Air conditioned apartments and villas to rent in Province of Siena

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Province of Siena

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820 Holiday homes

Filters applied: Air conditioning

12

Holiday b&b rental

Montalcino / Val d'Orcia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £106 / night

£702 / week

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Responds fast!
avg. 1 hour 51 minutes

from £106 / 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 £115 / night

£658 - £878 / week

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from £115 / 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

30

Holiday apartment with indoor pool in Pienza

Province of Siena / Pienza

8 15 7 nights min

  • 8 bedrooms
  • Sleeps 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £464 / night

£3246 - £6097 / week

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Responds fast!
avg. 3 hours 14 minutes

from £464 / night

31

Holiday villa with swimming pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

6 13 1 night min

  • 6 bedrooms
  • Sleeps 13
  • 1 night min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £431 / night

£3017 - £3790 / week

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from £431 / night

13

Holiday b&b in Siena

Province of Siena / Siena

4 2 1 night min

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

from £53 / night

£351 / week

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Responds fast!
avg. 3 hours 24 minutes

from £53 / night

24

Holiday b&b with shared pool in Pianella

Castelnuovo Berardenga / Pianella

2 5 Min stay varies

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

Pricing unknown

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Pricing unknown

24

Lodge rental in Abbadia di Montepulciano

Montepulciano / Abbadia di Montepulciano

8 7 1 night min

  • 8 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 70 km
  • Child friendly
  • Air conditioning

from £176 / night

£1053 / week

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from £176 / night

7

Casole d'Elsa holiday townhouse rental

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

£308 / week

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from £44 / night

18

Holiday apartment rental

Province of Siena / Casole d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £88 / night

£527 / week

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from £88 / night

24

Monticchiello holiday b&b rental

Pienza / Monticchiello

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning

from £65 / night

£343 / week

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Responds fast!
avg. 2 hours 27 minutes

from £65 / night

20

Sovicille holiday b&b let

Province of Siena / Sovicille

3 3 2 nights min

  • 3 bedrooms
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £115 / night

£719 / week

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from £115 / night

(15) Excellent 

23

Casole d'Elsa holiday villa rental

Province of Siena / Casole d'Elsa

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly

from £869 / night

£6079 - £9211 / week

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from £869 / night

29

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 9 1 night min

  • 5 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

from £878 / night

£6141 / week

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from £878 / night

20

Villa rental in Val d'Orcia with swimming pool

Montalcino / Val d'Orcia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

from £412 / night

£2880 / week

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from £412 / night

21

Holiday apartment with shared pool in Pancole

San Gimignano / Pancole

1 4 2 nights min

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

from £123 / night

£860 / week

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from £123 / night

25

Siena holiday villa rental

Province of Siena / Siena

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £439 / night

£2106 - £3071 / week

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Responds fast!
avg. 3 hours 47 minutes

from £439 / night

20

Holiday manor house with swimming pool in Pienza

Province of Siena / Pienza

7 14 7 nights min

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

from £657 / night

£4597 - £5746 / week

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from £657 / night

10

Holiday farmhouse in San Fabiano

Monteroni d'Arbia / San Fabiano

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £474 / night

£2632 - £3509 / week

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from £474 / night

(1) Excellent 

12

Pontignano holiday apartment rental

Castelnuovo Berardenga / Pontignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £65 / night

£746 / week

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from £65 / night

20

Rapolano Terme holiday b&b rental

Province of Siena / Rapolano Terme

1 3 Min stay varies

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

from £68 / night

£473 / week

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Responds fast!
avg. 3 hours 59 minutes

from £68 / night

(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 £106 / night

£737 / week

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from £106 / night

21

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

2 4 2 nights min

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

from £176 / night

£1229 / week

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from £176 / night

(2) Very Good 

13

Holiday apartment with swimming pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £36 / night

£308 / week

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from £36 / night

11

Home rental in Monticchiello

Pienza / Monticchiello

2 5 1 night min

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

from £106 / night

£632 / week

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Responds fast!
avg. 2 hours 32 minutes

from £106 / night

22

Montepulciano holiday villa rental

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £264 / night

£1843 / week

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from £264 / night

19

Holiday apartment in Casaglia

San Gimignano / Casaglia

2 2 Min stay varies

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

from £131 / night

£792 - £1159 / week

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from £131 / night

21

Pianella holiday b&b let

Castelnuovo Berardenga / Pianella

2 5 Min stay varies

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

Pricing unknown

Book View

Pricing unknown

(1) Average 

22

Holiday barn rental

Colle di Val d'Elsa / Campiglia dei Foci

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £69 / night

£483 / week

Enquire View

from £69 / night

(2) Excellent 

12

Monteriggioni holiday hotel apartment rental

Province of Siena / Monteriggioni

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Air conditioning

Pricing unknown

Book View

Pricing unknown

23

Apartment rental in Gaiole in Chianti with shared pool

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 £62 / night

£430 - £806 / week

Enquire View

from £62 / night

23

Holiday apartment letting

San Gimignano / Pancole

2 6 2 nights min

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

from £136 / night

£952 / week

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from £136 / night

(13) Excellent 

43

Holiday villa in Staggia

Poggibonsi / Staggia

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“Best vacation ever!” Our entire experience at Villa Vianci was beyond expectations. We travelled with 4 generations, ages 3 1/2 to 85! The villa was spectacular, spacious & immaculate. The pictures on line don't do it justice. Tommasso & Chiara we
…see more

from £308 / night

£3685 / week

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from £308 / night

6

Apartment letting in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Air conditioning

from £110 / night

£878 / week

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from £110 / night

12

Cedda holiday apartment rental

Poggibonsi / Cedda

2 4 7 nights min

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

from £93 / night

£650 / week

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from £93 / night

(2) Excellent 

28

Apartment rental in Siena

Province of Siena / Siena

2 5 1 night min

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

from £87 / night

£834 - £1294 / week

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Responds fast!
avg. 3 hours 28 minutes

from £87 / 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 £62 / night

£430 - £806 / week

Enquire View

from £62 / night

(7) Very Good 

29

Holiday villa with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £676 / night

£4729 / week

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Responds fast!
avg. 38 minutes

from £676 / night

(14) Excellent 

24

San Gimignano holiday villa rental

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
“Beautiful!” Four of us stayed here in October 2012, the house is beautiful and immaculately maintained as are the gardens. Unfortunately the weather wasn't on our side so we didn't spend as much time in the garden as we'd have liked but you could spe
…see more

from £71 / night

£483 - £1579 / week

Enquire View

from £71 / night

34

Holiday home with swimming pool in Siena

Province of Siena / Siena

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £201 / night

£1404 / week

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from £201 / night

1