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Holiday homes - Holiday rentals

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409 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 villa rental

Gaiole in Chianti villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from £216 / night

£1,513 / week

1 / 40

Home rental in Poggibonsi with swimming pool

Poggibonsi house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from £944 / night

£5,763 - £6,976 / week

1 / 36

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

Holiday home with swimming pool in Chianciano Terme

Chianciano Terme house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £299 / night

£1,820 - £3,235 / week

1 / 36

Castellina In Chianti holiday home rental

Castellina In Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £275 / night

£1,678 - £1,982 / week

1 / 36

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Pricing unknown

1 / 8

Holiday home with swimming pool in Lucignano d'Arbia

Lucignano d'Arbia house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 11

from £746 / night

£4,559 - £6,907 / week

1 / 36

Holiday villa with swimming pool in Radicofani

Radicofani villa

  • 13 bedrooms
  • 14 bathrooms
  • sleeps 26

from £1,157 / night

£8,088 - £10,404 / 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

Pienza holiday villa rental

Pienza villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 11

from £819 / night

£4,489 / week

1 / 29

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 home rental

San Gimignano house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £224 / night

£1,563 - £3,298 / week

1 / 23

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

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

£589 - £864 / 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

Home accommodation in Staggia with swimming pool

Staggia house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £649 / night

£3,964 - £7,361 / week

1 / 36

Holiday home with swimming pool in Siena

Siena house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £676 / night

£5,590 / week

1 / 16

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

Holiday villa with swimming pool in San Gimignano

San Gimignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £442 / night

£2,456 - £5,255 / week

1 / 46

Castelnuovo Berardenga holiday home rental

Castelnuovo Berardenga house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from £1,165 / night

£8,966 / week

1 / 34

Monteriggioni holiday villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £158 / night

£1,100 - £2,613 / week

1 / 108

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 £933 / night

£5,893 - £12,739 / 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

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