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Piana Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Piana holiday rentals

A fountain with water cascading down a column, surrounded by greenery and a building in the background.

1. Residence al Lago

Residence al Lago
Contrada Fontivegge
8.6 out of 10, Excellent, (39 reviews)
"We stayed for one night, but the rooms are only good for night, it was very expensive for the room and location "
United States
Hananeh
The price is AU$141
includes taxes & fees
29 Sept - 30 Sept
Residence al Lago

2. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
The price is AU$211
includes taxes & fees
6 Oct - 7 Oct
Casale dell'Assiolo
A bakery display with various pastries and desserts.

3. La Piccola Locanda

La Piccola Locanda
Chiusi
8.0 out of 10, Very good, (14 reviews)
"Very homey and wonderful people! We loved the restaurant below."
United States
autumn
The price is AU$185
includes taxes & fees
30 Sept - 1 Oct
La Piccola Locanda
A nighttime view of a building with a staircase leading to a door, surrounded by greenery and a well-lit pathway.

4. Borgo Dolciano

Borgo Dolciano
Chiusi
9.0 out of 10, Wonderful, (26 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
The price is AU$255
includes taxes & fees
29 Sept - 30 Sept
Borgo Dolciano
An interior courtyard with stone columns, arches, and a mosaic.

5. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.6 out of 10, Exceptional, (118 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 AU$251
includes taxes & fees
12 Oct - 13 Oct
Meublé Il Riccio
An arched doorway leading to a building with a wooden door and a staircase.

6. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (110 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
The price is AU$132
includes taxes & fees
19 Oct - 20 Oct
Residenza Fabroni
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

7. 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
The price is AU$200
includes taxes & fees
14 Oct - 15 Oct
Bed & Breakfast Vicolo dell'Oste
A terrace with a table set for breakfast, overlooking a scenic landscape.

8. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (44 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is AU$306
includes taxes & fees
29 Oct - 30 Oct
Delcorto Suites
A narrow cobblestone street flanked by historic stone buildings with arched doorways and windows.

9. Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (131 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
The price is AU$521
includes taxes & fees
5 Oct - 6 Oct
Il Tosco
A crowded restaurant with brick walls and multiple tables and chairs.

10. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (148 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 AU$337
includes taxes & fees
12 Oct - 13 Oct
La Locanda di San Francesco
A historic building with a tower, a courtyard, and a well-lit entrance.

11. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (182 reviews)
"Great Historical location."
Canada
Robert
The price is AU$199
includes taxes & fees
25 Oct - 26 Oct
Abbadia Sicille Relais
A patio area with outdoor seating, potted plants, and a view of the landscape.

12. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (67 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is AU$205
includes taxes & fees
8 Oct - 9 Oct
Affitacamere Maria Gabriella
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, (25 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is AU$1,130
includes taxes & fees
18 Oct - 19 Oct
L'Olmo
An upper floor view of a courtyard with stone walls, arched doorways, and seating areas with potted plants.

14. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (25 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is AU$233
includes taxes & fees
7 Oct - 8 Oct
B&B Piccolo Hotel
An outdoor seating area with a pergola, a fire pit, and a flower arrangement.

15. Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
Canada
Brian
The price is AU$450
includes taxes & fees
14 Oct - 15 Oct
Fontelunga Hotel & Villas
A hotel room with a large bed, a desk, a chair, a small table, and a door leading to another room.

16. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is AU$480
includes taxes & fees
9 Oct - 10 Oct
CASA AMBRA

17. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful place, view and city."
United States
Federico
The price is AU$186
includes taxes & fees
5 Oct - 6 Oct
montorio
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

18. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (157 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is AU$237
includes taxes & fees
28 Oct - 29 Oct
Hotel San Gregorio
A narrow stone staircase leading up a hillside, flanked by buildings with wooden doors and windows, and hanging laundry.

19. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is AU$161
includes taxes & fees
29 Sept - 30 Sept
Vicolo Della Scala Rooms - La Luna
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.

20. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
9.8 out of 10, Exceptional, (9 reviews)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is AU$219
includes taxes & fees
15 Oct - 16 Oct
San Michele al Borgo
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 Piana Hotel Reviews

Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"We had a lovely 5 night stay at La Sovana in their apartment complex. We had a 2-bedroom, 2-bath with kitchen. It was the perfect set up for 2 couples to share. My only wish was that it included a washer/dryer set up. Laundry is available for a fee which we did use but it would be nice if there was washing capability in the apartment itself. The staff were super helpful, the property is clean and well maintained. The food in the restaurant is very good as well. We would definitely return to La Sovana."
Stephanie 5-night trip
Posted 13 hours ago
Agriturismo La Sovana

Find out more about Piana

Everything you need to know about Piana 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 Piana holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Piana holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Piana holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Piana. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Piana 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 Piana holiday rentals we have selected for you start as low as AU$132 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Piana rentals

At Expedia, we put the best Piana 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 Piana 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 Piana 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 Piana. 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

Can I find holiday rentals in Piana?

Yes, there are holiday rentals close to the most popular sights in Piana, 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 Piana has to offer?

Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome: This holiday home rental outside of Piana 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.

What’s there to see and do in Piana?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, or get out into nature at a spot like Lake Trasimeno. Isola Maggiore and Chiusi Lake are a couple of places you'll find in the wider area.

What’s a holiday rental in Piana like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Piana. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.