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75 Holiday homes in Pienza

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75 Results  |  
5 Photos

Guest house | 1 Bedroom | sleeps 2

1 night min stay

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from £57 /night

£394 - £471 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Nel centro storico di Pienza, in via Condotti 13, scoprirete "Il Giardino Segreto": un' antica dimora del 1700 con uno splendido giardino interno a disposizione degli ospiti dove potersi rilassare e godere del silenzio e della tranquillità.  …see more

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

Featured properties

11 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £115 /night

£799 - £888 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
In central Tuscany, near Siena and Val d'Orcia, there is a farmhouse called Malabiccia. Example of the flawless bio-architecture, constructed from stone, wood, and terra cotta, now brought to new life with a long and respectful restoration.  …see more

10 Photos

Hotel apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £64 /night

£444 - £666 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
In central Tuscany, near Siena and Val d'Orcia, there is a farmhouse called Malabiccia. Example of the flawless bio-architecture, constructed from stone, wood, and terra cotta, now brought to new life with a long and respectful restoration.  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £172 /night

£1198 - £1642 / week

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Key info:

  • Nearest beach 170 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
In central Tuscany, near Siena and Val d'Orcia, there is a farmhouse called Malabiccia. Example of the flawless bio-architecture, constructed from stone, wood, and terra cotta, now brought to new life with a long and respectful restoration. The city of Pienza (UNESCO location) is 10 km away, Montepulciano 15, Siena 65, Arrezzo 40, Perugia 65.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £96 /night

£666 - £799 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
In central Tuscany, near Siena and Val d'Orcia, there is a farmhouse called Malabiccia. Example of the flawless bio-architecture, constructed from stone, wood, and terra cotta, now brought to new life with a long and respectful restoration.  …see more

4 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £49 /night

£342 - £394 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Nel centro storico di Pienza, in via Condotti 13, scoprirete "Il Giardino Segreto": un' antica dimora del 1700 con uno splendido giardino interno a disposizione degli ospiti dove potersi rilassare e godere del silenzio e della tranquillità.  …see more

4 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £43 /night

£300 - £334 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
All'interno di un'antica dimora del 1700 troverete una camera con atmosfere di altri tempi per una vacanza rilassante.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £80 /night

£556 - £642 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Nel centro storico di Pienza, in via Condotti 13, scoprirete "Il Giardino Segreto": un' antica dimora del 1700 con uno splendido giardino interno a disposizione degli ospiti dove potersi rilassare e godere del silenzio e della tranquillità.  …see more

16 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

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

27 Photos

Lodge | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £206 /night

£1438 - £2617 / 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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £92 /night

£642 / week

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Key info:

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

10 Photos

Apartment | 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

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

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

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

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

20 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £513 /night

£3585 - £4726 / 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

9 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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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

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

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

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

Farmhouse | 6 Bedrooms | sleeps 13

7 Nights min stay

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from £446 /night

£3121 - £5234 / week

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Key info:

  • Nearest beach 44 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Wonderful Tuscan villa with pool.  …see more

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £318 /night

£2226 - £3065 / 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

20 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £457 /night

£3194 - £4234 / 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

20 Photos

Manor House | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £822 /night

£5750 - £7388 / 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

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 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

22 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £941 /night

£6581 - £8226 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A beautifully renovated Tuscan villa in the Orcia valley with stunning countryside views and ideal location for relaxing and exploring the Tuscan and Umbrian countryside.  …see more