Curated Luxury Properties · Italy · 59 Stays
Best Luxury Properties in Italy
Italy offers luxury travellers an unmatched range of settings within one country, from whitewashed trulli in Puglia to cliffside villas on the Amalfi Coast. Tuscany contributes rolling vineyard estates around Chianti, while the Italian Lakes deliver grand villas on the shores of Como. Sicily rounds out the collection with volcanic coastline and baroque towns further south.
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59 properties in Italy
No paid placements · Rated by our team
59 properties
Full collection
Every property in Italy
2 bedrooms
3 bedrooms
4 bedrooms
5 bedrooms
Puglia
La ResidenzaPuglia
On the Emerald CoastItalian Riviera
Palazzo Barocco★ Editor’s pickAmalfi Coast
Sicilian SongSicily
Sunny Positano VistaAmalfi Coast
The Italian PearlAmalfi Coast
The Magic of AmalfiAmalfi Coast
The Sunlit Cliff★ Editor’s pickAmalfi Coast
Trullo AcantoPuglia
Villa OblòTuscany
6 bedrooms
Puglia
Dolomite PrestigeDolomites
Graceful SeaAmalfi Coast
Ocean HouseAmalfi Coast
Picturesque HideawayTuscany
Puglian FarmhousePuglia
SublimiaPuglia
The Enchanting TerraceAmalfi Coast
The Hillside GardenItalian Riviera
The Wise SoulPuglia
Trullo Barbagianni★ Editor’s pickPuglia
Villa FavolosaAmalfi Coast
Villa FieravistaTuscany
Villa SorrentinaAmalfi Coast
7 bedrooms
9 bedrooms
12 bedrooms
13 bedrooms
15 bedrooms
20 bedrooms
Editor picks
“Most Amalfi Coast villas offer views, but few provide such direct, unmediated access to the sea itself. The private dock transforms the relationship with the water from observational to participatory — guests become part of the seascape rather than simply viewing it. The rock cave gym exemplifies how the villa works with its clifftop setting rather than against it, creating spaces that could only exist in this precise location. Unlike most properties at this elevated position, The Sunlit Cliff achieves true seclusion without sacrificing convenience — that 2-kilometre distance to Positano's heart strikes the perfect balance between retreat and access to the coast's most coveted village.”
“The detail that sets Palazzo Barocco apart from most comparably priced villas on the Amalfi Coast is the indoor pool. Full-sized heated pools are genuinely rare in Positano, where most properties make do with a plunge pool or terrace Jacuzzi, and this one comes with counter-current, four hydromassage bays and a waterfall feature. The second differentiator is provenance: eighteenth-century frescoed ceilings in two suites and an antique-tiled kitchen are not decorative choices but architectural originals, which gives the villa a sense of continuity that newer builds simply cannot replicate. Unlike most luxury rentals at this price point, Palazzo Barocco is managed to hotel standards by the same team that runs one of Positano's finest hotels.”
“The genius of Trullo Barbagianni lies in its architectural authenticity: these are genuine 18th-century trulli with their original dry-stone walls and conical roofs, sensitively restored using traditional lime mortar and local stone yet equipped with underfloor heating and contemporary bathrooms. Unlike most luxury trullo rentals that compromise on space, this estate offers true room to breathe with six hectares of private grounds and a dedicated padel court that most comparable properties simply cannot match. The accommodation layout is particularly clever: three bedrooms in the main trullo maintain the authentic living experience, whilst the independent trullini and poolside annexe provide privacy for multi-generational families or groups of friends. Most significantly, this property offers access to experiences that go far beyond typical villa rental: from the estate's own organic vegetable garden to star-gazing evenings with professional astronomers, creating memories that last far longer than a standard holiday rental ever could.”
Why Italy
What makes Italy worth choosing
A Coastline That Changes Character
The Amalfi Coast delivers cliffside drama around Positano and Praiano, while the Italian Riviera around Portofino offers a gentler, more sheltered version of the same sea. Sicily adds volcanic black sand beaches near Brucoli and Scordia. No single stretch of Italian coast plays the same role twice.
