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.

This lovely apartment with 3 gallery bedrooms in Terranova Bracciolini is situated 250 m above sea level between Arezzo (42 km) and Florence (54 km) cities. Ideal for a large family or a group of 11, it offers a panoramic view of the Tuscan countryside. You can beat the heat in the private swimming pool. You can also organize pleasant outdoor barbecues and enjoy luncheons in the furnished garden. Do enjoy gourmands and fine wines in this region. An equestrian centre is located only 10 m away for horse riding lovers. Nearby lies the Cathedral of Santa Maria del Fiore, Palazzo Vecchio, Boboli Gardens, Uffizi Gallery and Siena at 63 km with the historic Piazza del Campo where the famous Palio is run. Do not forget to visit small villages such as Cortona (62 km), Sansepolcro (66km) and Loro Ciuffenna (8 km). The changing mat ensures you catch up on your yoga and sunrise on the private terrace. Table tennis table will also keep you and your troupe busy. Florence Airport is 70 km away. The house owner lives in the same house where the apartment is situated

This cozy, pet-friendly apartment near Pienza is perfect for a small family or group of up to 3 guests. Located on the ground floor, it features a large kitchen with a TV, oven, freezer, and heating for a comfortable stay in any season. The bedroom is furnished with a single bed and a bunk bed, while the bathroom includes a shower, washbasin, toilet, and bidet. Guests can relax outdoors on the private terrace or enjoy the shared garden, complete with outdoor furniture for alfresco dining. The 12 × 6 m shared swimming pool is open from June to September, ideal for cooling off during the Tuscan summer. Private parking and WiFi ensure added convenience during your stay. Just 10 km from the UNESCO-listed town of Pienza, the apartment is surrounded by the scenic Val d’Orcia. Explore the historic lanes of Pienza, sample its famous pecorino cheese, or visit nearby Montepulciano and Bagno Vignoni for wine tasting and thermal spas. The area also offers forest walks and a tranquil lake 20 km away. Great dining options await in the region, including Trattoria Latte di Luna and Osteria La Porta, where you can savour authentic Tuscan flavours amidst breathtaking landscapes.

This pet-friendly holiday home has 4 bedrooms and can accommodate 8 people. Ideal for large families, it has a private swimming pool and barbecue to have a gala time._x000D_ _x000D_ 'Dezi' is part of a beautiful villa and was part of a kind of hospital between 1200 and 1300. One of the first European examples of hospitals. _x000D_ _x000D_ Then it became a kind of restaurant, an osteria, for the pilgrims who came over the Via Francigena and stayed to eat here. In the year 2000, the building became an agriturismo. The villa has been completely renovated and is located in the heart of the Val d'Orcia near the town of Pienza. Its central location makes it easy to explore the area and visit several art cities. The villa combines a rustic exterior with a charming decoration, warm colours, and some antique furniture. You can enjoy the Tuscan countryside in the spacious garden and by the private pool. _x000D_ _x000D_ The villa is divided into two flats. Flat Dezi has a private garden and private pool and is completely separated from the other flat. Your privacy is therefore guaranteed. The Val d'Orcia consists of rolling hills with old farms and cosy villages. The fields consist of all kinds of colours._x000D_ _x000D_ The villa is semi-detached and there is a double bedroom on the ground floor with external access to the first floor where the rest of the house is located. _x000D_ _x000D_

This 2-bedroom farmhouse with a shared garden is set in Pienza. It is suitable for a small family. The farmhouse has a shared swimming pool to take a dip in._x000D_ _x000D_ There is a forest nearby ideal for hiking and camping. A lake is not very far from here, just 25 km away. The nearest restaurant and supermarket are 6 km away. Shopping lovers can head to the town cente,r which is 10 km away._x000D_ _x000D_ The farmhouse has a private terrace where you can enjoy a barbecue. There is garden furniture to relax on. You will find a large kitchen where meals can be prepared. For entertainment, a TV and WiFi are offered. An oven and freezer are at your disposal. A heating facility is available during colder days. Subtle parking is present here. You can keep a pet after making a small payment._x000D_ _x000D_ The nearest airport is a 2-hour drive away._x000D_

Located in the serene hills of Pienza, this pet-friendly apartment offers a peaceful getaway for up to 6 guests. Set on the first floor, it features a spacious kitchen with a fireplace and TV, two cozy bedrooms, one with a double bed and single sofa bed, the other with a double and single bed, and two modern bathrooms with showers and bidets. WiFi and central heating ensure a comfortable stay all year round. Step outside to enjoy a private terrace and a shared garden with outdoor furniture, ideal for relaxing in the Tuscan sun. A 12 × 6 m swimming pool, open from June to September, invites refreshing dips during warmer months. Private parking adds to the convenience, making it easy to explore the region. The apartment is just 10 km from the Renaissance town of Pienza, known for its stunning architecture and pecorino cheese. Nearby attractions include the Val d'Orcia hills, Montepulciano (famous for wine), and the enchanting Bagno Vignoni thermal baths. For dining, visit La Porta or Trattoria Latte di Luna in nearby towns to enjoy authentic Tuscan cuisine. With forest trails, a lake, and cultural landmarks within easy reach, this stay is perfect for families or friends seeking nature, history, and comfort in one beautiful setting.

