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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Piancastagnaio holiday rentals

A modern kitchen with a round dining table, black cabinetry, and a large clock on the wall.

1. Affittacamere I Canneggiatori

Affittacamere I Canneggiatori
Abbadia San Salvatore
8.6 out of 10, Excellent, (9 reviews)
"Very stylish, modern, well equipped apartment. Close to everything. Bed is okay, had a relaxing sleep. Good size bathroom with toilet. Staff who came to clean daily was very helpful, supportive, kind. Parking on the street in from of the building. "
United Kingdom
Erika
The price is S$96
includes taxes & fees
20 Sept - 21 Sept
Affittacamere I Canneggiatori
A room with a curved ceiling, a hot tub, and a glass door leading outside.

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$73
includes taxes & fees
27 Sept - 28 Sept
Chalet Il Cristallo
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

3. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (16 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is S$113
includes taxes & fees
8 Oct - 9 Oct
FonteLiving
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

4. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is S$1,021
includes taxes & fees
18 Oct - 19 Oct
L'Olmo
A large building with a cafe area, outdoor seating, and a covered patio.

5. La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.0 out of 10, Wonderful, (9 reviews)
"We arrived quite late, but the staff were friendly, responsive, and very helpful with the self-check-in process. Their support made our arrival easy and stress-free. The room was charming, clean, and well cared for. We also really enjoyed the location and the atmosphere of this little town. Having a café just downstairs for breakfast was a nice bonus. We had a great stay and would be happy to return."
Canada
Ruby
The price is S$264
includes taxes & fees
18 Sept - 19 Sept
La Locanda Di Cetona
A poolside area with two glasses of water, candles, and a stone pathway.

6. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (95 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is S$234
includes taxes & fees
18 Oct - 19 Oct
Casanova - Panoramic Rooms and Suites
A patio area with outdoor seating, potted plants, and a view of the landscape.

7. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (66 reviews)
"A fantastic stay in such a beautiful part of Tuscany. Hosts were friendly and went out of their way to help. Breakfast was lovely and the room was clean and comfortable. Would highly recommend!"
United Kingdom
Christopher
The price is S$187
includes taxes & fees
8 Oct - 9 Oct
Affitacamere Maria Gabriella
A bedroom with a large bed, a chandelier, a wall-mounted lamp, and a round mirror.

8. Km 0 dal Centro

Km 0 dal Centro
Pitigliano
10.0 out of 10, Exceptional, (81 reviews)
"Very friendly wonderful hosts and fabulous breakfast"
United States
Laura
The price is S$172
includes taxes & fees
27 Sept - 28 Sept
Km 0 dal Centro
A large estate with multiple buildings, a swimming pool, and a well-maintained garden.

9. Dimora Santa Margherita - Boutique Hotel

Dimora Santa Margherita - Boutique Hotel
Cinigiano
8.2 out of 10, Very good, (11 reviews)
"The place was great! Food from their was amazing but also a bit expensive. Poolarea was so beautiful and the view was amazing! Only negative thing is that the wine tasting is not in hotel, need to take own car drive for that. Also the last 2km was sand road, which was not that good shape."
Finland
Anonymous traveller
The price is S$400
includes taxes & fees
5 Oct - 6 Oct
Dimora Santa Margherita - Boutique Hotel
A pool with a waterfall feature and a stone sculpture.

10. Villaggio Le Querce

Villaggio Le Querce
4.0 star property
Sorano
9.0 out of 10, Wonderful, (62 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
The price is S$119
includes taxes & fees
27 Sept - 28 Sept
Villaggio Le Querce
A bedroom with a bed, a desk, a chair, a window with curtains, a stone wall, and a mirror.

11. L'Altro Sapore Rooms

L'Altro Sapore Rooms
Pitigliano
10.0 out of 10, Exceptional, (2 reviews)
"Limpeza e localização excelente "
Brazil
Danilo
The price is S$143
includes taxes & fees
18 Oct - 19 Oct
L'Altro Sapore Rooms
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

12. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful views, quiet, peaceful, on-site parking. It was a bit difficult to find but worth the drive."
United States
Dania
The price is S$226
includes taxes & fees
7 Oct - 8 Oct
Corte Francigena - Apartments
A stone building with a balcony, a small table, and chairs.

13. Dimora dei Magi

Dimora dei Magi
Saturnia
9.6 out of 10, Exceptional, (7 reviews)
"Room was spotlessly clean with nice decor. We enjoyed our stay in Saturnia "
Australia
Helen
The price is S$94
includes taxes & fees
30 Sept - 1 Oct
Dimora dei Magi
A patio with stone flooring, outdoor furniture, and a view of the countryside.

14. Misia Country Resort

Misia Country Resort
Orvieto
9.4 out of 10, Exceptional, (154 reviews)
"really nice setting, very nice rooms and breakfast"
Canada
Jean
The price is S$247
includes taxes & fees
18 Oct - 19 Oct
Misia Country Resort
A stone archway leading to a dining area with a table set for two, overlooking a lush green landscape.

15. Agriturismo Poggio Monte

Agriturismo Poggio Monte
Manciano
9.8 out of 10, Exceptional, (14 reviews)
" Great place and staff"
United States
Tomas
The price is S$156
includes taxes & fees
20 Sept - 21 Sept
Agriturismo Poggio Monte
A terrace with a table set for breakfast, overlooking a scenic landscape.

16. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (43 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is S$278
includes taxes & fees
18 Oct - 19 Oct
Delcorto Suites
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

17. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (155 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is S$312
includes taxes & fees
16 Oct - 17 Oct
Hotel San Gregorio
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

18. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (101 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is S$185
includes taxes & fees
18 Oct - 19 Oct
B&B Le Scalette di Piazza

19. - Agriturismo La Piaggia - Forest View Apartment on the Ground Floor 2 Guests

- Agriturismo La Piaggia - Forest View Apartment on the Ground Floor 2 Guests
Castiglione d'Orcia
- Agriturismo La Piaggia - Forest View Apartment on the Ground Floor 2 Guests
An interior courtyard with stone columns, arches, and a mosaic.

20. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (117 reviews)
"It was very well located ."
Canada
Marlenne
The price is S$229
includes taxes & fees
18 Oct - 19 Oct
Meublé Il Riccio
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

Palazzo Piccolomini

Palazzo Piccolomini

10/10 Excellent
"Located in a quiet section of town. Perfect retreat in an amazing town!"
Dane 1-night trip
Posted 1 hour ago
Palazzo Piccolomini

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 Mercury Mining Museum of Monte Amiata.

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.