Italy villas for rent

Vacation rentals in Pitigliano

Discover Pitigliano in Maremma Inland—wander cobblestone streets, picnic in sunlit piazzas, and explore hidden caves with your family in Italy’s scenic heart.

Pitigliano Vacation Rentals

Newest

Wohnung in Chiusi mit Grill, Gemeinschaftspool und Garten
Wohnung in Chiusi mit Grill, Gemeinschaftspool und Garten
Chiusi, Siena and surroundings, Italy
$431 night
1-Schlafzimmer-Wohnung
1-Schlafzimmer-Wohnung
Chiusi, Siena and surroundings, Italy
$275 night
2-Schlafzimmer-Wohnung
2-Schlafzimmer-Wohnung
Chiusi, Siena and surroundings, Italy
$371 night
Wunderschöne Wohnung in Chiusi mit Gemeinschaftspool mit Panoramablick
Wunderschöne Wohnung in Chiusi mit Gemeinschaftspool mit Panoramablick
Chiusi, Siena and surroundings, Italy
$407 night
Wohnung in Chiusi mit Gemeinschaftspool, Grill und Garten
Wohnung in Chiusi mit Gemeinschaftspool, Grill und Garten
Chiusi, Siena and surroundings, Italy
$275 night
Superior 2-Schlafzimmer-Apartment
Superior 2-Schlafzimmer-Apartment
Chiusi, Siena and surroundings, Italy
$431 night
für 2 Personen + 1 Kind ca. 65 m² in Cortona, Toskana (Provinz Arezzo)
für 2 Personen + 1 Kind ca. 65 m² in Cortona, Toskana (Provinz Arezzo)
Cortona, Arezzo, Cortona and surroundings, Italy
$407 night
für 3 Personen + 1 Kind ca. 75 m² in Cortona, Toskana (Provinz Arezzo)
für 3 Personen + 1 Kind ca. 75 m² in Cortona, Toskana (Provinz Arezzo)
Cortona, Arezzo, Cortona and surroundings, Italy
$557 night

Luxury rentals

Capalbio Pool
Capalbio Pool
Capalbio, Maremma Coast, Italy
$3,935 night
Gesamte Struktur
Gesamte Struktur
Monteleone d'Orvieto, Umbria, Italy
$5,980 night
Villaflair - Porto Ercole Pool Villa
Villaflair - Porto Ercole Pool Villa
Porto Ercole, Tuscany, Italy
$3,284 night
Ferienvilla 'Michelangelo' mit privatem Pool
Ferienvilla 'Michelangelo' mit privatem Pool
Brolio, Arezzo, Cortona and surroundings, Italy
$3,134 night
Villaflair - Villa Rotonda
Villaflair - Villa Rotonda
Punta Ala, Maremma Coast, Italy
$3,289 night
Agritourismus Casale Morotti
Agritourismus Casale Morotti
Foligno, Umbria, Italy
$3,588 night
Aerial photography
Relais La Costa
Monteriggioni, Siena and surroundings, Italy
$6,422 night
Terrace
Antico Borgo San Lorenzo
Colle Val d'Elsa, Tuscany Chianti, Italy
$6,315 night

Tips on renting in Pitigliano

Getting Around

When you visit Pitigliano in the heart of Maremma Inland, Italy, your family will be enchanted by the ancient tufa stone houses and winding alleys of the Old Town, perfect for a morning stroll with gelato in hand. Kids will love exploring the Etruscan caves and secret passageways, while parents soak in the breathtaking views of the rolling Tuscan hills. Don’t miss the impressive Jewish Quarter, where interactive exhibits and hands-on workshops invite everyone to discover Pitigliano’s rich cultural heritage together.

What to Pack

Packing for your family vacation to Pitigliano, Italy, is all about comfort and discovery. Bring sturdy shoes for exploring the ancient tuff stone streets and narrow alleys, perfect for curious kids and parents alike. Lightweight clothing and sun hats are ideal for wandering through the impressive Palazzo Orsini and the town’s Jewish heritage sites. In the Maremma region, don’t forget swimsuits for sunny days at Giannella beach and hiking gear for gentle family walks in Parco della Maremma. A camera is a must to capture these unforgettable moments together.

Must-Try Activities

Explore Pitigliano's ancient tuff stone streets, where your family can wander through narrow alleys leading to the impressive Palazzo Orsini, home to the Diocesan Museum and Library. Discover the town's rich Jewish heritage at the Synagogue and Jewish Museum, offering a glimpse into its unique history. For a taste of local culture, visit the Museo della Focarazza, showcasing traditional Maremma crafts. Don't miss the Cathedral of Saints Peter and Paul, a stunning example of Romanesque architecture. In the surrounding Maremma region, enjoy family-friendly activities like hiking in the Parco della Maremma, where you can spot wildlife and enjoy scenic views. The nearby beaches, such as Giannella, offer calm waters perfect for children to swim and play. For a unique experience, consider a horseback ride through the countryside, immersing your family in the natural beauty of the area.

