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  • 22,840 properties in Tuscany
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  • Montepulciano, Italy
    9.4

    Wonderful

    175 reviews

    Dating back to the early Middle Ages, Villa Cicolina is now a charming hotel. Featuring fantastic views of the Tuscan countryside, it guarantees personalized service and an unforgettable stay.

  • Montepulciano, Italy
    9.8

    Exceptional

    75 reviews

    Surrounded by the Tuscan countryside, Relais San Bruno is a 20-minute walk from central Montepulciano. It offers large grounds with outdoor pool, along with free Wi-Fi in public areas.

  • Castelfiorentino, Italy
    9.9

    Exceptional

    45 reviews

    Featuring a seasonal outdoor pool, Gli Oleandri is located in Castelfiorentino. Florence is 17 miles away. Free private parking is available on site.

    “Wonderful place! Our home away from home for five magical days in Tuscany. Everybody enjoyed staying there.”

    Orit
  • Meleto, Italy
    8.1

    Very Good

    454 reviews

    Set halfway up the hill separating the Valdarno and Chianti Valleys, Villa Barberino dates back to the 14th-century. It features landscaped gardens, luxury accommodations, and panoramic views.

    “We liked everything, staring from the location, the staff, the food, the price, the beds...everything. They produce some nice red wine that we recommend to everyone.”

    Tony
  • Certaldo, Italy
    9.4

    Wonderful

    339 reviews

    With a large outdoor pool and panoramic views of the Tuscan countryside, Podere Benintendi offers free Wi-Fi and air conditioned rooms. Bike rental is available.

  • Siena, Italy
    9.0

    Wonderful

    378 reviews

    With a hillside location, Podere La Strega features an outdoor pool and a dining terrace with panoramic views of the Tuscan countryside and Siena, 2.5 miles away.

  • Greve in Chianti, Italy
    9.2

    Wonderful

    324 reviews

    Il Casello is a historic country house with outdoor saltwater swimming pool, in the Chianti countryside, between Greve and Panzano in Chianti. Accommodations come in an elegant Tuscan style.

  • Chiusi, Italy
    9.2

    Wonderful

    121 reviews

    Poggio Piglia is a unique property in the hamlet of Macciano in the Tuscan countryside. It offers extensive grounds with a swimming pool overlooking the surrounding valleys.

  • Barberino di Val dʼElsa, Italy
    9.5

    Exceptional

    83 reviews

    Torre Di Ponzano is set in a traditional Tuscan farmhouse in the Chianti Region. It offers an outdoor pool, free internet in the lobby, and elegant country-style accommodations.

    “Andrew and Alba are very friendly hosts who can provide useful information about places to visit around Tuscany while staying at their guesthouse.”

    Evan
  • San Giuliano Terme, Italy
    8.7

    Excellent

    367 reviews

    The Locanda Sant'Agata is a country farmhouse located 2.5 miles from central Pisa It offers free internet, extensive grounds, and air-conditioned country-style rooms with minibar and private bathroom....

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