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

Piancastagnaio Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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, (22 reviews)
"Fabulous apt., elegant, clean lines, quiet, pool and wonderful staff"
Italy
Dauray
The price is AED 286
AED 323 total
includes taxes & fees
9 Nov - 10 Nov
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 AED 214
AED 248 total
includes taxes & fees
8 Dec - 9 Dec
Chalet Il Cristallo
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

3. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (171 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is AED 501
AED 576 total
includes taxes & fees
9 Nov - 10 Nov
Hotel San Gregorio
A terrace with a table set for breakfast, overlooking a scenic landscape.

4. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (50 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is AED 627
AED 706 total
includes taxes & fees
9 Nov - 10 Nov
Delcorto Suites
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

5. 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 AED 425
AED 500 total
includes taxes & fees
15 Nov - 16 Nov
Corte Francigena - Apartments
A crowded restaurant with brick walls and multiple tables and chairs.

6. 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 AED 543
AED 614 total
includes taxes & fees
25 Nov - 26 Nov
La Locanda di San Francesco
A poolside area with two glasses of water, candles, and a stone pathway.

7. Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites
3.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (105 reviews)
"Hotel had beautiful views and amenities like breakfast and spa were amazing."
United States
Oscar
The price is AED 622
AED 701 total
includes taxes & fees
18 Nov - 19 Nov
Casanova - Panoramic Rooms and Suites
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

8. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (141 reviews)
"Excellent room, service and food. The best."
United States
Valerie
The price is AED 827
AED 926 total
includes taxes & fees
8 Dec - 9 Dec
Il Tosco
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, (74 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is AED 341
AED 477 total
includes taxes & fees
15 Nov - 16 Nov
Affitacamere Maria Gabriella
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

10. Palazzo Saloni

Palazzo Saloni
Montalcino
10.0 out of 10, Exceptional, (14 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
The price is AED 932
AED 1,067 total
includes taxes & fees
8 Dec - 9 Dec
Palazzo Saloni
A stone building with a tiled roof, surrounded by tall trees and a gravel path.

11. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (11 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is AED 439
AED 499 total
includes taxes & fees
9 Nov - 10 Nov
montorio
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)
"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 AED 342
AED 389 total
includes taxes & fees
9 Nov - 10 Nov
Agriturismo Poggio Monte
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

13. L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (28 reviews)
"We were so comfortable and impressed with L'Olmo. Communication prior to our trip was perfect. We got there and the grounds were immaculate, the room was stunning, and the location was extremely convenient. The staff was very helpful. We loved staying here and can recommend it whole heartedly."
United States
Michelle
L'Olmo
An interior courtyard with stone columns, arches, and a mosaic.

14. 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 AED 519
AED 587 total
includes taxes & fees
11 Nov - 12 Nov
Meublé Il Riccio
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

15. 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 AED 422
AED 481 total
includes taxes & fees
10 Nov - 11 Nov
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A bedroom with a large bed, a chandelier, a wall-mounted lamp, and a round mirror.

16. 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 AED 433
AED 489 total
includes taxes & fees
9 Nov - 10 Nov
Km 0 dal Centro
A natural hot spring with multiple pools and people swimming.

17. 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 AED 270
AED 310 total
includes taxes & fees
15 Nov - 16 Nov
Il Cantuccio
A patio with stone flooring, outdoor furniture, and a view of the countryside.

18. Misia Country Resort

Misia Country Resort
Orvieto
9.4 out of 10, Exceptional, (159 reviews)
"This place is awesome!"
United States
Tiffany
The price is AED 564
AED 638 total
includes taxes & fees
24 Nov - 25 Nov
Misia Country Resort
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

19. Idolina Guest House

Idolina Guest House
Montalcino
9.6 out of 10, Exceptional, (118 reviews)
"A truly special place!"
United States
Jaiden
The price is AED 296
AED 359 total
includes taxes & fees
30 Nov - 1 Dec
Idolina Guest House
A stone building with a balcony, a small table, and chairs.

20. Dimora dei Magi

Dimora dei Magi
Saturnia
9.0 out of 10, Wonderful, (10 reviews)
"Nice place"
United States
Nicki
The price is AED 249
AED 274 total
includes taxes & fees
10 Nov - 11 Nov
Dimora dei Magi
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Piancastagnaio Hotel Reviews

Palazzo Piccolomini

Palazzo Piccolomini

8/10 Good
"Place was wonderful. Staff was great, especially Jude. Great space, loved the bar, great breakfast. The rooms are a bit dated and in need of a refresh. It really distracted from a hotel that deserves to be 5 stars"
Joyce 3-night trip
Posted 7 hours ago
Palazzo Piccolomini

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.