Short city breaks Province of Siena

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Location

  • Italy
  • Tuscany
  • Province of Siena

Location

  • All locations
  • Abbadia San Salvatore (2)
  • Asciano (25)
  • Bagni di San Filippo (1)
  • Bagno Vignoni (3)
  • Buonconvento (4)
  • Casciano (1)
  • Casole d'Elsa (33)
  • Castellina In Chianti (17)
  • Castelmuzio (2)
  • Castelnuovo Berardenga (14)
  • Castiglione D'Orcia (5)
  • Cetona (10)
  • Chianciano Terme (6)
  • Chiusdino (7)
  • Chiusi (4)
  • Colle di Val d'Elsa (17)
  • Gaiole in Chianti (13)
  • Montalcino (8)
  • Montepulciano (51)
  • Monteriggioni (19)
  • Monteroni d'Arbia (5)
  • Monticiano (6)
  • Montisi (6)
  • Murlo (6)
  • Palazzone (6)
  • Piancastagnaio (6)
  • Pienza (23)
  • Pievasciata (1)
  • Pievescola (6)
  • Poggibonsi (20)
  • Radda in Chianti (5)
  • Radicofani (18)
  • Radicondoli (24)
  • Rapolano Terme (17)
  • Rocca d'Orcia (2)
  • San Casciano dei Bagni (9)
  • San Gimignano (52)
  • San Giovanni d'Asso (5)
  • San Quirico d'Orcia (1)
  • Sarteano (7)
  • Siena (127)
  • Sinalunga (17)
  • Sovicille (26)
  • Torrita di Siena (4)
  • Trequanda (3)
  • Vivo d'Orcia (1)

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645 Holiday homes

Filters applied: City breaks (645)

Travellers going to Province of Siena are booking June dates now. Secure your holiday home today and have the perfect trip.

(26) Excellent 

1 / 18

Holiday apartment in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from £63 / night

£422 - £524 / week

Book Book View

from £63 / night

1 / 14

Holiday farmhouse rental

Province of Siena / Colle di Val d'Elsa

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £66 / night

£391 - £680 / week

Book Book View

from £66 / night

(1) Excellent 

1 / 16

San Casciano dei Bagni holiday home rental

Province of Siena / San Casciano dei Bagni

  • 2 bedrooms
  • Sleeps 5
  • 1 night min stay

from £63 / night

£352 - £844 / week

Book Book View

from £63 / night

(1) Excellent 

1 / 35

Holiday apartment in Radicondoli

Province of Siena / Radicondoli

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay

from £79 / night

£547 / week

Book Book View

from £79 / night

1 / 17

Siena holiday farmhouse rental

Province of Siena / Siena

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £75 / night

£383 - £875 / week

Book Book View

from £75 / night

(8) Very Good 

1 / 11

Montepulciano holiday apartment let

Province of Siena / Montepulciano

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £51 / night

£329 - £980 / week

Book Book View

from £51 / night

(2) Good 

1 / 31

Holiday apartment in Siena

Province of Siena / Siena

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from £67 / night

£465 - £684 / week

Book Book View

from £67 / night

1 / 15

Montepulciano holiday b&b rental

Province of Siena / Montepulciano

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min stay

from £137 / night

£860 / week

Book Book View

from £137 / night

(1) Very Good 

1 / 36

Holiday b&b in Siena

Province of Siena / Siena

  • 11 bedrooms
  • Sleeps 20
  • 1 night min stay

from £71 / night

£493 / week

Book Book View

from £71 / night

(4) Excellent 

1 / 53

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa / Montegabbro

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £47 / night

£274 - £375 / week

Book Book View

from £47 / night

1 / 24

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay

from £157 / night

£1094 / week

Book Book View

from £157 / night

1 / 16

Holiday castle with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £124 / night

£865 - £1455 / week

Enquire Enquire View

from £124 / night

(2) Excellent 

1 / 21

Holiday villa with swimming pool in Siena

Province of Siena / Siena

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from £162 / night

£1133 - £1875 / week

Enquire Enquire View

from £162 / night

(7) Excellent 

1 / 16

Holiday villa in Casole d'Elsa

Province of Siena / Casole d'Elsa

  • 4 bedrooms
  • Sleeps 4
  • 3 nights min stay

from £63 / night

£438 / week

Book Book View

from £63 / night

(1) Excellent 

1 / 21

Holiday castle with swimming pool in Montepulciano

Province of Siena / Montepulciano

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min stay

from £469 / night

£3282 / week

Enquire Enquire View

from £469 / night

(4) Very Good 

1 / 7

Siena holiday b&b rental

Province of Siena / Siena

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay

from £47 / night

£323 / week

Book Book View

from £47 / night

(3) Very Good 

1 / 11

Holiday farmhouse rental

Castelnuovo Berardenga / San Gusme

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay

from £106 / night

£586 - £743 / week

Book Book View

from £106 / night

(7) Excellent 

1 / 12

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £40 / night

£235 - £313 / week

Book Book View

from £40 / night

(5) Excellent 

1 / 20

Holiday villa rental

Province of Siena / Chianciano Terme

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £141 / night

£879 - £2071 / week

Enquire Enquire View

from £141 / night

1 / 13

Holiday cottage in San Gimignano

Province of Siena / San Gimignano

  • 1 bedroom
  • Sleeps 4
  • 5 nights min stay

from £36 / night

£247 / week

Book Book View

from £36 / night

(3) Excellent 

1 / 26

Holiday apartment with shared pool in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £67 / night

£411 - £438 / week

Book Book View

from £67 / night

1 / 7

Siena holiday home rental

Province of Siena / Siena

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from £86 / night

£625 / week

Book Book View

from £86 / night

(1) Excellent 

1 / 19

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from £59 / night

£399 - £477 / week

Book Book View

from £59 / night

(1) Very Good 

1 / 49

Holiday townhouse rental

Province of Siena / Montepulciano

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from £118 / night

£547 / week

Book Book View

from £118 / night

1 / 26

Radicofani ski apartment to rent.

