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

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Piancastagnaio holiday rentals

Property grounds

Misia Country Resort

Misia Country Resort
Orvieto
9.4 out of 10, Exceptional, (149 reviews)
"Beautiful spot in the top of the hill with a fantastic view. You can walk to have an almost 360 degree view of the Tuscany Valley and smell the great collection of roses. Awesome place organized with very nice selection of furniture and modern amenities. The place and the service are really lovely. "
United States
Gabriel M
The price is ฿5,285
฿5,981 total
includes taxes & fees
7 Jul - 8 Jul
Misia Country Resort
Suite, 2 Bedrooms | Courtyard view

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 ฿15,199
฿16,871 total
includes taxes & fees
27 Jul - 28 Jul
L'Olmo
Classic Room, City View | Desk, free WiFi

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 ฿3,979
฿4,491 total
includes taxes & fees
5 Jul - 6 Jul
L'Altro Sapore Rooms
1 treatment room, massages

Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (91 reviews)
"Very good accommodation in the heart of Val’d’Orcia. Reasonably priced"
Finland
Jarkko
The price is ฿6,283
฿7,063 total
includes taxes & fees
5 Jul - 6 Jul
Casanova - Panoramic Rooms and Suites
Breakfast, lunch and dinner served

Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Excellent boutique hotel with a very welcoming staff. Rooms were wonderful. Location was terrific - very easy short walk to restaurants in town. Would highly recommend"
United States
BRIAN
The price is ฿11,464
฿12,915 total
includes taxes & fees
8 Jul - 9 Jul
Palazzo Saloni
Exterior

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (7 reviews)
"Loved everything about my stay"
United States
Svetlana
The price is ฿5,256
฿6,161 total
includes taxes & fees
9 Jul - 10 Jul
Corte Francigena - Apartments
Romantic Double Room, 1 King Bed, Non Smoking, Valley View | Premium bedding, memory-foam beds, minibar, in-room safe

Km 0 dal Centro

Km 0 dal Centro
Pitigliano
10.0 out of 10, Exceptional, (76 reviews)
"Very friendly wonderful hosts and fabulous breakfast"
United States
Laura
The price is ฿3,731
฿4,218 total
includes taxes & fees
7 Jul - 8 Jul
Km 0 dal Centro
Double Room, Garden View | Outdoor dining

Dimora dei Magi

Dimora dei Magi
Saturnia
9.6 out of 10, Exceptional, (4 reviews)
"Room was spotlessly clean with nice decor. We enjoyed our stay in Saturnia "
Australia
Helen
The price is ฿2,487
฿2,736 total
includes taxes & fees
2 Jul - 3 Jul
Dimora dei Magi
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (103 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 ฿2,843
฿3,279 total
includes taxes & fees
8 Jul - 9 Jul
Residenza Fabroni
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (148 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ฿7,186
฿8,133 total
includes taxes & fees
22 Jul - 23 Jul
Hotel San Gregorio
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (111 reviews)
"It was very well located ."
Canada
Marlenne
The price is ฿5,415
฿6,108 total
includes taxes & fees
1 Jul - 2 Jul
Meublé Il Riccio
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets

B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (96 reviews)
"Great location, nice room, and great host!"
United States
Chris
The price is ฿4,905
฿5,548 total
includes taxes & fees
12 Jul - 13 Jul
B&B Le Scalette di Piazza
Seasonal outdoor pool, open 8:30 AM to 8:00 PM, pool umbrellas

Villaggio Le Querce

Villaggio Le Querce
4.0 star property
Sorano
9.0 out of 10, Wonderful, (58 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 ฿3,047
฿3,541 total
includes taxes & fees
10 Jul - 11 Jul
Villaggio Le Querce

Il Cantuccio

Il Cantuccio
Manciano
9.0 out of 10, Wonderful, (56 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 ฿2,601
฿2,975 total
includes taxes & fees
1 Jul - 2 Jul
Il Cantuccio
Property grounds

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
8.6 out of 10, Excellent, (14 reviews)
"Excellent experience!"
United States
Richard
The price is ฿2,953
฿3,249 total
includes taxes & fees
8 Jul - 9 Jul
Agriturismo San Filippo
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (145 reviews)
"Great location."
United States
James
The price is ฿4,940
฿5,586 total
includes taxes & fees
16 Jul - 17 Jul
La Locanda di San Francesco
Bar (on property)

La Piccola Locanda

La Piccola Locanda
Chiusi
7.8 out of 10, Good, (11 reviews)
"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "
United States
Jeffery
The price is ฿4,036
฿4,516 total
includes taxes & fees
2 Jul - 3 Jul
La Piccola Locanda
Family Room, 1 Bedroom | Premium bedding, down duvets, memory-foam beds, minibar

La Bartolomea Home&Suite

La Bartolomea Home&Suite
Pitigliano
9.4 out of 10, Exceptional, (14 reviews)
"The open all night hot tea and coffee bar with delicious almond cookies. Very clean and excellent shower. Owner very accommodating. Would stay again. "
United States
Nancy
The price is ฿3,691
฿4,175 total
includes taxes & fees
3 Jul - 4 Jul
La Bartolomea Home&Suite
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
"This hotel is straight out of a movie. Not only is it on the most beautiful winery with the most insane views and delicious wine, but it is also incredibly modern inside while still maintaining the original wooden beams and essence of the villa! The staff is so helpful, the food is so good (like the chef is Michelin quality) and it truly was the most dreamy stay we’ve ever had. Thank you so much to Saviero and his staff! We only spent three nights here, but wish we could’ve done a week!"
Michael 3-night trip
Posted 6 hours ago
Relais Villa Grazianella - UNA Esperienze

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:

  • View our selection of featured holiday rentals in Piancastagnaio
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  • Enter your travel dates to view the best deals on holiday rentals in Piancastagnaio while they last

Look no further and take a look at our great range of rental properties in Piancastagnaio!

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 Parco Piscine Capenti Outdoor Pool, or get out into nature at a spot like Terme di Saturnia. In the wider area, you’ll find Monte Amiata 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.