• 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.

• Rooms: 4
• Sleeps: 8
• Location: Monteroni d'Arbia (Countryside)
• Weekly price: From € 2100 to € 3600

Charming villa with private pool, garden and BBQ area in the enchanting landscape of the Crete Senesi near Siena. It offers 4 bedrooms and 3 bathrooms located on two floors overlooking the marvelous Tuscan countryside. A B&B only in mid & low season.

• 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: 7
• Sleeps: 25
• Location: Castellina in Chianti (Countryside)
• Weekly price: From € 400 to € 2100

Located in Castellina in Chianti, in the heart of Chianti area, this typical Tuscan farmhouse offers 7 independent apartments and a gorgeous villa, a large salt water pool with view on the surrounding hills and restaurant.

• 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.

• 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: 7
• Sleeps: 33
• Location: Asciano (Countryside)
• Daily price: From € 90 to € 160
• Weekly price: From € 490 to € 3000

This family run farmhouse near Asciano invites you to explore Tuscan and the territory of Siena, its history, its beauty and its natural goodness at their farmhouse with comfortable accommodations and many activities for your holidays 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.

• 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: 6
• Sleeps: 27
• Location: Cetona (Countryside)
• Weekly price: From € 500 to € 3000

A privately owned medieval village surrounded by woods in southern Tuscany has been restructured to offer both apartments and villas for families and small groups of friends searching for a unique vacation in Tuscany's countryside.

• 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 solutions for families & friends exploring Tuscany. Great views, a Tuscan atmosphere, attentive service & homey comforts for a tranquil vacation.

• Rooms: 5
• Sleeps: 10
• Location: Pienza (Countryside)
• Weekly price: From € 3400 to € 6800

This enchantingly simple yet graceful vacation villa rental only minutes from the historic town of Pienza features an ideal holiday accommodation for up to 10 persons. Private pool, WiFi, air conditioning and fabulous views.

• Apartments: 3
• Sleeps: 10
• Location: Sinalunga (Countryside)
• Daily price: From € 60 to € 200

Set in the countryside of Siena, between the Crete Senesi and the Val d'Orcia, the villa offers 3 cozy and romantic self-catering apartments and a beautiful outdoor pool. It's a great base to explore central and southern Tuscany and Umbria.

• Apartments: 4
• Sleeps: 36
• Location: San Casciano dei Bagni (Countryside)
• Daily price: From € 40 to € 60
• Weekly price: From € 800 to € 4900

Luxury vacation villa rentals located in the south of Tuscany assure you of comfortable accommodations and beautiful day trips in Italy. The warm friendly atmosphere, private pools and many amenities will truly make this the best holiday ever.

• Rooms: 17
• Location: Siena (City)
• Daily price: From € 81 to € 199

Set in an elegant 19th century villa, this 3 star hotel is less than 10 minutes walking distance from Piazza del Campo. The hotel offers charming rooms overlooking the beautiful well-cared garden of the villa and free WiFi.