• Apartments: 3
• Sleeps: 21
• Location: San Casciano dei Bagni (Countryside)
• Daily price: From € 180 to € 550

Luxury vacation villa rentals - a whole villa and 2 apartments - in southern Tuscany assure you of comfortable accommodations & beautiful day trips in Italy. The warm, friendly atmosphere, private pools and many amenities will create special memories.

• Rooms: 6
• Sleeps: 12
• Location: Siena (Countryside)
• Daily price: From € 115 to € 170

The farmhouse is within walking distance of Siena. The delicious food, wine, views, modern amenities, cooking lessons and comfortable rooms with exceptional panoramic views of the Siena skyline.

• Rooms: 7
• Sleeps: 14
• Location: San Gimignano (Countryside)
• Weekly price: From € 5800 to € 6490

This romantic Villa promise tranquility & spectacular views of San Gimignano & the Tuscan landscape. The villa can accommodate up to 14 guests and offers all best modern facilities; it has also a beautiful panoramic pool.

• Rooms: 8
• Sleeps: 17
• Location: Greve in Chianti (Countryside)
• Daily price: From € 75 to € 90

This eco-friendly, family run B&B is ideally positioned only 5 km from the picturesque hamlet of Greve, near restaurants, shops & caffè. Plan a vacation of relax, wine tasting and beautiful artwork in Tuscany.

• Apartments: 1
• Rooms: 3
• Sleeps: 12
• Location: Tavarnelle Val di Pesa (Countryside)
• Daily price: From € 180 to € 300

Lush gardens, charming decors & panoramic views. This prestigious medieval Villa has been totally restored for your holiday near Chianti & Florence. It offers two perfect solutions: 4 charming B&B rooms or the entire villa for a deluxe holiday.

• Apartments: 6
• Rooms: 5
• Sleeps: 25
• Location: San Giovanni Valdarno (Countryside)
• Daily price: From € 40 to € 70

Find it all at this Agriturismo: independent vacation apartment rentals, B&B rooms, an on-site restaurant, great views of Tuscany & Chianti and an authentic experience visiting the owners vineyard & olive groves.

• Apartments: 2
• Sleeps: 6
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 90 to € 300
• Weekly price: From € 630 to € 2100

The vacation apartments at Agriturismo La Canigiana are positioned in a panoramic position just outside of Florence. Cozy & comfortable, these self-catering apartments are for up to 3 persons each, share a lovely pool, WiFi & easy access to day trips.

• Apartments: 4
• Rooms: 12
• Sleeps: 20
• Location: Pomarance (Countryside)
• Daily price: From € 80 to € 130
• Weekly price: From € 525 to € 910

The farmhouse offers 4 family-sized rental apartments between San Gimignano & Tuscany's beaches. Surrounded by a beautiful green landscape of silence & fruit trees, the property offers a private pool, shared common areas & comfort.

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

Enjoy the Chianti wine region from the comfort of this 2-bedroom, 2-bath apartment with views on the surrounding vineyards. Perfect for up to 4 guests, the self-catering flat has a kitchen, outdoor space for dining, and makes a great base.

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

The eco-sustainable vacation accommodations of this Wine Resort combine the beauty of the Tuscan landscape near Certaldo with delicious wine, modern luxuries, comfortable holiday apartments & a vacation villa rental for up to 10 persons.

• Apartments: 3
• Rooms: 2
• Sleeps: 12
• Location: Volterra (Countryside)
• Daily price: From € 180 to € 220
• Weekly price: From € 575 to € 1225

Located near Volterra, the villa B&B surrounded by a spacious garden and nearby river offers delicious breakfasts and lots of quiet to recharge your body and mind away from your everyday routine.

• Apartments: 6
• Sleeps: 28
• Location: San Gimignano (Countryside)
• Daily price: From € 54 to € 240
• Weekly price: From € 376 to € 1684

Immerse yourself in the brilliant colors and warm hospitality of these apartments between Florence & Siena, near the enchanting tower town of San Gimignano. Spacious apartments, stunning views and pool make the perfect holiday base in Tuscany.

• Apartments: 5
• Rooms: 9
• Sleeps: 18
• Location: Monticiano (Countryside)
• Weekly price: From € 8200 to € 8550

This villa right outside the small town of Monticiano near the Abbey of San Galgano is ideal for weddings & special events. The villa with pool can host up to 18 guests and is just 25 minutes from Siena.

• Rooms: 1
• Sleeps: 4
• Location: Florence (City)
• Daily price: From € 90 to € 150
• Weekly price: From € 550 to € 800

This top-floor apartment can host up to 4 people in comfort, with kitchen, 2 bathrooms and the luxury of two private terraces from which to enjoy sunsets and views over all of Florence!

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

A lovely residence on a green and picturesque hill near Impruneta at the start of Chianti wine area, only 12km from Florence. Surrounded by a landscape dotted with pine woods, vineyards and villas, it is centrally located to reach Tuscany's main cities.