Piana 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
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Piana vacation rentals

Exterior detail

Il Rifugio del Borgo

Il Rifugio del Borgo
Città della Pieve
The price is ￥19,025
￥21,296 total
includes taxes & fees
May 17 - May 18
Il Rifugio del Borgo
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
The price is ￥18,623
￥20,854 total
includes taxes & fees
May 17 - May 18
La Piccola Locanda
Terrace/patio

Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (174 reviews)
"Room was beyond expectations. Helpful staff and overall great experience. "
United States
Robert
The price is ￥27,721
￥31,047 total
includes taxes & fees
Jun 3 - Jun 4
Abbadia Sicille Relais
Suite, 2 Bedrooms | Courtyard view

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (24 reviews)
"Absolutely first class and friendly Perfect location "
United States
Jennifer
The price is ￥116,259
￥128,623 total
includes taxes & fees
Jun 9 - Jun 10
L'Olmo
Property entrance

Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (101 reviews)
"Beautiful apartment, well located, best host and yummy breakfast in a beautiful cafeteria close by. "
United States
Johanna
The price is ￥16,332
￥18,704 total
includes taxes & fees
Jun 2 - Jun 3
Residenza Fabroni
22-inch TV with digital channels

Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (134 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 ￥20,726
￥23,537 total
includes taxes & fees
May 18 - May 19
Bed & Breakfast Vicolo dell'Oste
Courtyard

Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (94 reviews)
"An amazingly beautiful and historic property. Our room had an incredible view. The staff was fantastic- welcoming and helpful. The location is spectacular. I highly recommend. "
United States
Hallie
The price is ￥26,338
￥29,711 total
includes taxes & fees
May 17 - May 18
Meublé Il Riccio
Front of property

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (142 reviews)
"Nice hotel - clean, good breakfast, perfect location. Would stay again!"
United States
Nancy
The price is ￥31,095
￥35,311 total
includes taxes & fees
Jun 7 - Jun 8
Hotel San Gregorio
BBQ/picnic area

Residenza d'epoca Ca' de Principi

Residenza d'epoca Ca' de Principi
Piegaro
9.8 out of 10, Exceptional, (13 reviews)
"The hotel was charming, and the staff really nice. Breakfast had lots of options. The room was large and beautiful view of the hills. The bed was comfortable."
United States
Robyn
The price is ￥21,809
￥23,990 total
includes taxes & fees
May 20 - May 21
Residenza d'epoca Ca' de Principi
Exterior

La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.4 out of 10, Exceptional, (6 reviews)
"A lovely hotel and very welcoming staff. Cetona is a delight. "
Australia
Julian
The price is ￥22,647
￥24,911 total
includes taxes & fees
May 21 - May 22
La Locanda Di Cetona
Food court

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (138 reviews)
"Beautiful quaint place to stay in Montepulciano. Stairs are doable to carry up luggage and the views of the valley are spectacular. Great location, can’t wait to stay again!"
Canada
Melissa
The price is ￥27,460
￥30,944 total
includes taxes & fees
Jun 11 - Jun 12
La Locanda di San Francesco
Courtyard

Fontelunga Hotel & Villas

Fontelunga Hotel & Villas
Foiano della Chiana
10.0 out of 10, Exceptional, (5 reviews)
"Amazing stay at this hotel I would recommend it. Great hospitality, clean and picture postcard views. "
United Kingdom
Liam
The price is ￥47,434
￥52,547 total
includes taxes & fees
May 17 - May 18
Fontelunga Hotel & Villas
Suite Aria | Terrace/patio

Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (36 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
The price is ￥28,286
￥31,852 total
includes taxes & fees
May 18 - May 19
Delcorto Suites
Property entrance

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (120 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 ￥47,088
￥52,535 total
includes taxes & fees
May 23 - May 24
Il Tosco
Cottage | Dining

Tuscan Style Apartment with View of the Hills

Tuscan Style Apartment with View of the Hills
Lucignano
The price is ￥44,235
￥49,212 total
includes taxes & fees
May 17 - May 18
Tuscan Style Apartment with View of the Hills
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
The price is ￥21,443
￥23,957 total
includes taxes & fees
May 17 - May 18
Borgo Dolciano
Exterior

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 ￥21,067
￥23,912 total
includes taxes & fees
Jun 3 - Jun 4
San Michele al Borgo
Exterior

L'Antica Sosta

L'Antica Sosta
Corciano
9.4 out of 10, Exceptional, (3 reviews)
"Molto accoglienti e gentili "
Italy
Valentina
The price is ￥10,135
￥11,148 total
includes taxes & fees
Jun 16 - Jun 17
L'Antica Sosta
Camera Superior, vista città, primo piano senza ascensore | Laptop workspace, iron/ironing board, free WiFi

TuscanyLettings Studio&Room

TuscanyLettings Studio&Room
Pienza
10.0 out of 10, Exceptional, (2 reviews)
"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."
Brazil
Lucas
The price is ￥16,476
￥18,862 total
includes taxes & fees
Jun 14 - Jun 15
TuscanyLettings Studio&Room
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.6 out of 10, Exceptional, (21 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is ￥21,063
￥23,907 total
includes taxes & fees
Jun 7 - Jun 8
B&B Piccolo Hotel
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 Piana Hotel Reviews

Nuovo Etruria Resort

Nuovo Etruria Resort

10/10 Excellent
"I loved this property and will recommend to anyone who wants to stay in Montepulciano. The staff was excellent, very good customer service, very clean, good breakfast, and view is beautiful."
Taranjit 1-night trip
Posted 1 day ago
Nuovo Etruria Resort

Find out more about Piana

Search for holiday rentals in Piana on Expedia! You can easily find your home rentals, villas, holiday apartments in Piana using one of the methods below:

  • View our selection of featured holiday rentals in Piana
  • Use the map to find apartments and other holiday homes in the Piana neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Piana while they last

Look no further and take a look at our great range of rental properties in Piana!

Frequently asked questions

Can I find vacation rentals in Piana?

Yes, we have vacation rentals near popular points of interest in Piana, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental that Piana has to offer?

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING: Visitors like this Piana vacation home rental. It is located in the city center and has a fireplace, a balcony, 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 terrace, a garden, and a selection of books so you can immerse yourself in your vacation.

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. La Braccesca Winery and Isola Maggiore are a couple of places you'll find in the larger area.

What’s a vacation rental in Piana like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Piana. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for families.