• 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.

• 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: 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: 15
• Sleeps: 30
• Location: Volterra (Countryside)
• Weekly price: From € 10000 to € 16000

This large elegant villa near Volterra in the hills between Siena and San Gimignano is rented exclusively for up to 37 guests. A swimming pool and large garden make the villa an ideal setting for family gatherings, a vacation withe friends or a wedding.

• 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.

• 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.

• 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.

• 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.

• 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.

• 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.

• Rooms: 12
• Location: San Gimignano (City,Countryside)
• Daily price: From € 95 to € 150

Set in 18th century villa, Hotel Villa Belvedere is a family-run accommodation in San Gimignano. Locates just 10 minutes walking form the center it offers the luxury of a villa and the comforts of an hotel.

• Apartments: 2
• Rooms: 4
• Sleeps: 8
• Location: Certaldo (Countryside)

Touch of piece of Italy’s rich history with this elegant and charming B&B. There are two separate apartments set in a restored Tuscan villa, surrounded by a tranquil, green garden in an ideal position between Florence and Pisa.

• Rooms: 37
• Location: Poggibonsi (City,Countryside)
• Daily price: From € 69 to € 254

This luxury hotel in the Chianti region near Poggibonsi offers elegant rooms equipped with major comforts. Set in 15th century villa it offers many facilities for its guests, such as pool, Jacuzzi and tennis court.

• Rooms: 15
• Location: Colle di Val d'Elsa (City,Countryside)
• Daily price: From € 51 to € 225

This elegant villa is located near Colle Val D'Elsa. It is surrounded by a pleasant garden with outdoor pool. Rooms are tastefully furnished and equipped with modern comforts.

• Rooms: 17
• Location: Poggibonsi (City,Countryside)
• Daily price: From € 61 to € 110

Recently refurbished, this nice villa is located in Chianti. It offers nice and comfortable rooms and outdoor pool.