Italy villas for rent

Vacation rentals in Siena

Discover Siena’s family magic—enjoy gelato on sunlit piazzas, explore medieval streets, and picnic in rolling Tuscan hills for a perfect Italian getaway.

Siena Vacation Rentals

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Tips on renting in Siena

Getting Around

When you visit Siena in the heart of Tuscany, your family will be enchanted by the Piazza del Campo, a grand medieval square where children can run freely while you enjoy a creamy gelato under the Tuscan sun. The whole family will marvel at the Siena Cathedral, with its striking black-and-white marble and colorful mosaics—kids love spotting the animal carvings and exploring the peaceful cloisters. Siena and its rolling countryside offer unforgettable days filled with history, delicious food, and warm Italian hospitality for families of all ages.

What to Pack

Pack your bags for an unforgettable family vacation to Siena, nestled in the heart of Tuscany’s Siena region. Bring comfortable walking shoes for exploring the city’s medieval streets and sun hats for visiting the rolling vineyards nearby. For summer, include swimsuits and towels—Marina di Grosseto beach is perfect for kids to play in the sand. In winter, layer up for a day trip to Monte Amiata ski resort, where families can enjoy gentle slopes and snow play. Don’t forget travel adapters, tablets for the kids, and a camera to capture every moment.

Must-Try Activities

Siena in Tuscany welcomes your family with charming piazzas, medieval streets, and unforgettable views. Let your kids marvel at the soaring Torre del Mangia or join you for a stroll through Piazza del Campo, where the famous Palio horse race takes place. Savor creamy gelato as we wander the winding alleys, or explore the lush Orto de’ Pecci gardens for a picnic. Discover Siena’s vibrant markets, hands-on museums, and nearby Tuscan hills perfect for family bike rides and relaxing afternoons under the Italian sun.

Smart Spending Tips

Imagine your family exploring the medieval charm of Siena, nestled in the rolling hills of Tuscany. Budget around €250 per day per person, or €900 for a family of four, to enjoy spacious accommodations, authentic Italian meals, and memorable activities. Treat your kids to a guided "Siena for Families" walking tour with ToursByLocals, priced at €180 for the group, where stories of knights and horse races come alive. Savor a traditional dinner at Osteria Le Logge, with family-style dishes averaging €40 per person, perfect for sharing laughter and local flavors.Imagine your family exploring the medieval charm of Siena, nestled in the rolling hills of Tuscany. Budget around €250 per day per person, or €900 for a family of four, to enjoy spacious accommodations, authentic Italian meals, and memorable activities. Treat your kids to a guided "Siena for Families" walking tour with ToursByLocals, priced at €180 for the group, where stories of knights and horse races come alive. Savor a traditional dinner at Osteria Le Logge, with family-style dishes averaging €40 per person, perfect for sharing laughter and local flavors.

Bring your family to Siena, a charming medieval city in the heart of Tuscany, where every corner invites discovery. Wander together through the Piazza del Campo, one of Europe’s grandest squares, and let the kids marvel at the Torre del Mangia’s sweeping city views. Siena’s winding cobblestone streets lead you to the stunning Siena Cathedral, a feast for the eyes with its black-and-white marble and intricate mosaics. With over 165,000 visitors each year, Siena is a beloved destination for families seeking both culture and fun.

Enjoy the fresh air with a stroll along the city walls or join a guided family tour like Siena Walking Tours, which brings the city’s legends to life for all ages. In summer, the lush Orto de’ Pecci garden offers a peaceful spot for picnics and a chance to spot friendly donkeys. For little explorers, the Museo Civico offers interactive exhibits and hands-on activities that keep young minds engaged while you soak in the city’s rich history.

Don’t miss local favorites like the weekly Mercato di Siena, where you can sample Tuscan treats and pick up handmade souvenirs. For a hidden gem, visit the quiet Fontebranda fountain, perfect for a family photo. Siena’s rolling hills are ideal for a bike ride or a picnic with local pecorino cheese. Whether you’re savoring gelato in the sun or joining a Palio di Siena horse race celebration, Siena promises unforgettable moments for every member of your family.

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Frequently Asked Questions

Ready to see what Siena has to offer? Let’s tackle some of the burning questions you might have as you plan your visit!

  • Around Siena, Italy, travelers can embark on scenic hikes through the rolling Chianti hills, where vineyards and cypress-lined roads lead to medieval villages like Monteriggioni. Adventurous visitors can kayak along the serene Ombrone River, gliding past lush forests and ancient stone bridges. For cycling enthusiasts, the legendary Strade Bianche offers a thrilling ride on iconic white gravel roads, winding through the Tuscan countryside with panoramic views of olive groves and golden wheat fields.

  • Spending three to four days in Siena allows you to truly embrace the city’s charm while balancing relaxation and adventure. You’ll have time to wander the labyrinthine medieval streets of the historic center, marvel at the intricate mosaics of the Siena Cathedral, and unwind in the tranquil Piazza del Campo. With a few days, you can also venture into the rolling Tuscan countryside for a Chianti wine tour or a scenic hike through the Val d’Orcia.

  • In Siena, family accommodations typically range from €100 to €200 per night, depending on the location and amenities. Many charming hotels and agriturismos, such as those near Piazza del Campo or within the medieval city walls, offer spacious family rooms with authentic Tuscan décor. Staying in the heart of Siena provides easy access to landmarks like the Torre del Mangia and the Siena Cathedral, making it a convenient and memorable base for exploring the city’s rich history and vibrant local life.

  • A relaxing 5-day family vacation in Siena means wandering through the sun-drenched Piazza del Campo, savoring creamy gelato while children marvel at the Torre del Mangia’s soaring height. You’ll explore the Siena Cathedral, where intricate mosaics and striped marble fascinate all ages, before enjoying leisurely afternoons in the peaceful Orto de’ Pecci gardens. Day trips to the rolling Chianti vineyards or the medieval town of Monteriggioni promise scenic drives and memorable family moments amid Tuscany’s golden hills.

  • Absolutely! While Siena itself is inland, you can easily reach Marina di Grosseto within an hour and a half by car. This charming seaside spot features wide sandy beaches with shallow waters, making it perfect for children. The Bagno Sirena beach club offers shaded rest areas, a playground, and family-friendly amenities. Nearby pine forests provide cool picnic spots, while the promenade has gelato shops and cafes, ensuring a relaxing day for families seeking sun and fun.

  • For an unforgettable snowshoeing or winter hiking experience near Siena, head to Monte Amiata, a dormant volcano about an hour’s drive south of the city. Its forested slopes transform into a winter wonderland, offering marked trails through chestnut and beech woods, with panoramic views stretching across the Val d’Orcia and Maremma. The Prato delle Macinaie area is especially popular, where local guides can lead you along scenic routes and introduce you to the region’s unique flora and fauna.

  • Absolutely, Siena offers several affordable family-friendly dining options where you can enjoy authentic Tuscan cuisine without breaking the bank. Near Piazza del Campo, you’ll find casual trattorias like La Taverna di San Giuseppe, where kids are welcomed and the menu features hearty local favorites such as pici pasta and wood-fired pizza. Many cafés around Via Banchi di Sopra offer relaxed atmospheres, making it easy for families to enjoy a leisurely meal after exploring the medieval streets and historic landmarks.

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