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

The farmhouse is located in the heart of Chianti and offers 15 apartments furnished in traditional Tuscan style and provided with all of the main services and comforts. Large swimming pool and restaurant at guests' disposal.

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

Stone villa from the 13th century offers apartments for your vacation in the Chianti hills near Florence. Managed directly by the owners, guests receive personal attention and service while enjoying the self-catering accommodation and the villa's pool.

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

The comfortable and kid friendly environment at Tenuta Quadrifoglio between Florence & Siena is an ideal destination for families, group events & destination weddings. A large garden & common room offer space & modern amenities. Book direct with Owner.

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

The Tuscany hamlet Borgo della Meliana holiday accommodations for the perfect holiday setting for families, friends & destination wedding or events. Elegant decor, green gardens, panoramic pool & so much more

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

The family friendly wine producing estate Podere Casanova in Chianti provides fully furnished apartments for 2 to 9 guests. Explore Tuscany, enjoy the large garden & swimming pool and family activities. Book with the owner for best prices.

• 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: 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.

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

The 12th century tower has been restored and offers 2 bedrooms, 2 bathrooms, kitchen and private gardens to fully relax under the Tuscan sun with your own private, wide outdoor spaces.

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

Spacious & luminous Villa for 10 persons with a private panoramic pool and luxury decor, is in a prime position between Florence & Chianti. Easy access to Siena, Pisa and relaxing spa services.

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

A one bedroom private villa rental for vacation near San Gimignano and Chianti, promises tranquility, comfort & romantic Tuscan landscapes for your holiday. Perfect base also for a honeymoon.

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

Surrounded by nature and gorgeous gardens with swimming pool, the villa's two apartments are ideal for a group of up to 11 guests wishing an exclusive stay in Tuscany. The location is very central, ideal for day trips to explore the region.

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

Combine the exhilarating experience of Tuscan art, food & wine with the breath taking views of Chianti at this beautifully restored holiday villa for up to 12 persons in luminous spacious accommodations.

• Rooms: 2
• Sleeps: 6
• Location: Radda in Chianti (City)
• Daily price: From € 89 to € 153

Enjoy the beauty of Tuscany from this stunning position above the historic town of Radda in Chianti. The Art Rebus Tower features two double bedrooms in the center of a quaint medieval hamlet nestled among the vineyards between Florence & Siena.

• Rooms: 7
• Location: Impruneta (Countryside)
• Daily price: From € 85 to € 300

This typical Tuscan farmhouse situated in Impruneta, on the Florentine hills, offers elegant apartments, all provided with modern comforts, free wi-fi and rustic furnishings. Perfect location for biking (free bike rental) and hiking all around.

• Sleeps: 12
• Location: Impruneta (Countryside)

Historical villa on the edge of Chianti is just 7 km from the center of Florence. The rental villa includes spacious accommodations, modern amenities as well as a beautiful pool with panoramic views over the countryside.