Province of Siena apartment or villa with a private pool area

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Location

  • Italy
  • Tuscany
  • Province of Siena

Location

  • All locations
  • Asciano (15)
  • Bagno Vignoni (1)
  • Buonconvento (10)
  • Campiglia d'Orcia (1)
  • Casole d'Elsa (22)
  • Castellina In Chianti (37)
  • Castelmuzio (7)
  • Castelnuovo Berardenga (29)
  • Castiglione D'Orcia (12)
  • Cetona (21)
  • Chianciano Terme (8)
  • Chiusdino (9)
  • Chiusi (10)
  • Colle di Val d'Elsa (8)
  • Gaiole in Chianti (33)
  • Le Piazze (1)
  • Montalcino (39)
  • Montecchio (1)
  • Montepulciano (62)
  • Monteriggioni (27)
  • Monteroni d'Arbia (19)
  • Monticiano (10)
  • Montisi (6)
  • Murlo (6)
  • Palazzone (6)
  • Pienza (45)
  • Pievasciata (1)
  • Poggibonsi (39)
  • Radda in Chianti (26)
  • Radicofani (15)
  • Radicondoli (22)
  • Rapolano Terme (10)
  • Rosia (2)
  • San Casciano dei Bagni (21)
  • San Gimignano (90)
  • San Giovanni d'Asso (24)
  • San Quirico d'Orcia (3)
  • Sarteano (21)
  • Siena (135)
  • Sinalunga (30)
  • Sovicille (13)
  • Torrita di Siena (4)
  • Trequanda (4)
  • Vergelle (6)
  • Ville di Corsano (4)

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919 Holiday homes

Filters applied: Private pool (919)

