Province of Siena apartment or villa with a private pool area

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  • Italy
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  • Province of Siena

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899 Holiday homes

Filters applied: Private pool (899)

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

1 / 20

Holiday home rental

Province of Siena / Sarteano

5 bedroomsSleeps 127 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $193 / night

$1350 - $2700 / week

Enquire Enquire View

from $193 / night

(5) Excellent 

1 / 20

Holiday villa rental

Province of Siena / Chianciano Terme

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $279 / night

$1672 - $2954 / week

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from $279 / night

1 / 13

San Gimignano holiday villa rental

Province of Siena / San Gimignano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from $178 / night

$1240 - $2849 / week

Enquire Enquire View

from $178 / night

Featured properties

1 / 28

Holiday home with swimming pool in Chianciano Terme

Province of Siena / Chianciano Terme

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $239 / night

$1670 - $3012 / week

Enquire Enquire View

from $239 / night

1 / 20

Villa rental in Pienza with swimming pool

Province of Siena / Pienza

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $631 / night

$4414 - $5852 / week

Enquire Enquire View

from $631 / night

1 / 14

Holiday villa with swimming pool in Monteaperti

Castelnuovo Berardenga / Monteaperti

5 bedroomsSleeps 97 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $152 / night

$1059 - $2452 / week

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from $152 / night

1 / 21

Holiday villa in Sovicille

Province of Siena / Sovicille

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $223 / night

$1561 - $2787 / week

Enquire Enquire View

from $223 / night

(1) Excellent 

1 / 7

Barn rental in Monteriggioni with swimming pool

Province of Siena / Monteriggioni

1 bedroomSleeps 27 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay

from $115 / night

$803 - $1338 / week

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from $115 / night

(7) Excellent 

1 / 45

Sinalunga holiday villa accommodation

Province of Siena / Sinalunga

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $279 / night

$1951 - $2508 / week

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from $279 / night

(5) Excellent 

1 / 81

Holiday home rental

Province of Siena / Monteriggioni

17 bedroomsSleeps 343 nights min stay

  • 17 bedrooms
  • Sleeps 34
  • 3 nights min stay

from $3401 / night

$23804 / week

Enquire Enquire View

from $3401 / night

1 / 24

Holiday villa with swimming pool in Badia A Elmi

Siena / Badia A Elmi

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay

from $146 / night

$1020 - $2548 / week

Enquire Enquire View

from $146 / night

(93) Very Good 

1 / 83

Holiday home in Siena

Province of Siena / Siena

8 bedroomsSleeps 147 nights min stay

  • 8 bedrooms
  • Sleeps 14
  • 7 nights min stay

from $447 / night

$3130 - $6230 / week

Enquire Enquire View

from $447 / night

(9) Very Good 

1 / 54

Montepulciano holiday home rental

Province of Siena / Montepulciano

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $381 / night

$2662 - $4762 / week

Enquire Enquire View

from $381 / night

(1) Very Good 

1 / 47

Pienza holiday home rental

Province of Siena / Pienza

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay

from $1500 / night

$10501 - $12426 / week

Enquire Enquire View

from $1500 / night

1 / 18

Sarteano holiday farmhouse accommodation

Province of Siena / Sarteano

7 bedroomsSleeps 16Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies

from $1103 / night

$5066 - $5516 / week

Enquire Enquire View

from $1103 / night

1 / 21

Holiday farmhouse with swimming pool in Guazzino

Sinalunga / Guazzino

11 bedroomsSleeps 20Min stay varies

  • 11 bedrooms
  • Sleeps 20
  • Min stay varies

from $1070 / night

$6247 - $8797 / week

Enquire Enquire View

from $1070 / night

1 / 100

Holiday villa in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

8 bedroomsSleeps 16Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies

from $580 / night

$4057 - $5573 / week

Enquire Enquire View

from $580 / night

(16) Excellent 

1 / 78

Home rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay

from $601 / night

$4201 - $8403 / week

Enquire Enquire View

from $601 / night

(1) Excellent 

1 / 100

Chiusdino holiday villa rental

Province of Siena / Chiusdino

10 bedroomsSleeps 19Min stay varies

  • 10 bedrooms
  • Sleeps 19
  • Min stay varies

from $669 / night

$3901 - $5796 / week

Enquire Enquire View

from $669 / night

(1) Very Good 

1 / 29

Radda in Chianti holiday home rental

Province of Siena / Radda in Chianti

5 bedroomsSleeps 97 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $956 / night

