Italy
792 homes published by their hosts. Enquire or book directly with the host.
Of these 792 homes, 346 have a private pool, 584 sleep at least 8, and 276 meet both requirements. Counts reflect host-published facts; missing details are not treated as confirmed amenities. Dates and prices are confirmed on each host’s booking site.
Filter these homesLecce, Italy
Masseria Samali is a converted 16th-century farmhouse in a large agricultural estate near the Salento coast, with a 20-metre pool, seven air-conditioned bedrooms and extensive indoor and outdoor living areas.
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Conversano, Italy
Masseria Tarsia Incuria is an 18th-century stone masseria in the Apulian countryside, with a park, pool, outdoor dining areas and views over the Conversano countryside.
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Amalfi, Italy
Renovated 125 m² apartment in Amalfi with panoramic Mediterranean Sea views, a double private terrace, and access to a rocky beach shared with guests of the same resort.
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Florence, Italy
A light-filled, two-bedroom apartment in Florence’s historic center, with contemporary interiors and a calm street setting a short walk from the Duomo and Santa Maria Novella.
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Castel del Piano, Italy
Casale Montebendico is a restored country property near Castel del Piano, on the side of Monte Amiata in Tuscany, surrounded by woods, olive groves, vineyards and fruit trees.
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Siena, Italy
Monticchia is a house in quiet woodland in the hilly area of Sarteano, with a garden, panoramic pool and access to Tuscan villages and art cities.
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Siena, Italy
Monticchia is a house set in quiet, green woodland in the hilly area of Sarteano, with access to nearby Tuscan villages and art cities.
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Siena, Italy
Muffato is a small residence among the rolling hills of Sarteano, surrounded by a wooded area and located for visits to nearby places in Siena province.
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Siena, Italy
A restored sixteenth-century watchtower complex in the Chianti region, set at 542 metres above sea level among vineyards, olive groves and woods.
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Ravenna, Italy
Nonna Isa is a private villa for lease, 11 km from Ravenna's historic centre and 800 m from shops and restaurants in Santo Stefano.
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Arezzo, Italy
Nonno Fernando is a stone farmhouse in the Tuscan countryside, a few minutes from Cortona, overlooking the Val di Chiana and Lake Trasimeno.
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Arezzo, Italy
A stone farmhouse in the Tuscan countryside, about 9 km from Cortona and 10 km from Lake Trasimeno.
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Cortona, Italy
A stone farmhouse in the Tuscan countryside near Cortona, with views toward the Cortona hills, Val di Chiana and Lake Trasimeno.
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Gallipoli, Italy
Nova Domus is a fifth-floor penthouse apartment in Gallipoli, in Puglia's Salento area, with sea views from its wraparound terrace.
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Rimini, Italy
Onda is a recently built villa in Scacciano, near the beaches of Misano Adriatico and Riccione.
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Rimini, Italy
Onda is a recently built villa in Scacciano, near the beaches of Misano Adriatico and Riccione, with four double bedrooms, a private garden and a raised swimming pool.
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Bari, Italy
A five-suite villa in the countryside near Polignano a Mare, with a garden, outdoor pool and spaces for dining and relaxation.
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Alessandria, Italy
A 16th-century residence at the foot of Ottiglio in the UNESCO-listed Monferrato hills, with historic interiors, shared living areas, a walled garden and a seasonal pool.
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Siracusa, Italy
Palmento San Lorenzo is a former grape press set among vineyards and fruit trees, within 450 m of San Lorenzo beach in southeastern Sicily, near Noto, the Vendicari Nature Reserve and Marzamemi.
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Ostuni, Italy
Pigreco is a private structure in the countryside of Ostuni, in the Itria Valley, with three independent bedroom suites, a kitchen-dining area, outdoor dining spaces, a gym, an infinity pool and a Jacuzzi.
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Siena, Italy
A renovated Tuscan farmhouse in the Val d'Orcia countryside, surrounded by the hills south of Siena.
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Arezzo, Italy
Podere Belvedere is a stone house in Moncioni, on a hill at 529 metres above sea level, between Valdarno and Chianti, with views over the surrounding valley.
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Pisa, Italy
Podere Calcheto is a five-bedroom Tuscan country home in the Val di Cecina, with two separate units, two sitting rooms and two kitchens.
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Pisa, Italy
Podere Calcheto is a seven-bedroom Tuscan country home in a 2,000 sq m park, with two separate units, two sitting rooms, two kitchens and an on-property pool.
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