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51 Holiday homes in Pienza

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Filters applied: Pets allowed (51)

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51 Results  |  
12 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £73 /night

£509 - £539 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
“L'angolo di Pienza” for its central position is a good starting point to live an unique experience of life in a rich and delicious small country, with its lively community and its sights.  …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

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

Featured properties

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £81 /night

£565 - £605 / week

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Key info:

  • Nearest beach 100 km
  • Great 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

14 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £58 /night

£404 - £444 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
If you are looking for a romantic holiday, away from it all, in a perfect Tuscan village, to discover secret Tuscany this is the place: good food, wine , art and all set in an unique landscape.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £217 /night

£1513 - £2097 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £145 /night

£1009 - £1492 / 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
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

Lodge | 3 Bedrooms | sleeps 8

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

6 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £73 /night

£509 - £539 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
“L'angolo di Pienza” for its central position is a good starting point to live an unique experience of life in a rich and delicious small country, with its lively community and its sights.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £87 /night

£607 - £642 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
“L'angolo di Pienza” for its central position is a good starting point to live an unique experience of life in a rich and delicious small country, with its lively community and its sights.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £87 /night

£607 - £642 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
The building includes four brand new completely independent flats, structured on two floors; they are very new and furnished in a modern manner, equipped with all comforts like a kitchen supplied with all of the tools and household appliances, colour TV-Set, autonomous  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £461 /night

£3226 - £3791 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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

18 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £154 /night

£1078 / week

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Key info:

  • Great for children of all ages
  • 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

19 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £153 /night

£1069 - £1838 / 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

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £257 /night

£1797 - £3605 / 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 | 7 Bedrooms | sleeps 14

4 Nights min stay

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from £818 /night

£5726 - £7299 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Monticchiello with 7 bedrooms sleeps 14  …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

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

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

20 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £384 /night

£2687 - £5606 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Hidden at the end of a long drive through never ending fields of wheat, you will find this enchanting farmhouse surrounded by a typical Mediterranean garden with rosemary, lavender, sage and flowers in every season.  …see more

16 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £482 /night

£3368 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
We're excited to introduce this wonderful typical Tuscan villa, it ticks all the boxes, it's incredibly old with heaps of character, yet has just been renovated to the highest spec, in a breathtaking location just a short drive from one of our favourite towns, Pienza  …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

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £80 /night

£557 - £908 / 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 3 bedrooms sleeps 6  …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

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

16 Photos

Villa | 8 Bedrooms | sleeps 16

2 Nights min stay

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from £704 /night

£4928 - £7665 / 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
Just six kilometres from the Renaissance masterpiece town of Pienza, yet light years away from the stresses of modern living, this luxury 8-bedroom farm conversion has the cosiest of interiors, the most luxurious of finishes and the warmest of welcomes awaiting.  …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

11 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £52 /night

£363 - £636 / 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 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £63 /night

£436 - £763 / 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 2 bedrooms sleeps 5  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £195 /night

£1363 - £1928 / 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

24 Photos

Farmhouse | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £152 /night

£1063 - £1932 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering farmhouse for groups of 10 or 14 at different prices near Pienza, in Val d'Orcia. Swimming pool, children's playground, barbecue, table-tennis table, mountain bikes. Partly accessible to people with disabilities.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £41 /night

£283 - £308 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Delizioso appartamento in un angolo di paradiso per una vacanza all'insegna del relax  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £49 /night

£342 / week

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Key info:

  • Suitable for children over
  • Some pets are welcome - please contact the owner
Appartamento in pieno centro storico a due passi dalla piazza principale,dotato di tutti i comfort. Punto ideale di partenza per scoprire Pienza e i tesori della Val d'Orcia.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £107 /night

£744 / 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
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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £107 /night

£744 / 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
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 | 1 Bedroom | sleeps 2

1 night min stay

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from £74 /night

£513 / 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
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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £107 /night

£744 / 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
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

1 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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Key info:

  • Ski
  • Great for children of all ages
  • Pets welcome
Achi piace il mondo termale siamo vicini a: BAGNI SAN FILIPPO,BAGNI VIGNONI,TERME SAN CASCIANO,TERME SENSORIALE E PISCINE THEIA A Chianciano Terme. la nostra struttura accetta anche animali domestici.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Ski
  • Great for children of all ages
  • Pets welcome
Vacanza per chi ama la campagna,animali e tanto relax e tranquillita'...ottimo per passeggiate a piedi o in bicicletta!! per chi ama la vita Termale siamo vicini alle TERME DI BAGNI SAN FILIPPO,BAGNI VIGNONI,TERME SENSORIALI.  …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

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £59 /night

£411 - £616 / 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
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

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

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

5 Photos

B&B | 4 Bedrooms | sleeps 10

Min stay varies

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from £62 /night

£428 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
La Quiete é ubicata a 300 metri dal centro storico di Pienza che é raggiungibile anche con una piacevole breve passaggiata panoramica.  …see more

24 Photos

B&B | 2 Bedrooms | sleeps 11

7 Nights min stay

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from £335 /night

£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

7 Photos

Farmhouse | 5 Bedrooms | sleeps 14

Min stay varies

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from £43 /night

£300 - £539 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £613 /night

£4290 - £5720 / 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

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £233 /night

£1625 / week

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Key info:

  • Swimming pool
  • Great 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