Chiassa Superiore Vacation Rentals

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Vacation Rentals in Chiassa Superiore

Townhouse in Loro Ciuffenna

9.4 out of 10, Exceptional, (23)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is ¥20,946
¥23,040 total
includes taxes & fees
Dec 9 - Dec 10
Villa Cassia di Baccano

Townhouse in Monte San Savino

10.0 out of 10, Exceptional, (27)
"This was our favourite B&B. The owner Simona was absolutely wonderful. The hot tub in our room was out of this world. If you have the chance to visite this gem…DO IT!!"
Canada
Claude
DormiVeglia B&B

Townhouse in Castiglion Fiorentino

9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ¥20,314
¥23,070 total
includes taxes & fees
Dec 9 - Dec 10
San Michele al Borgo

Townhouse in Arezzo

9.6 out of 10, Exceptional, (8)
"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "
United States
Bart
The price is ¥19,213
¥22,218 total
includes taxes & fees
Dec 19 - Dec 20
THE MONNA LISA RESORT

Apartment in Cortona Old Town

10.0 out of 10, Exceptional, (3)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is ¥17,070
¥20,863 total
includes taxes & fees
Dec 8 - Dec 9
Cortona Shabby Chic House<br>(Independent & balcony)

Residence in Loro Ciuffenna

9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
United Kingdom
Mona
The price is ¥25,453
¥27,998 total
includes taxes & fees
Dec 8 - Dec 9
Relais Villa Belpoggio - Residenza d'Epoca

Residence in Monte San Savino

3.0 star property
9.2 out of 10, Wonderful, (39)
"All of the hotel staff did an outstanding job. Our room had everything we needed and the restaurant was great. Breakfast was exceptional. Special shoutout to Neri, the owner, for taking such good care of us. "
United States
Diane
Castello di Gargonza

Apartment in Cortona Old Town

10.0 out of 10, Exceptional, (6)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is ¥16,889
¥17,612 total
includes taxes & fees
Dec 8 - Dec 9
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

Townhouse in Arezzo Centro Storico

8.6 out of 10, Excellent, (178)
"Great room and wonderful staff. Loved the breakfast from the veranda with both a view of the mountains and the city center. "
United States
Keith
The price is ¥12,712
¥15,069 total
includes taxes & fees
Dec 15 - Dec 16
Cameracaffè Centro

Apartment in Cortona Old Town

10.0 out of 10, Exceptional, (1)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
The price is ¥18,064
¥33,780 total
includes taxes & fees
Dec 8 - Dec 9
La casa di Laura

Apartment in Montevarchi

10.0 out of 10, Exceptional, (3)
"After and before the tourist rushes of Florence. I enjoyed a few very quiet and relaxing days in a beautiful and spacious place. "
Germany
Judith T.
The price is ¥9,935
¥20,412 total
includes taxes & fees
Dec 23 - Dec 24
Cennano Suite - enter apartment

Apartment in Arezzo Centro Storico

10.0 out of 10, Exceptional, (2)
"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...
United States
Hector
The price is ¥14,113
¥15,524 total
includes taxes & fees
Dec 9 - Dec 10
Deluxe room Cartazucchero in the heart of Arezzo

Apartment in Castiglion fiorentino

10.0 out of 10, Exceptional, (1)
"Large apartment 4 floors above the town. Easy walking to anywhere in the area. Great shower and large bathroom. Equipped kitchen with big refrigerator. Living room with TV and dining table and couch. Large bedroom with fan. Also, there is a hairdryer and ironing board and iron. You are very close to walk to restaurants and stores, About a mile from the train station up a hill but the hostess helped us with transport.Overall, an excellent stay for my wife and I. (Be aware the room is 4...
United States
aric w.
The price is ¥18,064
¥25,289 total
includes taxes & fees
Dec 11 - Dec 12
The window on the tower apartment new castiglion fiorentino

Apartment in Cortona Old Town

10.0 out of 10, Exceptional, (11)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is ¥24,223
¥28,197 total
includes taxes & fees
Dec 8 - Dec 9
Cortonas Rooftop Nest

Townhouse in Anghiari

9.0 out of 10, Wonderful, (6)
"Smuk beliggenhed - meget autentisk på den gode måde"
Denmark
tina
The price is ¥22,169
¥24,385 total
includes taxes & fees
Dec 11 - Dec 12
Locanda del Viandante

Apartment in San Giovanni Valdarno

8.0 out of 10, Very Good, (3)
"Sehr freundliche Vermieter, hat alles super funktioniert."
Germany
Familie K.
The price is ¥16,257
¥31,232 total
includes taxes & fees
Dec 8 - Dec 9
Zero Point

Townhouse in Subbiano

9.6 out of 10, Exceptional, (5)
"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."
Canada
Philippe
Villa La Ginestra

Apartment in Subbiano

10.0 out of 10, Exceptional, (3)
"Pros: Tutto molto pulito, il proprietario si è rivelata una persona gentilissima e molto disponibile"
Italy
Anonymous traveler
The price is ¥15,421
¥15,421 total
includes taxes & fees
Dec 9 - Dec 10
Apartment "La Finestra sul Fiume" with Private Terrace

Apartment in Arezzo

10.0 out of 10, Exceptional, (1)
"From the moment we checked in, Giacinta was a gem to talk to, even with her broken English :). The apartment was very clean and the A/C worked great, specially after a busy day outside. Just a short drive to the historic district and also to some wineries and vineyards. Overall I will rate this place a 10 and recommend to anyone visiting Arezzo in the Tuscany region of Italy."
United States
Jose P.
The price is ¥17,522
¥27,277 total
includes taxes & fees
Jan 1 - Jan 2, 2026
LE ORTENSIE Independent mini-apartment outdoor space and small garden

Townhouse in Arezzo Centro Storico

7.0 out of 10, Good, (16)
"Great location in Arezzo, easy and simple to find and access. Everything was exactly as we needed although we did not need to stay long."
United Kingdom
Justin
Allegra Toscana - Affittacamere Guest house
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 Chiassa Superiore Hotel Reviews

Find out more about Chiassa Superiore

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

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Frequently asked questions

Can I find a vacation rental in Chiassa Superiore?

Yes, there are vacation rentals near popular sights in Chiassa Superiore, or you can go with a more remote option if you're looking for relaxation.

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

Farmhouse in the hills with panoramic view and swimming pool: This vacation home rental near Chiassa Superiore is located in a rural location 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. Make the most of the garden in this rental home to help you unwind.

What’s there to see and do in Chiassa Superiore?

While exploring the area, visit family-friendly sights like Aboca Museum, or get outside and enjoy nature at Piazza Guido Monaco. In the larger area, you’ll find Castelnuovo di Subbiano and Cathedral of Saints Peter and Donato.

What’s a vacation rental in Chiassa Superiore like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Chiassa Superiore. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.