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

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Province of Siena

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3,978 Holiday homes

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

(4) Very Good 

17

Province of Siena / Torrita di Siena

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £44 / night

£302 / week

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from £44 / night

15

Montalcino / Val d'Orcia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km

from £78 / night

£544 / week

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from £78 / night

16

Province of Siena / Castellina In Chianti

9 16 Min stay varies

  • 9 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Pricing unknown

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Pricing unknown

10

Province of Siena / Chianciano Terme

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £69 / night

£432 - £552 / week

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from £69 / night

5

Province of Siena / Chianciano Terme

3 5 3 nights min

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

from £52 / night

£302 / week

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from £52 / night

27

Gaiole in Chianti holiday home rental

Gaiole in Chianti / Montegrossi

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly

from £311 / night

£2337 - £4013 / week

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from £311 / night

(1) Average 

24

Province of Siena / Poggibonsi

7 12 3 nights min

  • 7 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £432 / night

£3018 / week

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from £432 / night

9

Province of Siena / Casole d'Elsa

1 4 Min stay varies

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

from £75 / night

£457 - £837 / week

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from £75 / night

(1) Excellent 

31

Province of Siena / Poggibonsi

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £268 / night

£1304 - £2294 / week

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from £268 / night

(12) Excellent 

18

Apartment rental in Murlo with swimming pool, golf nearby

Murlo / Vescovado di Murlo

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £69 / night

£388 - £690 / week

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from £69 / night

(2) Excellent 

21

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden
“Amazing Location and Hospitality” We enjoyed a very relaxing week at “La Casina” with two other couples in July 2016. The villa is very spacious, well appointed and comfortable, and the kitchen is well equipped. La Casina has a commanding view of the  …see more

from £308 / night

£2156 - £2759 / week

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from £308 / night

22

Holiday apartment in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 5 Min stay varies

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

from £99 / night

£690 - £906 / week

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from £99 / night

38

Holiday home in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Private garden

from £120 / night

£841 - £1505 / week

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from £120 / night

28

Province of Siena / Siena

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • Nearest beach 80 km

from £43 / night

£242 / week

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from £43 / night

16

Province of Siena / San Quirico d'Orcia

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Private garden

from £388 / night

£2716 / week

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from £388 / night

(1) Excellent 

21

Holiday b&b letting

Province of Siena / Rapolano Terme

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning

from £67 / night

£465 / week

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from £67 / night

23

Province of Siena / Radicofani

3 6 Min stay varies

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

from £91 / night

£544 - £630 / week

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from £91 / night

11

Poggibonsi / Staggia Senese

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £82 / night

£388 / week

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from £82 / night

6

Province of Siena / Monteriggioni

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

from £130 / night

£863 / week

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from £130 / night

34

Province of Siena / Siena

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Pet friendly

from £88 / night

£616 / week

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from £88 / night

(1) Excellent 

11

Province of Siena / Chiusi

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

Pricing unknown

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Pricing unknown

45

Province of Siena / Siena

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Ask about pets

Pricing unknown

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Pricing unknown

17

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £39 / night

£272 / week

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from £39 / night

21

Province of Siena / Radda in Chianti

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km

from £87 / night

£518 / week

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from £87 / night

15

Holiday farmhouse in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly

Pricing unknown

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Pricing unknown

(1) Average 

7

Siena holiday apartment rental

Province of Siena / Siena

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £95 / night

£647 - £742 / week

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from £95 / night

10

Rapolano Terme holiday b&b rental

Province of Siena / Rapolano Terme

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £104 / night

£561 - £923 / week

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from £104 / night

(2) Excellent 

17

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 106 km
  • Child friendly
  • Car not necessary

from £169 / night

£690 / week

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from £169 / night

(4) Excellent 

11

Holiday home in Chiusi

Province of Siena / Chiusi

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Ask about pets
  • Private garden

from £50 / night

£350 / week

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from £50 / night

12

Province of Siena / Montisi

2 4 2 nights min

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

from £61 / night

£302 / week

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from £61 / night

(3) Very Good 

36

Holiday farmhouse with shared pool in Acquaviva di Montepulciano

Montepulciano / Acquaviva di Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £121 / night

£733 - £1294 / week

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from £121 / night

17

Province of Siena / Montisi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 80 km
  • Child friendly
  • Ask about pets

Pricing unknown

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Pricing unknown

18

Apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa / Monteguidi

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

from £92 / night

£638 - £1061 / week

Enquire View

from £92 / night

20

Holiday villa in Sarteano

Province of Siena / Sarteano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £510 / night

£3569 - £8828 / week

Enquire View

from £510 / night

20

Holiday apartment in Casaglia

San Gimignano / Casaglia

3 2 Min stay varies

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

from £143 / night

£853 - £1186 / week

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from £143 / night

23

Murlo holiday villa rental

Murlo / Casciano di Murlo

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £254 / night

£1776 / week

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from £254 / night

(1) Very Good 

12

Apartment rental in Montepulciano

Province of Siena / Montepulciano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Private garden

from £71 / night

£492 - £699 / week

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from £71 / night

(14) Excellent 

24

Apartment rental in San Quirico d'Orcia

Province of Siena / San Quirico d'Orcia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 80 km
  • Suitable for children age 5+
  • Ask about pets

from £121 / night

£811 / week

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from £121 / night

(1) Excellent 

21

Province of Siena / Rocca d'Orcia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Ask about pets

from £61 / night

£432 / week

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from £61 / night

(1) Very Good 

11

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

from £61 / night

£363 / week

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from £61 / night

1