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

1 / 10

Holiday villa with swimming pool in Chiusdino

Province of Siena / Chiusdino

4 16 7 nights min stay

Villa / 4 bedrooms / sleeps 16 / 7 nights min stay

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from £229 / night

£1600 / week

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from £229 / night

1 / 11

Holiday villa with swimming pool in Rosia

Province of Siena / Rosia

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

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from £191 / night

£1335 / week

Book

from £191 / night

(6) Excellent 

1 / 18

Holiday farmhouse with swimming pool in San Gimignano

Province of Siena / San Gimignano

3 6 Min stay varies

Farmhouse / 3 bedrooms / sleeps 6 / Min stay varies

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from £76 / night

£508 - £962 / week

Book

from £76 / night

Featured properties

1 / 29

Villa rental in San Gimignano with swimming pool

Province of Siena / San Gimignano

1 2 7 nights min stay

Villa / 1 bedroom / sleeps 2 / 7 nights min stay

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from £132 / night

£924 - £1331 / week

Book

from £132 / night

1 / 34

Holiday villa in Pienza

Province of Siena / Pienza

7 13 7 nights min stay

Villa / 7 bedrooms / sleeps 13 / 7 nights min stay

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from £181 / night

£1262 - £2062 / week

Book

from £181 / night

1 / 17

Monticchiello holiday villa rental

Pienza / Monticchiello

4 9 7 nights min stay

Villa / 4 bedrooms / sleeps 9 / 7 nights min stay

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from £292 / night

£2039 - £2366 / week

Book

from £292 / night

(7) Very Good 

1 / 24

Murlo holiday home rental

Murlo / Casciano di Murlo

1 5 Min stay varies

House / 1 bedroom / sleeps 5 / Min stay varies

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from £50 / night

£331 - £1462 / week

Book

from £50 / night

1 / 31

Montepulciano holiday villa let

Province of Siena / Montepulciano

7 14 7 nights min stay

Villa / 7 bedrooms / sleeps 14 / 7 nights min stay

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from £146 / night

£1016 - £1824 / week

Book

from £146 / night

(1) Excellent 

1 / 30

Asciano holiday home rental

Province of Siena / Asciano

7 12 2 nights min stay

House / 7 bedrooms / sleeps 12 / 2 nights min stay

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from £47 / night

£324 / week

Book

from £47 / night

1 / 37

Torrita di Siena holiday villa rental

Province of Siena / Torrita di Siena

7 14 7 nights min stay

Villa / 7 bedrooms / sleeps 14 / 7 nights min stay

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from £197 / night

£1377 - £2654 / week

Book

from £197 / night

1 / 15

Holiday home with swimming pool in Radicondoli

Province of Siena / Radicondoli

1 4 7 nights min stay

House / 1 bedroom / sleeps 4 / 7 nights min stay

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from £33 / night

£231 / week

Book

from £33 / night

1 / 32

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 9 7 nights min stay

Villa / 5 bedrooms / sleeps 9 / 7 nights min stay

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from £116 / night

£808 - £1385 / week

Book

from £116 / night

1 / 11

Holiday villa with swimming pool in San Rocco a Pilli

Sovicille / San Rocco a Pilli

2 4 7 nights min stay

Villa / 2 bedrooms / sleeps 4 / 7 nights min stay

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from £115 / night

£800 / week

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from £115 / night

1 / 20

Villa rental in Castiglione D'Orcia with swimming pool

Castiglione D'Orcia / Gallina

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

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from £185 / night

£1293 - £1808 / week

Book

from £185 / night

1 / 26

Holiday home in Rigomagno

Sinalunga / Rigomagno

3 6 7 nights min stay

House / 3 bedrooms / sleeps 6 / 7 nights min stay

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from £72 / night

£500 - £1147 / week

Book

from £72 / night

1 / 32

Farnetella holiday villa rental

Sinalunga / Farnetella

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

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from £154 / night

£1077 - £2000 / week

Book

from £154 / night

1 / 11

Holiday villa with swimming pool in Siena

Province of Siena / Siena

2 6 7 nights min stay

Villa / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £98 / night

£680 / week

Book

from £98 / night

1 / 22

Holiday villa with swimming pool in Sovicille

Province of Siena / Sovicille

5 14 Min stay varies

Villa / 5 bedrooms / sleeps 14 / Min stay varies

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from £80 / night

£500 - £3000 / week

Book

from £80 / night

(2) Excellent 

1 / 24

Holiday b&b with swimming pool in Palazzone

Province of Siena / Palazzone

4 10 Min stay varies

B&B / 4 bedrooms / sleeps 10 / Min stay varies

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from £231 / night

£924 - £1924 / week

Book

from £231 / night

1 / 13

Cottage accommodation in Cetona with swimming pool

Province of Siena / Cetona

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

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from £200 / night

£1400 - £1950 / week

Book

from £200 / night

(3) Very Good 

1 / 20

Holiday villa rental

Province of Siena / Radicondoli

12 24 Min stay varies

Villa / 12 bedrooms / sleeps 24 / Min stay varies

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from £550 / night

£3847 - £5385 / week

Book

from £550 / night

1 / 24

Holiday villa with swimming pool in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

