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

Piancastagnaio Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Piancastagnaio holiday rentals

A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

1. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (21 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is S$108
includes taxes & fees
12 Nov - 13 Nov
FonteLiving
A spa area with a hot tub, massage tables, exercise equipment, and a decorative ceiling.

2. Chalet Il Cristallo

Chalet Il Cristallo
Castel del Piano
7.6 out of 10, Good, (4 reviews)
"Camera impeccabile, personale cortese e disponibile, colazione ottima ,come la cena. Struttura molto accogliente. Ottima per famiglie."
Italy
Federico
The price is S$66
includes taxes & fees
3 Nov - 4 Nov
Chalet Il Cristallo
An open door leading to a balcony with a view of a forested hillside.

3. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is S$101
includes taxes & fees
4 Nov - 5 Nov
La Dimora di Dida
A pool with a waterfall feature and a stone sculpture.

4. Villaggio Le Querce

Villaggio Le Querce
4.0 star property
Sorano
9.0 out of 10, Wonderful, (64 reviews)
"The smaller, children, pool is further away and down many stairs. There are many comfortable seats by the main pool. I wish the main pool had a variation in depth.Breakfast is heavenly. All the staff we encountered were very friendly."
United States
Nathan
Villaggio Le Querce
A patio area with outdoor seating, potted plants, and a view of the landscape.

5. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is S$175
includes taxes & fees
3 Nov - 4 Nov
Affitacamere Maria Gabriella
A balcony with two white plastic chairs, a small round table, and a hanging lantern. In the background, there is a stone building with a tiled roof and a window with green shutters.

6. Il Cantuccio

Il Cantuccio
Manciano
9.2 out of 10, Wonderful, (62 reviews)
"The breakfast was good, they had a few different kinds of options of breads, pastries, coffee, toppings for bread, and other things."
United States
Mara
The price is S$108
includes taxes & fees
15 Nov - 16 Nov
Il Cantuccio
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

7. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.6 out of 10, Exceptional, (22 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is S$171
includes taxes & fees
3 Nov - 4 Nov
Corte Francigena - Apartments
Exterior

8. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is S$174
includes taxes & fees
3 Nov - 4 Nov
montorio
A pool area with lounge chairs and umbrellas, surrounded by tall cypress trees and a view of distant hills.

9. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (104 reviews)
"The variety at the buffet was really good and the coffee machines made really good coffee. The site itself was very nice and well maintained. The problem with this place is the reception for arrival and departure, no service and fast to dismiss you."
Canada
DANIELA
The price is S$244
includes taxes & fees
18 Nov - 19 Nov
Casanova - Panoramic Rooms and Suites
A stone house with a tiled roof, surrounded by dense greenery and a clear sky.

10. Le Roghete

Le Roghete
Acquapendente
9.4 out of 10, Exceptional, (3 reviews)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
United States
Mark
Le Roghete
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

11. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (169 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is S$201
includes taxes & fees
5 Nov - 6 Nov
Hotel San Gregorio
A stone bridge with arches, potted plants, and a bench.

12. Km 0 dal Centro

Km 0 dal Centro
Pitigliano
10.0 out of 10, Exceptional, (84 reviews)
"Very friendly wonderful hosts and fabulous breakfast"
United States
Laura
The price is S$152
includes taxes & fees
4 Nov - 5 Nov
Km 0 dal Centro
A stone building with a courtyard, outdoor seating, and a warm light setting.

13. Sarna Residence

Sarna Residence
San Quirico d'Orcia
9.4 out of 10, Exceptional, (40 reviews)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
The price is S$163
includes taxes & fees
24 Nov - 25 Nov
Sarna Residence
A stone archway leading to a dining area with a table set for two, overlooking a lush green landscape.

14. Agriturismo Poggio Monte

Agriturismo Poggio Monte
Manciano
9.8 out of 10, Exceptional, (14 reviews)
"A special place—quiet, clean, and cozy. Best of all, are the amazing people in charge of the place, who were very attentive and always made sure that everything ran smoothly."
United States
jason
The price is S$135
includes taxes & fees
2 Nov - 3 Nov
Agriturismo Poggio Monte
A stone-walled room with a fireplace, a hot tub, candles, and a tray with snacks.

15. Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso

Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
San Quirico d'Orcia
9.0 out of 10, Wonderful, (50 reviews)
"Our stay was great. "
United States
Elena
The price is S$143
includes taxes & fees
4 Nov - 5 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A balcony with a view of a historic town, featuring terracotta-roofed buildings and a prominent church tower.

16. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (121 reviews)
"What a gem! Absolutely loved the hotel and enjoyed our stay. Staff very friendly and helpful, and our room was outstanding. The view from our balcony was breathtaking. Top of our list!"
United States
Christopher
The price is S$202
includes taxes & fees
2 Nov - 3 Nov
Meublé Il Riccio
A hotel room with a bed, a chair, a lamp, and a view of the outdoors.

17. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
The price is S$217
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco
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

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Beautiful property! Very clean!"
Steve 1-night trip
Posted 2 days ago
Relais Villa Grazianella - UNA Esperienze

Frequently asked questions

Are there holiday rentals in Piancastagnaio?

Yes, there are holiday rentals close to the most popular sights in Piancastagnaio, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Piancastagnaio?

Choose from 5 Expedia holiday rentals in Piancastagnaio for a memorable holiday.

What’s there to see and do in Piancastagnaio?

Explore the area and family-friendly sights such as Villa Acquaviva - La Fattoria, or get out into nature at a spot like Monte Amiata. In the wider area, you’ll find Abbazia di San Salvatore and Baths of San Filippo.

What’s a holiday rental in Piancastagnaio like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Piancastagnaio. Holiday rentals offer extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for families.