Surrounded by the serene chestnut forests of the Pigelleto Nature Reserve, this Tuscan holiday home in Piancastagnaio offers a peaceful escape into nature. This historic stone farmhouse blends rustic charm with modern comforts, making it the perfect base for families or friends seeking relaxation and adventure alike. Start your mornings with a stroll through the expansive, fenced garden or enjoy breakfast on the sunlit patio. The property’s outdoor spaces invite long, lazy afternoons around the barbecue or relaxing under the open sky with mountain views. For cooler evenings, gather indoors beside the fireplace or host a movie night in the living area with a projector. Children and adults alike will love the table football, while the outdoor shower and hip bath offer refreshing ways to unwind. A separate fitness room lets you keep up your routine, even on a holiday. The area is rich with natural and cultural gems. A short drive takes you to the rejuvenating thermal baths of Bagni San Filippo, Saturnia, or Bagno Vignoni. Discover the vineyards of Montepulciano, the Renaissance charm of Pienza, or the medieval streets of Siena. In winter, the Monte Amiata ski slopes are just 18 km away. Local dining is a treat—try traditional Tuscan cuisine at Ristorante La Vite in Piancastagnaio or enjoy wine and panoramic views at Il Silene, a Michelin-starred spot near Seggiano. This location offers more than just a stay—it’s an authentic experience in the heart of Tuscany’s most enchanting landscapes.

This sun-drenched Tuscan holiday home is a tranquil haven surrounded by vineyards, cypress trees, and golden countryside. Its offers a warm, rustic retreat amidst the renowned vineyards of Val d’Orcia. Set on a tranquil estate, the house blends traditional Tuscan character with generous indoor and outdoor living spaces, ideal for families or friends looking to unwind in nature. The house itself welcomes you with its inviting interiors — think terracotta floors, wood-beamed ceilings, and cozy communal spaces. Guests can gather around the fireplace in the airy dining room or enjoy quiet moments on the terrace with panoramic countryside views. Five airy bedrooms with air conditioning provide restful nights, while multiple bathrooms ensure comfort and privacy. Step outside into 2 hectares of beautifully maintained shared gardens. Kids can swing under the trees or challenge each other to a friendly table tennis match. Adults can soak up the Tuscan sun on loungers, share meals at the garden table, or grill over the shared charcoal barbecue. A large, fenced swimming pool offers a refreshing dip on warm afternoons, surrounded by olive groves and vineyard views. You're just a short drive from Montalcino's medieval streets and wineries, with top dining spots like Locanda Demetra or Il Giglio nearby. Whether you're tasting world-famous Brunello, exploring Siena or the coast, or simply relaxing on-site with local wine in hand, this home is your peaceful base for an unforgettable Tuscan escape.

This rustic farmhouse is situated in Buonconvento, in a special environment with a rich history, art and traditions. It is ideal for a small family and has a shared swimming pool to take a refreshing dip on a hot summer day. The house overlooks the beautiful views of the countryside. The town centre and restaurants are 4 km from the farmhouse, perfect to spend the evenings. The local grocery store is 6 km from the stay. This is a first-floor apartment without a balcony and lift. To reach it, you have to climb 14 steps, due to which it is not suitable for people with less mobility. A garden with an outdoor table in common area with other families invites you to savour afternoon tea. There is a table tennis table to keep adults busy, while kids have play equipment at their disposal. A children's bed is provided while air conditioning is not available. it is possible that it might be hot at night as well due to the location. There is no restaurant, breakfast can be booked for 7 euros per person. Check-in begins from 4-7 PM and check-out is from 8-10 AM.

Why stay here? Nestled in the beautiful valleys of Tuscany, this farmhouse is located in Buonconvento. It has a shared swimming pool to relax and rejuvenate. The stay can host a small group or a family comfortably. Notably, the flat is on the first floor and there are 14 steps to access it and there is no balcony. Things to do around You can explore Montalcino, Monte Amiata, Buonconvento, Chiusure, Monte Oliveto, de Val dOrcia, and Siena easily from here. The property is in the ground with meadows, forests, fields of grain, and sunflowers. Buonconvento is a town rich in museums and archaeological marvels for you to explore. What to expect from the space From the garden, you can spot a pheasant, wild boar, turkey duck, geese, and deer. Do set up a barbecue for a gala evening. Only small dogs are accepted. More for your stay Florence airport lies 77 km away.