Chiassa Superiore Vacation Rentals from CA $238: Short-Term Rentals for 2026

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Our top choices for Chiassa Superiore vacation rentals

1. Apartment not far from the center of Arezzo, suitable for both couples and families

Arezzo

CA $108 total

includes taxes & fees

Sep 28 - Sep 29

2. Villa La Ginestra

Subbiano

Philippe

CA $161 total

includes taxes & fees

Sep 17 - Sep 18

3. iConic Wellness Resort

Arezzo

Rheymarie

CA $158 total

includes taxes & fees

Oct 9 - Oct 10

4. Cameracaffè Centro

Arezzo Centro Storico

Alexandre

CA $143 total

includes taxes & fees

Sep 14 - Sep 15

Luxury Double or Twin Room, 1 Bedroom, Jetted Tub, City View | View from room

5. B&B 52cento

Arezzo Centro Storico

Tina

CA $121 total

includes taxes & fees

Sep 30 - Oct 1

6. Tolletta 10 e Lode - One Bedroom House, Sleeps 4

Arezzo Centro Storico

Maria Gemma

CA $237 total

includes taxes & fees

Oct 1 - Oct 2

7. LE ORTENSIE Independent mini-apartment outdoor space and small garden

Arezzo

Jose P.

8. Apartment "La Finestra sul Fiume" with Private Terrace

Subbiano

Anonymous traveller

CA $135 total

includes taxes & fees

Oct 9 - Oct 10

9. Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

Toscana

Louis / Jeanne M.

CA $165 total

includes taxes & fees

Sep 15 - Sep 16

10. Stunning villa for 4 guests with WIFI, TV and terrace

Subbiano

CA $261 total

includes taxes & fees

Sep 12 - Sep 13

11. Charming bungalow with whirlpool in Tuscany: peace, nature and comfort

Antria

CA $284 total

includes taxes & fees

Sep 9 - Sep 10

12. Villa Cassia di Baccano

Loro Ciuffenna

Ralphvincent

CA $374 total

includes taxes & fees

Sep 27 - Sep 28

13. Locanda del Viandante

Anghiari

Tatsuya

CA $193 total

includes taxes & fees

Sep 9 - Sep 10

14. Allegra Toscana - Affittacamere Guest house

Arezzo Centro Storico

Justin

CA $147 total

includes taxes & fees

Sep 20 - Sep 21

15. A Il Frassino del Borgo di Ghiora by Interhome

Arezzo

CA $236 total

includes taxes & fees

Sep 15 - Sep 16

16. Alò - One Bedroom Apartment, Sleeps 2

Arezzo

CA $203 total

includes taxes & fees

Oct 4 - Oct 5

17. Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo

Arezzo Centro Storico

CA $218 total

includes taxes & fees

Sep 11 - Sep 12

18. The Golden Key Your Charme Appartment in Tuscany

Arezzo Centro Storico

Anonymous traveller

CA $275 total

includes taxes & fees

Sep 13 - Sep 14

19. Locanda Antico Borgo

Civitella in Val di Chiana

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

Mr Andy

CA $174 total

includes taxes & fees

Oct 3 - Oct 4

20. Studio in the city center with private parking

Saione

"Excellent location, genuine warmth and extreme generosity is what we found here. If you want a nice, safe, homely place to stay a few days, this is it. Very clean, the most comfortable bed we've slept in a month in Italy, and more breakfast pastries and snacks then we could ever eat. Fresh milk and juice also provided daily. Small kitchen perfect for preparing simple meals, and the restaurant downstairs has excellent homemade food and the nicest folks you'll meet. Thank you to Julia for...

Theresa M.

CA $286 total

includes taxes & fees

Sep 15 - Sep 16

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Top Chiassa Superiore Hotel Reviews

Hotel Minerva

10/10 Excellent

"Eccellente"

Monastero di Cortona Hotel & Spa

10/10 Excellent

"The Hotel Staff, Property and Amenities are a true 5 Star Experience. Our room was magnificent. The over 15 foot vaulted ceilings and period furnishings in a fully renovated 15th Century Monastery made for an enchanting and romantic stay. The breakfast was à la carte and delicious. The fine dining experience was superb. The entire staff from the manager, Flavia to the front desk Eleanore, Mateo, Anna and the 2 Federico’s to the Restaurant staff, Alessandro and Orlando and the bartender staff Julio and Claudio were all excellent. And the other staff, unfortunately I cannot recall all of there names. They were all so gracious, courteous and professional. I would highly recommend this Hotel."

