• Apartments: 15
• Sleeps: 45
• Location: Barberino Val d'Elsa (Countryside)
• Daily price: From € 123 to € 330

Set in a former hermitage dating back to the Middle Ages, these suggestive holiday accommodations offer comfortable apartments completely restored preserving their original rustic look. Located on top of a hill offers beautiful views over Chianti.

• Apartments: 9
• Sleeps: 26
• Location: Montespertoli (Countryside)
• Weekly price: From € 530 to € 1220

Typical country holiday home in the hills of Chianti, 20 km from Florence. The villa offers 9 apartments in Tuscan rustic style and a beautiful swimming pool set in a large Mediterranean garden.

• Apartments: 8
• Sleeps: 28
• Location: Bucine (Countryside)
• Weekly price: From € 375 to € 1600

• Apartments: 14
• Rooms: 5
• Location: Gambassi Terme (Countryside)
• Daily price: From € 90 to € 270
• Weekly price: From € 850 to € 1650

This Tuscany farmhouse is located nearby the characteristic villages of San Gimignano and Volterra. It offers comfortable rooms and apartments provided with all modern facilities, two outdoor pools and a perfect location for weddings and meetings.

• Apartments: 22
• Sleeps: 100
• Location: Gambassi Terme (Countryside)
• Daily price: From € 86
• Weekly price: From € 590

Surrounded by the best Tuscan scenery, Borgo della Meliana vacation apartments & villa rental are the ideal base for your holidays. Vineyards, spacious gardens, a double pool, spa & playgrounds: it is perfect for families, couples & destination weddings

• Apartments: 5
• Sleeps: 19
• Location: Montespertoli (Countryside)

The family-friendly wine producing Podere Casanova in Chianti offers fully furnished apartments for 2 to 9 guests. Explore Tuscany, enjoy the swimming pool and gardens, book cooking classes and other activities at the estate.

• Apartments: 1
• Rooms: 2
• Sleeps: 4
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 120 to € 150

Enjoy exploring Chianti & Tuscany with this self-catering apartment as your base in the Chianti wine region. Perfect for up to 4 guests, the 2-bedroom, 2-bath flat is surrounded by vineyards, has its own outdoor dining space, parking and kitchen.

• Apartments: 8
• Sleeps: 40
• Location: Certaldo (Countryside)
• Daily price: From € 106 to € 533
• Weekly price: From € 650 to € 3200

Combine the beauty of this Wine Resort with the Tuscan landscape near Certaldo, delicious wine, modern luxuries, and 100% eco-sustainable, for wonderful & comfortable holiday apartments & a vacation villa rental.

• Apartments: 2
• Sleeps: 8
• Location: Impruneta (Countryside)
• Daily price: From € 50 to € 70
• Weekly price: From € 280 to € 420

This residence in Chianti offers 2 vacation rental apartments strategically located about 12km from Florence. The apartments are surrounded by Chianti vineyards and pine woods, with its own spacious garden and can be rented together for a family.

• Apartments: 1
• Rooms: 2
• Sleeps: 4
• Location: San Gimignano (Countryside)
• Daily price: From € 300

• Apartments: 1
• Sleeps: 6
• Location: Gaiole in Chianti (Countryside)

• Rooms: 4
• Sleeps: 10
• Location: Figline Valdarno (Countryside)
• Weekly price: From € 1400 to € 3200

This 4 bedroom villa vacation rental for up to 10 persons is ideal positioned in the picturesque landscape of Tuscany. Features a luxury decor, swimming pool & easy access to small quaint towns & restaurants.

• Sleeps: 4
• Location: Gambassi Terme (Countryside)
• Weekly price: From € 750 to € 980

Lovingly restored, this romantic vacation villa rental 2 persons is ideally positioned between Florence and San Gimignano, near breathtaking views, restaurants, vineyards and small towns.

• Apartments: 2
• Sleeps: 11
• Location: Gambassi Terme (Countryside)

The villa's two apartments for 5 or 6 guests each can be rented exclusively or separately, with spacious gardens, swimming pool and fully equipped kitchens to make your stay relaxing and comfortable. A great base to explore the best of Tuscany!

• Rooms: 6
• Sleeps: 12
• Location: San Casciano in Val di Pesa (Countryside)
• Weekly price: From € 670 to € 4000

Spacious and luminous vacation rental only a short distance from Florence promises beautiful views, comfortable rooms, garden & BBQ space as well as a delightful experience. Montrogoli is close to everything you want to see in Tuscany.