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While Cortona was made popular by "Under the Tuscan Sun" and "Bella Tuscany" author Frances Mayes and her renovation of a beautiful villa in the countryside of Cortona, the city and surroundings of Arezzo are also an undiscovered and undervalued gem. Villages like Pergine and Badia Agnano, as well as towns like Castiglion Fiorentino, have that wonderful out of time feeling - places to rediscover the pleasures of 'going slow', eating good food and enjoying excellent wines.
Renting a villa in the area around Arezzo, Tuscany, for your next holiday is a great way to spend time with family and friends. All our properties, including these villas near Arezzo and Cortona have guest reviews and are also all personally visited by us. Unlike a typical hotel stay, villa rentals include all the comforts of home including a kitchen and many other amenities. You can filter these accommodations in Arezzo by type: private pool, romantic retreat, large groups - or by feature; for example simply tick on 'air-conditioning' if your villa must have it.
Ponticino, Arezzo and surroundings, Tuscany
This large stone house, carefully restored and furnished with exceptional taste and sensitivity to the comforts of modern travellers, began its life as a place... read more
€8,000 to €10,105 EUR
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Ambra, Arezzo and surroundings, Tuscany
Under half an hour from Siena and Arezzo, a little over an hour from Florence, this very special house was built around 1820 to... read more
€3,150 to €4,675 EUR
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Ponticino, Arezzo and surroundings, Tuscany
This large stone house, carefully restored and furnished with exceptional taste and sensitivity to the comforts of modern travellers, began its life as a... read more
€4,000 to €4,300 EUR
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Badia Agnano, Arezzo and surroundings, Tuscany
Valdambra, the large farmhouse that now offers small families or a large multi-generational one a great place to holiday in Tuscany, in earlier centuries was... read more
€2,229 to €4,131 EUR
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Arezzo, Arezzo and surroundings, Tuscany
On a hilltop that figured in maps drawn by Leonardo da Vinci and which held an observation point from which he studied the wide Chiana... read more
€2,736 to €3,708 EUR
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Castiglion Fiorentino, Arezzo and surroundings, Tuscany
Falconiere, a name related to the falcons known to catch the wind in this wide valley, is a two-storey stone home with azure shutters set... read more
€2,449 to €3,500 EUR
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Caprese Michelangelo, Arezzo and surroundings, Tuscany
A short distance from the birthplace of the famous sculptor, Casa Michelangelo is a delightful farmhouse positioned to take in the Tiber valley and... read more
€1,680 to €3,333 EUR
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Monte San Savino, Arezzo and surroundings, Tuscany
With large ensuite bedrooms, dining options inside and out, and a pool surrounded with greenery, this house is an ideal option for a family holiday;... read more
€1,800 to €3,333 EUR
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Civitella in val di Chiana, Arezzo and surroundings, Tuscany
In the remnants of a watchtower that had seen six centuries of history unfold in the countryside south of Arezzo its present owners respectfully restored... read more
€1,800 to €2,500 EUR
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Pieve a Presciano, Arezzo and surroundings, Tuscany
Casa Allioni is a typical Tuscan villa for 6 close to a village, with long ranging spectacular views, particularly from the swimming pool. Shaded pergolas... read more
€1,621 to €2,500 EUR
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