8,211 / week

1 / 30

Villa rental in Montecchio

Montecchio villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $286 / night

$2,002 / week

1 / 30

San Gimignano Vacation cottage rental

San Gimignano cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $140 / night

$980 / week

1 / 24

Vacation villa in Quercegrossa

Quercegrossa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $168 / night

$1,176 / week

1 / 30

Castellina In Chianti Vacation home rental

Castellina In Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $167 / night

$1,169 / week

1 / 30

Apartment rental in Siena

Siena apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $140 / night

$980 / week

1 / 30

Vacation apartment in San Felice

San Felice apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from $197 / night

$1,379 / week

1 / 30

Vacation apartment rental

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $101 / night

$707 / week

1 / 14

Vacation apartment rental

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $74 / night

$518 / week

1 / 30

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