Tucked away in the rolling hills of Castiglione d'Orcia, this spacious, pet-friendly villa is perfect for large families or groups of up to 15 guests. The property spans multiple cozy living and dining areas, with six charming bedrooms, each with a private en-suite bathroom. Featuring three kitchens, including a large central kitchen equipped with modern appliances, satellite TV, and a fireplace, this villa blends comfort with traditional Tuscan character and offers free Wi-Fi throughout. The villa’s vast private garden is ideal for outdoor living, complete with garden furniture, a playground, table tennis, and table football. A stunning private swimming pool (15 × 7 m, open May to September) is the perfect spot to unwind under the Tuscan sun. Whether relaxing with a book by the fireplace or gathering for a meal al fresco, the villa is designed for socializing and rejuvenation. Located just 13 km from Castiglione d'Orcia’s historic center, guests can explore the charming old town, the imposing Rocca di Tentennano, and panoramic views over the Val d'Orcia. Famous thermal baths like Bagno Vignoni and San Filippo are nearby, offering soothing experiences. Delight in Tuscan cuisine at Osteria Perillà in Rocca d’Orcia or La Cisterna nel Borgo in Bagno Vignoni. The villa is an ideal base for discovering Montalcino, Pienza, and the scenic Orcia Valley.

Located in the rolling hills of Castiglione d'Orcia, this pet-friendly farmhouse offers a peaceful escape for two guests in the heart of Tuscany. Set on a scenic estate just 8 km from the charming village of San Quirico d'Orcia, the property is perfect for couples or solo travelers looking to explore the region’s beauty and history. With free WiFi and bike rentals available on-site, it’s easy to stay connected and venture out into the countryside at your own pace. Situated on the first floor, the farmhouse includes a spacious kitchen with a dining area, a cozy bedroom with either a double bed or two singles, an additional room with twin beds, and a bathroom with a shower, washbasin, toilet, and bidet. Guests can relax on the shared balcony, enjoy a meal on the private terrace, or make use of the garden furniture and BBQ. The estate also offers access to a large swimming pool (open May to September), a boules court, a shared washing machine, and convenient parking. Nearby attractions include the historic town of Pienza, known for its Renaissance architecture and pecorino cheese, and the thermal baths of Bagno Vignoni, just a short drive away. Don’t miss the iconic cypress-lined roads of Val d'Orcia, a UNESCO World Heritage Site. For dining, try Trattoria Osenna in San Quirico d'Orcia for Tuscan classics or Osteria Perillà in Castiglione d'Orcia for a Michelin-starred experience.

Surrounded by the rolling hills of Val d'Orcia, this charming pet-friendly farmhouse in Castiglione D'Orcia offers the perfect blend of rustic Tuscan character and modern comfort. Ideal for families or small groups of up to 6 guests, this 3-bedroom retreat features terracotta floors, wooden beam ceilings, and a cozy fireplace, evoking the true spirit of Tuscany. Step outside to enjoy a private terrace, shared garden, and a refreshing swimming pool (open May–Sept) with stunning countryside views. Fire up the shared barbecue, play a round of boules, or simply unwind with your pet in the peaceful surroundings. Explore the region’s medieval gems like San Quirico d'Orcia (8 km), known for its Romanesque churches and historic gardens, or visit Pienza and Montalcino, both nearby and renowned for their architecture, charm, and world-class wines. Nature lovers can enjoy walks or bike rides through the picturesque landscapes with their pets, or even head to Il CavalLeggero A.S.D. (21.6 km) for a memorable horse riding adventure. Dining out is a treat here. Enjoy traditional Tuscan cuisine at Ristorante Enoteca La Terrazza (7.7 km), or soak in the views from Il Loggiato (9.2 km) with a glass of local Brunello. Whether you’re relaxing poolside, exploring ancient villages, or adventuring with your four-legged friend, this farmhouse offers an authentic and tranquil Tuscan escape.

Experience authentic Tuscan charm in this delightful 2-bedroom holiday home for 4, nestled on a picturesque estate in the heart of Val d’Orcia, a UNESCO World Heritage Site. Located in an old 'casa colonica' on the first floor, the home features rustic terracotta floors, wooden beamed ceilings, and a cozy fireplace, inviting you into a warm, traditional Italian atmosphere. Start your mornings with breakfast on your private garden terrace, overlooking olive groves and rolling hills. On warm afternoons, cool off in the shared swimming pool, or enjoy a game of boules, soccer, volleyball, or basketball, all available on the estate. Pets are welcome too. Just 8 km away, San Quirico d’Orcia enchants visitors with its medieval architecture and lush gardens. Nearby Pienza, known for its pecorino cheese, offers sweeping views and Renaissance beauty, while the world-famous wine villages of Montalcino and Montepulciano are a must for wine lovers. With on-site bike rental, hiking routes, and ample space for your pet to roam, this tranquil retreat offers the perfect blend of relaxation, exploration, and local culture in the heart of Tuscany.