Countryside Estates With Real Land
Tuscan properties around Chianti and San Quirico d'Orcia typically sit on working land, with olive groves or vineyards attached rather than a manicured garden alone. Umbria offers a quieter, less touristed version of the same rural setting. These estates suit travellers who want a private view over a valley, not a neighbour's roofline.
Puglia's Trulli and Table
The whitewashed conical trulli around Alberobello and Ostuni are unique to Puglia and give a stay here a character no other Italian region can offer. The region's cucina povera cooking tradition, built on olive oil, orecchiette and fresh seafood from Monopoli, draws travellers who prioritise the table as much as the pool.
Common Questions
Frequently Asked Questions about Italy
When is the best time to visit Italy for a luxury villa holiday?
May, June and September deliver warm weather across most of the country without the peak crowds or prices of July and August. The Amalfi Coast and Puglia get particularly busy in high summer, while Tuscany and the Italian Lakes hold pleasant weather into early October.
What types of luxury properties are available in Italy?
Expect cliffside Amalfi Coast villas, Tuscan farmhouse estates with vineyards attached, Puglian trulli with their distinctive conical roofs, and grand lakeside villas around Como. Apartments appear in cities such as Florence and Rome for shorter, more urban stays.
How much does a luxury villa in Italy cost per week?
Weekly rates range from roughly £1,000 to £229,000 depending on region, season and property scale. The Amalfi Coast in August and the largest Tuscan and lake estates sit at the top end, while Puglia and Sicily in shoulder months offer the most accessible entry points.
What amenities do luxury properties in Italy typically include?
Private pools and air conditioning are close to standard across the collection, and larger Tuscan and Amalfi Coast estates typically add a housekeeper, gardener or private chef. Puglian trulli often include an outdoor dining area built around the region's olive groves.
How many guests can luxury villas in Italy accommodate?
Group sizes span intimate Florence apartments for two up to sprawling Tuscan and Amalfi Coast estates sleeping sixteen or more. Puglian trulli complexes and Sicilian villas commonly suit groups of eight to twelve travelling together.
How do you get to Italy?
Naples Airport serves the Amalfi Coast, with a transfer to Positano or Praiano typically taking sixty to ninety minutes given the coastal road. Pisa and Florence airports serve Tuscany, Bari serves Puglia, and Milan's airports serve the Italian Lakes, each generally within an hour of the relevant villages.
Which areas of Italy are best for a luxury villa stay?
The Amalfi Coast suits travellers who want dramatic coastal scenery within walking distance of a village centre. Tuscany and Umbria reward those who want vineyards and countryside on their doorstep, and Puglia offers a quieter, more affordable version of an Italian summer built around its trulli and coastal towns.
Is Italy suitable for families, couples or groups?
Italy suits all three. Tuscan and Amalfi Coast estates with multiple bedrooms and private pools work well for extended families, Puglian trulli and Sicilian villas suit groups of friends, and smaller apartments in Florence or on the lakes accommodate couples seeking a quieter base.
How far in advance should you book a luxury villa in Italy?
Amalfi Coast and Tuscany properties for July and August are best secured nine to twelve months ahead, as the best addresses go early. Puglia, Sicily and shoulder season dates elsewhere in the country can often be booked with four to six months notice.
Our Selection in Italy
Our editors treat Italy as several distinct countries stitched together, because a Puglian trullo and an Amalfi Coast cliffside villa share little beyond a passport stamp. We look for properties with real land or real coastline attached, not a pool bolted onto a generic build. Tuscany and the Amalfi Coast draw the most attention, so we spend equal time on Puglia, Sicily and the Italian Lakes to keep the full picture current. That range is what lets us match a traveller to the right corner of Italy, not just the most famous one.
The Chosen Stay