Tuscany Accommodation with Wine Tastings

• 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: 8
• Sleeps: 40
• Location: Greve in Chianti (Countryside)
• Weekly price: From € 850 to € 1290

Viticcio vacation apartments are immersed in 30 hectares of splendid vineyards near Greve in Chianti, located half way between Florence and Siena. Featuring cozy apartments, WiFi, AC and a saltwater pool.

• Apartments: 5
• Sleeps: 14
• Location: Scandicci (Countryside)
• Daily price: From € 80 to € 140
• Weekly price: From € 535 to € 1150

These 5 country style vacation apartments are set on a family-run vineyard & olive grove in the hills near Florence. Surrounded by the Tuscan landscape close to Florence, it is an ideal base for romantic getaways & family vacations.

• Apartments: 9
• Sleeps: 50
• Location: Gavorrano (Countryside,Seaside)
• Daily price: From € 40 to € 220
• Weekly price: From € 260 to € 1500

Make one of the 9 villa apartments at Casa Conti di Sotto your base in Tuscany as you head to the sea or explore. Stay put and enjoy the pools, outdoor Spa and hot tubs, fitness area, large playgrounds for the kids & more.

• Rooms: 3
• Sleeps: 6
• Location: Vinci (Countryside)

The elegant wine resort near Vinci offers rooms in a beautiful Medicean villa, surrounded by gorgeous gardens and vineyards. New pool and restaurant, wine cellar visits and tastings make the estate perfect base for enjoying Tuscany.

• Apartments: 9
• Sleeps: 45
• Location: Castelfiorentino (Countryside)
• Daily price: From € 110 to € 130
• Weekly price: From € 490 to € 1050

Cabbiavoli, originally an ancient castle in Chianti, has been turned into an elegant independent villa for up to 12 people, with 9 separate apartments accommodating up to 6 guests. This charming farmhouse is located between Siena and Florence.

• Apartments: 15
• Rooms: 8
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 110 to € 307

Located between Florence and Siena, in the heart of Tuscany the Borgo Pietrafitta Relais is a mix of vacation apartments and B&B where you find a panoramic pool, lush garden areas, relaxing décor and genuine Tuscan hospitality.

• Apartments: 7
• Sleeps: 30
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 50 to € 230
• Weekly price: From € 300 to € 1600

The La Rocca di Cispiano vacation rentals for families & couples, located only a short distance from Castellina in Chianti, boasts spectacular views of the family vineyard, beautiful gardens, panoramic pool and WiFi.

• 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: 5
• Sleeps: 19
• Location: Montespertoli (Countryside)

The family friendly wine producing estate Podere Casanova in Chianti provides fully furnished apartments for 2 to 9 guests. Explore Tuscany, enjoy the large garden & swimming pool and family activities. Book with the owner for best prices.

• Apartments: 5
• Rooms: 5
• Sleeps: 32
• Location: Bagno a Ripoli (Countryside)
• Daily price: From € 175 to € 575

The elegant and luxurious apartments at this wine estate offer comfort in style, as well as stunning panoramic views of Florence and the countryside. Pool for relaxing, wine tastings and great base for exploring Chianti & Tuscany.

• Apartments: 4
• Rooms: 9
• Sleeps: 40
• Location: San Gimignano (Countryside)
• Daily price: From € 95 to € 215

Beautiful vistas from a charming Tuscan farmhouse provides the perfect setting for your holiday vacation near Siena & Florence. Reserve your vacation apartment or B&B rooms at Villa Palagetto and find yourself within walking distance of San Gimignano.

• 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
• Rooms: 5
• Sleeps: 25
• Location: San Giovanni Valdarno (Countryside)
• Daily price: From € 40 to € 70

Find it all at this Agriturismo: independent vacation apartment rentals, B&B rooms, an on-site restaurant, great views of Tuscany & Chianti and an authentic experience visiting the owners vineyard & olive groves.

• 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.