Nestled in the heart of Val d’Orcia, this charming pet-friendly farmhouse in Castiglione D’Orcia offers a quintessential Tuscan experience for up to 8 guests. With 5 spacious bedrooms, multiple bathrooms, a cozy fireplace, and traditional terracotta floors and wooden beams, the home beautifully balances rustic charm with modern comfort. Your furry friends are warmly welcomed here, and the expansive shared garden and surrounding countryside offer endless exploring opportunities, perfect for long, scenic walks or outdoor playtime. The shared swimming pool (open May–Sept), boules court, and nearby soccer, basketball, and volleyball facilities ensure fun for all ages. For animal lovers, horse riding is available at Il CavalLeggero A.S.D., just 22 km away. The farmhouse is ideally located for exploring Tuscany’s cultural gems. Just 8 km away lies San Quirico d'Orcia, a picturesque medieval village with charming piazzas and historic churches. Don’t miss Pienza (13 km), famed for its Renaissance architecture and pecorino cheese, or Montalcino (27 km), home to world-class Brunello wines. After a day of sightseeing or wine tasting, relax on your private terrace with a glass of local red, while your pets roam freely in the open garden. This farmhouse offers a warm welcome, stunning views, and plenty of space for the whole family—pets included.

Nestled in the breathtaking landscape of Val d’Orcia, this charming farmhouse for 4 offers an authentic Tuscan retreat on a peaceful estate. Perfect for families or couples, the house combines rustic character, think terracotta floors and wooden beamed ceilings with modern comforts, including a well-equipped kitchen, cozy living area, and two restful bedrooms. Outside, relax on your private terrace or take in sweeping views of the UNESCO-listed countryside from the large shared garden. A spacious swimming pool (open May–September), boules court, and sports fields make it ideal for both relaxation and recreation. Children and Pets can play freely while adults unwind in a serene rural setting. It is a pet frindly farmhouse. The estate's central location means you're just 8 km from San Quirico d'Orcia, a charming medieval village with quaint shops and picturesque piazzas. Don't miss Pienza, the Renaissance "ideal town" famous for its pecorino cheese and architectural beauty, or Montalcino, known for its world-renowned Brunello wine and hilltop fortress views. For dining, explore local trattorias like Osteria Il Ritrovo in San Quirico or La Porta in Monticchiello, both offering farm-to-table Tuscan specialties and regional wines.

This rolling stone farmhouse in Castiglione D'Orcia—a tranquil space surrounded by rolling hills, cypress-lined roads, and timeless beauty. Perfect for families, couples, or friends, the property offers a peaceful stay with access to a shared swimming pool, a private terrace, garden spaces, Barbecue facilities, and play equipment for children including a boules court. Pets are warmly welcomed, and the vast open grounds are ideal for walks and outdoor play with your furry companions. Located near the iconic Val d'Orcia, this farmhouse is a perfect base for exploring Tuscany's most picturesque towns. Visit nearby Pienza, famous for its Renaissance architecture and pecorino cheese; Montalcino, known for its world-class Brunello wines; or the ancient thermal baths at Bagno Vignoni. Enjoy horseback riding at IL CavalLeggero A.S.D. just 20 minutes away or a round of golf at the scenic Club Castiglion del Bosco. Local dining is a treat—head to Il Loggiato or Ristorante Enoteca La Terrazza for authentic Tuscan cuisine and breathtaking views. For fresh pastries and breads, L’Antico Forno is a beloved local bakery just 11 km away. Tuscany also hosts delightful local festivals: don’t miss the Festa del Barbarossa in San Quirico d’Orcia (June) for medieval pageantry or the Bravio delle Botti barrel race in Montepulciano (August). Both are perfect for immersing yourself in the culture—and many public spaces allow pets, including scenic walks around town walls and parks. Whether you're exploring local vineyards, relaxing by the pool, or stargazing with a glass of wine in hand, this farmhouse invites you to experience the slow, authentic rhythm of Tuscan life.