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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Piancastagnaio holiday rentals

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 £555
includes taxes & fees
13 Oct - 14 Oct
Holiday Home 'Casale I Cascetti' with Pool, Garden and Wi-Fi
A terrace with a table set for dining, overlooking a scenic landscape with a castle in the distance.

2. FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (20 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is £69
includes taxes & fees
12 Oct - 13 Oct
FonteLiving
A room with a curved ceiling, a hot tub, and a glass door leading outside.

3. 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 £40
includes taxes & fees
15 Oct - 16 Oct
Chalet Il Cristallo
An open door leading to a balcony with a view of a forested hillside.

4. La Dimora di Dida

La Dimora di Dida
Seggiano
The price is £62
includes taxes & fees
4 Nov - 5 Nov
La Dimora di Dida
A stone building with a wooden door, steps leading to a balcony, and potted plants.

5. The Old Washhouse

The Old Washhouse
Radicofani
10.0 out of 10, Exceptional, (2 reviews)
"What a wonderful stay! This apartment was absolutely perfect for the two of us. It was impeccably clean, warm, cozy, and spacious enough for a couple. The bed and furniture was so comfortable, and the attention to detail was simply spot on. Everything was absolutely perfect!We were so touched by the thoughtful complimentary coffee, tea, and breakfast items. The bathroom was just as equipped with shampoo and soaps. Every little detail made us feel right at home.The gorgeous private garden was a...
Canada
Chantale M.
The price is £111
includes taxes & fees
18 Oct - 19 Oct
The Old Washhouse
A natural hot spring with multiple pools and people swimming.

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 £64
includes taxes & fees
12 Oct - 13 Oct
Il Cantuccio
A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

7. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
Bagni San Filippo
The price is £122
includes taxes & fees
12 Oct - 13 Oct
Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
A pool with a waterfall feature and a stone sculpture.

8. 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
The price is £72
includes taxes & fees
20 Oct - 21 Oct
Villaggio Le Querce
A patio area with outdoor seating, potted plants, and a view of the landscape.

9. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (71 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is £106
includes taxes & fees
12 Oct - 13 Oct
Affitacamere Maria Gabriella
A stone building with a tiled roof, a staircase leading to a lower level, and a garden with various plants.

10. Double bedroom with private bathroom, private access, garden and swimming pool

Double bedroom with private bathroom, private access, garden and swimming pool
Radicofani
The price is £71
includes taxes & fees
2 Nov - 3 Nov
Double bedroom with private bathroom, private access, garden and swimming pool
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

11. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (161 reviews)
"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"
United States
Julia
The price is £113
includes taxes & fees
8 Nov - 9 Nov
Hotel San Gregorio
A stone archway leading to a dining area with a table set for two, overlooking a lush green landscape.

12. 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 £84
includes taxes & fees
19 Oct - 20 Oct
Agriturismo Poggio Monte
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

13. Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (19 reviews)
"The unit is very clean, awesome breakfast, beautiful view"
Canada
Ivan
The price is £89
includes taxes & fees
9 Nov - 10 Nov
Corte Francigena - Apartments
A bedroom with a large bed, a chandelier, a wall-mounted lamp, and a round mirror.

14. Km 0 dal Centro

Km 0 dal Centro
Pitigliano
10.0 out of 10, Exceptional, (82 reviews)
"Very friendly wonderful hosts and fabulous breakfast"
United States
Laura
The price is £95
includes taxes & fees
16 Oct - 17 Oct
Km 0 dal Centro
A stone house with a tiled roof, surrounded by dense greenery and a clear sky.

15. 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
The price is £72
includes taxes & fees
14 Oct - 15 Oct
Le Roghete
A stone building with a tiled roof, a small window, and a door. There is a garden with various plants and flowers in front of the building.

16. Apartment with garden in old farmhouse with swimming pool

Apartment with garden in old farmhouse with swimming pool
Radicofani
10.0 out of 10, Exceptional, (1 review)
"Podere Pietreta è un luogo magico, comodo da raggiungere, ma immerso in un paesaggio della campagna tipicamente toscana, che non ci si stanca mai di contemplare. Appartamento estremamente accogliente ed arredato con gusto in linea con la bellezza del podere, ottima pulizia ed accoglienza. Torneremo in estate per godere anche della piscina, e continuare il tour in Val d'Orcia. Grazie di tutto Silvia & friends"
Italy
SILVIA T.
The price is £122
includes taxes & fees
3 Nov - 4 Nov
Apartment with garden in old farmhouse with swimming pool
A stone building with a courtyard, outdoor seating, and a warm light setting.

17. 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 £97
includes taxes & fees
4 Nov - 5 Nov
Sarna Residence
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

18. 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 £90
includes taxes & fees
2 Nov - 3 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A poolside area with two glasses of water, candles, and a stone pathway.

19. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (101 reviews)
"Great location and lovely pool. Rooms were large but the place is definitely dated. Breakfast was decent with a lot of options. Parking wasn’t all that great but nevertheless on the property itself"
Canada
Sunil
The price is £152
includes taxes & fees
12 Oct - 13 Oct
Casanova - Panoramic Rooms and Suites
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

20. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"Felt like home. The central kitchen / coffee area felt like home."
United States
Bradley
The price is £77
includes taxes & fees
2 Nov - 3 Nov
Idolina Guest House
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

Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"
Julia 2-night trip
Posted 3 days ago
Hotel San Gregorio

Find out more about Piancastagnaio

Everything you need to know about Piancastagnaio holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Piancastagnaio holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Piancastagnaio holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Piancastagnaio holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Piancastagnaio. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Piancastagnaio holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Piancastagnaio holiday rentals we have selected for you start as low as £59 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Piancastagnaio rentals

At Expedia, we put the best Piancastagnaio holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Piancastagnaio rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Piancastagnaio holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Piancastagnaio. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Piancastagnaio has to offer?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This holiday home rental outside of Piancastagnaio is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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.