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from £166 / night

£1154 - £2616 / week

Book

from £166 / night

1 / 24

Farmhouse rental in San Gimignano with swimming pool

Province of Siena / San Gimignano

4 8 Min stay varies

Farmhouse / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

1 / 24

Holiday farmhouse with swimming pool in Pienza

Province of Siena / Pienza

4 11 Min stay varies

Farmhouse / 4 bedrooms / sleeps 11 / Min stay varies

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from £270 / night

£1539 - £2154 / week

Book

from £270 / night

(1) Excellent 

1 / 11

Holiday apartment with swimming pool in Rapolano Terme

Province of Siena / Rapolano Terme

2 8 2 nights min stay

Apartment / 2 bedrooms / sleeps 8 / 2 nights min stay

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from £70 / night

£693 / week

Book

from £70 / night

1 / 24

B&b rental in Sarteano with swimming pool

Province of Siena / Sarteano

20 48 Min stay varies

B&B / 20 bedrooms / sleeps 48 / Min stay varies

Add to shortlist

from £35 / night

£243 - £1508 / week

Book

from £35 / night

(20) Excellent 

1 / 20

Holiday farmhouse with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

5 10 4 nights min stay

Farmhouse / 5 bedrooms / sleeps 10 / 4 nights min stay

Add to shortlist

from £250 / night

£2000 / week

Book

from £250 / night

1 / 23

San Giovanni d'Asso holiday villa rental

Province of Siena / San Giovanni d'Asso

3 7 Min stay varies

Villa / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £154 / night

£693 - £1539 / week

Book

from £154 / night

1 / 20

Holiday villa with swimming pool in Radicofani

Province of Siena / Radicofani

11 22 Min stay varies

Villa / 11 bedrooms / sleeps 22 / Min stay varies

Add to shortlist

from £39 / night

£231 - £3693 / week

Book

from £39 / night

(4) Excellent 

1 / 24

Holiday farmhouse rental

San Gimignano / Montauto

2 5 Min stay varies

Farmhouse / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £179 / night

£1308 - £1770 / week

Book

from £179 / night

(1) Excellent 

1 / 21

Holiday villa with swimming pool in Val di Merse

Siena / Val di Merse

5 16 Min stay varies

Villa / 5 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £100 / night

£693 - £1154 / week

Book

from £100 / night

(1) Excellent 

1 / 16

Holiday farmhouse with swimming pool in Chianciano Terme

Province of Siena / Chianciano Terme

5 12 Min stay varies

Farmhouse / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £27 / night

£177 - £270 / week

Book

from £27 / night

1 / 8

Castelnuovo Berardenga holiday villa rental

Province of Siena / Castelnuovo Berardenga

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

Pricing unknown

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Pricing unknown

1 / 24

Holiday villa with swimming pool in Monticchiello

Pienza / Monticchiello

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £489 / night

£3420 - £4620 / week

Book

from £489 / night

1 / 13

Montepulciano holiday apartment rental

Province of Siena / Montepulciano

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £50 / night

£347 - £385 / week

Book

from £50 / night

1 / 24

Holiday farmhouse rental

San Gimignano / Larniano

7 17 Min stay varies

Farmhouse / 7 bedrooms / sleeps 17 / Min stay varies

Add to shortlist

from £500 / night

£3077 - £4616 / week

Book

from £500 / night

1 / 24

Holiday villa with swimming pool in Murlo

Province of Siena / Murlo

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £108 / night

£770 - £1193 / week

Book

from £108 / night

(1) Excellent 

1 / 19

Villa rental in San Casciano dei Bagni with swimming pool

Province of Siena / San Casciano dei Bagni

7 15 1 night min stay

Villa / 7 bedrooms / sleeps 15 / 1 night min stay

Add to shortlist

from £554 / night

£3924 / week

Book

from £554 / night

1 / 24

Holiday farmhouse with swimming pool in Cetona

Province of Siena / Cetona

4 8 Min stay varies

Farmhouse / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £193 / night

£1347 - £2097 / week

Book

from £193 / night

(1) Excellent 

1 / 16

Holiday farmhouse with swimming pool in Sarteano

Province of Siena / Sarteano

6 12 Min stay varies

Farmhouse / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £165 / night

£1154 - £2308 / week

Book

from £165 / night

(1) Excellent 

1 / 12

Holiday villa in Val d'Orcia

Montalcino / Val d'Orcia

3 7 Min stay varies

Villa / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £220 / night

£1539 - £1847 / week

Book

from £220 / night

1 / 14

Valiano holiday farmhouse let

Montepulciano / Valiano

11 22 2 nights min stay

Farmhouse / 11 bedrooms / sleeps 22 / 2 nights min stay

Add to shortlist

from £654 / night

£4577 / week

Book

from £654 / night

1 / 27

Holiday villa rental

Province of Siena / Montisi

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £200 / night

£1385 - £1562 / week

Book

from £200 / night

(1) Excellent 

1 / 12

Monteriggioni holiday hotel apartment rental

Province of Siena / Monteriggioni

10 20 Min stay varies

Hotel apartment / 10 bedrooms / sleeps 20 / Min stay varies

Add to shortlist

from £110 / night

£769 - £1072 / week

Book

from £110 / night

1 / 17

Sarteano holiday farmhouse rental

Province of Siena / Sarteano

5 10 Min stay varies

Farmhouse / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £154 / night

£1077 - £1385 / week

Book

from £154 / night

1 / 12

Apartment rental in Valiano with swimming pool

Montepulciano / Valiano

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £116 / night

£462 - £685 / week

Book

from £116 / night

(1) Excellent 

1 / 20

Castelmuzio holiday villa rental

Province of Siena / Castelmuzio

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £419 / night

£3077 / week

Book

from £419 / night

1 / 11

Holiday farmhouse rental

Province of Siena / Montepulciano

9 18 4 nights min stay

Farmhouse / 9 bedrooms / sleeps 18 / 4 nights min stay

Add to shortlist

from £616 / night

£3154 / week

Book

from £616 / night

1 / 14

Holiday villa with swimming pool in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

7 14 7 nights min stay

Villa / 7 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £396 / night

£2770 / week

Book

from £396 / night

(2) Excellent 

1 / 24

Holiday villa with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

9 20 Min stay varies

Villa / 9 bedrooms / sleeps 20 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

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