exclusivetuscany.com
Cities, sub-regions, hilltop towns & driving distances — a printable travel guide
| Area | Landscape | Best for | Anchor town | Note |
|---|---|---|---|---|
| Chianti | Vine terraces, olive groves, stone farmhouses | Wine touring, Florence & Siena day trips, first visits | Greve in Chianti | Check journeys from the individual villa |
| Val d'Orcia | Rolling clay hills, cypress avenues, UNESCO landscape | Landscapes, Pienza and Brunello producers | Pienza / Montalcino | Check the final approach and distance to your chosen towns |
| Maremma & Tuscan Coast | Pine forests, wetlands, sandy beaches, Etruscan hilltops | Beach + countryside, Etruscan history, hot springs | Grosseto / Castiglione della Pescaia | Compare coastal and inland addresses separately |
| Lucca & Northwest | Flat plain, walled city, Apuan Alps, Garfagnana forest | Lucca city, Garfagnana mountains and northwest Tuscany | Lucca | Check whether your villa is on the plain or in the hills |
| Umbria (over the border) | Landlocked region, historic hill towns and countryside | Assisi, Orvieto, Spoleto; ideal extension to Tuscany | Perugia / Orvieto | Natural extension from a Val d'Orcia base |
Chianti
Val d'Orcia
Maremma & Tuscan Coast
Lucca & Northwest
Umbria (over the border)
| From | To | km | Modelled drive | Notes |
|---|---|---|---|---|
| Florence | Siena | 75 | 1 hr 15 min | Firenze–Siena connection: RA3 |
| Florence | Greve in Chianti | 30 | 35 min | Northern Chianti |
| Florence | San Gimignano | 60 | 1 hr 5 min | Allow for hilltop parking |
| Florence | Montepulciano | 110 | 1 hr 30 min | Valdichiana / Val d’Orcia border |
| Florence | Pienza | 115 | 1 hr 40 min | Val d’Orcia; route choice matters |
| Florence | Montalcino | 140 | 2 hr | Winery addresses may be outside town |
| Florence | Lucca | 80 | 1 hr 5 min | City parking differs from a rural villa |
| Florence | Pisa | 100 | 1 hr 25 min | City, airport and tower are different stops |
| Florence | Arezzo | 75 | 1 hr 5 min | Allow for historic-centre access |
| Florence | Pitigliano | 210 | 2 hr 35 min | Southern inland Maremma |
| Florence | Cortona | 105 | 1 hr 25 min | Hilltop above Valdichiana |
| Florence | Volterra | 80 | 1 hr 25 min | Etruscan hill town |
| Siena | Pienza | 70 | 1 hr 15 min | Check the chosen road and destination |
| Siena | Montalcino | 40 | 1 hr 5 min | Allow for town access |
| Siena | Montepulciano | 65 | 1 hr 10 min | Allow for hilltop parking |
Indicative OSRM driving estimates checked 22 September 2026, using central town reference points and OpenStreetMap roads. Rounded to the nearest 5 km and up to 5 minutes; no live traffic, stops, parking or walking time. Routes can differ from the shortest road. Historic-centre access may be restricted: use current directions to your chosen parking place or villa entrance.
Planning your villa?
Exclusive Tuscany — a small, curated collection of private villas across Tuscany’s sub-regions. Personal enquiry only.
ZTL zones (Zona Traffico Limitato)
Historic centres may have restricted-traffic zones. Choose authorised parking and check local access rules before driving into a town centre.
Strade bianche (white gravel roads)
Some countryside villas have unpaved approaches. Ask for arrival instructions and confirm that the road suits your vehicle, especially after bad weather.
Motorway key routes
Florence–Siena: RA3. A1: Florence towards Arezzo and Rome. A11: Florence towards Lucca and Pisa. A12: the western coastal corridor. Check tolls and the final exit for your destination.
Airports
Compare Pisa Galileo Galilei (PSA) and Florence Peretola (FLR) with your villa location. Rome and Bologna may suit some trips; check the actual onward journey and flight options.
Map boundaries: © ISTAT 2026 via geojson-italy, simplified under CC BY 4.0. Routes: OSRM / © OpenStreetMap contributors.
Return to the full guide, with the regions explained in detail.