Short city breaks Province of Siena

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Location

  • Italy
  • Tuscany
  • Province of Siena

Location

  • All locations
  • Abbadia San Salvatore (3)
  • Asciano (26)
  • Bagni di San Filippo (1)
  • Bagno Vignoni (4)
  • Buonconvento (4)
  • Casciano (1)
  • Casole d'Elsa (32)
  • Castellina In Chianti (18)
  • Castelmuzio (2)
  • Castelnuovo Berardenga (15)
  • Castiglione D'Orcia (6)
  • Cetona (14)
  • Chianciano Terme (6)
  • Chiusdino (9)
  • Chiusi (4)
  • Colle di Val d'Elsa (17)
  • Gaiole in Chianti (16)
  • Montalcino (11)
  • Montepulciano (52)
  • Monteriggioni (21)
  • Monteroni d'Arbia (5)
  • Monticiano (7)
  • Montisi (7)
  • Murlo (7)
  • Palazzone (6)
  • Piancastagnaio (6)
  • Pienza (25)
  • Pievasciata (1)
  • Pievescola (6)
  • Poggibonsi (21)
  • Radda in Chianti (3)
  • Radicofani (18)
  • Radicondoli (25)
  • Rapolano Terme (17)
  • Rocca d'Orcia (2)
  • San Casciano dei Bagni (11)
  • San Gimignano (57)
  • San Giovanni d'Asso (5)
  • San Quirico d'Orcia (1)
  • Sarteano (7)
  • Siena (169)
  • Sinalunga (10)
  • Sovicille (27)
  • Torrita di Siena (4)
  • Trequanda (4)
  • Vivo d'Orcia (1)

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714 Holiday homes

Filters applied: City breaks (714)

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

(6) Very Good 

1 / 45

Montepulciano holiday home rental

Province of Siena / Montepulciano

3 5 Min stay varies

House / 3 bedrooms / sleeps 5 / Min stay varies

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from £66 / night

£388 - £466 / week

Book

from £66 / night

(3) Very Good 

1 / 20

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

2 5 2 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 2 nights min stay

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from £59 / night

£539 / week

Book

from £59 / night

(1) Excellent 

1 / 14

Montepulciano holiday b&b accommodation

Province of Siena / Montepulciano

2 4 1 night min stay

B&B / 2 bedrooms / sleeps 4 / 1 night min stay

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from £78 / night

£543 / week

Book

from £78 / night

Featured properties

(4) Excellent 

1 / 56

Holiday apartment rental

Province of Siena / Siena

2 5 1 night min stay

Apartment / 2 bedrooms / sleeps 5 / 1 night min stay

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from £89 / night

£582 - £989 / week

Book

from £89 / night

1 / 17

Siena holiday apartment rental

Province of Siena / Siena

3 6 1 night min stay

Apartment / 3 bedrooms / sleeps 6 / 1 night min stay

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from £156 / night

£1086 / week

Book

from £156 / night

(6) Excellent 

1 / 37

Holiday apartment in Montefollonico

Torrita di Siena / Montefollonico

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

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from £94 / night

£1008 - £1822 / week

Book

from £94 / night

1 / 29

Holiday townhouse in San Gimignano

Province of Siena / San Gimignano

2 6 Min stay varies

Townhouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £94 / night

£543 - £698 / week

Book

from £94 / night

1 / 14

B&b rental in Sinalunga

Province of Siena / Sinalunga

9 20 1 night min stay

B&B / 9 bedrooms / sleeps 20 / 1 night min stay

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from £63 / night

£388 / week

Book

from £63 / night

(3) Excellent 

1 / 26

Holiday apartment with shared pool in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

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from £66 / night

£407 - £435 / week

Book

from £66 / night

(10) Excellent 

1 / 19

Holiday apartment with shared pool in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

