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Holiday Rentals in Province of Siena - Holiday Lettings - Villas

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460 Holiday homes

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

Ski home to rent in Abbadia San Salvatore

Abbadia San Salvatore house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from £128 / night

£897 / week

1 / 14

Holiday condo in Montepulciano

Montepulciano condo

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

from £178 / night

£1,478 / week

1 / 35

Apartment rental in Montefollonico

Montefollonico apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £64 / night

£385 / week

1 / 20

Apartment rental in San Felice with shared pool

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £128 / night

£887 / week

1 / 12

Villa rental in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 10

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £206 / night

£3,001 / week

1 / 23

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £93 / night

£1,069 / week

1 / 14

Farmhouse letting in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £84 / night

£542 - £779 / 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 £1,232 / night

£5,912 - £9,775 / week

1 / 233

Montefollonico holiday apartment rental

Montefollonico apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from £183 / night

£1,276 / week

1 / 15

Holiday villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

from £632 / night

£6,891 / week

1 / 31

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £268 / night

£1,873 / 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

£2,628 / week

1 / 25

Holiday home rental

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £139 / night

£1,704 / week

1 / 22

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £355 / night

£2,483 / week

1 / 14

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £134 / night

£1,488 / week

1 / 19

Holiday villa with swimming pool in Poggibonsi

Poggibonsi villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £518 / night

£5,560 / 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

£2,380 / week

1 / 20

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

£1,035 / week

1 / 16

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £413 / night

£4,891 / week

1 / 32

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
  • 1 bathroom
  • sleeps 4

from £131 / night

£1,365 / week

1 / 21

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £168 / night

£1,711 / week

1 / 25

Casole d'Elsa holiday apartment rental

Casole d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £985 / night

£6,896 / week

1 / 16

Holiday villa with swimming pool in Montepulciano

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

from £1,084 / night

£7,095 / week

1 / 51

Holiday home rental

Castiglione D'Orcia house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

from £655 / night

£3,546 - £4,582 / week

1 / 31

Holiday b&b in Val d'Orcia

Val d'Orcia b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £89 / night

£621 / week

1 / 15

Holiday home with swimming pool in Siena

Siena house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

from £678 / night

£5,608 / week

1 / 24

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £90 / night

£890 / week

1 / 21

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£1,518 / week

1 / 28

Holiday villa rental

Staggia Senese villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £487 / night

£3,404 / week

1 / 62

Holiday apartment in Cetona

Cetona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 12

Holiday guest house with golf nearby in San Gimignano

San Gimignano guest house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

from £680 / night

£4,434 - £6,090 / week

1 / 29

Holiday home with swimming pool in Siena

Siena house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £678 / night

£5,608 / week

1 / 16

Holiday home with swimming pool in San Gimignano

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £238 / night

£2,858 / week

1 / 17

Farmhouse accommodation in Cetona

Cetona farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £291 / night

£2,020 / week

1 / 10

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