StayItalia, located in the Chianti Region in Tuscany and Florence Italy, has some of the most beautiful villas, farmhouses, and apartment rentals in Tuscany's famous Chianti Classico wine region. Our properties are located between Florence and Siena in the rolling hills of Chianti overlooking vineyards and olive groves. We invite you to click on the vacation rentals below and browse to find your own magical vacation home. Wine tours and/or winery visits are available and we also offer chef services and cooking lessons.