Chiassa Superiore Holiday Rentals

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Holiday Rentals in Chiassa Superiore

Farmhouse in the hills with panoramic view and swimming pool
Pool

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (74)
"We‘ve spent two wonderful weeks with our two year old daughter and our dog. The house is beautifully located in the hills with no direct neighbours. The view is fantastic and we felt immediately at home in this beautiful house. We had a wonderful time and our hosts were just lovely. (We cannot say anything about the pool - except that it is huge - because we were there out of season in March when the pool was closed.)"
Farmhouse in the hills with panoramic view and swimming pool
Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.
Outdoor dining

Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.

3.0 out of 10, (2)
"The property is beautifully located in a very tranquil hamlet. At the moment the house and garden are not being maintained adequately. During our stay we had no hot water for the first few days and the internet connection that was advertised was not available. The kitchen had not been properly cleaned and there was food in the cupboards that had gone out of date long before our arrival. During our stay there was a hornets' nest in the chimney with hornets regularly entering the kitchen. When we...
Unwind under the Tuscan sun, La Casina, Pet friendly, family villa in Tuscany.
Charming Tuscan villa with private pool, wide garden and breathtaking view
Outdoor pool

Charming Tuscan villa with private pool, wide garden and breathtaking view

10.0 out of 10, Exceptional, (123)
"Very clean, big house, nice oven, cozy, amazing view, big pool, close to arezzo and firenze with a very kind owner of the house. "
Charming Tuscan villa with private pool, wide garden and breathtaking view
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Fridge, microwave, oven, stovetop

Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

10.0 out of 10, Exceptional, (132)
"This was the absolute best part of our time in Italy. This house is just amazing, and Stefano is the most generous and charming host. The house is clean, well provisioned, and has historic significance with modern comforts. What a treat to stay in this wonderful house that is close to everything. "
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.6 out of 10, Exceptional, (71)
"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again! "
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Relais Villa Belpoggio - Residenza d'Epoca
View from property

Relais Villa Belpoggio - Residenza d'Epoca

9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
The price is AU$276
includes taxes & fees
1 Oct - 2 Oct
Relais Villa Belpoggio - Residenza d'Epoca
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Dining

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

9.4 out of 10, Exceptional, (12)
"Surrounding very nice and quiet. Accomodation very comfortable and huge garden. Large Shilling pool. Everything compiled to have a very nice stay."
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Castello di Gargonza
Exterior

Castello di Gargonza

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. "
Castello di Gargonza
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Outdoor dining

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (8)
"This is a lovely property. Plenty of room. Well equipped with everything you need. The courtyard is a beautiful place for breakfast in the morning and wine in the evening. The flowers planted in the courtyard are beautiful. Please be aware that you must be able to walk up steep hills to get to this property. Of course, pretty much anywhere you go in Cortona is a hill."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
17th century farmhouse with private pool and Wi-Fi and air conditioning
Outdoor pool

17th century farmhouse with private pool and Wi-Fi and air conditioning

9.2 out of 10, Wonderful, (39)
"Our host Maurizio, added quite a few extra layers of enjoyment to our stay. A brilliant host who went above and beyond to make our holiday truely memorable! We have invited him to come stay with us when he visits Australia. As for the farm house it’s self, an amazing experience to live like a true Italian. If you want to experience country life, I recommend La Rustica! Thank you Maurizio and Simonetta. ❤️"
17th century farmhouse with private pool and Wi-Fi and air conditioning
Typical Tuscan Residence near the farm la Vialla
Outdoor spa tub

Typical Tuscan Residence near the farm la Vialla

9.2 out of 10, Wonderful, (13)
"Wir hatten eine wunderbare Woche dort. Ruhe, viel Natur und ein uriges, gemütliches,sehr sauberes Haus. Es war alles vorhanden, sehr gute Ausstattung. Die Vermieter waren sehr freundlich und haben uns herzlich empfangen. Wir bekamen sehr viele gute Empfehlungen für Ausflűge und Restaurants. Der Kontakt war jederzeit schnell und unkompliziert. Richtig klasse.Wir konnten Samstags betreits spontan um 8:30 Uhr ins Haus. Das war wunderbar. Auch vorab hatte der Vermieter eine genaue Wegbeschreibung...
Typical Tuscan Residence near the farm la Vialla
Beautiful Tuscan Villa with large garden and ample outside space
Outdoor pool, a heated pool

Beautiful Tuscan Villa with large garden and ample outside space

10.0 out of 10, Exceptional, (57)
"Our stay was really nice. The house is wonderful, the pool and the garden also. The kitchen is huge Just right for 8 people. The sight from the pool over the hills is great"
Beautiful Tuscan Villa with large garden and ample outside space
Villa Vallorsaia with private pool, lake view, no neighbors
Pool

