Air conditioned apartments and villas to rent in Province of Siena

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  • Italy
  • Tuscany
  • Province of Siena

Location

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  • Asciano (20)
  • Bagno Vignoni (11)
  • Buonconvento (13)
  • Casciano (1)
  • Casole d'Elsa (9)
  • Castellina In Chianti (14)
  • Castelmuzio (2)
  • Castelnuovo Berardenga (37)
  • Castiglione D'Orcia (4)
  • Cetona (8)
  • Chianciano Terme (4)
  • Chiusdino (2)
  • Chiusi (7)
  • Colle di Val d'Elsa (13)
  • Gaiole in Chianti (52)
  • Le Piazze (2)
  • Montalcino (44)
  • Montecchio (1)
  • Montepulciano (52)
  • Monteriggioni (14)
  • Monteroni d'Arbia (15)
  • Monticiano (3)
  • Montisi (7)
  • Murlo (8)
  • Piancastagnaio (6)
  • Pienza (40)
  • Pievescola (1)
  • Poggibonsi (28)
  • Radda in Chianti (4)
  • Radicofani (8)
  • Radicondoli (1)
  • Rapolano Terme (22)
  • San Casciano dei Bagni (6)
  • San Gimignano (70)
  • San Giovanni d'Asso (22)
  • San Lorenzo a Merse (1)
  • San Quirico d'Orcia (2)
  • Sarteano (4)
  • Siena (176)
  • Sinalunga (14)
  • Sovicille (9)
  • Torrita di Siena (7)
  • Trequanda (5)
  • Ville di Corsano (2)

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773 Holiday homes

Filters applied: Air conditioning (773)

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

1 / 17

B&b rental in Buonconvento with shared pool

Province of Siena / Buonconvento

7 14 Min stay varies

B&B / 7 bedrooms / sleeps 14 / Min stay varies

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from £432 / night

£3024 - £5782 / week

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from £432 / night

1 / 10

Holiday villa with shared pool in Montepulciano

Province of Siena / Montepulciano

13 27 Min stay varies

Villa / 13 bedrooms / sleeps 27 / Min stay varies

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from £94 / night

£547 - £3829 / week

Book

from £94 / night

1 / 9

Holiday apartment rental

Province of Siena / Gaiole in Chianti

2 6 3 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 3 nights min stay

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from £70 / night

£500 / week

Book

from £70 / night

Featured properties

1 / 19

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

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from £118 / night

£422 - £1094 / week

Book

from £118 / night

1 / 20

Apartment rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

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from £102 / night

£352 - £930 / week

Book

from £102 / night

1 / 6

Apartment letting in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £98 / night

£782 / week

Book

from £98 / night

1 / 5

Holiday apartment rental

Province of Siena / Monteriggioni

2 6 1 night min stay

Apartment / 2 bedrooms / sleeps 6 / 1 night min stay

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from £157 / night

£938 / week

Book

from £157 / night

1 / 24

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

Province of Siena / San Quirico d'Orcia

1 4 Min stay varies

B&B / 1 bedroom / sleeps 4 / Min stay varies

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from £153 / night

£1067 - £1444 / week

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from £153 / night

(1) Very Good 

1 / 7

Holiday b&b in Pianella

Castelnuovo Berardenga / Pianella

6 20 Min stay varies

B&B / 6 bedrooms / sleeps 20 / Min stay varies

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from £55 / night

£508 / week

Book

from £55 / night

1 / 20

Holiday b&b in Casole d'Elsa

Province of Siena / Casole d'Elsa

7 18 Min stay varies

B&B / 7 bedrooms / sleeps 18 / Min stay varies

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Pricing unknown

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Pricing unknown

(4) Excellent 

1 / 24

Holiday farmhouse rental

San Gimignano / Montauto

2 5 Min stay varies

Farmhouse / 2 bedrooms / sleeps 5 / Min stay varies

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from £182 / night

£1329 - £1797 / week

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from £182 / 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

