Air conditioned apartments and villas to rent in Province of Siena

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453 Holiday homes

Filters applied: Air conditioning (453)

1 / 6

Apartment "IL MANGIA" in Siena - Siena apartment sleeps 2

Province of Siena / Siena

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Air conditioning;
This cosy and refined two roomed unit (40 sqm) takes its name from the Tower which dominates Siena's main square “il Campo”. The apartment is located on the 2nd floor of my historical palace (a a splendid aristocratic Villa from the first part of the C17th - just  …see more

from £95 / night

£599 - £642 / week

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from £95 / night

1 / 16

Province of Siena / Castiglione D'Orcia

3 5 3 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £52 / night

£718 - £2154 / week

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from £52 / night

1 / 33

Murlo / Casciano di Murlo

1 3 3 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Nearest beach 60 km; Child friendly ; Car essential;
 …see more

from £39 / night

£257 - £308 / week

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from £39 / night

Featured properties

(1) Excellent 

1 / 6

Province of Siena / Pienza

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
 …see more

from £120 / night

£471 / week

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from £120 / night

1 / 7

Province of Siena / Colle di Val d'Elsa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

Pricing unknown

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Pricing unknown

1 / 6

Province of Siena / Montepulciano

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £107 / night

£855 / week

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from £107 / night

1 / 19

Charming cottage for 6-10 px - San Giovanni d'Asso villa sleeps 10

Province of Siena / San Giovanni d'Asso

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
La Trebbia is an old farmhouse completely renovated in 2005 and is located in the Tuscan countryside near the village of San Giovanni d'Asso. This beautiful house consists of two apartments , each with private entrance : the houses are connected by two doors, one o  …see more

from £593 / night

£4150 - £4381 / week

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from £593 / night

1 / 12

Pienza / Monticchiello

2 2 1 night min stay

  • 2 bedrooms
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £84 / night

£368 / week

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from £84 / night

1 / 21

Province of Siena / Siena

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 80 km; Child friendly ; Car advised;
 …see more

from £95 / night

£599 / week

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from £95 / night

1 / 24

Montepulciano / Abbadia di Montepulciano

8 7 1 night min stay

  • 8 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Nearest beach 70 km; Child friendly ; Car essential;
 …see more

from £171 / night

£1026 / week

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from £171 / night

(5) Excellent 

1 / 56

Villa di Geggiano - Siena guest house sleeps 4

Province of Siena / Siena

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 60 km; Child friendly ; Car advised;
One of the original, charming and elegant garden pavilions, situated within the garden of Villa di Geggiano, has recently been renovated into two luxury suites which have now been opened to guests for reservation. The Pavilion has a total capacity of 4 persons but it  …see more

from £385 / night

£2351 / week

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from £385 / night

(21) Excellent 

1 / 60

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 90 km; Child friendly ; Car essential;
 …see more

from £48 / night

£287 - £415 / week

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from £48 / night

1 / 9

Province of Siena / Torrita di Siena

8 20 1 night min stay

  • 8 bedrooms
  • Sleeps 20
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; Ask about pets;
 …see more

from £77 / night

£522 / week

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from £77 / night

1 / 16

Province of Siena / Asciano

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
 …see more

from £59 / night

£413 / week

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from £59 / night

(1) Excellent 

1 / 5

Province of Siena / Trequanda

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Suitable for children age 5+; Air conditioning; Pet friendly;
 …see more

from £56 / night

£300 / week

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from £56 / night

1 / 16

Gorgeous 2 bedroom villa in the Val d'Orcia region, features shared pool, private garden and barbecue - Val d'Orcia villa sleeps 4

Montalcino / Val d'Orcia

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Located in the Val d'Orcia region south of Siena. This area has been declared a world heritage site by UNESCO. The house is located on a hill with panoramic views over the countryside and only 2 mins from the village of Montisi. Sitting out on your terrazza overloo  …see more

from £74 / night

£513 - £680 / week

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from £74 / night

1 / 10

La Torre - Casciano di Murlo apartment sleeps 12

Murlo / Casciano di Murlo

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
La Torre is a luxury 3-story semidetached house in Siena with superb views of Montalcino valley and the Tuscan countryside.The spacious and elegant bedrooms and rooms have been expertly restored and provide an irresistible combination of contemporary comfort and traditi  …see more

from £214 / night

£1026 - £2479 / week

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from £214 / night

(1) Very Good 

1 / 7

Castelnuovo Berardenga / Pianella

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £60 / night

£556 / week

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from £60 / night

1 / 16

PODERE SANT'ALESSANDRO - Crete Senesi farmhouse sleeps 6

Asciano / Crete Senesi

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Podere Sant'Alessandro is an old Tuscan cottage with a panoramic view immersed in beautiful scenery, among woods, vineyards, medieval villages and castles. The structure has been just restored, but we didn't want to modify its original architectural characteri  …see more

from £154 / night

£958 - £1112 / week

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from £154 / night

1 / 19

Province of Siena / Gaiole in Chianti

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Suitable for children age 5+; Car advised; Air conditioning;
 …see more

from £359 / night

£1283 / week

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from £359 / night

1 / 11

APARTMENT 1205 - Cedda apartment sleeps 4

Poggibonsi / Cedda

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
The apartment is on the first floor and consists of a living room with satellite TV and fireplace, kitchen, one bedroom with a double bed, a bedroom with two single beds and a bathroom with toilet.No heating system.Number of beds: 4extra beds (for payment): 1112 sqmMe a  …see more

from £73 / night

£506 / week

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from £73 / night

1 / 17

Province of Siena / Montisi

7 14 1 night min stay

  • 7 bedrooms
  • Sleeps 14
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £77 / night

