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Our top choices for Montemassi hotels

Historic Farmhouse Casa del Chiodo
Historic Farmhouse Casa del ChiodoRoccastrada
10.0 out of 10, Exceptional, (1)
$90 nightly
The price is $99
Jan 8 - Jan 9, 2026
Total with taxes and fees

Antico Casale L'Impostino
Antico Casale L'ImpostinoCivitella Paganico
9.6 out of 10, Exceptional, (39)

Valdonica Winery & Vineyard Residence
Valdonica Winery & Vineyard ResidenceRoccastrada
9.4 out of 10, Exceptional, (28)

Agriturismo San Galgano
Agriturismo San GalganoChiusdino
9.0 out of 10, Wonderful, (43)
$103 nightly
The price is $117
Jan 3 - Jan 4, 2026
Total with taxes and fees

Valdonica Winery - Chill in Nature Lodge
Valdonica Winery - Chill in Nature LodgeRoccastrada
$177 nightly
The price is $195
Dec 26 - Dec 27
Total with taxes and fees
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 Montemassi Hotel Reviews

Rosewood Castiglion del Bosco
10/10 Excellent
More cheap stays in Montemassi

Hotel Massa Vecchia
Massa Vecchia, 23 Massa Marittima GR
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