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1,060 Results  |  
24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £392 /night

£2742 - £4759 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa La Torre is a medieval lookout tower, built more than 8 centuries ago on Etruscan foundations, and at a later date incorporated into the farmhouse structure.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

Very Good 4/5 

7 Nights min stay

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from £218 /night

£1525 - £3347 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 16

3 Nights min stay

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from £505 /night

£3529 - £5545 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa San Biagio is situated close to Montepulciano. This magnificent country house is known for being the most exclusive and stunning farmhouse you can find in this area. It is the perfect choice if you are looking for a peaceful and relaxing holiday.  …see more

Featured properties

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £219 /night

£1533 - £2904 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 8

3 Nights min stay

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from £461 /night

£3226 - £5242 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £145 /night

£1009 - £3025 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Demata is the beloved holiday home of a Florentine family with strong American connections as well as a great appreciation for the Tuscan country side and it's pleasures.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £29 /night

£202 - £799 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
I Tigli is a splendid apartment with two bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £80 /night

£557 - £847 / week

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Key info:

  • Nearest beach 95 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This Tuscan 17th century farmhouse with 2 bedrooms, Villa Arpicella, is located very close to Pienza and it enjoys the stunning countryside setting with spectacular wide open views.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £173 /night

£1210 - £2138 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
A cypress tree lined road will lead you to Villino le Tortore and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £392 /night

£2742 - £3831 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Casa Oliveto is the guest villa, and sits at the end of an olive grove known for producing one of Italy's premier extra virgin olive oils. The villa, the pool & the gardens are totally private - separated from the main house by a large expanse of olive grove.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £139 /night

£968 - £1936 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £152 /night

£1061 - £2138 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This compact, two-storey, converted Tuscan farmhouse has been extensively renovated, employing in its restoration solely products certified as ecologically friendly.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £346 /night

£2420 - £3186 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £98 /night

£686 - £984 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villino Montisi is a splendid two-story ancient farmhouse surrounded by meadows with breathtaking views over the sweet hills of Tuscany. Recently restored following the architectural Tuscan style with the pale Tuscan stone of the façade.  …see more

15 Photos

House | 2 Bedrooms | sleeps 5

1 night min stay

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from £43 /night

£300 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
La cura e la pulizia della casa hanno uno standard molto elevato. Sono a disposizione gli alimenti di prima necessità non deperibili, nonché saponi e detergenti per la pulizia della casa e l'igiene personale. Portate solo i vostri effetti personali! DISPONIBILI ULTERIORI FOTO DELLA CASA.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £64 /night

£444 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Struttura situata a 2 km dal centro storico di Montepulciano, situata su una collina con vista diretta sul paese e sulle vigne dalle quali viene prodotto il vino nobile di Montepulciano e sulla Valdichiana. Oltre al giardino interno recintato è presente anche un piccolo giardino esterno con frutteto.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £64 /night

£445 / week

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Key info:

  • Not suitable for children
  • No pets allowed
San Quirico d'Orcia è in posizione centrale per visitare la Valdorcia. L'appartamento è nel borogo antico, arredato con gusto e dotato di tutti i comfort. Viene fornito con la biancheria; le pulizie a fine soggiorno sono incluse. Soggiorno minimo 2 notti.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £275 /night

£1924 - £2992 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Villa with private pool near Montepulicano  …see more

21 Photos

Farmhouse | 4 Bedrooms | sleeps 7

2 Nights min stay

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from £206 /night

£1437 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Una vacanza particolare per chi vuole conoscere, apprendere o semplicemete divertirsi tra i fornelli senza rinunciare al relax della comapagna in un contesto di assoluta tranquillità e bellezza. La presenza del propietario a disposizione degli ospiti assicura un insostituibile sostegno per la vacanza  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £60 /night

£417 - £879 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for children over
  • Car advised
  • Some pets are welcome - please contact the owner
The rooms are equipped with lots of services such as ( free WIFI, Satellite tv channel,private bathroom, save) The bathrooms have linens, soap, shampoo, headset and hair dryers. The Kitchen is equipped with all the accessories and can be used by all guests. - Breakfast upon request - at Caffe Italiano in Via Dante Alighieri 37 (a 2-minutes-walk)  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £141 /night

£984 - £1368 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Cozy house with stunning view of Chianti hills FEXIBLE PRICES. FOR MORE INFORMATION CONTACT THE OWNER.  …see more

