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Holiday Rentals in Province of Siena - Holiday Lettings - Villas

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156 Holiday homes

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £789 / night

£4,735 - £9,785 / week

1 / 233

Holiday villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

from £633 / night

£6,898 / week

1 / 31

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from £355 / night

£2,486 / week

1 / 14

Holiday farmhouse rental

Monteguidi farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £147 / night

£1,026 / week

1 / 14

Holiday home with swimming pool in San Gimignano

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £238 / night

£2,861 / week

1 / 17

Monteriggioni holiday villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £158 / night

£1,105 - £2,624 / week

1 / 108

Monteguidi holiday farmhouse rental

Monteguidi farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £196 / night

£1,366 / week

1 / 12

Holiday apartment in Sarteano

Sarteano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £97 / night

£674 / week

1 / 20

Monteguidi holiday farmhouse rental

Monteguidi farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £245 / night

£1,712 / week

1 / 21

Monteguidi holiday farmhouse rental

Monteguidi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £128 / night

£889 / week

1 / 8

Holiday villa in Siena

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £564 / night

£3,946 / week

1 / 10

Holiday villa rental

Montepulciano villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £691 / night

£4,730 - £7,837 / week

1 / 48

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

from £365 / night

£2,368 / week

1 / 19

Villa rental in Chianciano Terme with swimming pool

Chianciano Terme villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £246 / night

£1,719 / week

1 / 32

Holiday villa with swimming pool in Castelmuzio

Castelmuzio villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £585 / night

£4,092 / week

1 / 35

Casole d'Elsa holiday townhouse rental

Casole d'Elsa townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £50 / night

£346 / week

1 / 7

San Gimignano holiday b&b accommodation

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £79 / night

£365 / week

1 / 43

B&b rental in San Gimignano

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £79 / night

£365 / week

1 / 27

Radda in Chianti holiday villa rental

Radda in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £479 / night

£3,354 / week

1 / 27

Holiday apartment in San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £73 / night

£465 / week

1 / 9

Holiday cottage with shared pool in Poggibonsi

Poggibonsi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £119 / night

£789 / week

1 / 20

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 12

from £793 / night

£5,552 / week

1 / 43

Holiday villa rental

Castellina In Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £298 / night

£1,872 / week

1 / 19

Farmhouse rental in Monteguidi with shared pool

Monteguidi farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £163 / night

£1,140 / week

1 / 7

Ski chalet to rent in Abbadia San Salvatore

Abbadia San Salvatore chalet

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £444 / night

£2,762 / week

1 / 72

Villa rental in Monticiano with swimming pool

Monticiano villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 28

from £2,880 / night

£20,158 - £26,869 / week

1 / 75

Sant'Albino holiday villa rental

Sant'Albino villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

from £642 / night

£4,493 / week

1 / 42

Holiday home with swimming pool in Rapolano Terme

Rapolano Terme house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £218 / night

£2,797 / week

1 / 48

Holiday villa in Siena

Siena villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £92 / night

£641 - £1,871 / week

1 / 41

Holiday home with shared pool in Chianciano Terme

Chianciano Terme house

  • 11 bedrooms
  • 3 bathrooms
  • sleeps 8

from £404 / night

£2,826 - £4,075 / week

1 / 17

Buonconvento holiday farmhouse rental

Buonconvento farmhouse

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 22

from £4,650 / night

£32,550 / week

1 / 39

Apartment rental in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £118 / night

£823 / week

1 / 27

Holiday villa with swimming pool in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

from £617 / night

£4,316 / week

1 / 53

Holiday apartment rental

Castiglione D'Orcia apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

Pricing unknown

1 / 10

Holiday villa rental

Colle di Val d'Elsa villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £353 / night

£2,417 / week

1 / 28

Villa rental in Sinalunga with swimming pool

Sinalunga villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £289 / night

£2,023 / week

1 / 47

Chiusdino holiday villa rental

Chiusdino villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £119 / night

£829 / week

1 / 13

Holiday farmhouse with shared pool in Monteguidi

Monteguidi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £128 / night

£889 / week

1 / 12

Holiday villa with swimming pool in Castelmuzio

Castelmuzio villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £585 / night

£4,092 / week

1 / 35

Condo rental in Radicondoli with shared pool

Radicondoli condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

from £69 / night

£415 - £553 / week

1 / 25

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