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Make a self catering villa or holiday rental in Castellina, Tuscany, Italy your home away from home

Castellina in Chianti is one of the loveliest old towns in Tuscany. The sturdy red roofed houses are clustered around the old church and are surrounded by fields, vineyards and woodland. The town is ideal for buying local provisions in the small shops. It also has some excellent local restaurants including two with a coveted Michelin star. Further afield, the Province of Siena has plenty of attractions and places to visit from your Castellina holiday rental.

Things to Do in Castellina, Tuscany Sample the local wines

Your Castellina villa is in the heart of the Chianti-producing regions. There are several wineries which offer tours of their facilities, before sampling the local produce. Alternatively, sample a bottle of Chianti in one of the restaurants and toast the sunset.

Visit the Beach

Tombolo Beach is a two hour drive from your Castellina holiday villa. The seaside resorts along this coastline are quite superb and can be very busy in the height of the summer. Private beach clubs are a good way enjoy quieter beaches and the fee includes sun loungers and a shady umbrella.

Walking and Hiking

Your holiday home in Mastiano is perfectly situated for exploring the nearby wooded hills. Walkers will love the beautiful mountain regions of Garfagnana for challenging hikes amidst stunning scenery.

Places to Visit Around Castellina, Tuscany Florence (Firenze)

The ancient city of Florence is a must-see attraction just 48 km north of Castellina in Chianti. It has unrivalled history, art and architecture which is superbly preserved. Art lovers will enjoy the art museums, frescoes and artworks in Florence’s churches. The Duomo has a dome which is 600 years old and is still the largest brick-built dome in the world. The nearby Campanile (bell tower) and baptistery building are both impressive works of architecture.


Siena is an important city in the region about 30 minutes drive from your Castellina holiday villa. It has a magnificent 12th century Duomo, with ornate architectural decoration and the baptismal font has decorations by Donatello. The shell-shaped town square has many wonderful buildings to explore. The town is best known for its Palio horse races which take place on July 2nd and August 16th each year.


Arezzo is known as the gold capital of Tuscany and has many fine gold and jewellery industries. This pleasant town is about one hour’s drive from your Castellina holiday rental. Inside the city gates the upper part of the town has a medieval appearance and around the Piazza Grande are some beautiful old buildings and churches which are also well worth visiting.

Weather in Castellina, Tuscany

Winters are mild and summers are long, dry and sunny, which is why holiday villas in Tuscany are so popular. From April to the end of October temperatures range from 16-30°C (62-87°F) with more rain during the winter months.

Travel to Castellina, Tuscany

There are several international airports serving the Tuscany region which have plenty of cheap flights daily to the area. The nearest international airport to your Castellina villa is the Galileo Galilei (PSA) Airport which is 145km away.

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    • 4 BR
    • 4 BA
    • Separate Toilet
    • Sleeps 8
    Villa #1845034
    Viewed 22 times in the last 48 hours
      Exceptional! 5.0/5
      (14 reviews)
      • 2 BR
      • 2 BA
      • Sleeps 4
      Farmhouse #654067vb
      Viewed 67 times in the last 48 hours
        Exceptional! 5.0/5
        (10 reviews)
        • 6 BR
        • 6 BA
        • Separate Toilet
        • Sleeps 13
        Villa #3808832
        Viewed 23 times in the last 48 hours
          • 5 BR
          • 6 BA
          • Sleeps 12
          Villa #1635152
          Viewed 30 times in the last 48 hours
            • 11 BR
            • 6 BA
            • Sleeps 16
            Chateau / Country House #2437380
              • 1 BR
              • 1 BA
              • Sleeps 3
              Farmhouse #2453198
                • 1 BR
                • 1 BA
                • Sleeps 3
                Farmhouse #2437582
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  Farmhouse #2437583
                    • 4 BR
                    • 3 BA
                    • Sleeps 7
                    Chateau / Country House #2061699
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                    Castellina Holiday Rentals & Apartments (12)