The Tuscan countryside includes a myriad of Medieval and Renaissance hilltowns that extend from Florence in the north, Mt. Amiata and Pitigliano in the south, Cortona and Arezzo in the east and Lucca and Pisa to the west.

Bedrooms: 5
Sleeps: 10-12
Rates: $5,010 — $6,670
Bedrooms: 15
Sleeps: 30
Rates: $23,760 — $29,120
Bedrooms: 7
Sleeps: 13
Rates: $10,700 — $17,590
Bedrooms: 8
Sleeps: 15-21
Rates: $6,670 — $8,680
Bedrooms: 3
Sleeps: 5
Rates: $2,620 — $3,390
Bedrooms: 7
Sleeps: 14
Rates: $11,460 — $14,520
Bedrooms: 5
Sleeps: 10
Rates: $10,800 — $15,350