Beautiful Tuscan villa with private pool, located amongst the Chianti hills, just 25 km from Florence.

A Tranquil Stay Among Tuscan Vineyards In the serene hills of San Casciano in Val di Pesa, this charming holiday home is your gateway to the heart of Tuscany. Located on a picturesque wine estate, guests are welcomed with a bottle of house wine and the promise of an authentic experience. The shared swimming pool invites you to unwind, while the surrounding gardens, terrace, and play area offer spaces for both relaxation and family fun. Kids can enjoy the outdoor play equipment, and little touches like a high chair make it family-friendly. A guided walk through the vineyards and the historic San Lorenzo Chapel on site enrich your stay with a touch of history and culture. In the Heart of Tuscany’s Treasures This location is ideal for exploring Tuscany’s iconic towns. Florence, the Renaissance jewel, is just over 25 km away; Siena and San Gimignano offer medieval charm and striking architecture within an hour’s drive. Closer by, Pieve di San Pancrazio and Borgo Luccardo invite peaceful country walks and glimpses into Romanesque and rural Tuscan life. For families, Castelvecchio's adventure park, only 2 km away, adds excitement with its survival activities for kids. The surrounding countryside is perfect for walking, cycling, or simply soaking in vineyard views. Savor Tuscany’s Culinary Soul Just 1 km from the home, a vineyard-side restaurant serves delightful local fare nightly—often with special offers tied to the estate. In San Casciano and nearby towns, you’ll find a variety of restaurants offering traditional Tuscan dishes at reasonable prices, handpicked in a curated list available in your apartment.

This two bedroom holiday home, very comfortable for a small family or for a group of 4 people, is located in the Tuscan mountains in San Casciano in Val di Pesa. It includes a shared swimming pool with sun loungers where you can relax in the summer after returning from walks or excursions. This holiday home presents us with a very beautiful view of nature. There are many restaurants serving local food. The city center also contains many grocery stores which are only 5 km away. Firenze to 24 km, San Gimignano to 37 km, Siena to 59 km, and Montecatini Terme to 68 km must be visited at least once. This cottage has a very comfortable living/dining room to gather everyone for a pleasant gathering. In the open kitchen you can cook a delicious meal and enjoy it on the furnished terrace. In the evening you can have a barbecue party with wine in the garden. There is enough space for children to run around and play. Parking spots are available. Florence Airport is 37 km away and public transport is 5 km away.

Near San Casciano in Val di Pesa, this holiday home offers an authentic countryside experience infused with rustic elegance. Surrounded by vineyards and olive groves, this property invites you to unwind in nature’s embrace while staying just moments from cultural treasures and culinary delights. Guests enjoy a large shared swimming pool, perfect for refreshing dips on warm summer days, as well as a relaxing veranda and shared garden space, ideal for lounging under the sun. For families, the presence of play equipment and a high chair ensures a comfortable stay for little ones. Parking is available onsite, enhancing convenience. Local life unfolds at a leisurely pace, with a restaurant just short walk away nestled among the vineyards offering authentic cuisine, often paired with special farm-to-table promotions. Wine lovers can savor tastings and tours of the historic cellars accompanied by walks through the lush vineyards. Nearby, the ancient San Lorenzo Chapel stands as a testament to the region’s rich medieval heritage. This location is a fantastic base for exploring some of Tuscany’s most celebrated towns: the medieval towers of San Gimignano, the Renaissance splendor of Florence, the historic streets of Siena, and the thermal springs of Montecatini Terme. The nearby Pieve di San Pancrazio and the village of Borgo Luccardo offer peaceful countryside strolls steeped in history. For families seeking adventure, an exciting survival adventure park lies just 2 km away at Castelvecchio, adding variety. Cooking enthusiasts can also partake in exclusive classes to master the art of Italian cuisine and decode local menus — a delicious way to deepen your connection with this vibrant region. Florence Airport is conveniently located 37 km from the property, while Pisa Airport is within 80 km, making access straightforward for your Tuscan getaway.

Since 1995, this charming restored farmhouse in San Casciano in Val di Pesa invites you to experience authentic Tuscan country life. Divided into several cozy private apartments, it offers a peaceful retreat surrounded by olive trees and vineyards. Ideal for couples or families, this 2-bedroom holiday home accommodates up to 5 guests and provides access to a shared swimming pool just 300 meters away and a furnished garden perfect for relaxation. Guests can savor farm-to-table dining at a nearby vineyard restaurant 1 km away, featuring local specialties. Weekly wine tastings in a historic 15th-century villa entrance let you explore the cellars and stroll through the vineyards, connecting you with the region’s rich wine heritage. This agriturismo blends nature, culture, and quality products, including wine straight from the estate, perfect for enjoying by the refreshing pool during summer days. Creative art courses by the Polo Museale Fiorentino add a cultural touch to your stay.

In the picturesque countryside of San Casciano in Val di Pesa, this charming holiday home offers a serene escape amid Tuscany’s hills and vineyards. With a shared swimming pool, boules court, and children’s play area, it’s perfect for families or couples seeking both relaxation and fun for their kids and loved ones. Spend your mornings enjoying coffee or matcha on the terrace or unwinding in the peaceful garden, while the cozy fireplace inside adds warmth to quiet evenings. The well-appointed kitchen invites you to create meals with fresh local produce, making every dining experience special. Families traveling with little ones will appreciate the availability of a high chair and playpen. Step outside to explore the nearby San Lorenzo Chapel, a stunning Romanesque gem dating back to the 12th century, or take a scenic walk through charming villages like Pieve di San Pancrazio and Borgo Luccardo. The local farmhouse restaurant, just a kilometer away, offers delicious Tuscan cuisine, often paired with excellent wines from the surrounding vineyards. For those seeking adventure, a nearby park offers exciting outdoor activities for children and adults alike. And when you’re ready to explore, historic cities such as Florence, Siena, Pisa, and San Gimignano are all within easy reach. Take advantage of unique experiences available on site, including guided wine tastings and hands-on cooking classes that immerse you in the region’s rich culinary traditions. This holiday home is your perfect base to experience authentic Tuscan culture, nature, and cuisine.

