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

Our top choices for Piancastagnaio vacation 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 ￥11,907
￥13,450 total
includes taxes & fees
Nov 23 - Nov 24
FonteLiving
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 ￥6,905
￥8,123 total
includes taxes & fees
Nov 3 - Nov 4
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 ￥11,394
￥12,533 total
includes taxes & fees
Nov 1 - Nov 2
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
The price is ￥12,803
￥14,962 total
includes taxes & fees
Nov 1 - Nov 2
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 ￥15,514
￥21,442 total
includes taxes & fees
Nov 30 - Dec 1
Affitacamere Maria Gabriella
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 ￥11,616
￥13,305 total
includes taxes & fees
Nov 1 - Nov 2
Il Cantuccio
A stone house with a swimming pool at dusk.

7. Comfortable apartment with garden in an old farmhouse with swimming pool

Comfortable apartment with garden in an old farmhouse with swimming pool
Radicofani
The price is ￥21,174
￥21,880 total
includes taxes & fees
Nov 1 - Nov 2
Comfortable apartment with garden in an old farmhouse with swimming pool
A stone building with a tiled roof, a staircase leading to a lower level, and a garden with various plants.

8. 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 ￥14,066
￥14,769 total
includes taxes & fees
Nov 2 - Nov 3
Double bedroom with private bathroom, private access, garden and swimming pool
A modern bedroom with a wooden headboard, a large bed with a textured blanket, bedside tables with lamps, and a mirror.

9. 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
10.0 out of 10, Exceptional, (1 review)
"Terme House is just as described. It had all of the amenities mentioned and was clean. We wanted a place just off ss2 - perfect location and quiet town. 5 stars!!!"
United States
Lori
The price is ￥17,469
￥24,880 total
includes taxes & fees
Nov 3 - Nov 4
Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

10. 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 ￥18,074
￥21,289 total
includes taxes & fees
Nov 15 - Nov 16
Corte Francigena - Apartments
Exterior

11. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is ￥18,845
￥21,433 total
includes taxes & fees
Nov 8 - Nov 9
montorio
A poolside area with two glasses of water, candles, and a stone pathway.

12. 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 ￥26,726
￥30,102 total
includes taxes & fees
Nov 18 - Nov 19
Casanova - Panoramic Rooms and Suites
A stone house with a tiled roof, surrounded by dense greenery and a clear sky.

13. 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 ￥14,138
￥15,552 total
includes taxes & fees
Nov 1 - Nov 2
Le Roghete
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

14. 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 ￥21,525
￥24,733 total
includes taxes & fees
Nov 16 - Nov 17
Hotel San Gregorio
A bedroom with a large bed, a chandelier, a wall-mounted lamp, and a round mirror.

15. 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 ￥16,187
￥18,332 total
includes taxes & fees
Nov 1 - Nov 2
Km 0 dal Centro
A stone building with a courtyard, outdoor seating, and a warm light setting.

16. 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 ￥16,552
￥20,317 total
includes taxes & fees
Nov 23 - Nov 24
Sarna Residence
A stone archway leading to a dining area with a table set for two, overlooking a lush green landscape.

17. 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 ￥14,706
￥16,704 total
includes taxes & fees
Nov 2 - Nov 3
Agriturismo Poggio Monte
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 ￥15,488
￥17,743 total
includes taxes & fees
Nov 4 - Nov 5
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
An interior courtyard with stone columns, arches, and a mosaic.

19. 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 ￥22,048
￥24,956 total
includes taxes & fees
Nov 8 - Nov 9
Meublé Il Riccio
A crowded restaurant with brick walls and multiple tables and chairs.

20. 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 ￥23,658
￥26,727 total
includes taxes & fees
Nov 25 - Nov 26
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 12 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 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.

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

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This vacation home rental near Piancastagnaio is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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

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.