Tuscany Vacation Rentals

Luxury Villa Rentals in Tuscany for 2+ people

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$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 /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
7,260 - 12,905 /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
6,286 - 9,334 /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
3,171 /night

Villa le Agavi

Europe » Italy » Tuscany » Grosseto
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
The property is located in one of the most fascinating and uncontaminated areas of Tuscany, the protected and famous marine area of Argentario. It is entirely built with extraordinary materials and innovative design in 1970 and it has been completely refu... more
3,152 - 3,876 /night

Bengradita

Europe » Italy » Tuscany » Val d'Orcia
12 Bedroom Villa, 12 Bathrooms, Sleeps 16
The unspoiled Val d'Orcia is a UNESCO World Heritage Site home to some of the most famous Tuscan villages such as Montepulciano, Pienza, Cortona and Montalcino. This area is also an iconic wine-producing land, a destination of choice for Pecorino cheese l... more
3,000 - 10,000 /night

Duomo Contemporary Loft

Europe » Italy » Tuscany » Florence
3 Bedroom Apartment, 3 Bathrooms, Sleeps 6
There are only a few places where the contemporary design encounters its perfection and our Loft is a concrete example of it. The structure offers a harmonic reinterpretation of contemporary luxury design where each element is carefully placed in its n... more
2,975 - 4,250 /night

Isimora

Europe » Italy » Tuscany » Florence
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Welcome to Villa Isimora where you will be enchanted by its atmosphere and where you can spend your vacation being pampered by the villa's attentive staff. If you are looking for some quality R&R while staying in an exceptional countryside retreat, this ... more
2,960 - 3,869 /night

Orfea

Europe » Italy » Tuscany » Lucca
14 Bedroom Villa, 13 Bathrooms, Sleeps 28
No matter what your ideal vacation looks like, the medieval city of Lucca and its surroundings offer so many opportunities: if you like to keep up with your workout, the citys 16th century walls are a glorious backdrop to stroll, powerwalk, jog or cycle t... more
2,943 - 3,357 /night

Augusta

Europe » Italy » Tuscany » Florence
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Set on a high hill overlooking the scenic Tuscan landscape, this incredible 16th century patrician mansion exudes class and elegance at first sight. The villa spans over 1 200 square feet of living space and its central location is convenient to explore t... more
2,857 /night

Poderosa

7 Bedroom Villa, 6 Bathrooms, Sleeps 14
This two-level luxury villa is one of the most unique and stunning homes in this area. Set atop a hill, this elegant contemporary property dominates the surroundings and offers dramatic panoramas of the rolling Tuscan Hills. An exquisite selection of cust... more
2,571 - 4,143 /night

Araldica

Europe » Italy » Tuscany » Val d'Orcia
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
This magnificent luxury villa is located near Montepulciano, in the unspoiled Val D'orcia region, in the southern part of Tuscany. Villa Araldica has been designed with great care in order to satisfy a refined taste but it is also perfectly functional. A ... more
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