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

Piancastagnaio Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Piancastagnaio vacation rentals

Property grounds

Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi

Holiday Home 'Casale I Cascetti' with Pool, Garden & 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.
$787 nightly
The price is $791
Jul 18 - Jul 19
Total with taxes and fees
Holiday Home 'Casale I Cascetti' with Pool, Garden & Wi-Fi
Property grounds

Misia Country Resort

Misia Country Resort
Orvieto
9.4 out of 10, Exceptional, (150 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
$147 nightly
The price is $167
Jul 20 - Jul 21
Total with taxes and fees
Misia Country Resort
Classic Room, City View | Desk, WiFi (free)

L'Altro Sapore Rooms

L'Altro Sapore Rooms
Pitigliano
10.0 out of 10, Exceptional, (2 reviews)
"Limpeza e localização excelente "
Brazil
Danilo
$101 nightly
The price is $114
Jul 15 - Jul 16
Total with taxes and fees
L'Altro Sapore Rooms
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, (98 reviews)
"Great location, nice room, and great host!"
United States
Chris
$139 nightly
The price is $157
Jul 24 - Jul 25
Total with taxes and fees
B&B Le Scalette di Piazza
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
$276 nightly
The price is $313
Jul 15 - Jul 16
Total with taxes and fees
Palazzo Saloni
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, (92 reviews)
"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, and breakfast was excellent. Every part of our stay exceeded our expectations. We would definitely stay here again and highly recommend it to anyone visiting the area."
United States
Anonymous traveler
$177 nightly
The price is $199
Jul 15 - Jul 16
Total with taxes and fees
Casanova - Panoramic Rooms and Suites
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, (59 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
$91 nightly
The price is $106
Jul 15 - Jul 16
Total with taxes and fees
Villaggio Le Querce
Exterior

Corte Francigena - Apartments

Corte Francigena - Apartments
Montalcino
9.8 out of 10, Exceptional, (8 reviews)
"Loved everything about my stay"
United States
Svetlana
$156 nightly
The price is $183
Jul 21 - Jul 22
Total with taxes and fees
Corte Francigena - Apartments
Interior

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (114 reviews)
"It was very well located ."
Canada
Marlenne
$162 nightly
The price is $183
Jul 15 - Jul 16
Total with taxes and fees
Meublé Il Riccio
Suite, 2 Bedrooms | Courtyard view

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
$455 nightly
The price is $505
Jul 27 - Jul 28
Total with taxes and fees
L'Olmo
Food and drink

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (150 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
$199 nightly
The price is $226
Jul 16 - Jul 17
Total with taxes and fees
Hotel San Gregorio
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (38 reviews)
"Time transported to the Renaissance at this beautiful, well-kept palazzo… Riccardo’s family did a truly amazing job restoring this place and the facilities are modern & without any discomfort."
American Samoa
Melissa Hyun Joo
$174 nightly
The price is $196
Jul 15 - Jul 16
Total with taxes and fees
Delcorto Suites
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
$121 nightly
The price is $135
Jul 20 - Jul 21
Total with taxes and fees
La Piccola Locanda
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
$80 nightly
The price is $93
Jul 15 - Jul 16
Total with taxes and fees
Residenza Fabroni
A natural hot spring with multiple pools and people swimming.

Il Cantuccio

Il Cantuccio
Manciano
9.2 out of 10, Wonderful, (57 reviews)
"very warm and welcoming. I do recommend having a phone with roaming access so you can receive your instructions to access."
Australia
Eugenio
$79 nightly
The price is $90
Jul 15 - Jul 16
Total with taxes and fees
Il Cantuccio
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, (77 reviews)
"Very friendly wonderful hosts and fabulous breakfast"
United States
Laura
$107 nightly
The price is $121
Aug 1 - Aug 2
Total with taxes and fees
Km 0 dal Centro
Exterior

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (139 reviews)
"Wonderful place - clean, comfortable, quiet with excellent hosts. Perfect location near everything in town including the parking. Can’t wait to return!"
United States
Shelly
$102 nightly
The price is $116
Jul 15 - Jul 16
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
Classic Apartment, 2 Bedrooms | Terrace/patio

FonteLiving

FonteLiving
San Casciano dei Bagni
10.0 out of 10, Exceptional, (12 reviews)
$98 nightly
The price is $111
Jul 23 - Jul 24
Total with taxes and fees
FonteLiving
Suite, Multiple Beds, Valley View | Bathroom | Shower, rainfall showerhead, designer toiletries, hair dryer

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (145 reviews)
"Great location."
United States
James
$147 nightly
The price is $167
Jul 22 - Jul 23
Total with taxes and fees
La Locanda di San Francesco
Exterior

Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (25 reviews)
"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "
Canada
Carla
$191 nightly
The price is $212
Jul 17 - Jul 18
Total with taxes and fees
Borgo Dolciano
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

SI Montalcino Hotel

SI Montalcino Hotel

10/10 Excellent
"Home away from home."
Kristen 5-night trip
Posted 6 hours ago
SI Montalcino Hotel

Find out more about Piancastagnaio

Everything you need to know about Piancastagnaio vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Piancastagnaio vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Piancastagnaio vacation 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 low season months. For more hustle and bustle, you may prefer to visit Piancastagnaio in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $93 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Piancastagnaio rentals

At Expedia, we put the best Piancastagnaio vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

The House of Alice, charm and relaxation: This vacation home rental near Piancastagnaio is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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 Terme di Saturnia. In the larger area, you’ll find Monte Amiata and Mercury Mining Museum of Monte Amiata.

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.