A town with terracotta-roofed buildings and a distant church.

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Piancastagnaio villas

A covered outdoor seating area with brick pillars, potted plants, and a view of trees and mountains.

1. Holiday Home 'Casale I Cascetti' with Pool, Garden and Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden and Wi-Fi
Siena
10.0 out of 10, Exceptional, (1 review)
"Bellissime camere, dotate di ogni confort, immerse nel verde della campagna toscana. Camere spaziose, comode, luminose e attrezzate di tutto. Proprietari ospitali e gentili, sempre pronti a fornire indicazioni. Grazie di tutto , torneremo senz'altro!"
United States
Annarosa m.
The price is NZ$1,311
includes taxes & fees
7 Oct - 8 Oct
Holiday Home 'Casale I Cascetti' with Pool, Garden and Wi-Fi
A large, red-roofed villa surrounded by lush green fields and rolling hills.

2. '...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
The price is NZ$2,790
includes taxes & fees
15 Oct - 16 Oct
'...a delicious farmhouse in the countryside where only the wind blows...'
A stone building with a car parked in front, surrounded by trees and a gravel path.

3. Charming Tuscany Villa w/ Private Infinity Pool

Charming Tuscany Villa w/ Private Infinity Pool
Castel del Piano
The price is NZ$2,508
includes taxes & fees
7 Oct - 8 Oct
Charming Tuscany Villa w/ Private Infinity Pool
A stone building with multiple rooms, surrounded by lush greenery and trees.

4. WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (39 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is NZ$2,810
includes taxes & fees
24 Sept - 25 Sept
WPRELAIS BORGO VIGNALUNGA
A stone-walled patio with wicker furniture, a table, and a view of a green landscape.

5. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (57 reviews)
"Incredible stay! Property was beautifully restored and outfitted, and immaculately clean when we arrived. The host was very responsive, helping us bring in a local chef and responded quickly to our various questions during our stay. The heated pool was wonderful. The property was the right size for seven guests. We hope to return because six nights here wasn’t enough! I wish there was an option to give higher than five stars!"
United States
Marshall W.
The price is NZ$1,402
includes taxes & fees
30 Sept - 1 Oct
Wp Relais Villa Vignalunga
A stone house with a tiled roof, a small porch, and potted plants.

6. Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10

Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
Montenero
The price is NZ$1,172
includes taxes & fees
20 Oct - 21 Oct
Quercetino: An Authentic Tuscan Country House Near Val d'Orcia & Hot Springs - Sleeps 10
A large house with a swimming pool, surrounded by lush greenery and trees.

7. Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t

Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t
Sorano
8.0 out of 10, Very good, (1 review)
"La casa è ben posizionata ma necessita di manutenzione, un bagno perde l’acqua, due volte richiesto l’intervento di in idraulico per mancanza di acqua calda questo in pochi giorni di Spa per rilassarsi non è gratificante. In cucina mancano gli utensili per preparare una cena per 5. Bicchieri e piatti sono contati.. a parte questi dettagli. Ci è piaciuto molto lo staff è cordiale il ristorante è molto buona e le piscine sono molto pulite e piacevoli."
Italy
Bym N.
Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t
A stone building with a tiled roof, a small porch, and a pathway leading to it.

8. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is NZ$3,565
includes taxes & fees
29 Sept - 30 Sept
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

9. Podere Manafiore - historical villa with swimming pool

Podere Manafiore - historical villa with swimming pool
Monticchiello
10.0 out of 10, Exceptional, (1 review)
"the villa was all we hoped for. Directions finding the villa was not clear, it took us for ever to locate the villa. The road to the villa was hardly drivable. It was wonderfully furnished. "
United States
Caroline R.
Podere Manafiore - historical villa with swimming pool
A stone wall, a pine tree, and a view of a green valley with hills.

10. Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning

Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
Porrona
The price is NZ$1,228
includes taxes & fees
29 Sept - 30 Sept
Villa 'In Antico Borgo Medievale' with Mountain View, Wi-Fi and Air Conditioning
A terrace with wooden furniture, a tiled table, and a view of the countryside.

11. Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco

Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
Città della Pieve
10.0 out of 10, Exceptional, (1 review)
"Pros: My wife & myself loved everything about this house! From what it looked, the house has been recently fully renovated. All bedrooms are spacious & nicely decorated. There are 3 living rooms! we spent an evening playing cards in the library. The pool area is very pleasant, the view of the valley is absolutely magical! The historical village of Citta della Pieve is only 5-10 min away by car. Supermarket is close by! We will definitely stay longer next time. Cons: nothing! everything was...
United States
Anonymous traveller
The price is NZ$2,746
includes taxes & fees
7 Oct - 8 Oct
Villa San Biagio – Luxury villa, newly renovated villa with Pool, stunning views, pool & airco
A stone building with a garden pathway leading to it.

12. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is NZ$11,847
includes taxes & fees
7 Oct - 8 Oct
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
A stone building with a central arched doorway, a chimney, and a smaller attached structure with windows and a door.

13. Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t

Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t
Sorano
Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t
A large house with a swimming pool, surrounded by lush greenery and trees.

14. Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t

Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t
Sorano
Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t
An outdoor patio with a table and chairs, surrounded by a garden and a clear view of the sky.

15. Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t

Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t
Sorano
Villa of approximately 150 m2 located on the ground floor and on two levels with air conditioning, independent heating and wi fi line.Composed of a large living room with independent equipped kitchen, fridge, microwave oven, toaster, sofa and satellite t
A wooden deck with a swimming pool, surrounded by greenery and a clear sky.

16. Villa 'Il Giardino Etrusco Bolsena' with Lake View, Private Pool and Wi-Fi

Villa 'Il Giardino Etrusco Bolsena' with Lake View, Private Pool and Wi-Fi
Bolsena
The price is NZ$968
includes taxes & fees
5 Oct - 6 Oct
Villa 'Il Giardino Etrusco Bolsena' with Lake View, Private Pool and Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Piancastagnaio Hotel Reviews

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"Loved our stay at the hotel - super relaxing and great for our honeymoon. The staff were so kind and really helpful"
Melanie 2-night trip
Posted 8 hours ago
Castello di Velona Resort Thermal SPA & Winery

Find out more about Piancastagnaio

Piancastagnaio Villas information

Number of reviews
107
Accommodation
548 Villas
Lowest Price
NZ$968
Highest Price
NZ$11,847