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from £66 / night

£407 - £435 / week

Book

from £66 / night

(3) Very Good 

1 / 51

Holiday cottage in Siena

Province of Siena / Siena

3 8 Min stay varies

Cottage / 3 bedrooms / sleeps 8 / Min stay varies

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from £70 / night

£489 / week

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from £70 / night

1 / 28

Sinalunga holiday villa rental

Province of Siena / Sinalunga

3 7 Min stay varies

Villa / 3 bedrooms / sleeps 7 / Min stay varies

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from £194 / night

£1357 - £1822 / week

Book

from £194 / night

1 / 29

Holiday villa with swimming pool in Siena

Province of Siena / Siena

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

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from £217 / night

£1512 - £3993 / week

Book

from £217 / night

(4) Excellent 

1 / 17

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

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from £55 / night

£349 - £466 / week

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from £55 / night

(1) Very Good 

1 / 49

Holiday townhouse rental

Province of Siena / Montepulciano

2 4 2 nights min stay

Townhouse / 2 bedrooms / sleeps 4 / 2 nights min stay

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from £117 / night

£543 / week

Book

from £117 / night

1 / 11

Casole d'Elsa holiday apartment rental

Province of Siena / Casole d'Elsa

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £57 / night

£334 - £559 / week

Book

from £57 / night

(3) Very Good 

1 / 11

Holiday farmhouse rental

Castelnuovo Berardenga / San Gusme

2 5 4 nights min stay

Farmhouse / 2 bedrooms / sleeps 5 / 4 nights min stay

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from £117 / night

£698 / week

Book

from £117 / night

(3) Very Good 

1 / 21

Holiday apartment with swimming pool in Torri

Sovicille / Torri

1 3 1 night min stay

Apartment / 1 bedroom / sleeps 3 / 1 night min stay

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from £70 / night

£427 / week

Book

from £70 / night

1 / 20

B&b rental in Buonconvento with shared pool

Buonconvento / Chiusure

6 14 Min stay varies

B&B / 6 bedrooms / sleeps 14 / Min stay varies

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from £66 / night

£462 - £512 / week

Book

from £66 / night

1 / 15

Sarteano holiday villa rental

Province of Siena / Sarteano

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

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from £72 / night

£504 - £1311 / week

Book

from £72 / night

1 / 19

Holiday cottage with shared pool in Gaiole in Chianti

Gaiole in Chianti / Lecchi

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

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from £56 / night

£396 - £807 / week

Book

from £56 / night

(5) Very Good 

1 / 23

Holiday apartment rental

Province of Siena / Montepulciano

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

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from £66 / night

£427 / week

Book

from £66 / night

(3) Very Good 

1 / 20

Holiday farmhouse with shared pool in Cedda

Poggibonsi / Cedda

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

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from £70 / night

£426 - £666 / week

Book

from £70 / night

(1) Very Good 

1 / 13

Holiday guest house rental

Province of Siena / San Gimignano

3 6 Min stay varies

Guest house / 3 bedrooms / sleeps 6 / Min stay varies

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from £66 / night

£427 / week

Book

from £66 / night

(1) Excellent 

1 / 17

Holiday home in Siena

Province of Siena / Siena

1 4 Min stay varies

House / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £51 / night

£504 - £776 / week

Book

from £51 / night

1 / 8

Holiday apartment with shared pool in Pievescola

Province of Siena / Pievescola

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

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from £94 / night

£521 - £1021 / week

Book

from £94 / night

(1) Very Good 

1 / 23

Holiday b&b rental

Province of Siena / Pienza

10 20 1 night min stay

B&B / 10 bedrooms / sleeps 20 / 1 night min stay

Add to shortlist

from £59 / night

£380 / week

Book

from £59 / night

1 / 18

Holiday apartment in Siena

Province of Siena / Siena

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £100 / night

£931 / week

Book

from £100 / night

1 / 14

Crete Senesi holiday villa rental

Asciano / Crete Senesi

6 11 Min stay varies

Villa / 6 bedrooms / sleeps 11 / Min stay varies

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from £311 / night

£1667 - £2287 / week

Book

from £311 / night

1 / 20

Holiday apartment in Val di Merse

Siena / Val di Merse

3 8 2 nights min stay

