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: 7
Sleeps: 13
Rates: $8,400 — $14,280
Bedrooms: 5
Sleeps: 10-12
Rates: $4,770 — $6,590
Bedrooms: 15
Sleeps: 30
Rates: $20,740 — $26,390
Bedrooms: 5
Sleeps: 10
Rates: $13,390 — $15,620
Bedrooms: 7
Sleeps: 13
Rates: $8,390 — $14,020
Bedrooms: 8
Sleeps: 15-21
Rates: $6,620 — $8,850
Bedrooms: 3
Sleeps: 6
Rates: $2,600 — $3,480
Bedrooms: 7
Sleeps: 14
Rates: $10,040 — $13,180