£539 / week

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from £77 / night

1 / 25

Appartamento Glicine - Castelnuovo Berardenga apartment sleeps 7

Province of Siena / Castelnuovo Berardenga

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena. The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards. The apartment  …see more

from £54 / night

£377 - £718 / week

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from £54 / night

1 / 12

Province of Siena / Torrita di Siena

9 19 1 night min stay

  • 9 bedrooms
  • Sleeps 19
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £86 / night

£599 / week

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from £86 / night

1 / 18

The Old Villa (v055) - Siena villa sleeps 7

Province of Siena / Siena

1 7 Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Just 10 minutes from Siena, this fine residence has been knowingly restored by a careful and sensitive owner. It is situated on the edge of a small hamlet dominated by a medieval tower. There is a large garden with a solarium paved with terracotta. Extremely well furnis  …see more

from £203 / night

£1419 - £1710 / week

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from £203 / night

1 / 32

Leccetino - Trequanda villa sleeps 6

Province of Siena / Trequanda

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Car essential;
Villa Leccetino Tuscany Arriving at Leccetino, down a short tree covered road is like arriving at a very secret location. Tucked into the hillside surrounded by olive trees, this is a spectacular masonry villa, made with stones dug up from the ground on this terraced p  …see more

from £275 / night

£1924 - £3411 / week

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from £275 / night

(6) Excellent 

1 / 37

Torrita di Siena / Montefollonico

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Child friendly ; Car advised; Air conditioning;
 …see more

from £103 / night

£1112 - £2009 / week

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from £103 / night

1 / 24

Marta Chic - Siena apartment sleeps 4

Province of Siena / Siena

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 120 km; Child friendly ; Car advised;
Acqua Calda Area, Charming and elegant apartment of 90 square meters located on the second floor of a building close ten-minute walk from downtown (Porta Camollia). Recently refurbished in a modern style with TV with satellite, Free Wi Fi and air conditioning in the ro  …see more

from £56 / night

£389 / week

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from £56 / night

1 / 19

Province of Siena / Siena

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 80 km; Child friendly ; Car advised;
 …see more

from £69 / night

£449 / week

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from £69 / night

1 / 40

AnticoBorgoPoggiarello Quattro - Monteriggioni apartment sleeps 4

Province of Siena / Monteriggioni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 84 km; Swimming pool; Child friendly ;
Among woods and vineyard of Siena Chianti, surrounded by a large region considered a natural park , with a dominating and sunny position, you find the ancient rural villane of the XVII century called “Poggiarello”.Unforgettable sunsets, breath-taking landscapes can  …see more

from £112 / night

£642 - £1018 / week

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from £112 / night

(2) Very Good 

1 / 20

Lovely and little panoramic "Mansarda" - Monticiano apartment sleeps 5

Province of Siena / Monticiano

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 65 km; Child friendly ; Car essential;
The apartment (60m2 - approx. 600 sqf) is located on the top floor and is made up of 4 beautifully-decorated rooms with a light blue pastel colour motif.The holiday flat has one double bedroom, with ample storage space and in the living room there is a double sofabed.  …see more

from £60 / night

£385 - £505 / week

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from £60 / night

1 / 9

Province of Siena / Chianciano Terme

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £69 / night

£479 / week

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from £69 / night

1 / 16

Villa Casella - Contignano villa sleeps 18

Radicofani / Contignano

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car advised;
For those in search of an exceptional and luxurious Italian retreat, Villa Casella is the perfect choice. The exquisite villa is located in Contignano surrounded by spectacular views of rolling clay hills and countryside.The villa sleeps up to 19 in 8 very spacious bedr  …see more

from £2813 / night

£11250 / week

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from £2813 / night

1 / 10

Province of Siena / Rapolano Terme

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

Pricing unknown

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Pricing unknown

1 / 29

Siena holiday apartment rental - Siena apartment sleeps 2

Province of Siena / Siena

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Child friendly ; Air conditioning; Ask about pets;
Located just outside the walls of the historical center, with a 900 square meters private garden and a 30000 square meters private park, 7 minutes walk from Piazza del Campo, 3 minutes walk from Piazza San Francesco, this charming holiday accommodation has been totally  …see more

from £90 / night

£449 / week

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from £90 / night

1 / 24

Pienza / Monticchiello

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £63 / night

£334 / week

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from £63 / night

1 / 15

35827-Apartment Montepulciano - Abbadia di Montepulciano apartment sleeps 4

Montepulciano / Abbadia di Montepulciano

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Elegant house restored in the second half of the 1800s. It is situated in a property of approximately 12 hectares where there are olive trees and a vineyard from which an excellent Chianti wine (D.O.C.G.) and the famous Nobile di Montepulciano (D.O.C.G.) wine are made.  …see more

from £102 / night

£710 - £803 / week

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from £102 / night

1 / 27

Province of Siena / Siena

3 5 3 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £52 / night

£359 - £718 / week

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from £52 / night

1 / 23

Province of Siena / Castellina In Chianti

21 46 2 nights min stay

  • 21 bedrooms
  • Sleeps 46
  • 2 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £86 / night

£556 / week

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from £86 / night

1 / 5

ARDENEX2 - Montepulciano farmhouse sleeps 2

Province of Siena / Montepulciano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
Ardene is located in Montepulciano and due to its unexpected, innovative and welcoming accommodation facilities it is one of the most exclusive farmhouse of this area. It is a country house in ancient stone and its origins date back to the medieval times. Ardene is the  …see more

from £103 / night

£718 / week

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from £103 / night

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