Certaldo Vacation Rentals
Tips on renting in Certaldo
Getting Around
What to Pack
Must-Try Activities
Smart Spending Tips
Discover Certaldo, nestled in the heart of Tuscany’s Chianti region, where medieval charm meets family-friendly adventure. As you stroll through Certaldo Alto, the old town’s cobbled streets invite you to explore artisan shops and cozy trattorias with the scent of fresh bread in the air. Families can visit the house of Giovanni Boccaccio or climb the ancient Palazzo Pretorio tower for sweeping views of the Chianti vineyards. Every corner offers a story, making Certaldo an ideal introduction to Tuscany’s rich history for curious kids and parents alike.
Your family will love outdoor activities just beyond Certaldo. Cycle together along the Via Francigena, a scenic path winding through rolling hills dotted with olive groves and cypress trees. Pack a picnic for a day trip to nearby Lake Bilancino, where gentle waters are perfect for swimming, paddleboarding, or simply skipping stones along the shore. In summer, the Tuscan sun warms the hills, while spring brings wildflowers and cool breezes—ideal for hiking and nature walks.
Let us welcome you to Certaldo in Tuscany’s Chianti, where every day brings new sights, sounds, and flavors. Savor gelato on a sunny piazza, join a local festival, or relax in a quiet garden while the kids play. Whether you’re exploring medieval castles or sharing laughter by the lake, Certaldo promises a family escape filled with beauty, comfort, and unforgettable moments.
Nearby cities
Gambassi Terme
Discover Gambassi Terme in Tuscany Chianti—picnic in sunlit parks, splash in thermal pools, hike green hills, and savor fresh gelato with your family.
Marcialla
Discover Marcialla in Tuscany’s Chianti region—where your family can picnic in sunlit vineyards, hike gentle hills, and savor gelato in a charming piazza.
Castelfiorentino
Discover Castelfiorentino in Tuscany’s Chianti: stroll sunflower fields, picnic by gentle streams, and explore kid-friendly trails under golden Italian skies.
San Gimignano
Bring your family to San Gimignano in Tuscany’s Chianti region—explore medieval towers, stroll sunny piazzas, and picnic among rolling vineyards together.
Frequently Asked Questions
Ready to see what Certaldo has to offer? Let’s tackle some of the burning questions you might have as you plan your visit!
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A family weekend in Certaldo, Italy, promises a delightful journey through medieval charm and Tuscan flavors. Begin by exploring Certaldo Alto, the enchanting old town reached by funicular, where cobblestone streets lead to the majestic Palazzo Pretorio and the home of writer Giovanni Boccaccio. Savor artisanal gelato in Piazza SS. Annunziata, then venture into the surrounding vineyards for a hands-on cooking class or truffle hunt. As the sun sets, enjoy a panoramic dinner overlooking the rolling Chianti hills.
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To make the most of Certaldo while avoiding crowds and stress, start your mornings early by exploring the medieval old town of Certaldo Alto, taking the funicular before most tourists arrive. Wander the cobbled streets, visit the Palazzo Pretorio, and enjoy panoramic views from the city walls. For lunch, savor authentic Tuscan cuisine at a local trattoria. In the afternoon, stroll through the tranquil gardens of Parco di Canonica or visit Boccaccio’s House, then relax with a gelato as the day winds down.
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Yes, Certaldo offers several pet-friendly rentals, especially in the scenic countryside surrounding the medieval old town. Many agriturismos and villas provide fully fenced yards, perfect for dogs to roam safely. You’ll find easy access to walking trails winding through the rolling Tuscan hills and vineyards, with the Via Francigena pilgrimage route passing nearby. Staying near Certaldo Alto lets you enjoy panoramic views and peaceful strolls with your pet while exploring the rich history and charm of the town.
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A 3-day trip to Certaldo offers a captivating blend of medieval charm and Tuscan beauty. Begin by exploring Certaldo Alto, the picturesque old town accessed via funicular, where you can wander cobblestone streets and visit the Palazzo Pretorio with its frescoed halls. Discover the legacy of Giovanni Boccaccio at Casa del Boccaccio, then savor regional cuisine at local trattorias. Don’t miss panoramic views of the Val d’Elsa countryside and the vibrant atmosphere of the Mercantia festival if you visit in July.
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If you’re staying in Certaldo and looking for beaches with lifeguards on duty during the summer, head toward the Tuscan coast, particularly the sandy stretches at Marina di Cecina or Marina di Castagneto Carducci. These popular seaside resorts are about an hour’s drive from Certaldo and are known for their well-equipped bathing establishments, called “bagni,” where attentive lifeguards watch over swimmers, making them ideal for families seeking both relaxation and safety along the Tyrrhenian Sea.
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While Certaldo itself is known for its charming medieval streets and the stunning Palazzo Pretorio, the best spots for sledding or tobogganing are found in the nearby hills of the Chianti region and the Apennine mountains. Head toward Abetone, a well-known ski resort about two hours north, where you’ll find excellent slopes and dedicated areas for tobogganing. The area around Monte Amiata also offers snowy fun and beautiful winter scenery for families and adventure seekers alike.
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In Certaldo, transportation costs are quite reasonable, especially if you rely on the funicular railway connecting Certaldo Basso to the medieval Certaldo Alto, which costs just a few euros per round trip. Taxis are available but can be pricier, while local buses offer affordable connections to nearby Tuscan towns. Exploring the charming cobbled streets of Certaldo Alto on foot is free and highly recommended, as many attractions like Palazzo Pretorio are within easy walking distance.
