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39 Holiday homes in Pienza

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39 Results  |  
16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £45 /night

£313 - £590 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa PoliFlora is a modern residence consists of two bedrooms and two bathrooms with a shared kitchen. The owners husband and wife Poli and Flora built the villa in 1988 and from there they guard with love the classic environment of the house surrounded by garden. Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site.  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £165 /night

£1155 - £1582 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden. The city of Pienza (UNESCO location) is 10 km away, Montepulciano 15, Siena 65, Arrezzo 40, Perugia 65.  …see more

27 Photos

Lodge | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £198 /night

£1385 - £2522 / 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
Modern and tastefully decorated cottages with an infinity swimming pool where you can totally relaxed surrounded by the typical tuscany landscape: a fantastic view. Perfect for families, couples or groups of friends to enjoy cultural, art, good wine and italian food.  …see more

Featured properties

15 Photos

Townhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £101 /night

£706 - £908 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches.  …see more

23 Photos

Farmhouse | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £194 /night

£1355 - £1948 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
Farmhouse Casa Orcia - holiday accommodation in Tuscany with swimming pool is for discerning travelers wishing to spend their holidays in Tuscany. This rental farmhouse is wonderful for a family holiday and located between Pienza and S.Quirico.  …see more

15 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £628 /night

£4396 - £5912 / week

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Key info:

  • Nearest beach 44 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Situated between Monticchiello and Montepulciano in a secluded and extremely quiet position it is an attractive farmhouse surrounded by lavender and rosemary bushes. The large garden overlooks the valley like a terrace from where you can see one of the loveliest views.  …see more

20 Photos

Manor House | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £859 /night

£6009 - £7702 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Tenth century posting house which has kept its charm. Large garden with swimming pool.  …see more

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £323 /night

£2259 - £2702 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Farmhouse with swimming pool  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £145 /night

£1009 - £1888 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Beautiful independent country house near Pienza. This villa is located few minutes driving from Pienza, in a quiet and beautiful location in the middle of the country side. Private swimming pool. The villa is elegantly furnished, in a perfect combination between comfort and tradition  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £306 /night

£2138 - £2904 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Situated in a prominent position overlooking the Val d'Orcia, this villa for rent in Tuscany offers incredible views and is in a peaceful and natural setting.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 19

5 Nights min stay

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from £989 /night

£6920 - £9436 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Theandnbsp;Villa Meravigliaandnbsp;is just andnbsp;marvellous villa. The villa sleeps up toandnbsp;12andnbsp;inandnbsp;1 twin and 5 double bedroomsandnbsp;all with en suite bathroom. The Villa hasandnbsp;4 living roomsandnbsp;2 of which have fireplaces .  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £534 /night

£3737 - £4482 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Biancellaandnbsp;dwells on an impressive 150 hectare agricultural estate in Monticchiello, Val d'Orcia. andnbsp;It can accommodateandnbsp;larger groupsandnbsp;or families upandnbsp;12 personsandnbsp;and boastsandnbsp;6 fantastic bedrooms and 7 well equipped  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 19

5 Nights min stay

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from £989 /night

£6920 - £9436 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Esteandnbsp;is a beautiful villa situated on a dramatic hilltop, overlooking the rolling hills of the Val d`Orcia near Contignano in Tuscany. Theandnbsp;first floorandnbsp;may also be reached by an internal staircase. Two stone-paved patios flank the external  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 13

5 Nights min stay

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from £264 /night

£1846 - £2265 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Farmhouseandnbsp;Podere Pienzaandnbsp;is a Tuscan vacation rental, in the municipality of Pienza, in the province of Siena, in Tuscany region, in Italy.andnbsp; The farmhouse covers an area ofandnbsp;300 sqmandnbsp;consisting ofandnbsp;2 floors. The farmhouse has  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £353 /night

£2469 - £3379 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday house for 10 persons, with swimming pool , in Montepulciano  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £206 /night

£1440 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Vignoni' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £366 /night

£2559 - £6139 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury holiday house for 14 persons, with swimming pool , in Pienza - Montalcino  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £331 /night

£2311 - £3163 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montefollonico with 5 bedrooms sleeps 10  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £525 /night

£3670 - £5452 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
A charming 300 years old villa in Val d`Orcia with views over the sienese crete located in the lush Tuscan countryside. andnbsp; Main Featuresandnbsp;asandnbsp;Sleeps 10 in 3 double and two twin,andnbsp;All ensuite accommodations. Small but veryandnbsp;well equipped  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £551 /night

£3855 - £5162 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Charming Villa for rent in Tuscany is nice located on a farm of 150 hectares producing excellent extra virgin olive oil, the farmhouse is set on a kind of natural terrace with a breathtaking view over the valley below  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £257 /night