Province of Siena / Radicofani

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £43 / night

£290 - £575 / week

Book Book View

from £43 / night

(1) Excellent 

1 / 12

Farmhouse rental in Val di Merse

Siena / Val di Merse

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay

from £40 / night

£250 - £390 / week

Book Book View

from £40 / night

(2) Excellent 

1 / 9

Holiday farmhouse in San Giovanni d'Asso

Province of Siena / San Giovanni d'Asso

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £94 / night

£375 - £430 / week

Book Book View

from £94 / night

(3) Good 

1 / 20

Holiday farmhouse in Montalcino

Province of Siena / Montalcino

  • 7 bedrooms
  • Sleeps 2
  • 1 night min stay

from £69 / night

£475 / week

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from £69 / night

1 / 31

Larniano holiday apartment rental

San Gimignano / Larniano

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay

from £83 / night

£540 - £547 / week

Book Book View

from £83 / night

(2) Excellent 

1 / 40

Holiday b&b rental

Monticiano / Iesa Palazzo

  • 6 bedrooms
  • Sleeps 12
  • 1 night min stay

from £63 / night

£438 / week

Book Book View

from £63 / night

(1) Very Good 

1 / 31

San Casciano dei Bagni holiday apartment rental

Province of Siena / San Casciano dei Bagni

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from £55 / night

£274 - £766 / week

Book Book View

from £55 / night

1 / 21

Holiday townhouse accommodation

Gaiole in Chianti / Lecchi

  • 1 bedroom
  • Sleeps 5
  • 1 night min stay

from £55 / night

£352 - £598 / week

Book Book View

from £55 / night

1 / 15

Holiday townhouse in Pienza

Province of Siena / Pienza

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay

from £98 / night

£684 - £879 / week

Enquire Enquire View

from £98 / night

(7) Excellent 

1 / 6

Valiano holiday home rental

Montepulciano / Valiano

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay

from £40 / night

£274 / week

Book Book View

from £40 / night

(1) Excellent 

1 / 12

Apartment rental in Siena

Province of Siena / Siena

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay

from £35 / night

£241 / week

Book Book View

from £35 / night

1 / 18

Holiday farmhouse in Rigomagno

Sinalunga / Rigomagno

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from £55 / night

£383 / week

Book Book View

from £55 / night

(5) Very Good 

1 / 25

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay

from £40 / night

£250 - £465 / week

Book Book View

from £40 / night

1 / 18

Rapolano Terme holiday b&b rental

Province of Siena / Rapolano Terme

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from £70 / night

£487 / week

Book Book View

from £70 / night

(12) Excellent 

1 / 20

Holiday apartment with shared pool in Cetona

Province of Siena / Cetona

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay

from £65 / night

£400 - £700 / week

Enquire Enquire View

from £65 / night

1 / 9

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa / Monteguidi

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies

from £103 / night

£574 - £1165 / week

Book Book View

from £103 / night

1 / 27

Holiday home rental

Province of Siena / Monteriggioni

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from £36 / night

£204 - £352 / week

Book Book View

from £36 / night

(2) Excellent 

1 / 21

Apartment rental in Serre di Rapolano

Rapolano Terme / Serre di Rapolano

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from £63 / night

£274 / week

Book Book View

from £63 / night

1 / 25

Chianciano Terme holiday farmhouse rental

Province of Siena / Chianciano Terme

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £16 / night

£743 - £993 / week

Book Book View

from £16 / night

1 / 11

Holiday apartment in Siena

Province of Siena / Siena

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from £102 / night

£586 / week

Book Book View

from £102 / night

(1) Very Good 

1 / 10

Holiday apartment in Chiusdino

Province of Siena / Chiusdino

  • 3 bedrooms
  • Sleeps 5
  • 1 night min stay

from £86 / night

£469 / week

Book Book View

from £86 / night

1 / 29

Holiday farmhouse in Siena

Province of Siena / Siena

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £157 / night

£469 - £1954 / week

Book Book View

from £157 / night

(3) Excellent 

1 / 16

Townhouse rental in Casole d'Elsa

Province of Siena / Casole d'Elsa

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from £32 / night

£196 / week

Book Book View

from £32 / night

1 / 24

Sinalunga holiday b&b rental

Province of Siena / Sinalunga

  • 1 bedroom
  • Sleeps 3
  • Min stay varies

from £75 / night

£461 - £657 / week

Book Book View

from £75 / night

(1) Excellent 

1 / 12

Monticchiello holiday b&b rental

Pienza / Monticchiello

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay

from £71 / night

£391 / week

Book Book View

from £71 / night

1 / 20

Holiday villa with swimming pool in Chiusdino

Province of Siena / Chiusdino

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay

from £335 / night

£2344 - £2969 / week

Book Book View

from £335 / night

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