Holiday rentals in Province of Siena: Villas, Cottages and Apartments

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Province of Siena

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3,922 Holiday homes

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

24

Castelnuovo Berardenga / Pianella

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

Pricing unknown

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Pricing unknown

16

Holiday apartment with shared pool in Asciano

Province of Siena / Asciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £121 / night

£578 - £776 / week

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from £121 / night

40

Penthouse rental in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from £130 / night

£690 - £863 / week

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from £130 / night

(4) Excellent 

35

Montepulciano holiday studio rental

Province of Siena / Montepulciano

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Private garden

from £61 / night

£388 / week

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from £61 / night

19

Holiday farmhouse in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £95 / night

£418 - £655 / week

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from £95 / night

23

Province of Siena / Siena

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly

from £285 / night

£544 / week

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from £285 / night

18

Holiday farmhouse with swimming pool in Valiano

Montepulciano / Valiano

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden

from £611 / night

£4276 - £7242 / week

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from £611 / night

20

Holiday apartment with shared pool in Torre A Castello

Province of Siena / Torre A Castello

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £210 / night

£1466 - £1983 / week

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from £210 / night

37

Montepulciano holiday apartment let

Province of Siena / Montepulciano

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £78 / night

£544 / week

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from £78 / night

9

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Ask about pets

Pricing unknown

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Pricing unknown

11

Montepulciano holiday b&b rental

Province of Siena / Montepulciano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly

from £74 / night

£432 / week

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from £74 / night

15

Holiday cottage with golf nearby in Sinalunga

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

Pricing unknown

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Pricing unknown

21

Radicondoli holiday apartment rental

Province of Siena / Radicondoli

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly

from £78 / night

£475 - £604 / week

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from £78 / night

18

Holiday farmhouse accommodation

Province of Siena / San Casciano dei Bagni

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £182 / night

£630 - £1044 / week

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from £182 / night

100

Holiday villa rental

Province of Siena / Cetona

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly

from £1542 / night

£7104 - £9945 / week

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from £1542 / night

21

Holiday guest house in Gaiole in Chianti

Gaiole in Chianti / Montefienali

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £47 / night

£269 / week

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from £47 / night

24

Holiday farmhouse in San Gimignano

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool

Pricing unknown

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Pricing unknown

6

Province of Siena / Pienza

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly

from £125 / night

£475 / week

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from £125 / night

20

Holiday villa in Ville di Corsano

Province of Siena / Ville di Corsano

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £310 / night

£1811 - £2285 / week

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from £310 / night

5

Pienza holiday apartment rental

Province of Siena / Pienza

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min

from £61 / night

£328 / week

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from £61 / night

20

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly

Pricing unknown

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Pricing unknown

22

Casole d'Elsa holiday cottage rental

Province of Siena / Casole d'Elsa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £138 / night

£716 - £1026 / week

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from £138 / night

7

Province of Siena / Gaiole in Chianti

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £87 / night

£544 / week

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from £87 / night

20

Holiday villa with swimming pool in Sarteano

Province of Siena / Sarteano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £264 / night

£1552 - £3363 / week

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from £264 / night

17

Apartment rental in Torri

Sovicille / Torri

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £121 / night

£776 / week

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from £121 / night

16

Farmhouse rental in Poggibonsi with shared pool

Province of Siena / Poggibonsi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £74 / night

£518 - £776 / week

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from £74 / night

9

Monticchiello holiday apartment rental

Pienza / Monticchiello

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min

from £100 / night

£700 / week

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from £100 / night

14

Holiday apartment with shared pool in Poggibonsi

Province of Siena / Poggibonsi

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £99 / night

£690 - £828 / week

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from £99 / night

12

Province of Siena / Siena

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
  • Private garden

from £44 / night

£302 / week

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from £44 / night

18

Farmhouse rental in Monteroni d'Arbia with shared pool

Province of Siena / Monteroni d'Arbia

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £173 / night

£1121 - £1552 / week

Enquire View

from £173 / night

11

Holiday apartment with shared pool in San Quirico d'Orcia

Province of Siena / San Quirico d'Orcia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £76 / night

£532 / week

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from £76 / night

29

Province of Siena / Gaiole in Chianti

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £67 / night

£466 - £544 / week

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from £67 / night

23

Farmhouse rental in Pienza with swimming pool

Province of Siena / Pienza

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £370 / night

£2587 - £6725 / week

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from £370 / night

6

Holiday b&b in Monticchiello

Pienza / Monticchiello

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min

from £85 / night

£550 / week

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from £85 / night

24

Val d'Orcia holiday villa rental

Montalcino / Val d'Orcia

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly

from £406 / night

£2837 - £3642 / week

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from £406 / night

9

Holiday home in Ville di Corsano

Province of Siena / Ville di Corsano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden

from £78 / night

£449 / week

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from £78 / night

24

Holiday villa rental

Murlo / Casciano di Murlo

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £290 / night

£2029 / week

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from £290 / night

18

Rapolano Terme holiday apartment rental

Province of Siena / Rapolano Terme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £101 / night

£704 - £828 / week

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from £101 / night

32

Radicondoli / Belforte

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly

from £57 / night

£397 - £496 / week

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from £57 / night

19

Holiday apartment accommodation

San Gimignano / Casaglia

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly

from £84 / night

£544 - £790 / week

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from £84 / night

1