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51 Holiday homes in Pienza

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19 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £188 /night

£1315 - £1884 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The villa near Pienza is elegantly furnished, in a perfect combination between comfort and tradition, with modern amenities such as internet Wi-Fi and Sat-TV. On two floors, the house can host up to 10 people.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £188 /night

£1315 - £2191 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This enchanting holiday home is on a knoll overlooking the typical Tuscan countryside of the area around Pienza, San Quirico and Montalcino. In a very quiet position, only surrounded by a peaceful Tuscan countryside, this holiday accommodation consists of 4 apartments  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £83 /night

£579 - £620 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Enjoy Tuscany, in a unique village in a UNESCO world heritage site: access to art, good food and excellent wine.  …see more

Featured properties

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £99 /night

£690 - £868 / week

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Key info:

  • Suitable 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

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £142 /night

£992 - £1653 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
It is the most photographed house in the area, a symbol of the Tuscany countryside, featured on many postcards and calendars simply because it has maintained the charm of the old farmhouse and the surrounding fields, without any new buildings as far as the eye can see.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £148 /night

£1034 - £1529 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £222 /night

£1550 - £2149 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Everybody who loves Tuscan tradition, excellent cuisine, biological food and, why not, horse riding and biking, besides a relaxing visit to thermal spas will be enchanted by this area.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £107 /night

£745 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £107 /night

£745 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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.  …see more

10 Photos

Hotel apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £63 /night

£439 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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.  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £163 /night

£1139 - £1577 / week

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Key info:

  • Suitable 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.  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £158 /night

£1104 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Farmhouse Agriturismo "Torrenieri" is at a short distance from the main tourist attractions of Siena and its surroundings. For instance, unique points of interest regarding art, culture and gastronomy are Pienza (4km far), Montepulciano (16km far), Montalcino (20km far) Free Internet Wireless Pets are welcome only with advance notice.  …see more

23 Photos

Apartment | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £116 /night

£806 - £1472 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Terrace - pool - Wine - Brunello - spa - restaurants - shops - great standard - wine tours - cycling - walking - big jacuzzi on roof terrace - wifi - AC - Sky TV - SMEG Jacuzzi on the roof terrace with beautiful views over Montalcino - home of the famous Brunello wine. Truly a luxorius flat with stunning views from the roof terrace  …see more

7 Photos

Farmhouse | 5 Bedrooms | sleeps 14

Min stay varies throughout the year

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from £44 /night

£307 - £1534 / week

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Key info:

  • Nearest beach 80 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Sorbelle farm is the ideal place to spend a relaxing holiday and to know the charm and the typical food of the Sienese hills. You can experience the benefits of thermal waters and find refreshment from beech woods of Monte Amiata. The area offers a real chance to visit wonderful places uncrowded dedicated to sustainable turism.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £264 /night

£1842 - £3694 / 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

10 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £211 /night

£1476 / 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 | 9 Bedrooms | sleeps 19

5 Nights min stay

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from £1013 /night

£7091 - £13967 / 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

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £56 /night

£388 - £684 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Attractive apartment for 4 persons, with swimming pool , in Pienza - Montalcino  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 11

5 Nights min stay

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from £614 /night

£4298 - £7951 / 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

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
  • Suitable 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

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £67 /night

£469 - £817 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Attractive apartment for 5 persons, with swimming pool , in Pienza - Montalcino  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £211 /night

£1476 / 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

24 Photos

Villa | 8 Bedrooms | sleeps 19

5 Nights min stay

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from £1013 /night

£7091 - £13967 / 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

9 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £124 /night

£868 / 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

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £331 /night

£2315 - £3182 / week

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Key info:

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

20 Photos

Manor House | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £880 /night

£6158 - £7893 / week

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Key info:

  • Swimming pool
  • Suitable 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

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £660 /night

£4620 - £5290 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

20 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £473 /night

£3306 - £4463 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Situated on a farm of 150 hectares producing excellent extra virgin olive oil, the farmhouse is set on a kind of natural terrace overlooking the lovely valley below.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 13

3 Nights min stay

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from £271 /night

£1891 - £2321 / 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

5 Nights min stay

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from £538 /night

£3761 - £7091 / 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

4 Photos

Apartment | 1 Bedroom | sleeps 4

5 Nights min stay

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from £211 /night

£1476 / 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

16 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £517 /night

£3616 - £5372 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
If a villa holiday in Tuscany is calling to you, take a closer look at Villa Magna. This property provides ample room for twelve guests, offering six beautiful bedrooms and a variety of other features you'll fall in love with on first sight.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £211 /night

£1476 / 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

11 Photos

House | 6 Bedrooms | sleeps 12

Short stays welcome

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from £685 /night

£4794 - £6116 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
In this paradise, guests can enjoy deep blue skies, starry nights and silence, a unique and rare commodity nowadays. The property offers: - spacious, fully equipped family kitchen - living room with large fireplace  …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
  • Suitable 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

24 Photos

B&B | 4 Bedrooms | sleeps 7

1 night min stay

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from £77 /night

£535 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • 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

14 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £138 /night

£964 - £1967 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Tra Pienza e Montepulciano, a poca distanza dal borgo medievale di Monticchiello, posto all'interno di una grande azienda agricola che produce latte e ottimi formaggi.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £61 /night

£421 - £631 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • 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 £89 /night

£622 - £920 / week

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Key info:

  • Nearest beach 98 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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 £103 /night

£719 - £1034 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • 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

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £84 /night

£587 - £850 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £109 /night

£763 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Caciaiola: pianterreno, camera matrimoniale + camera a due letti singoli, una cucina e un bagno con doccia  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £109 /night

£763 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Appartamento Aia, pianterreno, è composto da due camere matrimoniali, una cucina e un bagno con doccia  …see more

10 Photos

Townhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £62 /night

£430 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Coming from Firenze-Roma motorway “Autostrada A1”: - exit at Chiusi-Chianciano Terme and across Chianciano Terme in direction of Montepulciano; before Montepulciano you have to turn on the left side, taking the asphalted road in direction of Monticch  …see more

24 Photos

B&B | 2 Bedrooms | sleeps 11

2 Nights min stay

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from £262 /night

£1831 - £2401 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • 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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £109 /night

£763 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Granaio, su due piani, camera matrimoniale + camera due letti singoli, una cucina, due bagni, uno con doccia  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £76 /night

£526 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Quattro appartamenti indipendenti - Ristorante di ottimo livello - Colazione a buffet - Piscina esterna - Piscina esterna idromassaggio non riscaldata - Internet wi fi free - Giardino e spazi esterni attrezzati - Parcheggio coperto riservato - Tv satellitare - Appartamento Pagliaio, pianterreno, è composto da una camera matrimoniale, una cucina e un bagno con doccia  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £54 /night

£373 - £522 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
All'interno di una grande azienda agricola con produzione di latte finalizzata all'ottimo quanto noto cacio di Pienza, questa piccola casa è un luogo di grande accoglienza arredato con estremo gusto e cura di ogni dettaglio da parte della proprietaria.  …see more

5 Photos

Farmhouse | 15 Bedrooms | sleeps 33

Min stay varies throughout the year

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from £38 /night

£263 - £614 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
tranquillità,pace,armonia con il paesaggio,e la possibilità di fare tanto sport  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £40 /night

£276 - £351 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Delizioso appartamento in un angolo di paradiso per una vacanza all'insegna del relax  …see more