Looking for the perfect break? Reviewers gave Montespertoli a very good rating.

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  • 78 properties in Montespertoli
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  • Villa La Cappella

    Villa La Cappella

    Montespertoli, Italy
    8.6

    Excellent

    35 reviews

    Set on Aliano Hill in a 7000-m² park filled with ancient cypress trees, Villa La Cappella dates back to the 12th century. It features 1 outdoor swimming pool with views of the Chianti countryside.

    “Diana and Patrizio are wonderful and extremely fri…p you very patiently and with lots of enthusiasm.”

    manuel Switzerland
  • Le Fonti A San Giorgio

    Le Fonti A San Giorgio

    Montespertoli, Italy
    9.1

    Wonderful

    56 reviews

    Le Fonti a San Giorgio is set in a farmhouse on the very top of San Lorenzo hill, right in the heart of Chianti area, between Florence and San Gimignano.

    “Wonderful location, setting and views. Great facil…ny and arrive back to a good meal and lovely wine”

    Peter United Kingdom
  • Podere Dell'Anselmo

    Podere Dell'Anselmo

    Montespertoli, Italy
    9.3

    Wonderful

    184 reviews

    The Podere dell'Anselmo is a small farmhouse offering independent apartments, an on-site swimming pool, horseback riding facilities, wine tasting and a cooking school.

    “Amazing location for visiting all of Tuscany (but …imonetta and Sarah! Can't wait to go back. :)”

    Sara Canada
  • Azienda Agrituristica Bellavista

    Azienda Agrituristica Bellavista

    Montespertoli, Italy
    9.3

    Wonderful

    32 reviews

    The Bellavista is an organic farm producing its own olive oil and honey. It is set on a hilltop with views across the Tuscan countryside, 20 km from Florence.

    “spotless clean, excellent decoration”

    Theodora Greece
  • Tenuta Tizzauli

    Tenuta Tizzauli

    Montespertoli, Italy
    9.2

    Wonderful

    83 reviews

    Surrounded by vineyards, Tenuta Tizzauli is in Montespertoli in the Tuscan countryside. It offers well-equipped apartments and large gardens with a swimming pool, children's playground and barbecue.

    “Where the property is located. Great view!”

    Ines Argentina
  • Agriturismo Le Ginestruzze

    Agriturismo Le Ginestruzze

    Montespertoli, Italy
    9.2

    Wonderful

    45 reviews

    Le Ginestuzze is set in the Chianti area, along the Strada del Vino di Montespertoli wine road. The agriturismo offers a shared, outdoor swimming pool, and rustic accommodation in Tuscan style.

    “Great location, garden and beautiful wiev and nice…ner was always there for us. We highly recommend.”

    Amer Bosnia and Herzegovina
  • Il Molino Del Ponte

    Il Molino Del Ponte

    Montespertoli, Italy
    8.6

    Excellent

    73 reviews

    Il Molino Del Ponte is located along the Via Volterrana, one of Chianti's oldest wine roads.

    “It is very nice and tranquil place, with extremely…6 years old son and wish to return in the future.”

    Gabriela Romania
  • Casa Vacanze Il Tramonto Sul Chianti

    Casa Vacanze Il Tramonto Sul Chianti

    Montespertoli, Italy
    8.9

    Excellent

    34 reviews

    Set along the SP4 national road surrounded by olive groves and fruit trees, Casa Vacanze Il Tramonto Sul Chianti is 3 km outside Montespertoli in the Tuscan countryside.

    “Very helpful, cordial, involved owner. Large, well…ment. well-maintained property. Good localization”

    chrobik Poland
  • Appartamento Old England in Chianti

    Appartamento Old England in Chianti

    Montespertoli, Italy
    9.6

    Exceptional

    51 reviews

    Appartamento Old England offers accommodation in Montespertoli. Free WiFi is available throughout.

    “Very very nice appartment, approachable distance f…room balcony. I had a cherishable 2 nights there.”

    Peng China

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