$6688 - $9087 / week

Enquire Enquire View

from $956 / night

1 / 25

Holiday villa with swimming pool in Siena

Province of Siena / Siena

7 bedroomsSleeps 107 nights min stay

  • 7 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $730 / night

$0 / week

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from $730 / night

1 / 31

Villa letting in Siena with swimming pool

Province of Siena / Siena

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $279 / night

$1951 - $2620 / week

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from $279 / night

1 / 12

Holiday villa rental

Siena / Gracciano di Colle Val d'Elsa

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $462 / night

$3233 / week

Enquire Enquire View

from $462 / night

1 / 14

Valiano holiday farmhouse let

Montepulciano / Valiano

11 bedroomsSleeps 222 nights min stay

  • 11 bedrooms
  • Sleeps 22
  • 2 nights min stay

from $948 / night

$6632 / week

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from $948 / night

(2) Excellent 

1 / 48

Montepulciano holiday villa rental

Province of Siena / Montepulciano

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $383 / night

$2675 - $4180 / week

Enquire Enquire View

from $383 / night

1 / 23

Sant'Albino holiday villa rental

Montepulciano / Sant'Albino

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay

from $478 / night

$3344 - $6688 / week

Enquire Enquire View

from $478 / night

1 / 25

Siena holiday villa rental

Province of Siena / Siena

5 bedroomsSleeps 127 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $235 / night

$1639 - $3790 / week

Enquire Enquire View

from $235 / night

1 / 24

Holiday home with swimming pool in Pienza

Province of Siena / Pienza

1 bedroomSleeps 35 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 5 nights min stay

from $140 / night

$0 / week

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from $140 / night

1 / 18

Sarteano holiday villa rental

Province of Siena / Sarteano

7 bedroomsSleeps 157 nights min stay

  • 7 bedrooms
  • Sleeps 15
  • 7 nights min stay

from $349 / night

$2441 - $5863 / week

Enquire Enquire View

from $349 / night

1 / 22

Chiusi holiday villa accommodation

Province of Siena / Chiusi

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies

from $318 / night

$2230 - $5016 / week

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from $318 / night

1 / 30

Ville di Corsano holiday villa rental

Province of Siena / Ville di Corsano

9 bedroomsSleeps 187 nights min stay

  • 9 bedrooms
  • Sleeps 18
  • 7 nights min stay

from $2038 / night

$14266 - $21455 / week

Enquire Enquire View

from $2038 / night

1 / 35

Castelnuovo Berardenga holiday home rental

Province of Siena / Castelnuovo Berardenga

9 bedroomsSleeps 18Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies

from $1314 / night

$9198 - $10174 / week

Enquire Enquire View

from $1314 / night

1 / 24

Crete Senesi holiday villa rental

Asciano / Crete Senesi

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $324 / night

$2263 - $7802 / week

Enquire Enquire View

from $324 / night

1 / 20

Siena holiday villa accommodation

Province of Siena / Siena

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies

from $2941 / night

$20584 - $22924 / week

Enquire Enquire View

from $2941 / night

1 / 29

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 bedroomsSleeps 91 night min stay

  • 5 bedrooms
  • Sleeps 9
  • 1 night min stay

from $1115 / night

$7802 / week

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from $1115 / night

1 / 26

Holiday villa with swimming pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

12 bedroomsSleeps 247 nights min stay

  • 12 bedrooms
  • Sleeps 24
  • 7 nights min stay

from $566 / night

$3960 - $8705 / week

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from $566 / night

1 / 24

Holiday villa in Abbadia di Montepulciano

Montepulciano / Abbadia di Montepulciano

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $215 / night

$1505 - $2620 / week

Enquire Enquire View

from $215 / night

(1) Excellent 

1 / 48

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $352 / night

$2464 - $3790 / week

Enquire Enquire View

from $352 / night

1 / 20

Holiday villa in Vagliagli

Castelnuovo Berardenga / Vagliagli

7 bedroomsSleeps 142 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min stay

from $728 / night

$2904 - $4842 / week

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from $728 / night

1 / 20

Holiday villa with swimming pool in Chiusdino

Province of Siena / Chiusdino

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $478 / night

$3344 - $4236 / week

Book Book View

from $478 / night

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