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Holiday Rentals in Province of Siena - Holiday Lettings - Villas

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336 Holiday homes

Holiday villa with swimming pool in Valiano

Valiano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £123 / night

£860 / week

1 / 18

Holiday cottage in Radicofani

Radicofani cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

from £89 / night

£541 / week

1 / 23

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £206 / night

£2,991 / week

1 / 23

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Pricing unknown

1 / 8

Holiday villa with swimming pool in Radicofani

Radicofani villa

  • 13 bedrooms
  • 14 bathrooms
  • sleeps 26

from £1,157 / night

£8,093 - £10,411 / week

1 / 37

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,228 / night

£5,893 - £9,743 / week

1 / 233

Holiday villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

from £630 / night

£6,869 / week

1 / 31

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £172 / night

£2,620 / week

1 / 25

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £354 / night

£2,475 / week

1 / 14

Holiday villa with swimming pool in Poggibonsi

Poggibonsi villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £516 / night

£5,542 / 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

£2,372 / week

1 / 20

Home accommodation in Monteroni d'Arbia with swimming pool

Monteroni d'Arbia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £117 / night

£1,699 / week

1 / 27

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £412 / night

£4,875 / week

1 / 32

Holiday villa with swimming pool in Montepulciano

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

from £1,081 / night

£7,072 / week

1 / 51

Holiday home rental

Castiglione D'Orcia house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

from £653 / night

£3,534 - £4,567 / week

1 / 31

Holiday home with swimming pool in Radda in Chianti

Radda in Chianti house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £463 / night

£6,532 / week

1 / 29

Holiday home with swimming pool in Siena

Siena house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

from £676 / night

£5,590 / week

1 / 24

Holiday villa rental

Siena villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 17

from £1,881 / night

£13,167 / week

1 / 37

Ulignano holiday villa rental

Ulignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £414 / night

£2,898 / week

1 / 20

Holiday home with swimming pool in Buonconvento

Buonconvento house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £295 / night

£3,438 / week

1 / 24

Apartment rental in Vescovado di Murlo with swimming pool, golf nearby

Vescovado di Murlo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £89 / night

£590 - £865 / week

1 / 18

Holiday farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £270 / night

£1,891 / week

1 / 20

Holiday villa rental

Staggia Senese villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £485 / night

£3,393 / week

1 / 62

Radda in Chianti holiday villa rental

Radda in Chianti villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

from £3,836 / night

£26,849 / week

1 / 49

Holiday home with swimming pool in Siena

Siena house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £676 / night

£5,590 / week

1 / 16

Chiusi holiday villa let

Chiusi villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

from £2,941 / night

£20,587 / week

1 / 30

Holiday home with swimming pool in San Gimignano

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £237 / night

£2,849 / week

1 / 17

Holiday home with swimming pool in Gaiole in Chianti

Gaiole in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £168 / night

£1,967 / week

1 / 42

Castelnuovo Berardenga holiday home rental

Castelnuovo Berardenga house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from £1,165 / night

£8,966 / week

1 / 34

Cetona holiday villa accommodation

Cetona villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,544 / night

£10,809 / week

1 / 28

Villa rental in San Casciano dei Bagni with swimming pool

San Casciano dei Bagni villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £1,391 / night

£9,736 / week

1 / 30

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 11

from £235 / night

£3,562 / week

1 / 32

Holiday villa with swimming pool in Montalcino

Montalcino villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from £931 / night

£5,877 - £12,704 / week

1 / 39

Holiday home with swimming pool in Siena

Siena house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £553 / night

£4,297 / week

1 / 24

Villa rental in Sarteano with indoor pool

Sarteano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £2,157 / night

£15,097 / week

1 / 44

Holiday apartment with swimming pool in Pienza

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £246 / night

£1,857 - £2,551 / week

1 / 36

Villa rental in Monteroni d'Arbia with swimming pool

Monteroni d'Arbia villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,176 / night

£7,053 / week

1 / 12

Villa rental in Castellina In Chianti with swimming pool

Castellina In Chianti villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £395 / night

£6,009 / week

1 / 37

Holiday home in Castellina In Chianti

Castellina In Chianti house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

from £395 / night

£6,006 / week

1 / 58

Holiday villa in Monteroni d'Arbia

Monteroni d'Arbia villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

from £3,554 / night

£24,876 / week

1 / 33

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