• Apartments: 1
• Rooms: 24
• Sleeps: 48
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 80 to € 400

This villa hosts B&B accommodation in a stunning location, surrounded by the marvelous vineyards of Chianti. It offers spacious and romantic rooms with all comforts, a restaurant specialized in organic meals, a Spa and swimming pool.

• 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: 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

• Rooms: 9
• Sleeps: 20
• Location: Montaione (Countryside)

Villa Piaggia, located in Montaione near San Gimignano, is an exclusive and elegant villa that can host up to 20 guests. The villa and its swimming pool is surrounded by a large park and vineyards, enjoying a beautiful view over the Tuscan countryside.

• Rooms: 12
• Sleeps: 24
• Location: Vinci (Countryside)

The elegant wine resort near Vinci offers suites in a beautiful Medicean villa, surrounded by gorgeous gardens and vineyards. Enjoy the pool and on-site bistro & restaurant, wine cellar visits and tastings for a great stay in Tuscan wine country.

• Rooms: 7
• Sleeps: 14
• Location: Poggibonsi (Countryside)

Villa Vianci is a family-run holiday villa rental between the hills of Chianti and the historic city of Siena. The beautiful garden offers a large pool, lots of space throughout the villa for up to 14 guests on holiday in Tuscany.

• Apartments: 2
• Rooms: 12
• Sleeps: 24
• Location: Greve in Chianti (Countryside)
• Daily price: From € 90 to € 445

This charming villa offers both rooms and apartments perfect for your vacation in Tuscany, perfect for couples or large groups that can rent the entire property. Spacious garden with pool, free parking and WiFi.

• 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: 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.

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

This beautiful farmhouse villa in Chianti Classico near Gaiole in Chianti offers part of the main villa for your holiday with family & friends. Great views, a Tuscan atmosphere, attentive service & all comforts that will ensure a relaxing vacation.

• Rooms: 3
• Location: Greve in Chianti (Countryside)
• Daily price: From € 295 to € 430

Those 2 independent villas, sharing an outdoor pool, are located in Chianti area near Florence, which is less than an hour from the residence. The 2 cozy accommodations, both completely equipped, offer a typical rural touch of Tuscany to their guests.

• Rooms: 12
• Location: Greve in Chianti (Countryside)
• Daily price: From € 38 to € 120

This accommodation near Greve in Chianti is well connected to Florence by public transportation. It offers both rooms and apartments for families and groups, as well as an outdoor pool.

• Rooms: 11
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 78 to € 205

This fattoria is located in the Chianti region between San Casciano and Greve in Chianti. It offers 11 independent apartments and a nice outdoor pool. Free wifi in common areas.

• Rooms: 4
• Location: Figline Valdarno (Countryside)
• Daily price: From € 107 to € 590

Villa La Palagina is surrounded by green hills and is located between Florence and Arezzo. It offers 2 swimming pools and private parking.