
A peaceful country retreat with private pool, set among olive and almond groves between Ostuni and Ceglie Messapica.
Price from
From €2,485 per week, or €355 per night
Puglia, Italy
Ostuni is a whitewashed hill town in the province of Brindisi, looking out across olive groves that run down to the Adriatic. It is where most of the Sassi Villas Collection sits, and where our team is based.
The town is known as la Città Bianca, the white city, for the lime-washed houses stacked in tiers around its cathedral. The centro storico is a set of narrow lanes, external staircases, and small piazzas that open without warning onto a view of the plain. It is compact enough to walk in an evening and layered enough to keep giving up new corners.
Below the town, the countryside is the real draw. Centuries-old olive trees stand in red earth behind dry stone walls, broken by lamie, trulli, and low farm buildings that have been restored one at a time. This is where most of our Ostuni homes are: private, quiet, and close enough to the town that dinner there is an easy decision rather than an outing.
The plain running down to the coast is the Piana degli Ulivi Monumentali, which holds the world’s highest concentration of millennial olive trees, protected as monuments by regional law. Some of the working masserias among them open their groves and their old underground oil mills for visits and tastings, and buying oil where it is pressed is one of the quiet rituals of a stay here.
The coast is about eight kilometres away. Costa Merlata has the rocky inlets and shallow water the area is known for, and Pilone the long sandy beach. Further down the coast towards Brindisi, the Torre Guaceto marine reserve keeps a stretch of dune and scrub free of development. Ostuni sits at the top of the Valle d’Itria and the edge of the Alto Salento, so Cisternino, Locorotondo, and Martina Franca are half an hour inland, and Lecce is an hour south.
The town keeps an evening rhythm: the passeggiata along the main corso, an aperitivo on the steps of a lane, dinner late and outdoors. At the top of the old town the Gothic cathedral carries a rose window of twenty-four carved rays, and at the end of August the town gives three days to Sant’Oronzo, its patron, with the Cavalcata on the 26th, when riders in red livery escort his silver statue through the streets.
Limestone cliffs, sea caves, and the cove at Lama Monachile
A working harbour of red and blue gozzi, a walled old town, and a long coast of small coves

A peaceful country retreat with private pool, set among olive and almond groves between Ostuni and Ceglie Messapica.
Price from
From €2,485 per week, or €355 per night

A three-bedroom villa with a swimming pool and a rooftop sundowner bar, standing alone in centuries-old olive groves four minutes from Ostuni.
Price from
From €2,793 per week, or €399 per night

An architect-designed retreat built around a historic Lamia vault, paired with a private guest house, pool and olive groves just four minutes from Ostuni.
Price from
From €3,906 per week, or €558 per night

A villa and guest house with a swimming pool and rooftop bar, in ancient olive groves four minutes from Ostuni.
Price from
From €4,452 per week, or €636 per night

A masseria-style villa and restored Saracen trullo with an infinity pool, between Ostuni and Ceglie Messapica.
Price from
From €6,139 per week, or €877 per night

A restored farmhouse on the Roman Via Traiana, with an infinity pool in two hectares of ancient olive groves.
Price from
From €3,871 per week, or €553 per night