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Holiday Rentals in Province of Siena - Holiday Lettings - Villas

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939 Holiday homes

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Holiday farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £178 / night

£1,281 / week

1 / 17

Holiday villa with swimming pool in Valiano

Valiano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £123 / night

£862 / week

1 / 18

Apartment letting in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £104 / night

£517 / week

1 / 29

Holiday b&b in Acquaviva di Montepulciano

Acquaviva di Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£621 / week

1 / 29

Holiday villa in San Lorenzo a Merse

San Lorenzo a Merse villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 27

from £2,184 / night

£15,286 - £27,013 / week

1 / 54

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £123 / night

£1,138 / week

1 / 25

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £206 / night

£2,999 / week

1 / 23

Farmhouse letting in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £84 / night

£542 - £778 / week

1 / 47

Townhouse letting in Rocca d'Orcia

Rocca d'Orcia townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £89 / night

£493 / week

1 / 21

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,231 / night

£5,909 - £9,769 / week

1 / 233

Holiday villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

from £632 / night

£6,886 / week

1 / 31

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

from £1,326 / night

£9,281 - £13,611 / week

1 / 29

Pianella holiday apartment rental

Pianella apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 12

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £268 / night

£1,871 / week

1 / 20

Holiday apartment in Radda in Chianti

Radda in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £58 / night

£401 / week

1 / 16

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £173 / night

£2,627 / week

1 / 25

Holiday apartment rental

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £127 / night

£887 - £1,586 / week

1 / 23

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £127 / night

£887 - £1,477 / week

1 / 23

Pienza holiday villa rental

Pienza villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 11

from £821 / night

£4,500 / week

1 / 29

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £355 / night

£2,482 / week

1 / 14

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £134 / night

£1,487 / week

1 / 19

Holiday villa with swimming pool in Poggibonsi

Poggibonsi villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £517 / night

£5,556 / week

1 / 60

Home accommodation in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £151 / night

£2,378 / week

1 / 20

Holiday villa in Siena

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £326 / night

£2,282 / week

1 / 19

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £99 / night

£690 - £1,113 / week

1 / 22

Holiday apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£567 / week

1 / 17

Holiday apartment with shared pool in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £94 / night

£1,034 / week

1 / 16

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £413 / night

£4,887 / week

1 / 32

Holiday apartment rental

Sarteano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £128 / night

£896 / week

1 / 8

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £90 / night

£887 / week

1 / 14

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £168 / night

£1,710 / week

1 / 25

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £131 / night

£1,364 / week

1 / 21

Casole d'Elsa holiday apartment rental

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £985 / night

£6,893 / week

1 / 16

Holiday apartment in Montalcino

Montalcino apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £290 / night

£2,027 / week

1 / 13

Holiday home rental

Castiglione D'Orcia house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

from £654 / night

£3,543 - £4,579 / week

1 / 31

Holiday apartment with shared pool in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £76 / night

£532 - £887 / week

1 / 23

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £76 / night

£532 - £887 / week

1 / 23

Holiday apartment with shared pool in Torrita di Siena

Torrita di Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £103 / night

£719 - £1,261 / week

1 / 29

Holiday home with swimming pool in Siena

Siena house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

from £678 / night

£5,604 / week

1 / 24

Holiday home with swimming pool in Radda in Chianti

Radda in Chianti house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £464 / night

£6,549 / week

1 / 29

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