Smart Spending Tips

Budgeting for a family getaway to Pitigliano in the heart of Italy’s Maremma Inland region is easier than you think. Expect a daily budget of €120 per person, or about €480 for a family of four, covering charming accommodations, hearty breakfasts, and meals featuring local flavors. Enjoy a guided walk through Pitigliano’s ancient streets with Discover Maremma’s “Pitigliano Family Adventure” tour at €30 per adult and €15 per child. Savor a lakeside dinner at Trattoria La Chiave del Paradiso, where a family meal averages €80, with kid-friendly options and stunning sunset views.Budgeting for a family getaway to Pitigliano in the heart of Italy’s Maremma Inland region is easier than you think. Expect a daily budget of €120 per person, or about €480 for a family of four, covering charming accommodations, hearty breakfasts, and meals featuring local flavors. Enjoy a guided walk through Pitigliano’s ancient streets with Discover Maremma’s “Pitigliano Family Adventure” tour at €30 per adult and €15 per child. Savor a lakeside dinner at Trattoria La Chiave del Paradiso, where a family meal averages €80, with kid-friendly options and stunning sunset views.

Discover the enchanting village of Pitigliano in southern Tuscany, where ancient stone houses perch dramatically on a cliffside above lush valleys. As you wander the cobbled streets of the “Little Jerusalem,” your family will marvel at the town’s rich Etruscan roots and the striking views from Piazza della Repubblica. The Orsini Fortress invites young explorers to imagine medieval tales, while the Jewish Ghetto and Synagogue offer a glimpse into the area’s unique cultural blend.

Families love to join the Pitigliano Walking Tour, which guides you through hidden alleyways and secret tunnels carved into volcanic rock. Outdoor enthusiasts can hike the Vie Cave, mysterious sunken roads shaded by towering cliffs, or enjoy a picnic in the Parco Orsini. Kids will delight in spotting local wildlife and sampling sweet Sfratto cookies from the town’s bakeries. About 4,000 people call Pitigliano home, giving it a friendly, small-town feel that’s perfect for a relaxing getaway.

For a true taste of Tuscany, visit the weekly market in Piazza Petruccioli, where you can pick up local cheeses and honey. Take a family bike ride along the rolling hills or unwind at the nearby Terme di Saturnia hot springs, just a short drive away. Don’t miss the sunset views from the Belvedere, a favorite spot for both locals and visitors. Pitigliano offers a blend of history, nature, and authentic Italian charm that will make your family’s trip truly unforgettable.

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Frequently Asked Questions

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

  • In Pitigliano, Italy, visitors are enchanted by the town’s dramatic position atop volcanic tufa cliffs, where centuries-old houses appear to grow from the stone itself. Wander through the ancient Jewish Quarter, where the historic Synagogue and kosher bakery tell stories of a vibrant Jewish community. Explore the Vie Cave, mysterious Etruscan roads carved deep into the rock, and enjoy sweeping views of the Tuscan landscape from the imposing Orsini Fortress, immersing yourself in Pitigliano’s unique blend of history, culture, and natural beauty.

  • Pitigliano is a wonderfully walkable town, perfect for families eager to explore its enchanting medieval streets. The historic center is compact, allowing you to stroll easily between sights like the ancient Jewish Quarter, the scenic Via Cave, and the impressive Palazzo Orsini. While the town itself is best enjoyed on foot, a car is helpful if you plan to visit nearby Tuscan villages or explore the picturesque countryside beyond Pitigliano’s dramatic tufa cliffs.

  • Accommodations in Pitigliano, a stunning hilltop town in southern Tuscany, typically offer modern amenities such as Wi-Fi, parking, and air conditioning, especially in popular hotels and well-rated guesthouses. Many lodgings near landmarks like the Orsini Fortress and the ancient Jewish Quarter have been updated to ensure comfort while preserving the town’s historic charm. Travelers can expect reliable internet access and climate control, making it easy to relax after exploring the town’s Etruscan ruins and scenic streets.

  • For a perfect blend of outdoor adventure and local culture in Pitigliano, start by exploring the dramatic Vie Cave, ancient Etruscan pathways carved into the tufa cliffs, which offer scenic hikes through lush Tuscan landscapes. Wander the medieval heart of the town, where the imposing Orsini Fortress and the centuries-old Jewish Quarter reveal Pitigliano’s rich history. Savor local wines at a family-run enoteca and unwind with panoramic views from the town’s stone terraces overlooking the rolling Maremma countryside.

  • Around Pitigliano, one of the most popular swimming spots is Lago di Bolsena, a volcanic lake with clear waters perfect for a refreshing dip and scenic beaches like Spiaggia di Marta. The lake is just a short drive from Pitigliano and offers opportunities for swimming, kayaking, and relaxing by the shore. Additionally, the nearby Terme di Saturnia features natural hot springs, where visitors can soak in thermal waters surrounded by the beautiful Tuscan countryside.

  • The closest ski resort to Pitigliano is Monte Amiata, which lies about an hour’s drive to the north. Monte Amiata offers a unique skiing experience on the slopes of an ancient volcano surrounded by beech and chestnut forests. The resort features several ski runs suitable for beginners and intermediate skiers, as well as scenic trails for snowshoeing. Visitors can enjoy panoramic views of the Tuscan countryside and savor local cuisine in charming mountain refuges.

  • Absolutely, Pitigliano offers several affordable family-friendly dining options where you can enjoy authentic Tuscan flavors without breaking the bank. Look for trattorias around Piazza della Repubblica, where you’ll find local specialties like acquacotta soup and handmade pasta served in welcoming settings. Many cafés in the historic Jewish Quarter also provide casual meals and delicious pastries, making them perfect for families exploring the town’s ancient streets and the scenic views from the city walls.

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