Apartment / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £156 / night

£853 / week

Book

from £156 / night

1 / 29

Holiday farmhouse in Siena

Province of Siena / Siena

2 6 Min stay varies

Farmhouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £156 / night

£466 - £1938 / week

Book

from £156 / night

1 / 16

Siena holiday farmhouse rental

Province of Siena / Siena

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £74 / night

£380 - £869 / week

Book

from £74 / night

1 / 25

Holiday tower with swimming pool in Radda in Chianti

Province of Siena / Radda in Chianti

2 4 3 nights min stay

Tower / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £105 / night

£698 - £760 / week

Book

from £105 / night

1 / 16

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

2 4 1 night min stay

Apartment / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £70 / night

£466 / week

Book

from £70 / night

(1) Excellent 

1 / 9

Farmhouse rental in Val di Merse

Siena / Val di Merse

1 4 1 night min stay

Farmhouse / 1 bedroom / sleeps 4 / 1 night min stay

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from £40 / night

£250 - £390 / week

Book

from £40 / night

(2) Excellent 

1 / 35

Holiday apartment letting

Province of Siena / Montepulciano

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £55 / night

£311 - £466 / week

Book

from £55 / night

(2) Excellent 

1 / 24

Holiday b&b in Monticchiello

Pienza / Monticchiello

4 7 1 night min stay

B&B / 4 bedrooms / sleeps 7 / 1 night min stay

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from £73 / night

£488 / week

Book

from £73 / night

(1) Very Good 

1 / 30

Holiday apartment with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

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from £54 / night

£380 - £997 / week

Book

from £54 / night

1 / 27

Holiday villa with swimming pool in Radicondoli

Province of Siena / Radicondoli

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

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from £171 / night

£1163 - £1938 / week

Book

from £171 / night

(2) Very Good 

1 / 29

Holiday farmhouse with shared pool in Torri

Sovicille / Torri

4 8 Min stay varies

Farmhouse / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £86 / night

£582 - £1078 / week

Book

from £86 / night

(14) Excellent 

1 / 29

Cottage rental in Pancole

San Gimignano / Pancole

1 3 Min stay varies

Cottage / 1 bedroom / sleeps 3 / Min stay varies

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from £43 / night

£260 - £376 / week

Book

from £43 / night

(5) Excellent 

1 / 14

Holiday townhouse rental

Sinalunga / Rigomagno

5 10 2 nights min stay

Townhouse / 5 bedrooms / sleeps 10 / 2 nights min stay

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from £63 / night

£388 / week

Book

from £63 / night

(2) Very Good 

1 / 24

Holiday apartment in Siena

Province of Siena / Siena

2 4 3 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £57 / night

£326 - £521 / week

Book

from £57 / night

(7) Excellent 

1 / 16

Holiday villa in Casole d'Elsa

Province of Siena / Casole d'Elsa

4 4 1 night min stay

Villa / 4 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £59 / night

£388 / week

Book

from £59 / night

1 / 5

Poggibonsi holiday apartment rental

Province of Siena / Poggibonsi

4 13 1 night min stay

Apartment / 4 bedrooms / sleeps 13 / 1 night min stay

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from £78 / night

£543 / week

Book

from £78 / night

(3) Good 

1 / 20

Holiday farmhouse in Montalcino

Province of Siena / Montalcino

7 2 1 night min stay

Farmhouse / 7 bedrooms / sleeps 2 / 1 night min stay

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from £69 / night

£472 / week

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from £69 / night

(1) Excellent 

1 / 24

Holiday apartment in Sarteano

Province of Siena / Sarteano

4 9 1 night min stay

Apartment / 4 bedrooms / sleeps 9 / 1 night min stay

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from £32 / night

£218 - £597 / week

Book

from £32 / night

(4) Excellent 

1 / 30

Costaltino holiday apartment rental

Siena / Costaltino

2 5 1 night min stay

Apartment / 2 bedrooms / sleeps 5 / 1 night min stay

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from £74 / night

£516 / week

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from £74 / night

(1) Very Good 

1 / 8

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

2 4 4 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 4 nights min stay

Add to shortlist

from £107 / night

£466 - £597 / week

Book

from £107 / night

1 / 15

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

1 2 3 nights min stay

Apartment / 1 bedroom / sleeps 2 / 3 nights min stay

Add to shortlist

from £63 / night

£407 / week

Book

from £63 / night

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