Chiassa Superiore Holiday Rentals

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Holiday Rentals in Chiassa Superiore

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

10.0 out of 10, Exceptional, (112)
"Where to begin? For starters this property is even more beautiful in person than in the incredible photos shown here. It is very clean. The kitchen is fully equipped. Many people had left helpful cooking ingredients. The location is perfect. We were right across the street from a multi-generational, family owned & operated pastry/coffee shop. The women who run it are lovely, and the food/coffee was so yummy we went there every day of our weeklong stay. We easily walked to delicious restaurants,...
Charming & Luxury Historic Guest House in the Center of Arezzo ( Tuscany)

Traditional stone cottage in rural, tranquil and quiet location built in 1799

9.8 out of 10, Exceptional, (39)
"John & Dianne were utterly lovely and made every effort for us. The listing is very clear and if you're looking for peace and quiet in a serene valley, you couldn't do better. The track should be driven with care but after the first time accompanied by John, it's not too bad. I wouldn't bring a car with low clearance though. John and Dianne are in their home next door which was nice to know. They very much left us to it and didn't mind us playing our music by the pool. Otherwise we didn't see...
Traditional stone cottage in rural, tranquil and quiet location built in 1799

Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!

9.8 out of 10, Exceptional, (30)
"We are traveling with 6 persons through Italy. This villa was a wonderful change of pace to the crowded streets of the cities. Beauty, clean, and well stocked. A little off the grid but worth the train rides and car rental. "
Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI, chef option!

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

9.8 out of 10, Exceptional, (64)
"Property is perfect for the view and the loction"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

9.4 out of 10, Exceptional, (21)
"Family of 7 adults spent 1 week in beautiful secluded Tuscan farmhouse. Great location for visiting the region - Arezzo short drive. Florence Pisa approx. 1.5 hours. Beautiful hilltop villages, olive groves and vineyards. Quintessential Tuscany!"
Secluded Villa, private heated Pool, Wi-fi and TV. Secure Payment

Exlusive Villa with swimming pool and SPA 18 guests

10.0 out of 10, Exceptional, (37)
"We had a relaxing visit to this amazing Villa! Alessio and his family were so welcoming and enjoyable! The villa was ideal for our group and we had a wonderful pizza night with Alessio's mother, Catia! We also had a local chef, Linda, come in and teach us how to make local cuisine of pasta and raviloi!"
Exlusive Villa with swimming pool and SPA 18 guests

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

9.4 out of 10, Exceptional, (10)
"We were a family group of 15 ranging in age from 20 to 92. We used the pool every day. Laughed at the clothes dryer because they have the same kind in Portugal where we vacationed. Many people walked into Camucia and enjoyed the restaurants grocery stores etc. Several of us have been to Italy before my first time in Assisi but we shared experiences with them. Staff was prompt to arespond to any problems. And a week of perfect weather makes it all the better"
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

Vacation home Tara by Interhome

8.8 out of 10, Excellent, (8)
"Beautiful guesthouse! Kitchen had everything we needed. Bigger bath towels would have been better. Difficult to communicate with the landlords as they had no English and I had very little italian"
Vacation home Tara by Interhome

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

10.0 out of 10, Exceptional, (62)
"This house and adjacent apartment was perfect for a larger group. The rooms are comfortable and well equipped. The property was lovely and has a spectacular pool. A few things to note. The house name is not a location on a map and if you use an app like Google then you must use the name on the wall outside the property. The hot water takes a very long time to get to the upper floor shower and it’s almost impossible to fill a hot bath. That’s to be expected in a house of this age and it’s well...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

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

10.0 out of 10, Exceptional, (118)
"The moment we pulled up to Casa Fontaine, our reaction was "Wow." The amenities were great, the property beautiful and the weather cooperated. We visited the surrounding villages, hiked trails and enjoyed reading by the pool Gianfranco was the ultimate host, so helpful in all aspects of our visit. Thank you."
Charming Tuscan villa with private pool, wide garden and breathtaking view

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

10.0 out of 10, Exceptional, (49)
"Santa & Giovanni were wonderful! Anything we needed help with they were always available. Even gave us a ride to the train station! Fresh fruit & vegetables were plentiful! The air conditioners worked very well. It was very hot while we were there for 5 1/2 weeks. The pool was very refreshing. They even cooked for us along with their son & daughters help. We would definitely recommend you staying at this lovely home. It was very private, but the town was only 5 minutes away. "
House consists of a "two-room" and a "trilocale", Valdarno Aretino

Farmhouse in the hills with panoramic view and swimming pool

9.6 out of 10, Exceptional, (67)
"Was wonderful and beautiful. "
Farmhouse in the hills with panoramic view and swimming pool

Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!

Charming Stone House in Castiglion Fiorentino: Your perfect Tuscan Getaway!

