• Apartments: 9
• Sleeps: 26
• Location: Montespertoli (Countryside)
• Weekly price: From € 485 to € 1005

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.

• Sleeps: 12
• Location: Castelfiorentino (Countryside)

An ancient castle sitting on the gentle hills of Chianti, finely restored and turned into a beautiful luxury villa perfect for 12 people. It offers a private, gorgeous outdoor pool and exclusive services to make your stay unforgettable.

• Apartments: 7
• Rooms: 25
• Sleeps: 80
• Location: Rignano sull'Arno (Countryside)
• Daily price: From € 109
• Weekly price: From € 900

Charming farmhouse with pool situated in the Chianti area near Florence. It offers rooms and independent apartments, all recently restored and finely decorated and a huge, wide park surrounded by hectars of olive trees and vineyards.

• Sleeps: 22
• Location: Gaiole in Chianti (Countryside)
• Daily price: From € 160 to € 420

A romantic & enchanting way to discover the mysteries of Tuscany at Borgo Argenina, where the B&B and private villas combine the savour perfumes from the kitchen, and the warm hospitality of your hostess for a memorable holiday adventure.

• 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: 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: 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: 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.

• Rooms: 9
• Sleeps: 17
• Location: Montaione (Countryside)

Villa Piaggia, located in Montaione near San Gimignano, is an exclusive and elegant villa that can host up to 17 guests. The villa and its swimming pool is surrounded by a large park and vineyards, enjoying a beautiful view over the Tuscan countryside.

• Rooms: 4
• Sleeps: 8
• Location: Vinci (Countryside)

Small elegant bed and breakfast near Vinci in a beautiful Medicean villa. The gardens are the perfect setting for weddings and special meetings, with views over the surrounding vineyards and olive groves.

• Apartments: 6
• Rooms: 4
• Sleeps: 53
• Location: Pontassieve (Countryside)
• Daily price: From € 48 to € 680
• Weekly price: From € 290 to € 3400

Marvellous setting for this rural countryhouse in the heart of Chianti, with easy access to Florence. Clean, tiny and lovely accommodation in rooms, apartments or independent villas.

• Apartments: 2
• Sleeps: 6
• Location: Gaiole in Chianti (Countryside)
• Daily price: From € 180 to € 300

This beautiful farmhouse near Gaiole in Chianti features 2 holiday rental villas for families & friends exploring Tuscany. Great views, a Tuscan atmosphere, attentive service & homey comforts for a tranquil vacation.

• 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.

• Rooms: 5
• Sleeps: 10
• Location: Gambassi Terme (Countryside)
• Weekly price: From € 1500 to € 3500

This beautifully restored 5 bedroom vacation villa rental features modern comforts, private pool & fabulous panoramic views in the tranquil countryside of Chianti, the area famous for wine & olive oil.

• Apartments: 8
• Sleeps: 36
• Location: Certaldo (Countryside)
• Daily price: From € 55 to € 135

The family & pet-friendly vacation apartments La Certaldina provide the perfect relaxing atmosphere for a holiday in Tuscany. Enjoy the views, the pool, the food & wine while staying close to Certaldo, Florence & Chianti.