• 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 Florence and Siena is offered as an exclusive rental and can host from 30 to 40 people. A swimming pool and large garden make the villa an ideal setting for weddings and special events.

• Rooms: 6
• Sleeps: 12
• Location: Poggibonsi (Countryside)

Villa Vianci is a family run luxury rental between the hills of Chianti and the historic city of Siena. There is a beautiful green garden with pool, lots of family space throughout the villa for up to 12 PAX on holiday in Tuscany

• Apartments: 6
• Sleeps: 26
• Location: Casole d'Elsa (Countryside)
• Daily price: From € 60 to € 215

A beautiful family run estate with self catering apartments & independent vacation villas. Located in the heart of the Siena landscape, it promises panoramic views & tranquility while within walking distance of shops & restaurants.

• 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: 15
• Sleeps: 32
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 115

The ambiance at this farmhouse brings together family & friends, nature & relax. The villa rental & self catering apartments provide an ideal base for exploring Tuscany in its natural state: hiking, swimming, dinner banquets & small town adventures.

• Apartments: 10
• Rooms: 10
• Sleeps: 36
• Location: Montespertoli (Countryside)
• Daily price: From € 80
• Weekly price: From € 480 to € 1435

Immersed in the green hills of Chianti, this beautiful farmhouse offers spacious apartments equipped with all amenities. Guests can enjoy a beautiful pool, play area and guided tasting of the farm's excellent wines.

• 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 € 1150 to € 3000

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: 2
• Rooms: 7
• Sleeps: 14
• Location: Gambassi Terme (Countryside)
• Weekly price: From € 1267 to € 4060

The vacation home and adjoining depandance Villa La Fonte near Gambassi Terme promises tranquility and the beauty of Tuscany. The 7 bedroom accommodation features a lovely pool, green garden & stunning outdoor terrace for meals & relaxation

• 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.