41 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £672 /night

£4702 - £5557 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
VILLA DEL SOLE is a lovely Tuscan villa near the popular towns of Gaiole and Radda in Chianti. This wonderful villa comprises of the main house which is spread over three floors and a separate ground floor villa which is aproximately 50 metres away.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £80 /night

£556 - £727 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Car essential
  • Some pets are welcome - please contact the owner
1 bedroom apartment superior for 2 or 4 people, with double bedroom, private bathroom with shower, living room with kitchen and sofabed. Private terrace. It share swimming pool, BBQ and Jacuzzi with other 9 apartments. You NEED a car to get there. For arriving there is a short dirty road, easy to go also with a city car.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £427 /night

£2984 - £4181 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Tuscan villa dating back to the end of the 18th century, provided with all modern amenities: free wifi, sat-tv, two fireplaces, patio with barbecue and ping pong table, fans at the ceiling in all rooms, big garden with private pool and outdoor dining area.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £47 /night

£325 - £599 / week

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Key info:

  • Nearest beach 68 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
A Campiglia, una piccola frazione di Colle Val d'Elsa nei pressi dell'antico Borgo medievale di San Gimignano sulla Via Francigena, un tipico insediamento agricolo toscano costituito da antichi fabbricati in pietra, immersi in splendidi oliveti. Appartamenti in affitto per vacanze in totale relax. Il podere è un tipico insediamento agricolo toscano  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 9

4 Nights min stay

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from £485 /night

£3390 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Located in the heart of the famous Crete Senesi, Agricola Neci offers intimacy, privacy and relaxation. Just 2 km away from the Archabbey of Monte Oliveto Maggiore, it also borders with Buonconvento, just a step away from the vineyards of Brunello Montalcino.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £416 /night

£2907 - £4104 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Cosoli is located in Chianti Classico, conveniently half way from Florence and Siena. The villa overlooks a massive olive grove but yet surrounded by a great view of surrounding vineyards and small cities in the distance. 3 hours weekly housekeeping is included as well as the complete house cleaning after leaving.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £43 /night

£300 - £445 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
A Campiglia, una piccola frazione di Colle Val d'Elsa nei pressi dell'antico Borgo medievale di San Gimignano sulla Via Francigena, un tipico insediamento agricolo toscano costituito da antichi fabbricati in pietra, immersi in splendidi oliveti. Appartamenti in affitto per vacanze in totale relax. Il podere è un tipico insediamento agricolo toscano  …see more

24 Photos

Farmhouse | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £362 /night

£2530 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Podere Scopeto, a former hill farm on sunset-facing slopes of the Chianti in the heart of the wine-region. Main House sleeps 10 and separately available self-contained studio for 2 in its own 30 acres of woodland. 15m saltwater pool on terraces with spectacular views.  …see more

14 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £92 /night

£642 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
L' appartamento LA CORTE ANTICA , da poco ristrutturato, è la casa ideale per trascorrere una vacanza rilassante nella bellissima val d'orcia  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £49 /night

£342 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
il monolocale LA CORTE ANTICA , da poco ristrutturato in stile toscano, è l'ideale per coppie in quanto dispone di un divano letto matrimoniale comodissimo , cucina completa di elettodomestici forno, frigo, lavastoviglie e tv, bagno con doccia e piccola corte esclusiv  …see more

21 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £104 /night

£727 - £1283 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
Experience life as a local in this magnificent property in the main square of Cetona. Located in an historic "palazzo" from the 1700s, but updated to offer every convenience, this three bedroom, two bathroom flat puts you right in the heart of daily life. Frescoed walls and ceilings, beautiful furnishings set this property apart.  …see more

16 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £37 /night

£257 - £1437 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
Case dei Fiori ancient palace in the historical center of Torrita di Siena strategic point to visit Montepulciano 11km, Pienza 14km, Montalcino 34km, Siena 40km, Chianciano Terme 19km, Bagno Vignoni /San Quirito d'Orcia 27km, Raponano 22km. Roma è a 160km.  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 8

2 Nights min stay

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from £55 /night

£385 - £684 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
agriturismo laura  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £68 /night

