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25 Holiday homes in Pienza

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19 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £188 /night

£1315 - £1884 / week

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Key info:

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

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £148 /night

£1034 - £1529 / week

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Key info:

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

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £142 /night

£992 - £1653 / week

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Key info:

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

Featured properties

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £83 /night

£579 - £620 / week

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Key info:

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

9 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £60 /night

£414 - £455 / week

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Key info:

  • Nearest beach 100 km
  • Suitable 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

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £331 /night

£2315 - £3182 / week

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Key info:

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

15 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £673 /night

£4711 - £6323 / week

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Key info:

  • Nearest beach 44 km
  • Swimming pool
  • Suitable 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

18 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £158 /night

£1104 / week

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Key info:

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

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
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

16 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £517 /night

£3616 - £5372 / week

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Key info:

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

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £366 /night

£2559 - £6139 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury holiday house for 14 persons, with swimming pool , in Pienza - Montalcino  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £353 /night

£2469 - £3379 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday house for 10 persons, with swimming pool , in Montepulciano  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £945 /night

£6612 - £8265 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This exclusive villa works as the perfect starting point to explore the countryside and all the art cities in Tuscany and their surroundings. It is spacious, airy, welcoming and fully equipped and accommodates up to 16 people.  …see more

23 Photos

Apartment | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £116 /night

£806 - £1472 / week

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Key info:

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

24 Photos

B&B | 4 Bedrooms | sleeps 7

1 night min stay

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from £77 /night

£535 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
B&B di charme dotato di confortevoli camere matrimoniali, tranquillità, relax e benessere per una vacanza indimenticabile. La Val d'Orcia, Monticchiello e l'accoglienza della Casa di Adelina resteranno a lungo nei vostri cuori.  …see more

10 Photos

Townhouse | 2 Bedrooms | sleeps 4

1 night min stay

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from £101 /night

£701 - £1008 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
The hospitality and refinement of the Bed and Breakfast “La Casa di Adelina” continues in the quiet apartment situated in the center of Monticchiello. The nock will leave you speechless! This capability provides our guests to stay in a context of value, architectura  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £109 /night

£763 / week

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Key info:

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

24 Photos

B&B | 2 Bedrooms | sleeps 11

2 Nights min stay

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from £262 /night

£1831 - £2401 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
L'agriturismo La Grencaia si trova ai confini settentrionali del Parco Artistico Naturale della Val d'Orcia, in località Castelluccio di Pienza. Qui si incontrano i confini amministrtivi dei tre comuni di Pienza, Montepulciano e Chianciano Terme.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £76 /night

£526 / week

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Key info:

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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £109 /night

£763 / week

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Key info:

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

10 Photos

Townhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £62 /night

£430 / week

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Key info:

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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £109 /night

£763 / week

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Key info:

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

14 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £138 /night

£964 - £1967 / week

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Key info:

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

5 Photos

Farmhouse | 15 Bedrooms | sleeps 33

Min stay varies

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from £38 /night

£263 - £614 / week

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Key info:

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

23 Photos

B&B | 10 Bedrooms | sleeps 20

Very Good 4/5 

Min stay varies

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from £62 /night

£430 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable 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