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37 Holiday homes in Pienza

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37 Results  |  
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

10 Photos

Hotel apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £63 /night

£439 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £107 /night

£745 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

Featured properties

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £107 /night

£745 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £207 /night

£1447 - £2273 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This is a fantastic 5 bedroom villa near the wonderful town of Montepulciano in Tuscany. Completely surrounded by olive grove and vineyards, it occupies an idyllic setting for guests to enjoy a peaceful and relaxing holiday. Recently restored, it offers a perfect mix of traditional Tuscan architecture with modern, contemporary design. Outside, there is a large swimming pool set in a generous sized garden. Tall trees provide ample shade even in the hottest Summer whilst well manicured lawns offer plenty of space for outdoor games or a spot of sunbathing. WIFI.  …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

6 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £75 /night

£522 - £552 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
“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

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £67 /night

£469 - £817 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Attractive apartment for 5 persons, with swimming pool , in Pienza - Montalcino  …see more

11 Photos

House | 6 Bedrooms | sleeps 12

Short stays welcome

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from £685 /night

£4794 - £6116 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
In this paradise, guests can enjoy deep blue skies, starry nights and silence, a unique and rare commodity nowadays. The property offers: - spacious, fully equipped family kitchen - living room with large fireplace  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £264 /night

£1842 - £3694 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Orcia is a typical Tuscan Farmhouse that was fully restored by the present owners in 2008 maintaining the traditional Tuscan look. The villa is located in the Orcia Valley, known for its gentle hills and Medieval towers. Than Villa has 2 units, 100 sqmt each  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 19

5 Nights min stay

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from £1013 /night

£7091 - £13967 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Theandnbsp;Villa Meravigliaandnbsp;is just andnbsp;marvellous villa. The villa sleeps up toandnbsp;12andnbsp;inandnbsp;1 twin and 5 double bedroomsandnbsp;all with en suite bathroom. The Villa hasandnbsp;4 living roomsandnbsp;2 of which have fireplaces .  …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

9 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £124 /night

£868 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Rhea' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £547 /night

£3829 - £5142 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Biancellaandnbsp;dwells on an impressive 150 hectare agricultural estate in Monticchiello, Val d'Orcia. andnbsp;It can accommodateandnbsp;larger groupsandnbsp;or families upandnbsp;12 personsandnbsp;and boastsandnbsp;6 fantastic bedrooms and 7 well equipped  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £56 /night

£388 - £684 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Attractive apartment for 4 persons, with swimming pool , in Pienza - Montalcino  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £211 /night

£1476 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Vignoni' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 13

3 Nights min stay

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from £271 /night

£1891 - £2321 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Farmhouseandnbsp;Podere Pienzaandnbsp;is a Tuscan vacation rental, in the municipality of Pienza, in the province of Siena, in Tuscany region, in Italy.andnbsp; The farmhouse covers an area ofandnbsp;300 sqmandnbsp;consisting ofandnbsp;2 floors. The farmhouse has  …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

10 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £211 /night

£1476 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Apartment Amiataandnbsp;is an accommodation in Siena that featuresandnbsp;two double bedrooms with their own shower rooms.andnbsp;It has a simple butandnbsp;adorable living room with a small fireplace.andnbsp; Apartment Amiata hasandnbsp;two double roomsandnbsp;with  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 11

5 Nights min stay

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from £614 /night

£4298 - £7951 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Situated amidstandnbsp;30 acres of woods and an orchard, theandnbsp;charming 5 bedroom Villa Edmondoandnbsp;offers you a wonderful blend of rustic Tuscan style and modern comfort encircled by the magnificent landscape of Tuscany.andnbsp; The comfortably furnished  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £538 /night

£3761 - £7091 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
A charming 300 years old villa in Val d`Orcia with views over the sienese crete located in the lush Tuscan countryside. andnbsp; Main Featuresandnbsp;asandnbsp;Sleeps 10 in 3 double and two twin,andnbsp;All ensuite accommodations. Small but veryandnbsp;well equipped  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 4

5 Nights min stay

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from £211 /night

£1476 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Piero' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 19

5 Nights min stay

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from £1013 /night

£7091 - £13967 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Esteandnbsp;is a beautiful villa situated on a dramatic hilltop, overlooking the rolling hills of the Val d`Orcia near Contignano in Tuscany. Theandnbsp;first floorandnbsp;may also be reached by an internal staircase. Two stone-paved patios flank the external  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £211 /night

£1476 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
andlt;bandgt; 'Apartment Pienza' andlt;/bandgt;is a modern farmhouse apartment located in the medieval estate which has been renovated with special care. Antiques, original bench tops and sinks marble staircases, paintings and more add to the atmosphere. The apartment  …see more

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

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £880 /night

£6159 - £8161 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Dongiovanni is a Premier Villa located in Pienza near Siena, Tuscany, central Italy. Recently renovated to the highest standard, the property is a deluxe country house in the beautiful Val DOrcia in the south eastern part of the Siena province in Tuscany. This is a r  …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

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

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

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £61 /night

£421 - £631 / 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
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 £103 /night

£719 - £1034 / 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
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

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

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

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £54 /night

£373 - £522 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
All'interno di una grande azienda agricola con produzione di latte finalizzata all'ottimo quanto noto cacio di Pienza, questa piccola casa è un luogo di grande accoglienza arredato con estremo gusto e cura di ogni dettaglio da parte della proprietaria.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £40 /night

£276 - £351 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Delizioso appartamento in un angolo di paradiso per una vacanza all'insegna del relax  …see more