This cozy apartment in San Casciano in Val di Pesa offers a warm, pet-friendly retreat with shared access to a 10×5 m pool (May–September), garden, terrace, barbecue, boules court, and a playground, ideal for families. Located on the ground floor, it features a private entrance leading to the first-floor living space with a sofa bed, dining area with high chair, and an open kitchen (two-ring stove, fridge-freezer). The master bedroom includes a double bed and children’s bed, and the bathroom is fitted with a shower, bidet, and central heating. WiFi and parking are included. Guests can relax outdoors with garden furniture, dine al fresco, or unwind by the pool. Children can enjoy the dedicated play area, while adults take in the peaceful countryside. The apartment offers a practical layout perfect for small families or couples. Just 25 km from Florence, this spot is ideal for exploring Tuscany. Visit Siena, Pisa, San Gimignano, or Montecatini Terme for day trips. Discover San Casciano’s medieval streets, art museum, and Romanesque churches. Wine lovers can enjoy tastings at Antinori nel Chianti Classico or Castello di Gabbiano. Trattorias and gelaterias in town serve authentic Tuscan flavors, while nearby forest trails offer scenic walks.

Set in the picturesque village of Montefiridolfi, this charming ground-floor apartment offers a peaceful stay in the heart of Tuscany. Ideal for families or groups, the home features four bedrooms, including a children's bed and high chair, making it both spacious and family-friendly. With a cozy living room, fireplace, and well-equipped kitchen, it’s a comfortable base to enjoy both relaxation and adventure. This pet-friendly property includes a bathroom with a bathtub and bidet, a washing machine, and a recreation room complete with billiards and a DVD player. Outdoor amenities include a shared garden with barbecue, garden furniture, and a swimming pool (10x3 m, open June–September). Guests will enjoy evenings on the patio or a refreshing outdoor shower after a day of exploration. Nestled just 24 km from Florence and close to Siena, Certaldo, and Monteriggioni, this is a perfect location to explore Tuscany’s art, history, and wine regions. Visit Florence’s Renaissance treasures or enjoy the medieval charm of nearby towns. Local restaurants and shops are just 2 km away, offering delicious Tuscan cuisine and fresh local produce. This scenic escape blends nature, comfort, and culture in one unforgettable stay.

This villa in San Casciano in Val di Pesa offers a serene Tuscan escape in the heart of the Chianti countryside. Ideal for families or groups, the villa features a private garden with a barbecue area, a refreshing swimming pool (open June to September), and a spacious recreation room with billiards—perfect for relaxed evenings. A high chair and children's beds ensure a family-friendly stay, while pets are welcome to enjoy the open spaces alongside you. Just 2 km away, local trattorias serve authentic Tuscan flavors like ribollita and Florentine steak—perfect for a leisurely evening meal. Not far, Sant'Andrea in Percussina hosts the famous Albergaccio estate where Niccolò Machiavelli penned The Prince. Today, the estate is a museum and wine bar, and some areas, including the gardens, are pet-friendly. Outdoor lovers can explore scenic walking trails right from the villa’s doorstep. The Chianti Classico region is dotted with “ring routes” (percorsi ad anello) winding through vineyards, olive groves, and quiet woodlands—great for hiking or walking your leashed dog. Don’t miss the Calcinaia Ring Trail or the panoramic routes leading toward Greve and Montefiridolfi. Florence, with its Renaissance treasures, lies just 24 km away, while medieval gems like Certaldo, Monteriggioni, and Siena are within easy reach. Whether you're sipping wine under the Tuscan sun or strolling historic towns, this villa offers an idyllic base for unforgettable experiences in central Italy.

This charming holiday home offers a quintessential Tuscan escape, where vineyards meet history and rustic elegance blends with countryside calm. Located in the heart of the Chianti Classico region, this warm and inviting home features a shared garden, a refreshing pool, a furnished terrace for outdoor dining, and a barbecue perfect for enjoying local flavors under the stars. Inside, traditional terracotta floors and wooden beams create a cozy ambiance, complemented by a spacious living and dining area, a fully equipped kitchen with a high chair, and thoughtfully designed rooms ideal for a restful stay. Just 2 km away, you’ll find local restaurants and shops, while the historical center of San Casciano in Val di Pesa lies nearby. Here, explore the Albergaccio, where Niccolò Machiavelli wrote The Prince during his exile in 1513. Now a museum, wine bar, and restaurant, it offers an intellectual and culinary journey in one. The surrounding olive groves and vineyards—where dogs are welcome in the gardens—provide a tranquil backdrop for learning and leisure alike. Nature lovers and pet owners will enjoy access to scenic hiking and walking trails throughout the Chianti region. The "Calcinaia Ring" and other percorsi ad anello wind through picturesque landscapes, ideal for peaceful strolls with your leashed dog. Be sure to bring water and follow local guidelines. Florence, with its Renaissance treasures, is just 30 km away, and Siena’s medieval charm awaits 50 km to the south. Whether you're seeking history, local cuisine, or serene walks through nature, this Tuscan haven offers an enriching, unforgettable stay.