A densely packed town with historic buildings and prominent towers.

Castel del Piano Vacation Rentals

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Check prices for these dates

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

Our top choices for Castel del Piano vacation rentals

A room with a curved ceiling, a hot tub, and a glass door leading outside.

1. 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
$44 nightly
The price is $52
Oct 15 - Oct 16
Total with taxes and fees
Chalet Il Cristallo
A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

2. 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
$94 nightly
The price is $113
Nov 9 - Nov 10
Total with taxes and fees
Corte Francigena - Apartments
A large estate with multiple buildings, a swimming pool, and a well-maintained garden.

3. Dimora Santa Margherita - Boutique Hotel

Dimora Santa Margherita - Boutique Hotel
Cinigiano
8.2 out of 10, Very good, (12 reviews)
"We had a great time at this place. The room was spectacular and the views were some of the best on this entire trip. We would definitely come back. The only thing that we didn’t love was the menu at the restaurant is quite limited and there were not many things on the menu that appealed to us, as we were looking for more traditional Tuscan food. Breakfast was great and very traditional. The staff was fantastic and very helpful. Loved it."
Canada
Nicole
$303 nightly
The price is $335
Oct 25 - Oct 26
Total with taxes and fees
Dimora Santa Margherita - Boutique Hotel
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

4. 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
$129 nightly
The price is $149
Nov 8 - Nov 9
Total with taxes and fees
Hotel San Gregorio
An open door leading to a balcony with a view of a forested hillside.

5. La Dimora di Dida

La Dimora di Dida
Seggiano
$73 nightly
The price is $80
Oct 13 - Oct 14
Total with taxes and fees
La Dimora di Dida
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

6. Palazzo Saloni

Palazzo Saloni
Montalcino
9.8 out of 10, Exceptional, (10 reviews)
"Excellent location to tour wine country montalcino."
United States
Michael
$224 nightly
The price is $257
Nov 8 - Nov 9
Total with taxes and fees
Palazzo Saloni
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
9.2 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
$170 nightly
The price is $192
Oct 12 - Oct 13
Total with taxes and fees
Casanova - Panoramic Rooms and Suites
A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

8. B&B Le Scalette di Piazza

B&B Le Scalette di Piazza
Montalcino
9.4 out of 10, Exceptional, (105 reviews)
"Great location. Staff was accommodating and very helpful."
Canada
François
$117 nightly
The price is $133
Oct 14 - Oct 15
Total with taxes and fees
B&B Le Scalette di Piazza
A modern kitchen with a round dining table, black cabinetry, and a large clock on the wall.

9. Affittacamere I Canneggiatori

Affittacamere I Canneggiatori
Abbadia San Salvatore
8.6 out of 10, Excellent, (9 reviews)
"Very stylish, modern, well equipped apartment. Close to everything. Bed is okay, had a relaxing sleep. Good size bathroom with toilet. Staff who came to clean daily was very helpful, supportive, kind. Parking on the street in from of the building. "
United Kingdom
Erika
Affittacamere I Canneggiatori
A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

10. 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
$85 nightly
The price is $103
Oct 27 - Oct 28
Total with taxes and fees
Idolina Guest House
A stone-walled room with a large bathtub, a fireplace, and a set of stone steps leading to the tub.

11. 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
$119 nightly
The price is $136
Nov 9 - Nov 10
Total with taxes and fees
Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.

12. 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
$449 nightly
The price is $498
Nov 2 - Nov 3
Total with taxes and fees
L'Olmo
A stone building with a courtyard, outdoor seating, and a warm light setting.

13. 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
$109 nightly
The price is $125
Nov 3 - Nov 4
Total with taxes and fees
Sarna Residence
A patio area with outdoor seating, potted plants, and a view of the landscape.

14. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (70 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
$119 nightly
The price is $136
Oct 14 - Oct 15
Total with taxes and fees
Affitacamere Maria Gabriella
A crowded restaurant with brick walls and multiple tables and chairs.

15. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (150 reviews)
"This place was great. Amazing view the room. Extremely friendly and helpful staff. This hotel made our trip - highly recommend"
Canada
Colin
$183 nightly
The price is $206
Nov 3 - Nov 4
Total with taxes and fees
La Locanda di San Francesco
A stone building with a balcony, a small table, and chairs.

16. Dimora dei Magi

Dimora dei Magi
Saturnia
9.0 out of 10, Wonderful, (10 reviews)
"Nice place"
United States
Nicki
$63 nightly
The price is $69
Nov 5 - Nov 6
Total with taxes and fees
Dimora dei Magi
Front of property

17. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
$113 nightly
The price is $129
Oct 18 - Oct 19
Total with taxes and fees
montorio
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

18. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (134 reviews)
"Beautiful hotel in the best location. We so enjoyed our stay, especially the amazing breakfast and sweets they had available all day long."
United States
Margaret
$231 nightly
The price is $259
Nov 2 - Nov 3
Total with taxes and fees
Il Tosco
A natural hot spring with multiple pools and people swimming.

19. 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
$74 nightly
The price is $85
Oct 11 - Oct 12
Total with taxes and fees
Il Cantuccio
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

20. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (141 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
$105 nightly
The price is $120
Nov 9 - Nov 10
Total with taxes and fees
Bed & Breakfast Vicolo dell'Oste
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 Castel del Piano 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 1 day ago
Hotel San Gregorio

Find out more about Castel del Piano

Everything you need to know about Castel del Piano 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 Castel del Piano 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 Castel del Piano vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castel del Piano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castel del Piano. 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 Castel del Piano 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 $71 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 Castel del Piano rentals

At Expedia, we put the best Castel del Piano 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 Castel del Piano 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 Castel del Piano 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 Castel del Piano. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Castel del Piano?

Yes, we have vacation rentals near top points of interest in Castel del Piano, or you can select a more remote option if you're looking for relaxation. Castel del Piano is known for its ski areas and parks.

What's the top vacation rental that Castel del Piano has to offer?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This vacation home rental outside of Castel del Piano 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 Castel del Piano?

Choose from 23 Expedia vacation rentals in Castel del Piano for a memorable vacation.

What’s there to see and do in Castel del Piano?

Explore the area and family-friendly sights such as Terme Petriolo, or get out into nature at a spot like Garden of Daniel Spoerri. Indiana Park Amiata and Macinaie Ski Lift are other places to visit while you're in town.

What’s a vacation rental in Castel del Piano like?

Vacation rentals are private properties you can book for a couple of days or more in Castel del Piano. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for small groups.