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Holiday Rentals in Province of Siena - Holiday Lettings - Villas

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Great rentals within 20 miles that match your search

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Holiday villa with swimming pool in San Gimignano

San Gimignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Catered / B&B

from £442 / night

£2,456 - £5,255 / week

1 / 46

Great rentals within 20 miles that match your search

Monticchiello holiday villa rental

Monticchiello villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 20

1 filter does not match: Catered / B&B

from £983 / night

£6,876 / week

1 / 31

Great rentals within 20 miles that match your search

Cottage accommodation in Cetona with swimming pool

Cetona cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £138 / night

£1,100 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Chianciano Terme

Chianciano Terme apartment

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £711 / night

£4,976 - £6,691 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa rental

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

1 filter does not match: Catered / B&B

from £2,057 / night

£13,091 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Radicondoli

Radicondoli villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £238 / night

£1,512 - £2,199 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa rental

San Gimignano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £589 / night

£2,057 - £4,123 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Abbadia San Salvatore

Abbadia San Salvatore villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

from £197 / night

£1,258 - £2,096 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

from £412 / night

£4,872 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa rental

Sarteano villa

  • 7 bedrooms
  • 11 bathrooms
  • sleeps 16

1 filter does not match: Catered / B&B

from £2,218 / night

£15,526 - £24,404 / week

1 / 76

Great rentals within 20 miles that match your search

Holiday villa rental

Sarteano villa

  • 8 bedrooms
  • 1 bathroom
  • sleeps 18

1 filter does not match: Catered / B&B

from £2,512 / night

£17,585 - £24,404 / week

1 / 76

Great rentals within 20 miles that match your search

Gaiole in Chianti holiday villa rental

Gaiole in Chianti villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

1 filter does not match: Catered / B&B

from £1,235 / night

£8,642 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Sarteano

Sarteano villa

  • 9 bedrooms
  • 2 bathrooms
  • sleeps 20

1 filter does not match: Catered / B&B

from £2,799 / night

£19,588 - £24,388 / week

1 / 76

Great rentals within 20 miles that match your search

Monteriggioni holiday villa rental

Monteriggioni villa

  • 3 bedrooms
  • 8 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Catered / B&B

from £206 / night

£2,989 / week

1 / 23

Great rentals within 20 miles that match your search

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £172 / night

£2,618 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Catered / B&B

from £630 / night

£6,869 / week

1 / 31

Great rentals within 20 miles that match your search

Gracciano holiday cottage rental

Gracciano cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £187 / night

£1,031 / week

1 / 35

Great rentals within 20 miles that match your search

Home rental in Gracciano with swimming pool

Gracciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £133 / night

£737 / week

1 / 35

Great rentals within 20 miles that match your search

Gracciano holiday home rental

Gracciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Catered / B&B

from £89 / night

£442 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 11

1 filter does not match: Catered / B&B

from £235 / night

£3,559 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Catered / B&B

from £2,030 / night

£14,209 / week

1 / 36

Great rentals within 20 miles that match your search

Home accommodation in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Catered / B&B

from £151 / night

£2,371 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Gaiole in Chianti

Gaiole in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £118 / night

£491 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday b&b rental

Val d'Orcia b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

from £118 / night

£786 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Montepulciano

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

from £1,081 / night

£7,072 / week

1 / 51

Great rentals within 20 miles that match your search

Montepulciano holiday apartment rental

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Villa rental in Gaiole in Chianti with swimming pool

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Catered / B&B

from £613 / night

£4,289 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Rigaiolo

Rigaiolo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £472 / night

£3,300 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Catered / B&B

from £354 / night

£2,475 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Catered / B&B

from £562 / night

£3,929 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Gaiole in Chianti

Gaiole in Chianti farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £288 / night

£2,014 - £3,094 / week

1 / 33

Great rentals within 20 miles that match your search

San Giovanni d'Asso holiday villa rental

San Giovanni d'Asso villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Catered / B&B

from £688 / night

£4,813 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelnuovo dell'Abate

Castelnuovo dell'Abate villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £639 / night

£4,469 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Pienza

Pienza villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Catered / B&B

from £309 / night

£2,161 - £2,711 / week

1 / 23

Great rentals within 20 miles that match your search

San Giovanni d'Asso holiday home rental

San Giovanni d'Asso house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Catered / B&B

from £257 / night

£1,793 - £2,677 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool, golf nearby in Castel San Gimignano

Castel San Gimignano apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 22

1 filter does not match: Catered / B&B

from £904 / night

£6,286 / week

1 / 19

Great rentals within 20 miles that match your search

Siena holiday villa rental

Siena villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Catered / B&B

from £99 / night

£688 - £2,338 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home rental

Pievescola house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £170 / night

£1,857 / week

1 / 31

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