Air conditioned apartments and villas to rent in Province of Siena

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Province of Siena

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790 Holiday homes

Filters applied: Air conditioning

24

Holiday apartment in Siena

Province of Siena / Siena

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 120 km
  • Child friendly
  • Air conditioning

from £57 / night

£393 / week

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from £57 / night

24

Holiday home in Celle sul Rigo

San Casciano dei Bagni / Celle sul Rigo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £69 / night

£302 / week

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from £69 / night

(10) Excellent 

32

Home rental in Siena

Province of Siena / Siena

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £345 / night

£1725 / week

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from £345 / night

18

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Air conditioning

from £69 / night

£345 / week

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from £69 / night

5

Holiday b&b in Rapolano Terme

Province of Siena / Rapolano Terme

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £60 / night

£417 / week

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from £60 / night

24

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly

from £49 / night

£337 - £635 / week

Enquire View

from £49 / night

25

San Quirico d'Orcia holiday apartment rental

Province of Siena / San Quirico d'Orcia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning

from £89 / night

£694 / week

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from £89 / night

(1) Excellent 

5

Trequanda holiday apartment rental

Province of Siena / Trequanda

1 4 Min stay varies

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

Pricing unknown

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Pricing unknown

(2) Excellent 

25

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £121 / night

£776 / week

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from £121 / night

(1) Excellent 

30

San Gimignano holiday home rental

Province of Siena / San Gimignano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £69 / night

£466 - £819 / week

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from £69 / night

24

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Suitable for children age 5+

from £61 / night

£423 - £876 / week

Enquire View

from £61 / night

18

Ulignano holiday finca rental

San Gimignano / Ulignano

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £113 / night

£768 / week

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from £113 / night

22

B&b rental in Pienza

Province of Siena / Pienza

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £91 / night

£544 / week

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from £91 / night

22

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly

from £49 / night

£337 - £707 / week

Enquire View

from £49 / night

19

Apartment rental in Montalcino with shared pool

Province of Siena / Montalcino

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £151 / night

£1057 / week

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from £151 / night

(3) Excellent 

12

Farmhouse rental in Val di Merse

Siena / Val di Merse

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £48 / night

£319 - £380 / week

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from £48 / night

(3) Excellent 

12

Holiday townhouse rental

Rapolano Terme / Serre di Rapolano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 110 km
  • Child friendly
  • Air conditioning

from £61 / night

£345 - £526 / week

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from £61 / 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

100

Holiday villa with swimming pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £1170 / night

£8190 - £10345 / week

Enquire View

from £1170 / night

13

Holiday villa rental

Province of Siena / San Gimignano

5 10 Min stay varies

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

from £173 / night

£992 - £2845 / week

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from £173 / night

20

Holiday manor house rental

Province of Siena / Chiusi

8 21 7 nights min

  • 8 bedrooms
  • Sleeps 21
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool

from £307 / night

£2147 - £3216 / week

Enquire View

from £307 / night

(2) Excellent 

22

Holiday farmhouse with shared pool in Buonconvento

Province of Siena / Buonconvento

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Great place for family and friends” We rented all three cottages for a group of 17 including small children and adults. We couldn't have asked for a better vacation. The area is beautiful, serene and relaxing. Having the pool there took the pressur
…see more

from £143 / night

£1121 / week

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from £143 / night

20

Holiday home in Buonconvento

Province of Siena / Buonconvento

5 10 2 nights min

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

from £972 / night

£3886 - £6275 / week

Enquire View

from £972 / night

16

Apartment rental in Sant Andrea a Montecchio with shared pool

Siena / Sant Andrea a Montecchio

1 2 Min stay varies

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

from £61 / night

£423 / week

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from £61 / night

(2) Excellent 

11

Siena holiday apartment rental

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £113 / night

£690 - £776 / week

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from £113 / night

36

Chianciano Terme holiday guest house rental

Province of Siena / Chianciano Terme

2 5 1 night min

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

from £65 / night

£423 - £839 / week

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from £65 / night

4

Holiday apartment in San Fabiano

Monteroni d'Arbia / San Fabiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £113 / night

£647 - £863 / week

Book View

from £113 / night

25

B&b rental in San Quirico d'Orcia with shared pool

Province of Siena / San Quirico d'Orcia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly

from £113 / night

£785 / week

Book View

from £113 / night

(1) Excellent 

20

Gaiole in Chianti holiday apartment rental

Province of Siena / Gaiole in Chianti

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly

from £49 / night

£337 - £635 / week

Enquire View

from £49 / night

(1) Excellent 

4

Holiday b&b with shared pool in Serre di Rapolano

Rapolano Terme / Serre di Rapolano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

Pricing unknown

Book View

Pricing unknown

(4) Very Good 

14

Poggibonsi holiday apartment rental

Province of Siena / Poggibonsi

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £52 / night

£363 - £535 / week

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from £52 / night

(4) Excellent 

22

Holiday villa rental

Province of Siena / Siena

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £255 / night

£1078 - £2285 / week

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from £255 / night

(1) Very Good 

7

Holiday b&b in Pianella

Castelnuovo Berardenga / Pianella

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Air conditioning

Pricing unknown

Book View

Pricing unknown

(7) Excellent 

45

Holiday villa in Monteriggioni

Province of Siena / Monteriggioni

6 15 Min stay varies

  • 6 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 76 km
  • Child friendly
  • Air conditioning

from £87 / night

£604 / week

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from £87 / night

(2) Excellent 

22

San Quirico d'Orcia holiday apartment rental

Province of Siena / San Quirico d'Orcia

3 8 1 night min

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

from £220 / night

£1534 / week

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from £220 / night

22

Holiday villa rental

Colle di Val d'Elsa / Campiglia dei Foci

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £121 / night

£1380 - £2587 / week

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from £121 / night

18

Holiday apartment in Siena

Province of Siena / Siena

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 85 km
  • Child friendly
  • Car not necessary

from £52 / night

£363 / week

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from £52 / night

17

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £113 / night

£682 / week

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from £113 / night

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

(2) Excellent 

25

Pienza holiday villa rental

Province of Siena / Pienza

5 10 7 nights min

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

from £419 / night

£2932 - £5863 / week

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from £419 / night

1