Siena
from USD 1,972
per night

Villa Di Castellina, an elegant country house in the charming village of Castellina, in the heart of Chianti Classico, features 4 bedrooms.

8 pers. max. 4 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 242
per night

Set in Tuscany, Italy, Santo Pietro Apartment offers air-conditioned accommodation with a fireplace, WiFi, and a well-equipped kitchen.

8 pers. max. 4 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
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
Siena
from USD 2,449
per night

Discover luxury at Villa Palazzetta in Siena. Experience breathtaking views, elegant design, and serene surroundings for a perfect family retreat.

8 pers. max. 4 bedrooms
10/10
5 Guest reviews
Siena
from USD 266
per night

Villa La Cappella, a renovated Tuscan villa on the outskirts of Siena, offers 6 comfortable bedrooms and spacious living areas.

12 pers. max. 6 bedrooms
Siena
from USD 552
per night

Discover Villa Maramai, a luxury retreat in Siena featuring elegant interiors, stunning outdoor spaces, and captivating Tuscan views.

9 pers. max. 5 bedrooms
Siena
from USD 873
per night

Escape to Villa Anilde, a charming Tuscan country house with two apartments for up to 8 guests, a pool, and stunning views. Enjoy modern amenities, outdoor relaxation, and seamless service.

8 pers. max. 4 bedrooms
Siena
from USD 822
per night

Villa Lorian, a traditional Tuscan retreat located on the famous Argiano estate is a stunning getaway. Spend a relaxing summer in luxury with your loved ones.

10 pers. max. 5 bedrooms
Siena
from USD 753
per night

Discover Villa La Corte Di Campalli, a luxurious Siena retreat with breathtaking views, elegant interiors, and enchanting outdoor spaces.

12 pers. max. 6 bedrooms
Siena
from USD 1,245
per night

Discover Villa Fontanelle 14 in Siena a luxurious retreat with stunning surroundings, exquisite interiors, and idyllic outdoor spaces.

14 pers. max. 7 bedrooms
Siena
from USD 1,104
per night

Perched atop scenic Siena, Villa Fontanelle 12 offers luxurious accommodation with stunning views, elegant interiors, and serene outdoor retreats.

12 pers. max. 6 bedrooms
Siena
from USD 963
per night

A timeless retreat in Siena, Villa Fontanelle 10 offers luxury, stunning views, and modern comforts for an unforgettable family holiday.

10 pers. max. 5 bedrooms
Siena
from USD 437
per night

Villa Casavecchia 8, located in the Chianti region, is a perfect Tuscan getaway. It has 4 bedrooms and gardens with expansive views of the countryside.

8 pers. max. 4 bedrooms
Siena
from USD 543
per night

Villa Casavecchia 12 is the ideal Tuscan holiday home. You can enjoy 6 bedrooms, cosy lounges, and a large garden with a private pool.

12 pers. max. 6 bedrooms
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Here are some larger villas.

4-bedroom Siena villas for rent