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42 Holiday homes in Pienza

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42 Results  |  
16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £47 /night

£324 - £613 / 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

12 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £80 /night

£559 / 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

6 Photos

Farmhouse | 2 Bedrooms | sleeps 5

1 night min stay

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from £70 /night

£488 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Situato in una bellissima collina, l'agriturismo si affaccia nella vallata della Val D'Orcia. si trova nel bellissimo comune di Pienza. la struttura e' molto vicina alle seguenti Terme: TERME DI BAGNI SAN FILIPPO,BAGNI VIGNONI,TERME SENSORIALI,TERME PISCINE THEIA  …see more

Featured properties

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 | 1 Bedroom | sleeps 3

1 night min stay

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from £45 /night

£311 / week

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Key info:

  • Ski
  • Great for children of all ages
  • Pets welcome
Situato in una bellissima collina, l'agriturismo si affaccia nella vallata della Val D'Orcia. si trova nella bella cittadina di Pienza..... vicino alle TERME DI BAGNI SAN FILIPPO,BAGNI VIGNONI.  …see more

24 Photos

B&B | 4 Bedrooms | sleeps 8

1 night min stay

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from £354 /night

£2475 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
In the picturesque medieval village of Montichiello, Maria Gabriella is pleased to welcome you to its comfortable B & B tastefully furnished and equipped with all comfort. You can easily reach Pienza,Montepulciano, Bagno Vignoni and Vald'Orcia. Maria Gabriella will be happy to welcome you on your arrival to show you the room to give you information  …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

6 Photos

Farmhouse | 2 Bedrooms | sleeps 4

1 night min stay

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from £70 /night

£488 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
Situato in una bellissima collina, l'agriturismo si affaccia nella vallata della Val D'Orcia.  …see more

12 Photos

B&B | 2 Bedrooms | sleeps 2

1 night min stay

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from £58 /night

£400 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
We put at your disposal double rooms with private entrance, central heating, a garden and an orchard where you can pick up our plums, kitchen and living room for your breakfast or any other time of relaxation.  …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

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

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 | 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

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £139 /night

£968 - £2057 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • 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

3 Nights min stay

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from £145 /night

£1009 - £1573 / 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

21 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £74 /night

£513 / week

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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

1 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:

  • 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

24 Photos

Townhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £134 /night

£932 - £1242 / 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

14 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £58 /night

£404 / 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

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £81 /night

£565 / 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

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

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 | 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

6 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £80 /night

£559 / 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

Add to shortlist

from £96 /night

£666 / 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

Add to shortlist

from £96 /night

£666 / 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

24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £179 /night

£1250 - £2162 / 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

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

Farmhouse | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £320 /night

£2239 - £6052 / 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

24 Photos

Farmhouse | 8 Bedrooms | sleeps 14

7 Nights min stay

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from £350 /night

£2444 - £6846 / 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

24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £63 /night

£441 - £771 / 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

22 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £53 /night

£367 - £642 / 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

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £334 /night

£2334 - £3195 / 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

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £81 /night

£563 - £917 / 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

5 Photos

Farmhouse | 1 Bedroom | sleeps 4

1 night min stay

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from £64 /night

£444 - £621 / 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

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

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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

Min stay varies

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from £51 /night

£355 / 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

7 Photos

B&B | 4 Bedrooms | sleeps 10

Min stay varies

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from £64 /night

£444 / 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

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