Villa Vallorsaia with private pool, lake view, no neighbors

10.0 out of 10, Exceptional, (14)
"We had a joint family holiday and a small wedding towards the end of the week. The location is beautiful and Chiara was very pleasant to communicate with. We recommend the wine tasting! "
Villa Vallorsaia with private pool, lake view, no neighbors
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Outdoor pool

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

10.0 out of 10, Exceptional, (18)
"This worked out really well for our extended family across 3 generations. Lots of space, great amenities, and we loved Arezzo. Liliana is a brilliant host"
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo
Exlusive Villa with swimming pool and SPA 18 guests
Pool

Exlusive Villa with swimming pool and SPA 18 guests

10.0 out of 10, Exceptional, (43)
"I stayed here with my family and we all loved it. Kids were so entertained and didn't want to leave. The villa is amazing and has everything you need. Alessio was so helpful and responsive and he came one night with his mum and made us pizza's which was great. Poppi is a lovely small town and we had cars and there a lots of small places nearby to visit. Would 100% recommend staying here "
Exlusive Villa with swimming pool and SPA 18 guests
Holiday Villa With Swimming Pool In Arezzo.
Property grounds

Holiday Villa With Swimming Pool In Arezzo.

10.0 out of 10, Exceptional, (35)
"We enjoyed every minute of our stay! The house is beautiful, as well as the garden and the swimming pool. Andrea and Francesca are excellent hosts and amazing cooks. We have had the best dinners, no restaurants needed! We really recommend staying at Villa Carda for a fantastic holiday!"
Holiday Villa With Swimming Pool In Arezzo.
Borgo dei Corsi Holiday House
Seasonal outdoor pool, pool umbrellas, pool loungers

Borgo dei Corsi Holiday House

8.8 out of 10, Excellent, (15)
"Very relaxing place, we really enjoyed it specially walking in the mountains! "
Borgo dei Corsi Holiday House
House consists of a "two-room" and a "trilocale", Valdarno Aretino
Property grounds

House consists of a "two-room" and a "trilocale", Valdarno Aretino

10.0 out of 10, Exceptional, (54)
"We had a fantastic stay at this house. The home was spotless, comfortable, and had everything I needed. It was quiet, well-maintained, and clearly cared for with attention to detail.The hosts were friendly, helpful and even went the extra mile for us. Highly recommended for anyone looking for a relaxing and comfortable retreat in this part of Tuscany."
House consists of a "two-room" and a "trilocale", Valdarno Aretino
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Pool

Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

10.0 out of 10, Exceptional, (16)
"We had a great time, despite the heat. It's a bit of a drive up the mountain to Santarsa specifically, so make sure you have enough cars!"
The price is AU$2,643
includes taxes & fees
5 Oct - 6 Oct
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors
Outdoor pool, a heated pool

Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors

10.0 out of 10, Exceptional, (21)
"Beautiful views, clean facilities, top notch meals and care from Chef Julio, fabulous coordination by Chiara the manager. Highly recommended "
The price is AU$3,063
includes taxes & fees
4 Oct - 5 Oct
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors
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

Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

10/10 Excellent
"Was using this hotel as a stopover while driving to Sorrento from the UK. The hotel was immaculate and extremely modern and in great condition. It was very convenient for our stopover as right next to the motorway. They person on reception while we were there was extremely helpful. On the night we stayed the hotel restaurant wasn't open but he recommended another local restaurant which he booked for us, and his recommendation was spot on."
Julian 1-night trip
Posted 5 days ago
Il Gentiluomo Hotel & SPA

Find out more about Chiassa Superiore

Find out more about Chiassa Superiore

Everything you need to know about Chiassa Superiore 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 Chiassa Superiore 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 Chiassa Superiore holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chiassa Superiore holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chiassa Superiore 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 Chiassa Superiore holiday rentals we have selected for you start as low as AU$276 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chiassa Superiore rentals

At Expedia, we put the best Chiassa Superiore 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 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 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 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 holiday rental in Chiassa Superiore?

Yes, there are holiday rentals close to the most popular sights in Chiassa Superiore, 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 Chiassa Superiore has to offer?

Farmhouse in the hills with panoramic view and swimming pool: This holiday home rental outside of Chiassa Superiore is located in a rural location, and has a fireplace, a balcony 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. Make the most of 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 Arezzo Equestrian Centre, or get outside and enjoy nature at Piazza Guido Monaco. In the wider area, you’ll find Cathedral of Saints Peter and Donato and Church of Santa Maria della Pieve.

What’s a holiday rental in Chiassa Superiore like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chiassa Superiore. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.