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Piazzano Vacation Rentals

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Our top choices for Piazzano vacation rentals

1. CASA AMBRA

CASA AMBRA
Cortona Old Town
$203 nightly
The price is $225
Nov 14 - Nov 15
Total with taxes and fees
CASA AMBRA

2. 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
$103 nightly
The price is $108
Nov 16 - Nov 17
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

3. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (39 reviews)
"we loved the rooms—especially"
United States
Jean V. A.
$204 nightly
The price is $209
Dec 8 - Dec 9
Total with taxes and fees
La Finestra sul Teatro

4. 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
$110 nightly
The price is $126
Nov 14 - Nov 15
Total with taxes and fees
Casale dell'Assiolo

5. Cortona Shabby Chic House<br>(Independent & Balcony)

Cortona Shabby Chic House<br>(Independent & Balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
$149 nightly
The price is $152
Nov 14 - Nov 15
Total with taxes and fees
Cortona Shabby Chic House<br>(Independent & Balcony)

6. Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: il luogo che ci circondava rilassante ottimo. Cons: nulla come dicevo luogo ottimo."
Italy
Anonymous traveler
$283 nightly
The price is $288
Nov 30 - Dec 1
Total with taxes and fees
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

7. Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
Cortona
8.8 out of 10, Excellent, (3 reviews)
"Angelo was so friendly. He met us at the property and showed us around. The house is beautiful and peaceful. Thank you for a lovely stay."
United States
Bonnie B.
$121 nightly
The price is $126
Nov 22 - Nov 23
Total with taxes and fees
Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi

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

Vacation home with a panoramic terrace, ideal for families and couples
Cortona
$82 nightly
The price is $82
Nov 15 - Nov 16
Total with taxes and fees
Vacation home with a panoramic terrace, ideal for families and couples

9. 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
$132 nightly
The price is $149
Nov 15 - Nov 16
Total with taxes and fees
San Michele al Borgo

10. Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
$154 nightly
The price is $157
Nov 27 - Nov 28
Total with taxes and fees
Cortonas Rooftop Nest

11. Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
Cortona
$439 nightly
The price is $445
Dec 13 - Dec 14
Total with taxes and fees
Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

12. Home of the Sun

Home of the Sun
Passignano sul Trasimeno
10.0 out of 10, Exceptional, (2 reviews)
"Highly Recommend!I couldn’t have asked for a better place to stay! The property was absolutely spotless, beautifully maintained, and incredibly comfortable. You can tell that a lot of care and attention goes into making sure guests have a wonderful experience.The host was fantastic—warm, welcoming, attentive, and genuinely committed to making sure everything was perfect. Communication was excellent, and I felt right at home throughout my stay.The location was another huge plus! Centrally located...
United States
Randell P.
$131 nightly
The price is $131
Nov 14 - Nov 15
Total with taxes and fees
Home of the Sun

13. iConic Wellness Resort

iConic Wellness Resort
Arezzo
8.8 out of 10, Excellent, (45 reviews)
"It was wonderful!"
United States
Wade
$74 nightly
The price is $88
Dec 2 - Dec 3
Total with taxes and fees
iConic Wellness Resort

14. 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.
$99 nightly
The price is $99
Nov 17 - Nov 18
Total with taxes and fees
Montecchio di Cortona

15. 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
$97 nightly
The price is $106
Nov 14 - Nov 15
Total with taxes and fees
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

16. 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
$145 nightly
The price is $164
Nov 15 - Nov 16
Total with taxes and fees
Meublé Il Riccio

17. Apartment 'Posta Del Lago' with Lake View, Private Terrace and Wi-Fi

Apartment 'Posta Del Lago' with Lake View, Private Terrace and Wi-Fi
Passignano sul Trasimeno
10.0 out of 10, Exceptional, (2 reviews)
"Eine ausgesprochen angenehme Wohnung, sehr geräumig, ansprechend und zugleich praktisch eingerichtet, sehr sauber, superfreundliche, aber zurückhaltende Vermieter. Ein Ort, an den wir gerne zurückkehren werden."
Germany
Tobias W.
$210 nightly
The price is $213
Nov 15 - Nov 16
Total with taxes and fees
Apartment 'Posta Del Lago' with Lake View, Private Terrace and Wi-Fi

18. 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
$144 nightly
The price is $163
Nov 26 - Nov 27
Total with taxes and fees
La Locanda di San Francesco

19. 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
$75 nightly
The price is $87
Nov 21 - Nov 22
Total with taxes and fees
Artisti del Cavallo Tourism

20. Abbadia Sicille Relais

Abbadia Sicille Relais
4.0 star property
Trequanda
8.8 out of 10, Excellent, (185 reviews)
"Great Historical location."
Canada
Robert
$61 nightly
The price is $71
Dec 13 - Dec 14
Total with taxes and fees
Abbadia Sicille Relais
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 Piazzano Hotel Reviews

Find out more about Piazzano

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

Piazzano vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Piazzano. 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 Piazzano 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 $68 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 Piazzano rentals

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

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Piazzano?

Yes, we have vacation rentals near popular local attractions in Piazzano, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Piazzano has to offer?

Villa Banditello, secluded, panoramic view over Montepulciano valley.: Visitors like this Piazzano vacation home rental. It is located in a rural location and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

What’s there to see and do in Piazzano?

Explore the area and family-friendly sights such as Naturalistic Oasis La Valle, or get out into nature at a spot like Isola Maggiore. In the larger area, you’ll find Villa Bramasole and Fortress of Girifalco.

What’s a vacation rental in Piazzano like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Piazzano. Vacation rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.