Il Verreno

8/10 Good

"The staff was very helpful and accommodating. (5stars) The food at the restaurant (dinner) is phenomenal, one of the best meals during my trip. I highly recommend scheduling an onsite wine tasting with their sommelier as well. (5stars) The rooms are large and very spacious. Bathrooms are dated. (3.5 stars) The location of the property is removed with limited access to resources outside of the property (water, food, shopping, etc). (3 star)"

Relais Villa Baldelli

8/10 Good

"The property was relaxing and quaint. The pool was nice and the overall Tuscan country vibe and decor was nice. The location was good and the rooms were spacious. It was not walkable to anything but if you have a rental car the location is great because Cortana is a wonderful town. The staff is kind and responsive however I had an issue with the cleaning ladies where they disposed of thing of my mine thinking it was trash. I found it odd that cleaning folks would take it upon themselves to touch my things as all. I asked them to not to clean our room anymore and they did it again the next day due to poor internal communication. It was annoying to deal with that but still I would say the staff tried their best to be helpful. Lastly, I was not a fan of their breakfast. They had the basics that were heavily rooted in sweets and pork both of which I don’t eat. They made fresh plain eggs but some veggies and maybe turkey meat would have been nice. Overall, for the price point this place is good."

Find out more about Chiassa Superiore

Everything you need to know about Chiassa Superiore 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 Chiassa Superiore vacation rental for you. At Expedia, you can take your pick from private vacation 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 Chiassa Superiore vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chiassa Superiore vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chiassa Superiore. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chiassa Superiore vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chiassa Superiore vacation rentals we have selected for you start as low as CA $238 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chiassa Superiore rentals

At Expedia, we put the best Chiassa Superiore 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 Chiassa Superiore 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 Chiassa Superiore 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 Chiassa Superiore. 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 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?

Casa La Cella - for exclusive use with heated pool and sauna: Located near Chiassa Superiore, this vacation home rental is located in a rural location and has an outdoor pool, a fireplace, 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 patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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

While exploring the area, visit family-friendly sights like Poppi Zoo, or get outside and enjoy nature at Piazza Guido Monaco. In the larger area, you’ll find Cathedral of Saints Peter and Donato and Fortezza Medicea.

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.

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Check prices for these dates

Our top choices for Chiassa Superiore vacation rentals

1. Apartment not far from the center of Arezzo, suitable for both couples and families

2. Villa La Ginestra

3. iConic Wellness Resort

4. Cameracaffè Centro

5. B&B 52cento

6. Tolletta 10 e Lode - One Bedroom House, Sleeps 4

7. LE ORTENSIE Independent mini-apartment outdoor space and small garden

8. Apartment "La Finestra sul Fiume" with Private Terrace

9. Stunning Loft nestled in the Tuscan countryside 15 minutes walk from the center.

10. Stunning villa for 4 guests with WIFI, TV and terrace

11. Charming bungalow with whirlpool in Tuscany: peace, nature and comfort

12. Villa Cassia di Baccano

13. Locanda del Viandante

14. Allegra Toscana - Affittacamere Guest house

15. A Il Frassino del Borgo di Ghiora by Interhome

16. Alò - One Bedroom Apartment, Sleeps 2

17. Palazzo Cofani Brizzolari – Historic Residence with Tower in the Heart of Arezzo

18. The Golden Key Your Charme Appartment in Tuscany

19. Locanda Antico Borgo

20. Studio in the city center with private parking

Find vacation rentals that suit your style

Top Chiassa Superiore Hotel Reviews

Hotel Minerva

Monastero di Cortona Hotel & Spa

Hotel Continentale

Il Falconiere - Relais e Chateaux

Villa Borgo San Pietro

Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

Hotel Garden Experience

Il Verreno

Relais Villa Baldelli

Find out more about Chiassa Superiore

Frequently asked questions

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