£471 - £625 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A 17th century stone hamlet situated in one of the most wonderful position of Tuscany. The apartment is furnished tastefully and with exclusive period furniture, fireplace, Sky TV, independent heating, external private space. Park, scenic swimming pool.  …see more

19 Photos

Farmhouse | 2 Bedrooms | sleeps 7

Excellent 5/5 

2 Nights min stay

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from £80 /night

£556 - £770 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A 17th century stone hamlet situated in one of the most wonderful position of Tuscany. The apartment is characterised by good taste and warmth, equipped with a fireplace and elegantly furnished with furniture from the era. Park, scenic swimming pool.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £74 /night

£513 - £684 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Il Pozzo is an apartment which is part of a converted farmhouse from the eighteenth-century, entirely in stone, that was recently the subject of a careful and passionate restoration. A park of three hectares surrounds the property. There is also a swimming pool on-site  …see more

16 Photos

Farmhouse | 8 Bedrooms | sleeps 19

2 Nights min stay

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from £278 /night

£1941 - £2548 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A 17th century stone hamlet situated in one of the most wonderful positions of Tuscany. Four apartments and two bedrooms furnished with big taste and with exclusive period furniture, fireplace Sky TV independent heating external private space. Parking, scenic pool  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

3 Nights min stay

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from £184 /night

£1283 - £1881 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Leo's house is the ideal place to spend your holidays, with your family, friends, or simply for those who want to spend a relaxing holiday, immersed in nature and tourist sites, surrounded by Tuscan hills still intact. Leo's house is organized on three levels  …see more

20 Photos

Villa | 9 Bedrooms | sleeps 18

Very Good 4/5 

2 Nights min stay

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from £818 /night

£5722 - £7009 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Ideal family and wedding Tuscan villa with private chlorine free pool. Tucked away yet not isolated. All amenities in the nearby village, walking distance. Siena 25 minutes.All Tuscan art cities and seaside daily outings. Nature, art, peace and quiet.  …see more

25 Photos

Villa | 5 Bedrooms | sleeps 12

5 Nights min stay

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from £242 /night

£1694 - £2662 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious detached villa in hilly and quiet location with a beautiful panorama in southern Tuscany. Pool, Jacuzzi (all for private use of the tenant).  …see more

18 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £165 /night

£1154 - £2500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Detached 7 bedroom villa with private pool in southern Tuscany near Siena and the Tuscany-Umbria border  …see more

21 Photos

Villa | 9 Bedrooms | sleeps 21

7 Nights min stay

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from £404 /night

£2823 - £3952 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Detached villa with private pool 35 km eastern of Siena. It is an expansive property providing a high standard of accommodation. Tasteful furnished. Hilly and quiet location. The whole property is for private use of the tenant. 9 bedrooms, 17+4 sleeps. Billiard room.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £162 /night

£1130 - £2138 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Detached villa with private pool in southern Tuscany. 4 bedrooms up to 10 sleeps.  …see more

21 Photos

Villa | 15 Bedrooms | sleeps 37

3 Nights min stay

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from £1383 /night

£9678 - £11291 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxury Villa seventeenth century, Private Chapel , private pool 10x20, sauna,Kitchen pool area Ideal location for weddings and parties Luxury villa, Ideal location for weddings and parties  …see more

16 Photos

Barn | 1 Bedroom | sleeps 3

Short stays welcome

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from £73 /night

£505 - £548 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The property location allows a pleasant vacation in the countryside, and is a good point of reference for visiting Siena (5 miles).  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

1 night min stay

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from £807 /night

£5646 - £10081 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Amazing villa,with pool and large garden close to Siena  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £184 /night

£1287 - £1642 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
The villa is the ideal starting point to visit the Val di Chiana and Val d'Orcia with its wonderful medieval towns such as Cortona, Montepulciano, San Quirico d'Orcia, Pienza, as well as Montalcino and San Gimignano and the beautiful art cities of Siena and Florence.  …see more

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Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £37 /night

£257 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Il luogo ideale per trascorrere momenti piacevoli e suggestivi, DISPONIBILI ULTERIORI FOTO DELLA CASA  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4/5 

Short stays welcome

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from £81 /night

£561 - £803 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Located on a hill overlooking the Val D'Orcia Tuscany's only Unesco heritage site is truly beautiful. A stay here will relax body and mind. We now offer excellent home cooked food within your house in the traditional tuscan style and cater for large or small groups.  …see more