Piana Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Piana holiday rentals

Terrace/patio

1. Casale dell'Assiolo

Casale dell'Assiolo
Castiglione del Lago
9.0 out of 10, Wonderful, (2 reviews)
"Super søde værter. Og rigtig fint værelse. Vi kommer igen"
Denmark
Emma
The price is HK$865
HK$986 total
includes taxes & fees
14 Nov - 15 Nov
Casale dell'Assiolo
An outdoor dining table with a meal consisting of bread, tomatoes, and cured meat, accompanied by a glass of white wine.

2. La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (152 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 HK$1,131
HK$1,279 total
includes taxes & fees
26 Nov - 27 Nov
La Locanda di San Francesco
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 HK$924
HK$1,034 total
includes taxes & fees
14 Nov - 15 Nov
La Piccola Locanda
A rustic brick building with a mural, a clock, and various potted plants.

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

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"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...
United Kingdom
Anna
The price is HK$648
HK$843 total
includes taxes & fees
24 Nov - 25 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
A garden with two chairs under trees, a table, and a view of the landscape.

5. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (75 reviews)
"A very pleasant and homey place to stay"
Germany
Janine und Thomas
The price is HK$844
HK$1,145 total
includes taxes & fees
13 Nov - 14 Nov
Affitacamere Maria Gabriella
An interior courtyard with stone columns, arches, and a mosaic.

6. Meublé Il Riccio

Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (122 reviews)
"The room was beautifully designed, clean and fresh with stunning views in a truly historic building. Family run and a special experience!!"
United States
Slimane
The price is HK$1,240
HK$1,399 total
includes taxes & fees
13 Nov - 14 Nov
Meublé Il Riccio
A historic building with a tower, a courtyard, and a well-lit entrance.

7. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
The price is HK$505
HK$582 total
includes taxes & fees
26 Nov - 27 Nov
Abbadia Sicille Relais
An outdoor dining area with tables and chairs, a covered patio, and a building labeled "RISTORANTE".

8. La Locanda Di Cetona

La Locanda Di Cetona
Cetona
9.0 out of 10, Wonderful, (9 reviews)
"It was such a lovely experience. Bang in the centre of the town, still very quiet. The room was breathtaking, lovely breakfast (generosity though depended on staff). Overall such a great experience I would go back today!"
United Kingdom
GianPaolo
The price is HK$1,068
HK$1,175 total
includes taxes & fees
1 Dec - 2 Dec
La Locanda Di Cetona
A narrow alleyway with buildings on either side, string lights hanging above, and a sign reading "ROOMS".

9. Bed & Breakfast Vicolo dell'Oste

Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (145 reviews)
"We really enjoyed the room. Comfortable bed. Great location."
United States
Melissa
The price is HK$737
HK$845 total
includes taxes & fees
15 Nov - 16 Nov
Bed & Breakfast Vicolo dell'Oste
An arched doorway leading to a building with a wooden door and a staircase.

10. Residenza Fabroni

Residenza Fabroni
Montepulciano
8.8 out of 10, Excellent, (117 reviews)
"Was a very nice spot"
Canada
Andrew
The price is HK$703
HK$808 total
includes taxes & fees
18 Nov - 19 Nov
Residenza Fabroni
A stone building with a tiled roof, surrounded by tall trees and a gravel path.

11. montorio

montorio
Montepulciano
9.8 out of 10, Exceptional, (12 reviews)
"Amazing location, beautiful property"
United States
Joseph
The price is HK$933
HK$1,061 total
includes taxes & fees
15 Nov - 16 Nov
montorio
A paved pathway lined with potted plants and neatly trimmed hedges, leading to a building with a red roof.

12. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is HK$631
HK$729 total
includes taxes & fees
15 Nov - 16 Nov
Artisti del Cavallo Tourism
A terrace with a table set for breakfast, overlooking a scenic landscape.

13. Delcorto Suites

Delcorto Suites
Montepulciano
10.0 out of 10, Exceptional, (50 reviews)
"Room, location, staff - it was perfection. We can not wait to return."
United States
Denise
The price is HK$1,343
HK$1,512 total
includes taxes & fees
13 Nov - 14 Nov
Delcorto Suites
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

Boutique Apartment Eleganza
Chiusi Scalo
9.6 out of 10, Exceptional, (5 reviews)
"Amazing apartment!So close to the train!"
United States
Ryan W.
The price is HK$642
HK$784 total
includes taxes & fees
15 Nov - 16 Nov
Boutique Apartment Eleganza
A bedroom with a bed, a TV, a cactus wall decoration, and a bench.

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

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
9.8 out of 10, Exceptional, (9 reviews)
"Nice property"
United States
Joseph
The price is HK$814
HK$848 total
includes taxes & fees
13 Nov - 14 Nov
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
A swimming pool with a water feature, surrounded by greenery and a table with chairs.

16. Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (171 reviews)
"Great location. Clean and quiet with good breakfast"
United States
Michael
The price is HK$1,073
HK$1,232 total
includes taxes & fees
16 Nov - 17 Nov
Hotel San Gregorio
A house number 102, a security keypad, and a plaque with a floral design.

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

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
The price is HK$609
HK$705 total
includes taxes & fees
16 Nov - 17 Nov
Vacation home with a panoramic terrace, ideal for families and couples
A bedroom with a bed, a TV, a wardrobe, and a view of a garden.

18. Boutique Apartment Natura

Boutique Apartment Natura
Chiusi
10.0 out of 10, Exceptional, (1 review)
"Great location and very clean!"
Canada
Shelley
The price is HK$630
HK$769 total
includes taxes & fees
16 Nov - 17 Nov
Boutique Apartment Natura
A residential building with a balcony, a washing machine, potted plants, and a red bucket.

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

La Perla on Lake Trasimeno: Relaxation and Nature.
San Feliciano
The price is HK$861
HK$896 total
includes taxes & fees
15 Nov - 16 Nov
La Perla on Lake Trasimeno: Relaxation and Nature.
Property grounds

20. Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is HK$687
HK$783 total
includes taxes & fees
17 Nov - 18 Nov
Montecchio di Cortona
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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Find out more about Piana

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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.