Piana Holiday Rentals from AU$99: Search Short-Term Rentals

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Our top choices for Piana holiday rentals

1. Casale dell'Assiolo

Castiglione del Lago

Emma

includes taxes & fees

14 Nov - 15 Nov

A crowded restaurant with brick walls and multiple tables and chairs.

2. La Locanda di San Francesco

Montepulciano

Colin

includes taxes & fees

26 Nov - 27 Nov

A bakery display with various pastries and desserts.

3. La Piccola Locanda

Chiusi

autumn

includes taxes & fees

13 Nov - 14 Nov

A rustic brick building with a mural, a clock, and various potted plants.

4. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casamaggiore

"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...

Anna

includes taxes & fees

22 Nov - 23 Nov

A patio area with outdoor seating, potted plants, and a view of the landscape.

5. Affitacamere Maria Gabriella

Pienza

Janine und Thomas

includes taxes & fees

15 Nov - 16 Nov

An interior courtyard with stone columns, arches, and a mosaic.

6. Meublé Il Riccio

Montepulciano

Slimane

includes taxes & fees

14 Nov - 15 Nov

A covered corridor with brick columns, potted plants, and a view of a lush landscape.

7. Abbadia Sicille Relais

Trequanda

Robert

includes taxes & fees

13 Dec - 14 Dec

A large building with a cafe area, outdoor seating, and a covered patio.

8. La Locanda Di Cetona

Cetona

GianPaolo

includes taxes & fees

13 Dec - 14 Dec

A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

9. Bed & Breakfast Vicolo dell'Oste

Montepulciano

Melissa

includes taxes & fees

15 Nov - 16 Nov

An arched doorway leading to a building with a wooden door and a staircase.

10. Residenza Fabroni

Montepulciano

Andrew

includes taxes & fees

18 Nov - 19 Nov

A stone building with a tiled roof, surrounded by tall trees and a gravel path.

11. montorio

Montepulciano

Joseph

includes taxes & fees

8 Dec - 9 Dec

A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

12. Artisti del Cavallo Tourism

Foiano della Chiana

Heiner

includes taxes & fees

19 Nov - 20 Nov

A terrace with a table set for breakfast, overlooking a scenic landscape.

13. Delcorto Suites

Montepulciano

Denise

includes taxes & fees

14 Nov - 15 Nov

A view through a glass door into a patio area with a white chair, a table, and a banner advertising a boutique hotel.

14. Boutique Apartment Eleganza

Chiusi Scalo

Ryan W.

includes taxes & fees

15 Nov - 16 Nov

A narrow stone staircase leading up to a building with a red door, flanked by buildings with balconies and hanging laundry.

15. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Cortona Old Town

Joseph

includes taxes & fees

13 Nov - 14 Nov

A table set outdoors with breakfast items including bread, a cup, and a glass of juice.

16. Hotel San Gregorio

Pienza

Michael

includes taxes & fees

16 Nov - 17 Nov

A park with picnic tables, a playground, and a gravel path.

17. Vacation home with a panoramic terrace, ideal for families and couples

Cortona

includes taxes & fees

13 Nov - 14 Nov

A bedroom with a bed, a TV, a wardrobe, and a view of a garden.

18. Boutique Apartment Natura

Chiusi

Shelley

includes taxes & fees

19 Nov - 20 Nov

A modern kitchen with a wooden island, two bar stools, a refrigerator, and a clock on the wall.

19. La Perla on Lake Trasimeno: Relaxation and Nature.

San Feliciano

includes taxes & fees

22 Nov - 23 Nov

20. Montecchio di Cortona

Montecchio

Monica S.

includes taxes & fees

17 Nov - 18 Nov

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Top Piana Hotel Reviews

Relais Cloister Pienza

10/10 Excellent

"Great place in the middle of the town, very cosy"

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$99 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 Tavernelle Aquatic Park, 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.

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Check prices for these dates

Our top choices for Piana holiday rentals

1. Casale dell'Assiolo

2. La Locanda di San Francesco

3. La Piccola Locanda

4. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

5. Affitacamere Maria Gabriella

6. Meublé Il Riccio

7. Abbadia Sicille Relais

8. La Locanda Di Cetona

9. Bed & Breakfast Vicolo dell'Oste

10. Residenza Fabroni

11. montorio

12. Artisti del Cavallo Tourism

13. Delcorto Suites

14. Boutique Apartment Eleganza

15. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

16. Hotel San Gregorio

17. Vacation home with a panoramic terrace, ideal for families and couples

18. Boutique Apartment Natura

19. La Perla on Lake Trasimeno: Relaxation and Nature.

20. Montecchio di Cortona

Find holiday rentals that suit your style

Top Piana Hotel Reviews

Relais Cloister Pienza

Palazzo Brandano

Hotel San Gregorio

Poggio Paradiso Resort & Spa

Monastero di Cortona Hotel & Spa

Hotel Villa Ricci

La Collina Hotel

Hotel Panoramic Montepulciano

Agriturismo La Sovana

Find out more about Piana

Frequently asked questions

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