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Holiday Rentals in Province of Siena - Holiday Lettings - Villas

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1,131 Holiday homes

Holiday apartment in Montalcino

Montalcino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £79 / night

£549 / week

1 / 48

Holiday b&b rental

Lecchi b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £108 / night

£589 / week

1 / 16

Holiday villa with swimming pool in Valiano

Valiano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £123 / night

£858 / week

1 / 18

Apartment rental in Montepulciano with shared pool

Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £147 / night

£1,030 / week

1 / 18

Holiday cottage in Radicofani

Radicofani cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

from £89 / night

£540 / week

1 / 23

Holiday home in Le Piazze

Le Piazze house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £48 / night

£294 - £432 / week

1 / 32

Holiday b&b in Acquaviva di Montepulciano

Acquaviva di Montepulciano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £89 / night

£618 / week

1 / 30

Ski home to rent in Abbadia San Salvatore

Abbadia San Salvatore house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from £128 / night

£892 / week

1 / 14

Holiday condo in Montepulciano

Montepulciano condo

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

from £177 / night

£1,471 / week

1 / 35

Holiday villa in San Lorenzo a Merse

San Lorenzo a Merse villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 27

from £2,196 / night

£15,370 - £27,160 / week

1 / 54

Apartment rental in San Felice with shared pool

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £128 / night

£883 / week

1 / 12

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £122 / night

£1,133 / week

1 / 25

Holiday villa in Pievescola

Pievescola villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £1,738 / night

£12,161 - £18,256 / week

1 / 14

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £205 / night

£2,985 / week

1 / 23

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £93 / night

£1,064 / week

1 / 14

Farmhouse letting in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £84 / night

£540 - £775 / week

1 / 47

Holiday farmhouse in San Gimignano

San Gimignano farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 24

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Pricing unknown

1 / 8

Chianciano Terme holiday b&b rental

Chianciano Terme b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £97 / night

£540 / week

1 / 18

Townhouse letting in Rocca d'Orcia

Rocca d'Orcia townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £89 / night

£490 / week

1 / 21

Siena holiday apartment rental

Siena apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £182 / night

£1,275 / week

1 / 4

Holiday villa with shared pool in Radicofani

Radicofani villa

  • 13 bedrooms
  • 14 bathrooms
  • sleeps 26

from £1,155 / night

£8,077 - £10,390 / week

1 / 54

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £785 / night

£4,705 - £9,724 / week

1 / 233

Montefollonico holiday apartment rental

Montefollonico apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from £183 / night

£1,281 / week

1 / 15

Holiday villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

from £629 / night

£6,855 / week

1 / 31

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

from £1,333 / night

£9,331 - £13,685 / week

1 / 29

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £267 / night

£1,863 / 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

Holiday home rental

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £139 / night

£1,695 / week

1 / 22

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £172 / night

£2,615 / week

1 / 25

Holiday apartment in Montaperti

Montaperti apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £324 / night

£2,265 / week

1 / 28

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £98 / night

£687 - £1,108 / week

1 / 22

Holiday apartment rental

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £126 / night

£883 - £1,579 / week

1 / 23

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £126 / night

£883 - £1,471 / week

1 / 23

Rapolano Terme holiday apartment rental

Rapolano Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £118 / night

£824 / week

1 / 25

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £353 / night

£2,470 / week

1 / 14

Holiday apartment in Acquaviva di Montepulciano

Acquaviva di Montepulciano apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £118 / night

£785 - £1,471 / week

1 / 20

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £134 / night

£1,480 / week

1 / 19

Holiday villa with swimming pool in Poggibonsi

Poggibonsi villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £515 / night

£5,531 / week

1 / 60

Home accommodation in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £150 / night

£2,368 / week

1 / 20

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