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Holiday Rentals in Province of Siena - Holiday Lettings - Villas

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384 Holiday homes

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Holiday villa with swimming pool in Valiano

Valiano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £123 / night

£860 / week

1 / 18

Ski home to rent in Abbadia San Salvatore

Abbadia San Salvatore house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

from £128 / night

£894 / week

1 / 14

Apartment rental in San Felice with shared pool

San Felice apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £128 / night

£884 / week

1 / 12

Apartment rental in Radicondoli

Radicondoli apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £93 / night

£1,277 / week

1 / 44

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £747 / night

£4,418 - £9,740 / week

1 / 233

Holiday apartment in Staggia Senese

Staggia Senese apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

from £69 / night

£462 / week

1 / 13

Holiday apartment in Castelnuovo Berardenga

Castelnuovo Berardenga apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £268 / night

£1,866 / week

1 / 20

Pienza holiday villa rental

Pienza villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 11

from £818 / 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

£5,540 / week

1 / 60

Holiday apartment with shared pool in Radicondoli

Radicondoli apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £138 / night

£983 / week

1 / 26

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £412 / night

£4,873 / week

1 / 32

Holiday apartment in Radicondoli

Radicondoli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £91 / night

£639 / week

1 / 47

Holiday home rental

Castiglione D'Orcia house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

from £589 / night

£2,646 - £4,566 / 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

£6,529 / week

1 / 29

Holiday home with swimming pool in Siena

Siena house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

from £676 / night

£5,588 / week

1 / 24

Holiday home with swimming pool in Buonconvento

Buonconvento house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £295 / night

£3,437 / week

1 / 24

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 home with swimming pool in Siena

Siena house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £676 / night

£5,588 / week

1 / 16

Holiday home with swimming pool in Gaiole in Chianti

Gaiole in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £168 / night

£1,966 / week

1 / 42

Monteriggioni holiday villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £158 / night

£1,100 - £2,613 / week

1 / 108

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 11

from £235 / night

£3,560 / week

1 / 32

Holiday home with swimming pool in Siena

Siena house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £491 / night

£4,296 / week

1 / 24

Holiday villa with swimming pool in Murlo

Murlo villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Pricing unknown

1 / 24

Home rental in Chiusi with swimming pool

Chiusi house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £81 / night

£557 - £959 / week

1 / 27

Home letting in Chiusi with swimming pool

Chiusi house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £81 / night

£557 - £959 / week

1 / 25

Home rental in Chiusi with swimming pool

Chiusi house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £88 / night

£598 - £1,083 / week

1 / 29

Villa rental in Castellina In Chianti with swimming pool

Castellina In Chianti villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £395 / night

£6,007 / week

1 / 37

Holiday home in Castellina In Chianti

Castellina In Chianti house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

from £395 / night

£6,004 / week

1 / 58

Holiday home with swimming pool in Monteriggioni

Monteriggioni house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £183 / night

£2,454 / week

1 / 26

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,355 / night

£8,130 - £13,387 / week

1 / 29

Torri holiday cottage rental

Torri cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £108 / night

£757 / week

1 / 17

Holiday home with swimming pool in Monteriggioni

Monteriggioni house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £212 / night

£1,485 / week

1 / 26

Home rental in Radda in Chianti with swimming pool

Radda in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £210 / night

£2,330 / week

1 / 63

Holiday villa with swimming pool in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £2,031 / night

£14,213 / week

1 / 36

Holiday villa with swimming pool in Castiglione D'Orcia

Castiglione D'Orcia villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 17

from £455 / night

£3,182 - £4,110 / week

1 / 40

Holiday villa rental

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £601 / night

£4,203 / week

1 / 41

Holiday villa in Pienza

Pienza villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £239 / night

£1,670 - £2,357 / week

1 / 19

Holiday home with swimming pool in Castellina In Chianti

Castellina In Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £296 / night

£3,389 / week

1 / 38

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

Colle di Val d'Elsa apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

from £83 / night

£914 / week

1 / 19

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