Holiday Rentals in Province of Arezzo

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Top Cities in Province of Arezzo

Featured Holiday Rentals in Province of Arezzo

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

9.6 out of 10, Exceptional, (69)
"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"
The price is €225
includes taxes & fees
14 Aug - 15 Aug
Relais Villa Belpoggio - Residenza d'Epoca

Castello di Gargonza

3.0 star property
9.2 out of 10, Wonderful, (39)
"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."
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

Casina in authentic Tuscany

9.8 out of 10, Exceptional, (66)
"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "
Casina in authentic Tuscany

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

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

Villa with pool and garden

10.0 out of 10, Exceptional, (1)
"Top"
Villa with pool and garden

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

10.0 out of 10, Exceptional, (42)
"We spent a few nice days in spring '25 in Cortona"
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

Luxury Cortona view hilltop Villa

10.0 out of 10, Exceptional, (48)
"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."
Luxury Cortona view hilltop Villa

Romantic detached cottage with pool, in a farm between Arezzo and Florence

9.6 out of 10, Exceptional, (5)
"Very quiet place off the beaten track. You need a car to get to town. Owner was very nice and helpful. Apartment is small but has everything that is needed. To get to the bath room at night is a little challenging but we managed. We would rent it again if we come to the area."
Romantic detached cottage with pool, in a farm between Arezzo and Florence

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

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

9.8 out of 10, Exceptional, (32)
"We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

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

10.0 out of 10, Exceptional, (17)
"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

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

10.0 out of 10, Exceptional, (121)
"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

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

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

9.2 out of 10, Wonderful, (45)
"We liked our stay very much"
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

10.0 out of 10, Exceptional, (29)
"Fabio and Loretta were incredible guests and went above and beyond to welcome us and make us feel at home. Their space has a lot of room and can definitely make an extended stay of it. The yard and amenities were fantastic and the location is great for day trips to wine country in Tuscany. I actually wish we had more time in the nearby city center of Arezzo because it was great. Overall, we will absolutely recommend this stay and would love to return and stay again! Thank you both so much for...
Rhythms and atmospheres of the past, the comforts of the present a stone's throw from the city

Villa Luciano - Holiday Country Villa in Arezzo

9.0 out of 10, Wonderful, (34)
"Very nice place to stay. Lots of charm and the challenging drive provided amazing views. Nice place to stay for the price."
Villa Luciano - Holiday Country Villa in Arezzo

Poggio Cennina Resort

9.4 out of 10, Exceptional, (6)
"The resort is in the most stunning setting. The pool is fantastic. The accommodation is comfortable and has everything you need. The staff were very friendly and helpful. We would highly recommend and would return for another stay."
Poggio Cennina Resort
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 Province of Arezzo Hotel Reviews