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from £102 / night

£704 - £1172 / week

Book

from £102 / night

1 / 17

Holiday home with shared pool in Trequanda

Province of Siena / Trequanda

2 4 Min stay varies

House / 2 bedrooms / sleeps 4 / Min stay varies

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from £86 / night

£579 - £836 / week

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from £86 / night

(1) Excellent 

1 / 13

Holiday apartment in Radda in Chianti

Province of Siena / Radda in Chianti

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

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from £157 / night

£1094 - £1407 / week

Book

from £157 / night

(1) Very Good 

1 / 21

Holiday apartment with shared pool in Siena

Province of Siena / Siena

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

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from £94 / night

£657 - £766 / week

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from £94 / night

1 / 24

Holiday villa with swimming pool in Monticchiello

Pienza / Monticchiello

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

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from £497 / night

£3473 - £4693 / week

Book

from £497 / 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

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from £110 / night

£782 - £1211 / week

Book

from £110 / night

1 / 11

Holiday condo in San Gimignano

Province of Siena / San Gimignano

1 2 1 night min stay

Condo / 1 bedroom / sleeps 2 / 1 night min stay

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from £63 / night

£438 / week

Book

from £63 / night

(1) Very Good 

1 / 10

Hotel apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa / Gallena

28 50 Min stay varies

Hotel apartment / 28 bedrooms / sleeps 50 / Min stay varies

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from £41 / night

£282 - £778 / week

Book

from £41 / night

1 / 24

Holiday tower rental

Monticiano / Tocchi

1 5 Min stay varies

Tower / 1 bedroom / sleeps 5 / Min stay varies

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from £70 / night

£461 / week

Book

from £70 / night

1 / 22

Apartment rental in Siena with shared pool

Province of Siena / Siena

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

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from £55 / night

£360 - £493 / week

Book

from £55 / 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

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from £112 / night

£781 - £1089 / week

Book

from £112 / night

1 / 24

Holiday apartment in Sant Andrea a Montecchio

Siena / Sant Andrea a Montecchio

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

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from £75 / night

£344 - £629 / week

Book

from £75 / night

1 / 10

Holiday b&b in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

8 32 Min stay varies

B&B / 8 bedrooms / sleeps 32 / Min stay varies

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from £63 / night

£430 / week

Book

from £63 / night

1 / 16

Apartment rental in Sant Andrea a Montecchio with shared pool

Siena / Sant Andrea a Montecchio

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

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from £47 / night

£258 - £520 / week

Book

from £47 / night

1 / 23

Holiday b&b with shared pool in Bagno Vignoni

Province of Siena / Bagno Vignoni

1 3 Min stay varies

B&B / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £137 / night

£958 - £1258 / week

Book

from £137 / night

1 / 24

Bagno Vignoni holiday apartment rental

Province of Siena / Bagno Vignoni

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £81 / night

£564 - £684 / week

Book

from £81 / night

1 / 4

Holiday apartment in Radda in Chianti

Province of Siena / Radda in Chianti

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £118 / night

£821 - £985 / week

Book

from £118 / night

1 / 24

B&b rental in Pianella with shared pool

Castelnuovo Berardenga / Pianella

1 4 Min stay varies

B&B / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £110 / night

£766 - £829 / week

Book

from £110 / night

1 / 14

Apartment letting in Buonconvento with shared pool

Province of Siena / Buonconvento

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £199 / night

£1102 / week

Book

from £199 / night

1 / 24

Colle di Val d'Elsa holiday apartment rental

Province of Siena / Colle di Val d'Elsa

3 5 7 nights min stay

Apartment / 3 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £223 / night

£1563 / week

Book

from £223 / night

(4) Excellent 

1 / 6

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £63 / night

£438 / week

Book

from £63 / night

(1) Excellent 

1 / 5

Trequanda holiday apartment rental

Province of Siena / Trequanda

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £51 / night

£274 / week

Book

from £51 / night

1 / 10

Holiday apartment with shared pool in Murlo

Murlo / Casciano di Murlo

4 12 Min stay varies

Apartment / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £196 / night

£938 - £2266 / week

Book

from £196 / night

1 / 29

Holiday villa in Abbadia di Montepulciano

Montepulciano / Abbadia di Montepulciano

5 10 1 night min stay

Villa / 5 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £670 / night

£4688 / week

Book

from £670 / 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 £224 / night

£1563 - £1875 / week

Book

from £224 / night

1 / 21

Pianella holiday b&b let

Castelnuovo Berardenga / Pianella

2 5 Min stay varies

B&B / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £125 / night

£860 - £985 / week

Book

from £125 / night

(1) Excellent 

1 / 4

Holiday b&b with shared pool in Serre di Rapolano

Rapolano Terme / Serre di Rapolano

1 2 Min stay varies

B&B / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £75 / night

£520 / week

Book

from £75 / night

1 / 9

Home rental in Montepulciano with shared pool

Province of Siena / Montepulciano

6 18 Min stay varies

House / 6 bedrooms / sleeps 18 / Min stay varies

Add to shortlist

from £71 / night

£430 - £563 / week

Book

from £71 / night

(1) Very Good 

1 / 22

B&b rental in Pienza

Province of Siena / Pienza

5 12 Min stay varies

B&B / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £63 / night

£430 / week

Book

from £63 / night

1 / 13

Home rental in Castellina In Chianti with shared pool

Province of Siena / Castellina In Chianti

2 6 Min stay varies

House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £108 / night

£750 - £950 / week

Book

from £108 / night

1 / 16

Holiday condo with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

9 16 Min stay varies

Condo / 9 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £391 / night

£2735 / week

Book

from £391 / night

1 / 10

Holiday villa with swimming pool in Rapolano Terme

Province of Siena / Rapolano Terme

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

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from £141 / night

£961 - £1719 / week

Book

from £141 / night

(2) Excellent 

1 / 14

Monteriggioni holiday b&b rental

Province of Siena / Monteriggioni

2 4 Min stay varies

B&B / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £94 / night

£602 / week

Book

from £94 / night

1 / 24

Holiday villa rental

Colle di Val d'Elsa / Campiglia dei Foci

3 9 Min stay varies

Villa / 3 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £112 / night

£782 - £2500 / week

Book

from £112 / night

1 / 16

Castiglione D'Orcia holiday b&b rental

Province of Siena / Castiglione D'Orcia

3 5 3 nights min stay

B&B / 3 bedrooms / sleeps 5 / 3 nights min stay

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from £47 / night

£657 - £1969 / week

Book

from £47 / night

1 / 28

Apartment rental in Siena

Province of Siena / Siena

2 5 1 night min stay

Apartment / 2 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £78 / night

£743 - £1153 / week

Book

from £78 / night

1 / 45

Holiday b&b with shared pool in Montepulciano

Province of Siena / Montepulciano

4 12 Min stay varies

B&B / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £563 / night

£2149 / week

Book

from £563 / night

1 / 23

Home rental in San Gimignano with shared pool

Province of Siena / San Gimignano

1 4 1 night min stay

House / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £84 / night

£704 / week

Book

from £84 / night

1 / 24

Holiday villa rental

Murlo / Casciano di Murlo

3 7 7 nights min stay

Villa / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £263 / night

£1839 / week

Book

from £263 / night

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