Mansion - Arezzo

9.0 out of 10, Wonderful, (22)
"Stayed here for 14 days. Generous space with lots of room for multiple guests. We didn't realize the villa was two separate units. This was unexpected as we thought there would be a central indoor staircase. We made it work but we did feel separate from each other. Eduardo brought us lovely treats from a local bakery a couple of times which was very kind. You definitely need a vehicle to stay here. While it says there are a few things in walking distance we felt the car was necessary....
Mansion - Arezzo

Villa Primula - Holiday Rental in Cortona, Tuscany

9.6 out of 10, Exceptional, (45)
"A great villa for a 3 generation group; lovely pool and garden with plenty of outside furniture. Cafes, shops and transport are within walking distance. Spacious rooms and well equipped kitchen. Owner very helpful."
Villa Primula - Holiday Rental in Cortona, Tuscany

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

9.2 out of 10, Wonderful, (43)
"Villa Calcinaio was a beautiful place to spend our time while in Cortona. My goal was to get a slice of Tuscan life and this house gave me the opportunity to do just that. It was rustic but charming and updated ~20 years ago. Enrico was very responsive and even came to our rescue when we had trouble locating the house on the dark and rainy night when we arrived. I found the house stocked with all the basics and then some and I fell in love with the view of the beautiful dome from every...
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

STONE HOUSE IN THE HEART OF TUSCANY WITH LARGE GARDEN AND SWIMMING POOL

10.0 out of 10, Exceptional, (17)
"We had a brilliant stay with communication leading up to the holiday being excellent. Azzurra is such a lovely woman, very helpful and provided a beautiful house for us to stay in with everything you would ever need. Hairdryer, washing machine, dryer, iron & board, everything. Even the coffee capsules for the machine were all included. The house is brilliant, with a large master bedroom, smaller second room and double sofa bed downstairs. The garden area is stunning. 1000sq mts set over 3 tires....
STONE HOUSE IN THE HEART OF TUSCANY WITH LARGE GARDEN AND SWIMMING POOL

Villa Vallorsaia with private pool, lake view, no neighbors

10.0 out of 10, Exceptional, (13)
"The property was exactly as listed - beautiful scenery and far away from neighbours so that you feel comfortable in your own bubble. Due to heavy storms we had a couple of issues with cloudy water and power going out, but the only thing outside of the hosts abilities was changing the weather! Whenever the power went Chiara and Davide came to our aid instantly and were nothing short of understanding and amazing every time. Cannot recommend this villa and host enough. 15/10."
Villa Vallorsaia with private pool, lake view, no neighbors

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

10.0 out of 10, Exceptional, (15)
"Chiara hosted our wedding weekend. I can not stress enough that pictures on here don't do the property justice. It is one of the most spectacular villas we have ever seen. Chiara (the host) is so lovely and very attentive. The place it swlf has got so much space, so much offer and is so wonderful, we're hoping to go back for our 10 year anniversary."
The price is AU$2,691
includes taxes & fees
6 Jan - 7 Jan 2025
Villa Santarsa, 31 people, magnificent views and private pool, no neighbors

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

10.0 out of 10, Exceptional, (15)
"We spent 6 days here as a wedding celebration. We were 30 adults, 1 little baby and a dog. The place is incredible and has so much charm to it! First few days we were preparing for the symbolic wedding which we did on the 4th day of our stay. We had a few amazing pool parties, some of the guests went to explore the nearby cities, some helped woth the decorations and so on. Everyone was so happy to be in this villa as it does have an amazing aura. The host Chiara is amazing, she was very...
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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Other types of properties in Chiassa Superiore you may be interested in

Hotel Il Gentiluomo

4.0 star property
8.6 out of 10, Excellent, (120)
"Wanted a coffee in the morning and the staff were very accommodating. I’m only disappointment was the air-conditioner wasn’t working in my daughter had to get a fan from the front desk because it was quite hot in our room. "
The price is AU$184
includes taxes & fees
2 Jan - 3 Jan 2025
Hotel Il Gentiluomo

Monastero di Cortona Hotel & Spa

5.0 star property
10.0 out of 10, Exceptional, (203)
"Super friendly service from most of the staff and beautiful property, restaurant and bars were great too. "
Monastero di Cortona Hotel & Spa

Hotel Continentale

4.0 star property
8.6 out of 10, Excellent, (438)
"Great place"
The price is AU$209
includes taxes & fees
7 Jan - 8 Jan 2025
Hotel Continentale
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.

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?

Vacation home Tara by Interhome: This holiday home rental outside of Chiassa Superiore offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a microwave.

How many holiday rentals are there in Chiassa Superiore?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Chiassa Superiore stay.

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 Castelnuovo di Subbiano and Vasari's House.

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.