Bolgheri suits couples and small groups who want a private pool in a hilltown known for Sassicaia and Ornellaia wines. The beach is a separate drive, and most homes here sleep around four.
Bolgheri is an old hilltown built around a medieval castle, with paved alleyways and stone palazzos, surrounded by vineyards and olive groves not far from the coast. A cypress-lined road about 5 km long links the village with the Oratory of San Guido; its 2,540 trees were planted in the 19th century. Giosuè Carducci's childhood house is in the village. The homes here nearly all have a private pool and a garden, and most are small. Bolgheri Jazz pairs music with local wineries each September, and L'Etrusca Ciclostorica, a vintage bicycle race, runs each April.
A hill village about 15 minutes from Bolgheri, with the surrounding countryside suited to walking and cycling.
A vast sandy beach backed by pinewood, with bathing establishments and free public sections.
A reserve of more than 500 hectares, set up as the first private protected area in Italy.
Pisa has the busiest airport in Tuscany, and Florence Airport also has flights from London. Bolgheri is a hilltown among vineyards not far from the coast, so you need a car for the beach and for most meals out.
About 5 km. It runs between the historic centre of Bolgheri and the Oratory of San Guido, lined with 2,540 cypresses planted in the 19th century, and became famous through Carducci's poem Davanti San Guido.
Bolgheri itself is not on the sea, but Marina di Castagneto has a vast sandy beach backed by pinewood. It has bathing establishments and free public sections, and Castagneto Carducci is a few kilometres from it.
For small families, yes. Homes here usually sleep around four and nearly all have a private pool and a garden, but none sleep more than eight, so bigger groups should look elsewhere on this coast.
Written by the TrustedVillas team. Last reviewed October 2026.
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