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Top Holiday Rentals in Chiassa Superiore

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

9.8 out of 10, Exceptional, (35)
"Excellent getaway- beautiful property - great staff - extremely clean - I give it a 100"
Relais Villa Belpoggio - Residenza d'Epoca

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

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (71)
"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

Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif

9.2 out of 10, Wonderful, (23)
"Its a nice place but it is on top of a hill with a really small road to it...almost no place to pass another car. When we arrived the host thought we would arrive the day after, so we had to wait for another hour for the key. The house was fine, big enough, nice bedrooms and living room and kitchen is fine. The pool is great! The winery is super and really tastefull! We had a nice vacation."
Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif

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

9.4 out of 10, Exceptional, (37)
"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

Pretty Tuscan House next Anghiari, 8/14 guest,Pool, A.C WI.FI Family LAST WEEK

10.0 out of 10, Exceptional, (21)
"Fantastic maintained Villa with great layout for a big family. Beautiful surroundings. Staff easy to reach 24/7. Definatly a place to return to."
Pretty Tuscan House next Anghiari, 8/14 guest,Pool, A.C WI.FI Family LAST WEEK

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

10.0 out of 10, Exceptional, (122)
"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

Residence Le Chiuse -Casa Marrone

10.0 out of 10, Exceptional, (15)
"We were 4 adults and a 2 year old child and we had an amazing week here. Anna and Dino are very welcoming and it's easy to feel at home. We would recommend this place to anyone!"
Residence Le Chiuse -Casa Marrone

Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo

10.0 out of 10, Exceptional, (43)
"This property is just beautiful. One of the best I have ever stayed at. Everyone loved it. The location (right next to a lovely winery) couldn’t be better. Plenty of parking and ample space for our group. Hope to come back and stay again!"
Villa with private pool, 7bedrooms, in Tuscan country between Cortona and Arezzo

Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue

10.0 out of 10, Exceptional, (42)
"Federica and Giuseppe were wonderful hosts - great communication throughout the stay and always available. The house was immaculate and well presented. The pool and facilities (swing, table tennis, football pitch etc) were superb. Views were incredible and the area was so peaceful. Highly recommend this villa for a restful break!"
Old Tuscan farmhouse with salt pool, soccer/volleyball field, barbecue

Typical Tuscan Residence near the farm la Vialla

9.2 out of 10, Wonderful, (11)
"Wir fühlten uns in der Toskana sehr wohl. Die Übergabe war sehr gut und die Vermieterin sehr freundlich. Die Wegbeschreibung könnte etwas genauer sein. Das Geschirr war leider schmutzig. Nachdem wir es gespült hatten, fühlten wir uns wohl. Wetterbedingt war es sehr kalt und feucht in der Wohnung. Wir bekamen auf Nachfrage den Pelletofen angemacht. Für die Pellets hatten wir Zusatzkosten, dass muss man wissen. Ohne Heizung hätte man es nicht ausgehalten. Leider hat es im auch sehr aus dem Ausguss...
Typical Tuscan Residence near the farm la Vialla

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

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

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

9.2 out of 10, Wonderful, (45)
"Great location in Tuscany! tight roads in and out of the property, must it has the most spectacular views around. 3 min. drive to Cortona.The villa is spacious and very accomodating. Just be sure to ask how to use the dishwasher and washing machine. "
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

Beautiful Tuscan Villa with large garden and ample outside space

10.0 out of 10, Exceptional, (56)
"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

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! "
The price is £1,039
includes taxes & fees
3 Sept - 4 Sept
Villa Vallorsaia with private pool, lake view, no neighbors

Holiday Villa With Swimming Pool In Arezzo.

10.0 out of 10, Exceptional, (33)
"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.

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

9.8 out of 10, Exceptional, (20)
"Beautiful views, clean facilities, top notch meals and care from Chef Julio, fabulous coordination by Chiara the manager. Highly recommended "
Villa Cungi with Privacy, stunning view, private pool, wifi Tuscany no neighbors

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 £1,452
includes taxes & fees
10 Sept - 11 Sept
Villa Santarsa, 31 people, magnificent views and private pool, 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

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, apart-hotels, 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 favorite 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 depends 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 £1,039 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 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?

Family-friendly Cottage in authentic stone style Swimmingpool Wine Relax Wif: This holiday home rental outside of Chiassa Superiore is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and 1 hot tub so that you can immerse yourself in your holiday.

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.