£1797 - £2670 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Orcia is a typical Tuscan Farmhouse that was fully restored by the present owners in 2008 maintaining the traditional Tuscan look. The villa is located in the Orcia Valley, known for its gentle hills and Medieval towers. Than Villa has 2 units, 100 sqmt each  …see more

12 Photos

Farmhouse | 8 Bedrooms | sleeps 14

7 Nights min stay

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from £346 /night

£2420 - £6777 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Pienza with 8 bedrooms sleeps 14  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £206 /night

£1440 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Pienza' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 4

4 Nights min stay

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from £206 /night

£1440 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Piero' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 11

5 Nights min stay

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from £600 /night

£4194 - £5976 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Situated amidstandnbsp;30 acres of woods and an orchard, theandnbsp;charming 5 bedroom Villa Edmondoandnbsp;offers you a wonderful blend of rustic Tuscan style and modern comfort encircled by the magnificent landscape of Tuscany.andnbsp; The comfortably furnished  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

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from £121 /night

£847 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Rhea' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £317 /night

£2217 - £5992 / 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
Villa / Farmhouse / Home in Pienza with 6 bedrooms sleeps 14  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £206 /night

£1440 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Amiataandnbsp;is an accommodation in Siena that featuresandnbsp;two double bedrooms with their own shower rooms.andnbsp;It has a simple butandnbsp;adorable living room with a small fireplace.andnbsp; Apartment Amiata hasandnbsp;two double roomsandnbsp;with  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £150 /night

£1049 - £1938 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Elegant and affordable villa in Val d'Orcia, near Pienza (Siena). Riding stable, tennis club and thermal baths within a few kilometres. Wide garden, swimming pool, Internet connection, hydromassage.  …see more

7 Photos

Guest house | 7 Bedrooms | sleeps 14

1 night min stay

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from £74 /night

£513 / week

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Key info:

  • Nearest beach 103 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Antica dimora del 700 con giardino interno a disposizione dei nostri ospiti per una vacanza culturale e riposante, circondati da bellezza e armonia nel centro storico di Pienza, in uno spazio senza tempo dove passato, presente e futuro si incontrano.  …see more

24 Photos

Townhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £129 /night

£898 - £1197 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Ospitato in un'antica casa colonica il delizioso agriturismo "Collosodo" è circondato da un vasto giardino, in cui, nei periodi estivi, é possibile mangiare o fare un bagno in piscina immersi negli scenari incontaminati della Val d'Orcia. L'attenzione all'ospite nella nostra struttura è molto curata.  …see more

24 Photos

B&B | 4 Bedrooms | sleeps 8

1 night min stay

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from £60 /night

£419 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Nel suggestivo borgo medievale di Monticchiello, Maria Gabriella è lieta di accogliervi nel suo confortevole B&B arredato con gusto e dotato di tutti i comfort. Potrete raggiungere facilmente Pienza,Montepulciano,BagnoVignoni e la Val d'Orcia Maria Gabriella sarà lieta di accogliervi al vostro arrivo per mostrarvi la vostra camera  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £82 /night

£573 - £830 / 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
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

9 Photos

Apartment | 3 Bedrooms | sleeps 5

2 Nights min stay

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from £87 /night

£607 - £898 / week

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Key info:

  • Nearest beach 98 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £101 /night

£701 - £1009 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
L'agriturismo Selvoli si trova nel Parco Artistico Naturale e Culturale della Val d'Orcia, dichiarato dall'UNESCO “Patrimonio dell'umanità  …see more

5 Photos

Farmhouse | 1 Bedroom | sleeps 4

1 night min stay

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from £62 /night

£428 - £599 / 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
tranquillità,pace,armonia con il paesaggio,e la possibilità di fare tanto sport  …see more

24 Photos

B&B | 4 Bedrooms | sleeps 7

Min stay varies

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from £75 /night

£522 / week

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Key info:

  • Not suitable for children
  • No pets allowed
B&B di charme dotato di confortevoli camere matrimoniali, tranquillità, relax e benessere per una vacanza indimenticabile. La Val d'Orcia, Monticchiello e l'accoglienza della Casa di Adelina resteranno a lungo nei vostri cuori.  …see more

24 Photos

B&B | 2 Bedrooms | sleeps 11

Min stay varies

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from £256 /night

£1787 - £2343 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
L'agriturismo La Grencaia si trova ai confini settentrionali del Parco Artistico Naturale della Val d'Orcia, in località Castelluccio di Pienza. Qui si incontrano i confini amministrtivi dei tre comuni di Pienza, Montepulciano e Chianciano Terme.  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £613 /night

£4290 - £5000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
An ancient farmhouse dating back to 1846 that lies in an agricultural farm that extends over a surface of 150 hectares. Every year our olive grove produces a tasty oil that can be tasted and purchased during your stay.  …see more