Roccastrada, ItalyMontemassi
Conti di San Bonifacio - Tuscan Townhouse
Hilltop vineyard hideaway
Montemassi Roccastrada, Italy
Renovated
2022
Price
$$$$
Rated for
Design Luxe LocalOutside the door
Hilltop vineyard hideaway
A secluded Tuscan wine estate where days revolve around organic vineyards, open valley views, and quiet fireside aperitivi.
What it’s good at
Notable
Restored stone architecture pairing exposed chestnut beams and terracotta tiles with Bauhaus seating and Carrara marble bathrooms.
Notable
Dedicated estate hosting, bespoke vineyard wine tastings, private chef dinners, and plush Egyptian cotton bedding in secluded suites.
Notable
Organic wine production, estate-pressed olive oil, and farm-to-table Maremman cooking sourced directly from private hilltop gardens.
What they say
One Michelin Key
Michelin
Tucked away
A place apart: the property is the destination.
Perched below the medieval castle of Montemassi, the property is surrounded by rural trails, olive groves, and quiet countryside.
The rooms
Suites feature Egyptian cotton linens, fur throws, and private terraces opening onto panoramic views of the olive groves.
The pool
Bring a swimsuit.
The hillside infinity pool looks out over the Maremma valley, set beside a timber pergola and sun loungers.
Yoga and treatments
Hillside yoga classes take place among the vineyards, alongside in-room massage rituals and private beauty suite treatments.
At the table
Maremmana Restaurant serves farm-to-table Tuscan dishes on the lawn terrace, alongside the estate's own organic wines.
How it began
Count Manfredo and Countess Sarah di San Bonifacio transformed this hilltop stone estate into a working organic vineyard.
Stay here
Conti di San Bonifacio - Tuscan Townhouse
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Our shorthand
How we rate hotels.
The medals
Gold
Extremely rare. Sets the global standard.
Silver
Brilliant execution. And we’re picky.
Bronze
They did this well. You’ll notice.
Listed
A defining trait. Makes the hotel what it is.
The eight vibes
Design
Built around a vision. Even the door handles have a designer.
Luxe
Cared for at every turn. The bath is drawn before you ask.
Local
It could only be here. You wake up knowing where you are.
Social
Where the city goes out. The bar is full and the night is young.
Heritage
A building with a story. Once a palace, a monastery, a station.
Wellness
You leave feeling new. Rest, sweat, soak and sleep like a stone.
Classic
The city grew up with it. Same rituals, same regulars, same bar.
Resort
A world of its own. Something to do from breakfast to nightcap.
The scene
Lively
Where things happen: restaurants, shops, people.
Central
Well-located: walkable to some things, a short ride to more.
Quiet
Away from the crowds. Getting around takes intention.
Secluded
A place apart: the property is the destination.