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

Piancastagnaio Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Piancastagnaio vacation rentals

Shared fridge, shared microwave

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 P5,425
P5,967 total
includes taxes & fees
Aug 28 - Aug 29
Affittacamere I Canneggiatori
Terrace/patio

2. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (13 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is P9,965
P11,106 total
includes taxes & fees
Sep 13 - Sep 14
FonteLiving
Terrace/patio

3. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is P5,012
P5,513 total
includes taxes & fees
Aug 28 - Aug 29
La Dimora di Dida
Property grounds

4. Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
The price is P5,602
P6,162 total
includes taxes & fees
Aug 25 - Aug 26
Agriturismo San Filippo
Seasonal outdoor pool, open 8:30 AM to 8:00 PM, pool umbrellas

5. Villaggio Le Querce

Villaggio Le Querce
4.0 star property
Sorano
9.0 out of 10, Wonderful, (60 reviews)
"Nice neighborhood with Sorano close by. No restaurant or bar open. Lack of bedsheets and towels for 3 people. The shower head was too heavy to stay in the shower head holder"
Finland
Åsa
The price is P5,012
P5,874 total
includes taxes & fees
Sep 6 - Sep 7
Villaggio Le Querce
1 treatment room, massages

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, (93 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is P10,955
P12,338 total
includes taxes & fees
Aug 30 - Aug 31
Casanova - Panoramic Rooms and Suites
Premium bedding, memory foam beds, minibar, in-room safe

7. Km 0 dal Centro

Km 0 dal Centro
Pitigliano
10.0 out of 10, Exceptional, (79 reviews)
"Very friendly wonderful hosts and fabulous breakfast"
United States
Laura
The price is P6,864
P7,766 total
includes taxes & fees
Aug 29 - Aug 30
Km 0 dal Centro
Outdoor dining

8. Dimora dei Magi

Dimora dei Magi
Saturnia
9.8 out of 10, Exceptional, (6 reviews)
"Room was spotlessly clean with nice decor. We enjoyed our stay in Saturnia "
Australia
Helen
The price is P4,245
P4,670 total
includes taxes & fees
Sep 1 - Sep 2
Dimora dei Magi
Exterior

9. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
10.0 out of 10, Exceptional, (12 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."
United States
Hanna
The price is P10,511
P12,282 total
includes taxes & fees
Aug 30 - Aug 31
Corte Francigena - Apartments
Bar (on property)

10. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very Good, (13 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is P7,656
P8,565 total
includes taxes & fees
Aug 25 - Aug 26
La Piccola Locanda
Exterior

11. Agriturismo La Piaggia Vivo D'orcia - "once Upon a Time" Apartment - 3 Guests

Agriturismo La Piaggia Vivo D'orcia - "once Upon a Time" Apartment - 3 Guests
Castiglione d'Orcia
The price is P9,718
P10,978 total
includes taxes & fees
Aug 31 - Sep 1
Agriturismo La Piaggia Vivo D'orcia - "once Upon a Time" Apartment - 3 Guests
Interior

12. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (116 reviews)
"It was very well located ."
Canada
Marlenne
The price is P10,270
P11,585 total
includes taxes & fees
Aug 25 - Aug 26
Meublé Il Riccio
A natural hot spring with multiple pools and people swimming.

13. Il Cantuccio

Il Cantuccio
Manciano
9.2 out of 10, Wonderful, (59 reviews)
"very warm and welcoming. I do recommend having a phone with roaming access so you can receive your instructions to access."
Australia
Eugenio
The price is P5,307
P6,054 total
includes taxes & fees
Aug 25 - Aug 26
Il Cantuccio
Desk, WiFi (free)

14. 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 P6,663
P7,545 total
includes taxes & fees
Aug 30 - Aug 31
L'Altro Sapore Rooms
Desk, soundproofing, WiFi (free), bed sheets

15. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (100 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
The price is P8,373
P9,499 total
includes taxes & fees
Sep 9 - Sep 10
B&B Le Scalette di Piazza
Terrace/patio

16. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (41 reviews)
"A beautiful historic property in the centre of Montepulciano. Very spacious room looking out on the Main Street. Wonderful gourmet breakfast provided each morning! I will recommend this property!"
Canada
James
The price is P10,985
P12,372 total
includes taxes & fees
Aug 25 - Aug 26
Delcorto Suites
Property entrance

17. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (104 reviews)
"Staff was great, and they even scheduled transportation to and from the train station for us. Great location on the main strip of Montepluciano!"
United States
Nicholas
The price is P5,195
P6,002 total
includes taxes & fees
Aug 25 - Aug 26
Residenza Fabroni
Massages

18. 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 P3,145
P3,676 total
includes taxes & fees
Sep 20 - Sep 21
Chalet Il Cristallo
Breakfast area

19. Agriturismo Poggio Monte

Agriturismo Poggio Monte
Manciano
9.8 out of 10, Exceptional, (13 reviews)
" Great place and staff"
United States
Tomas
The price is P6,781
P7,675 total
includes taxes & fees
Aug 25 - Aug 26
Agriturismo Poggio Monte
Food and drink

20. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (154 reviews)
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the...
Canada
Traci
The price is P11,621
P13,216 total
includes taxes & fees
Aug 25 - Aug 26
Hotel San Gregorio
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
"The breakfast, served down in the cave below the hotel was outstanding."
Matthew 1-night trip
Posted 1 day ago
Palazzo Piccolomini

Find out more about Piancastagnaio

Search for holiday rentals in Piancastagnaio on Expedia! You can easily find your home rentals, villas, holiday apartments in Piancastagnaio using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Piancastagnaio?

Yes, there are vacation rentals near popular local attractions in Piancastagnaio, or you can select a secluded option if you want a relaxing place to stay.

How many vacation rentals will I find in Piancastagnaio?

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

What’s there to see and do in Piancastagnaio?

Explore the area and family-friendly sights such as Parco Piscine Capenti Outdoor Pool, or get out into nature at a spot like Monte Amiata. In the larger area, you’ll find Baths of San Filippo and Garden of Daniel Spoerri.

What’s a vacation rental in Piancastagnaio like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Piancastagnaio. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.