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

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1,940 Vacation rentals

Vacation farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $224 / night

$1,614 / week

1 / 17

Vacation apartment in Montalcino

Montalcino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $100 / night

$696 / week

1 / 48

Vacation private room rental

Bettolle private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $106 / night

$621 / week

1 / 13

Vacation b&b rental

Lecchi b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $137 / night

$745 / week

1 / 16

Vacation villa with swimming pool in Valiano

Valiano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $156 / night

$1,087 / week

1 / 18

Apartment rental in Montepulciano with shared pool

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $187 / night

$1,304 / week

1 / 18

Vacation cottage in Radicofani

Radicofani cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

from $112 / night

$683 / week

1 / 23

Apartment rental in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $131 / night

$652 / week

1 / 29

Vacation home in Le Piazze

Le Piazze house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $61 / night

$372 - $546 / week

1 / 32

Vacation villa rental

Gaiole in Chianti villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from $273 / night

$1,912 / week

1 / 40

Vacation hotel apartment with shared pool in Celle sul Rigo

Celle sul Rigo hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $89 / night

$621 / week

1 / 4

Home rental in Poggibonsi with swimming pool

Poggibonsi house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from $1,191 / night

$7,277 - $8,809 / week

1 / 36

Vacation b&b in Acquaviva di Montepulciano

Acquaviva di Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $87 / night

$696 - $869 / week

1 / 20

Ski home to rent in Abbadia San Salvatore

Abbadia San Salvatore house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from $162 / night

$1,130 / week

1 / 14

Vacation home with shared pool in San Quirico d'Orcia

San Quirico d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $127 / night

$766 - $1,214 / week

1 / 16

Vacation home with shared pool in San Quirico d'Orcia

San Quirico d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $127 / night

$766 - $1,214 / week

1 / 15

Vacation home with shared pool in San Quirico d'Orcia

San Quirico d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $127 / night

$766 - $1,214 / week

1 / 12

Vacation home rental

San Quirico d'Orcia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $127 / night

$766 - $1,214 / week

1 / 12

Rapolano Terme Vacation home rental

Rapolano Terme house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $308 / night

$1,878 - $2,133 / week

1 / 22

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $210 / night

$1,277 - $2,235 / week

1 / 26

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $210 / night

$1,277 - $2,107 / week

1 / 27

Vacation home rental

San Quirico d'Orcia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $231 / night

$1,405 - $2,554 / week

1 / 16

Vacation home with shared pool in Rapolano Terme

Rapolano Terme house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $252 / night

$1,532 - $1,712 / week

1 / 19

Vacation cottage in Val di Merse

Val di Merse cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Pricing unknown

1 / 13

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $162 / night

$984 - $1,597 / week

1 / 19

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $162 / night

$984 - $1,597 / week

1 / 18

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $162 / night

$984 - $1,597 / week

1 / 20

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $162 / night

$984 - $1,597 / week

1 / 20

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $162 / night

$984 - $1,597 / week

1 / 21

Vacation home with shared pool in Casole d'Elsa

Casole d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $106 / night

$639 - $831 / week

1 / 31

Vacation home with shared pool in Casole d'Elsa

Casole d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $137 / night

$831 - $1,086 / week

1 / 33

Home accommodation in Chiusi with shared pool

Chiusi house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $248 / night

$1,511 - $2,190 / week

1 / 23

Home rental in Rapolano Terme with shared pool

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $168 / night

$1,022 - $1,125 / week

1 / 20

Rapolano Terme Vacation home rental

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $197 / night

$1,201 - $1,457 / week

1 / 17

Vacation home with shared pool in Rapolano Terme

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $197 / night

$1,201 - $1,457 / week

1 / 19

Vacation home with shared pool in Rapolano Terme

Rapolano Terme house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $168 / night

$1,022 - $1,125 / week

1 / 21

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $127 / night

$766 - $1,252 / week

1 / 19

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $127 / night

$766 - $1,252 / week

1 / 18

Vacation home with shared pool in Colle di Val d'Elsa

Colle di Val d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $127 / night

$766 - $1,252 / week

1 / 17

Colle di Val d'Elsa Vacation home rental

Colle di Val d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $127 / night

$766 - $1,252 / week

1 / 20

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