Italy Vacation Rentals

Luxury Villa Rentals in Italy for 2+ people

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$32,143 /night

Villa Astoria

10 Bedroom Apartment, 9 Bathrooms, Sleeps 20
Italy, Sorrento: Towering above the Gulf of Naples, Villa Astoria is a unique private residence built on the ruins of a Roman villa dating back to the first century AD. Set on the cliffs of the Sorrentine Peninsula, the villa offers breathtaking views of ... more
25,200 /night

Syrene

6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The villa, with own private descent to the sea, is built in an elegant and luxurious neoclassical style on four levels and is adorned by tens of archaeological objects of inestimable value. The property enjoys 270-degree sea views, while the entire Wester... more
$17,460 - $20,911 /night

Il Convento

Europe » Italy » Tuscany
10 Bedroom Apartment, 10 Bathrooms, Sleeps 20
The Convento sits above the northern shores of Lago Trasimeno in Umbria, which is Italy's fourth largest lake (largest south of Milan) with vistas across the lake and the town of Passignano sul Trasimeno (three minute drive or 15 minute walk into town). B... more
9,905 - 12,495 /night

Feronia

Europe » Italy » Tuscany » Florence
19 Bedroom Villa, 18 Bathrooms, Sleeps 38
In ancient mythology, Feronia is an Italic goddess associated with wildlife, fertility, and abundance. Villa Feronia, a stunning luxury villa set majestically on the outskirts of Florence, fully embodies those associations thanks to its rich grounds that ... more
9,240 - 15,840 /night

Galeazzo

Europe » Italy » Lombardy » Lake Como
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Words fail to describe this 17th century lakeside Palazzo. To stay here gives you the opportunity to live and breathe its history. The Palazzo, with its own private mooring and gated steps from the lake, is furnished throughout with antique furniture and ... more
7,886 /night

Il Rubino

Europe » Italy » Amalfi Coast » Capri
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Villa Il Rubino was originally constructed at the end of the 18th century by a well-known family of Capri. The villa is situated along a walking path overlooking Certosa di San Giacomo and Marina Piccola, with views of the entire town of Capri and Monte S... more
7,629 - 11,471 /night

Villa Rondinaia

Europe » Italy » Amalfi Coast » Ravello
6 Bedroom Villa, 8 Bathrooms, Sleeps 12
Once the private paradise of the American author and screenwriter Gore Vidal, the rooms of the Villa, now elegantly restored and furnished, has welcomed the world’s elite. Villa Rondinaia offers an unparalleled landscape, where guests experience unobstr... more
7,260 - 12,100 /night

Machiavelli

Europe » Italy » Tuscany » Florence
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
Villa Machiavelli is a one-of-a-kind experience nestled in the legendary winemaking "Chianti Classico" region, just outside of Florence. The 15th-century main villa and its original frescoes have been restored to their former magnificence, combined with o... more
7,200 - 11,143 /night

Camelia Villa

Europe » Italy » Amalfi Coast » Capri
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
The entrance to the villa leads, on one side, directly into the immaculate, private garden. To the left lies the main entrance escorting you in to a majestic hall. To the right lies the wide, English garden with paved alleyways groomed with natural stone ... more
6,952 - 8,191 /night

Gaia

Europe » Italy » Tuscany » Chianti
16 Bedroom Villa, 16 Bathrooms, Sleeps 32
Villa Gaia is a strikingly beautiful and secluded four-floor villa in the heart of Chianti, only 20 minutes from Siena. It is a luxurious and extremely sophisticated dwelling. The villa, owned for centuries by an Italian aristocratic family, is encircled ... more
6,857 - 12,000 /night

Benessere

Europe » Italy » Lombardy » Lake Como
7 Bedroom Villa, 9 Bathrooms, Sleeps 14
This unbelievable four story villa was completely renovated in 2009 and boats all of the most modern amenities available. Entrance onto the property is off of the main coastal road through a private, electric gate. The entire property, including the gated... more
6,797 /night

Villa Thalia

Europe » Italy » Lombardy » Lake Como
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
The villa is roughly 45 minutes from Malpensa airport (Milan) or Agno in Lugano. The property is located in an extremely strategic position that allows guests to use all means of public transportation with ease and meander around Como on foot. ... more
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