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78 Holiday homes in Pienza

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78 Results  |  
27 Photos

Lodge | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £187 /night

£1307 - £2380 / 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 | 2 Bedrooms | sleeps 4

Very Good 4/5 

1 night min stay

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from £116 /night

£807 / 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

16 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £43 /night

£295 - £557 / 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

22 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £35 /night

£242 - £275 / 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

23 Photos

B&B | 10 Bedrooms | sleeps 20

Very Good 4/5 

1 night min stay

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from £57 /night

£396 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
L'agriturismo offre una posizione centrale per la visita della Toscana e dell'Umbria. Disponibile Piscina panoramica e ristorante con piatti tipici toscani.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 13

7 Nights min stay

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from £456 /night

£3186 - £5242 / 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
Luxury Villa near Pienza, ideal for large families or friend's group.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £416 /night

£2908 - £4065 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Is a typical Tuscan “farm” from the 1800's located in the heart of Tuscany, in the municipality of Pienza in the province of Siena, and in the Val d'Orcia Natural Park nominated by UNESCO as a human patrimony. At 500mt above sea level it has a unique view  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £194 /night

£1355 - £1896 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Beautiful house with private pool in one of the most interesting area of Tuscany. It also perfect for trekking, jogging and mountain biking among the forests of Monte Amiata.  …see more

24 Photos

Apartment | 8 Bedrooms | sleeps 15

7 Nights min stay

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from £507 /night

£3549 - £5726 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
This lovely 18th century villa with swimming-pool in Val d'Orcia is located near Pienza, surrounded by the gently rolling hills of this magnificent countryside  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £551 /night

£3855 - £5162 / week

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Key info:

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

18 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £146 /night

£1017 / 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

16 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £415 /night

£2904 - £4646 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • 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

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

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £513 /night

£3585 - £4844 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
An ancient farm dating back to 1846, that today is the Villa La Fonte, a little jewel, to discover during your vacation. As the result of a careful reconstruction it is now an attractive and comfortable family home. The Villa La Fonte is surrounded by a large garden  …see more

10 Photos

Hotel apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £87 /night

£605 / 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

17 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £380 /night

£2654 - £3122 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
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. It's within walking distance of Monticchiello, which is home to many shops and restaurants as well as a castle.  …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

14 Photos

Villa | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £156 /night

£1089 - £1492 / 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £672 /night

£4698 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This very well furnished farm is situated in one hundred and fifty hectares of farm land producing excellent extra virgin olive oil, the farmhouse is set on a natural terrace overlooking the beautiful valley below.  …see more

12 Photos

B&B | 2 Bedrooms | sleeps 2

1 night min stay

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from £52 /night

£363 / 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

7 Photos

Farmhouse | 5 Bedrooms | sleeps 14

Min stay varies

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Pricing unknown

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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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £87 /night

£605 - £726 / 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

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £80 /night

£557 / 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

9 Photos

Apartment | 3 Bedrooms | sleeps 5

2 Nights min stay

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from £82 /night

£573 - £847 / 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

21 Photos

House | 1 Bedroom | sleeps 3

5 Nights min stay

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from £70 /night

£484 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
country house nel cuore di Toscana " La Natura , La cultura, il mare , il Monte Amiata, il Lago Trasimeno e le acque termali "  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £101 /night

£702 / 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

5 Photos

Farmhouse | 1 Bedroom | sleeps 4

1 night min stay

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from £58 /night

£404 - £565 / 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

10 Photos

Townhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £57 /night

£396 / week

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Key info:

  • Not suitable for children
  • 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

21 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £64 /night

£444 / week

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Key info:

  • Ski
  • Great for children of all ages
  • Car advised
  • 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

5 Photos

Guest house | 1 Bedroom | sleeps 2

1 night min stay

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from £53 /night

£371 / 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

5 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £78 /night

£541 - £783 / 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

10 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £45 /night

£315 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
  • Private garden
il monolocale LA CORTE ANTICA , da poco ristrutturato in stile toscano, è l'ideale per coppie in quanto dispone di un divano letto matrimoniale comodissimo , cucina completa di elettodomestici forno, frigo, lavastoviglie e tv, bagno con doccia e piccola corte esclusiv  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £101 /night

£702 / 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

Add to shortlist

from £101 /night

£702 / 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 £70 /night

£484 / 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

12 Photos

B&B | 2 Bedrooms | sleeps 2

1 night min stay

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from £50 /night

£347 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
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

15 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £95 /night

£662 - £952 / 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 5

1 night min stay

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from £75 /night

£525 / 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

4 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

Add to shortlist

from £47 /night

£323 / 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

15 Photos

Apartment | 3 Bedrooms | sleeps 6

1 night min stay

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from £139 /night

£968 / week

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Key info:

  • Ask owner if suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
L'ambiente familiare di CAMPO ALLA PIANA , la tranquillità e l'ambiente circostante, la camere confortevoli vi faranno trascorrere vacanze da sogno.  …see more

7 Photos

B&B | 4 Bedrooms | sleeps 10

Short stays welcome

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from £58 /night

£404 / 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

2 Nights min stay

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from £241 /night

£1686 - £2210 / 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

6 Photos

Farmhouse | 2 Bedrooms | sleeps 4

1 night min stay

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from £64 /night

£444 / 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

4 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £41 /night

£283 / 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

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £56 /night

£388 - £581 / 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

6 Photos

Farmhouse | 2 Bedrooms | sleeps 5

1 night min stay

Add to shortlist

from £64 /night

£444 / 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

6 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £35 /night

£242 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situato in una bellissima collina, l'agriturismo si affaccia nella vallata della Val D'Orcia.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

Add to shortlist

from £41 /night

£283 / 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

Townhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £121 /night

£847 - £1130 / 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

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