Grosseto
from USD 461
per night

Villa Val Delle Vigne, a stunning Tuscan home with 2 swimming pools and a flower-filled garden, also has a wood-burning oven for pizza.

16 pers. max. 6 bedrooms
Arezzo
from USD 767
per night

Casa del Medico offers 5 bedrooms for 10 guests spread across a main house and an annex building.

10 pers. max. 5 bedrooms
Tuscany
from USD 1,615
per night

Embrace Tuscan splendor at Villa Petre, a 5-bedroom haven of luxury, complete with a serene swimming pool and lush gardens, offering an unforgettable Italian retreat.

10 pers. max. 5 bedrooms
Tuscany
from USD 1,236
per night

Immerse in Tuscan splendor at Villa Noah, an 8-bedroom sanctuary featuring luxe interiors, a stellar pool, and magnificent countryside vistas.

16 pers. max. 8 bedrooms
Florence
from USD 465
per night

Villa Le Ripe for 19 guests is a Tuscan wonderland, surrounded by green hills, valleys, vineyards, scenic villages, and historic towns.

19 pers. max. 7 bedrooms
Siena
from USD 556
per night

Villa Le Pozze, nestled in Sinalunga, Italy, boasts 6 bedrooms surrounded by enchanting woodlands, featuring a serene swimming pool and verdant garden for unparalleled bliss.

16 pers. max. 6 bedrooms
Siena
from USD 1,724
per night

Villa Il Giardino is an impressive 3-floor rental featuring an expansive garden that's ideal for special events like weddings.

28 pers. max. 13 bedrooms
Siena
from USD 1,574
per night

Located at the heart of San Gimignano, Italy, Villa Bandellina is a two-story holiday home for up to 10 guests. The property boasts a pool and a garden, among other relaxing amenities.

10 pers. max. 5 bedrooms
Siena
from USD 1,230
per night

Experience the timeless elegance of Rocca di Cetona - a Medieval Castle in Siena, where history meets modern luxury amidst breathtaking Tuscan landscapes.

14 pers. max. 7 bedrooms
Tuscany
from USD 760
per night

Casa Vacanza Mais is a 6-bedroom haven in Camaiore, featuring a lush lawn and easy access to the Versilia coast, making it an ideal Italian retreat.

12 pers. max. 6 bedrooms
Siena
from USD 4,733
per night

Villa Sovrano is an exclusive retreat in Tuscany for up to 14 guests. It has 5 bathrooms, 9 bedrooms and a heated indoor pool.

14 pers. max. 9 bedrooms
Arezzo
from USD 688
per night

Beautiful country style villa in Tuscany with panoramic views and vintage interior designs.

18 pers. max. 9 bedrooms
Tuscany
from USD 4,305
per night

Discover Villa Monte Nero, a luxurious 9-bedroom retreat amidst Tuscany’s hills, boasting a swimming pool, tranquil gardens, and exquisite interiors for an unforgettable Italian getaway

22 pers. max. 9 bedrooms
Florence
from USD 1,572
per night

Experience the epitome of luxury at Villa Impruneta, a magnificent 7-bedroom villa in Florence, boasting stunning Tuscan views, a private pool, and impeccable service for an unforgettable Italian escape

14 pers. max. 7 bedrooms
Florence
from USD 2,670
per night

Escape to La Poetessa, a luxurious 5-bedroom villa in Florence with breathtaking views, a private pool, and elegant interiors, promising an unforgettable Italian getaway

10 pers. max. 5 bedrooms
Tuscany
from USD 2,581
per night

Villa Casale Mola, a 6-bedroom farmhouse, is perched high on a hill and offers spectacular views of the Tuscan countryside.

12 pers. max. 6 bedrooms
Arezzo
from USD 1,417
per night

Tuscany is home to a stunning 5-bedroom villa with private pool, bursting with Italian charm.

12 pers. max. 5 bedrooms
Florence
from USD 2,866
per night

Experience the epitome of luxury in the heart of Tuscany at Villa Gaudia, a stunning 5-bedroom villa offering breathtaking views, a private pool, and opulent amenities

10 pers. max. 5 bedrooms
10/10
15 Guest reviews
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5-bedroom Tuscany villas for rent