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.

13

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Private garden

from £616 / night

£4311 / week

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from £616 / night

4

Holiday villa in Chiusdino

Province of Siena / Chiusdino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 36 km
  • Swimming pool
  • Child friendly

from £82 / night

£587 - £776 / week

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from £82 / night

100

Holiday apartment with shared pool in Bagno Vignoni

Province of Siena / Bagno Vignoni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

Pricing unknown

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Pricing unknown

(1) Excellent 

13

Province of Siena / Poggibonsi

25 44 Min stay varies

  • 25 bedrooms
  • Sleeps 44
  • Min stay varies
  • Air conditioning

Pricing unknown

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Pricing unknown

9

Holiday villa in Montepulciano

Province of Siena / Montepulciano

5 13 4 nights min

  • 5 bedrooms
  • Sleeps 13
  • 4 nights min
  • Private garden

from £173 / night

£173 / week

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from £173 / night

16

Apartment rental in Rapolano Terme with shared pool

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

19

Province of Siena / San Lorenzo a Merse

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly

from £63 / night

£388 / week

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from £63 / night

(1) Excellent 

12

Pontignano holiday apartment rental

Castelnuovo Berardenga / Pontignano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £54 / night

£375 / week

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from £54 / night

100

Holiday apartment rental

Province of Siena / Bagno Vignoni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

Pricing unknown

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Pricing unknown

100

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £381 / night

£2664 - £6926 / week

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from £381 / night

18

Chianciano Terme holiday apartment rental

Province of Siena / Chianciano Terme

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £61 / night

£388 - £805 / week

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from £61 / night

15

Asciano holiday apartment rental

Province of Siena / Asciano

2 4 Min stay varies

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

from £104 / night

£522 - £733 / week

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from £104 / night

21

Holiday apartment in Siena

Province of Siena / Siena

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £69 / night

£432 - £673 / week

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from £69 / night

21

Montecchio holiday villa rental

Province of Siena / Montecchio

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £296 / night

£2069 - £2716 / week

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from £296 / night

11

Asciano / Crete Senesi

2 4 Min stay varies

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

from £102 / night

£621 - £776 / week

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from £102 / night

6

Monticchiello holiday b&b rental

Pienza / Monticchiello

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £85 / night

£550 / week

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from £85 / night

(2) Excellent 

21

Colle di Val d'Elsa holiday villa accommodation

Province of Siena / Colle di Val d'Elsa

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £198 / night

£1382 / week

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from £198 / night

12

Holiday farmhouse with shared pool in Asciano

Province of Siena / Asciano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £138 / night

£863 / week

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from £138 / night

8

Holiday apartment in Valiano

Montepulciano / Valiano

1 2 3 nights min

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

from £130 / night

£733 / week

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from £130 / night

49

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Ask about pets

Pricing unknown

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Pricing unknown

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

26

Province of Siena / Cetona

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £216 / night

£1509 / week

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from £216 / night

10

Province of Siena / Rapolano Terme

2 5 Min stay varies

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

from £87 / night

£604 - £664 / week

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from £87 / night

(1) Excellent 

21

Province of Siena / Colle di Val d'Elsa

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning

from £78 / night

£518 / week

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from £78 / night

24

Castelnuovo Berardenga / Casal Monastero

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden

Pricing unknown

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Pricing unknown

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

24

Holiday apartment in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 107 km
  • Swimming pool
  • Child friendly

from £61 / night

£423 - £792 / week

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from £61 / night

20

Poggibonsi holiday villa rental

Province of Siena / Poggibonsi

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £855 / night

£3985 - £5314 / week

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from £855 / night

12

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 £96 / night

£449 - £699 / week

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from £96 / night

12

Holiday villa with shared pool in Asciano

Province of Siena / Asciano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool

from £207 / night

£1466 / week

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from £207 / night

7

Province of Siena / Casole d'Elsa

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £44 / night

£302 / week

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from £44 / night

20

Serre di Rapolano holiday farmhouse rental

Rapolano Terme / Serre di Rapolano

2 4 Min stay varies

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

from £121 / night

£776 - £949 / week

Enquire View

from £121 / night

23

Siena holiday apartment rental

Province of Siena / Siena

3 4 Min stay varies

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

from £85 / night

£592 / week

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from £85 / night

25

Apartment rental in Gaiole in Chianti with shared pool, golf nearby

Province of Siena / Gaiole in Chianti

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 107 km
  • Swimming pool
  • Child friendly

from £61 / night

£423 - £792 / week

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from £61 / night

23

Apartment rental in Siena with shared pool

Province of Siena / Siena

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £65 / night

£453 / week

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from £65 / night

24

Holiday villa with swimming pool in Poggio alle Mura

Montalcino / Poggio alle Mura

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about pets

from £584 / night

£4087 - £6802 / week

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from £584 / night

14

Vagliagli holiday apartment rental

Castelnuovo Berardenga / Vagliagli

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £57 / night

£345 - £785 / week

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from £57 / night

17

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £690 / night

£3794 / week

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from £690 / night

21

Holiday villa with shared pool in Asciano

Province of Siena / Asciano

1 2 7 nights min

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

from £42 / night

£294 - £638 / week

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from £42 / night

14

Holiday apartment rental

Province of Siena / Montepulciano

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly

from £345 / night

£1725 / week

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from £345 / night

1