A Grand Retreat in the Heart of Sinalunga Nestled in the rolling hills of Sinalunga, this pet-friendly villa offers a luxurious escape for up to 14 guests. Surrounded by breathtaking landscapes, the property features a private garden, three swimming pools, and a barbeque area, making it perfect for relaxation and outdoor gatherings. The ground floor includes a bedroom with an en-suite bathroom, while the first floor boasts a living room with a TV, a fully equipped kitchen with a fireplace, oven, dishwasher, and fridge-freezer, and multiple bedrooms with en-suite bathrooms. Exploring Sinalunga’s Rich Heritage & Scenic Beauty Sinalunga is home to Palazzo Pretorio, a medieval architectural gem, and Parrocchia San Pietro ad Mensulas, one of the oldest churches in the region. Visitors can explore Fonte del Castagno, an ancient fountain dating back to 1265, or take a scenic drive to Piazza del Campo in Siena (35 km away), a stunning medieval square. Exceptional Dining Experiences Nearby Indulge in authentic Tuscan flavors at Ristorante La Sirena, known for its traditional Italian dishes. Ristorante Sailors Sinalunga offers a mix of seafood and local specialties, while Lampreghiotto - Street Food Toscano serves delicious Tuscan street food.

A Spacious Retreat in the Heart of Sarteano Nestled amid rolling vineyards and olive groves, this pet-friendly holiday home offers a serene getaway for up to ten guests. With WiFi, a private terrace, and access to a shared swimming pool (open May–September), this charming retreat is perfect for families and groups seeking relaxation and adventure. The first floor features three open kitchens, each equipped with a hob, electric kettle, boiling water tap, coffee machine, fridge, and juicer, ensuring convenience for large gatherings. Discover Sarteano’s Rich Heritage & Natural Beauty Just 7 km away, Sarteano invites visitors to explore its medieval charm, including the Castello di Sarteano, a historic fortress offering breathtaking views. The Museo Civico Archeologico di Sarteano showcases fascinating Etruscan artifacts. Exceptional Dining Experiences Nearby Indulge in authentic Tuscan flavors at Le Logge Del Vignola, a highly rated restaurant in Montepulciano. La Buca di Enea in Pienza offers a cozy atmosphere with traditional dishes, while Pesce d'Oro in Chiusi is perfect for seafood lovers.

A Tranquil Retreat in the Heart of Tuscany Surrounded by the rolling vineyards of Valiano di Montepulciano, this WiFi-equipped apartment offers a peaceful escape for up to four guests. Nestled within a beautifully designed residence, the property provides access to a panoramic swimming pool (open May–September), a tennis court, and a table tennis area, ensuring both relaxation and recreation. Comfortable & Well-Appointed Interiors Designed for comfort, the apartment features a balcony or terrace, air conditioning, and heating for a pleasant stay year-round. The open kitchen, equipped with a gas hob, electric kettle, coffee machine, microwave, and fridge, makes meal preparation effortless. A stylish living and dining room, fitted with a double sofa bed, flatscreen satellite TV, dining table, and seating area, offers an inviting space to unwind. Discover Tuscany’s Rich Heritage & Cuisine Just 15 km away, Montepulciano invites guests to experience its medieval architecture and world-famous Vino Nobile wine. Nearby Lake Trasimeno (10 km) offers breathtaking scenery, while Cortona (12 km) boasts Etruscan heritage and panoramic views. Dining options include La Dogana Ristorante, known for traditional Tuscan flavors, and Bar Osteria Pit Stop, ideal for casual bites.

A Charming Tuscan Getaway Surrounded by the rolling vineyards of Valiano di Montepulciano, this WiFi-equipped apartment offers a tranquil escape in the heart of Tuscany. Part of an exclusive countryside residence with panoramic views, it ensures a perfect balance of relaxation and adventure. Guests can enjoy access to a large swimming pool (open May–September), a tennis court, and a table tennis area, as well as a restaurant and bar on-site, creating a complete retreat experience. Comfortable & Well-Appointed Interiors The apartment is designed for both comfort and convenience, featuring a balcony or terrace, air conditioning, and heating for a pleasant stay year-round. The open kitchen, equipped with a gas hob, electric kettle, coffee machine, microwave, and fridge, makes meal preparation effortless. A stylish living/dining room, fitted with a double sofa bed, flatscreen satellite TV, dining table, and seating area, offers an inviting space to unwind. Discover Tuscany’s Rich Heritage & Cuisine Just 15 km away, Montepulciano invites guests to experience its medieval architecture and world-famous Vino Nobile wine, while Lake Trasimeno (10 km) offers breathtaking scenery. Dining options include La Dogana Ristorante, known for traditional Tuscan flavors.

This peaceful apartment in Valiano di Montepulciano offers a relaxing countryside retreat for up to four guests. Thoughtfully furnished, it features a cozy living area with a double sofa bed, satellite TV, and a dining space, alongside a fully equipped open kitchen. The bedroom includes a double bed and its own flatscreen TV, while the bathroom offers a shower, toilet, bidet, washbasin, and hairdryer. Heating, air conditioning, and free Wi-Fi ensure year-round comfort. Guests can unwind on a private balcony or terrace, enjoy the shared garden, or relax by the large swimming pool (19 × 12 m, open May–Sept). The property also includes access to a tennis court, table tennis table, and shared laundry facilities with a washing machine and dryer. Surrounded by rolling hills, it’s an ideal base for outdoor activities and peaceful moments. Located just 15 km from Montepulciano and 10 km from Lake Trasimeno, the apartment invites exploration of scenic trails, cultural sites, and vineyards. Dining nearby includes farm-to-table spots like Agriturismo Podere La Rocca and cozy favorites such as Bar Osteria Pit Stop and La Dogana Ristorante.

Magnificent villa with dependance, garden and pool, located in a panoramic position in the Montepulciano countryside (Val d'Orcia area).

This charming 4-bedroom farmhouse, located in Montepulciano, can accommodate 9 people. Suitable for friends or families, guests can relax in the bubble bath, take a refreshing dip in the swimming pool and access free WiFi here. You can go to the town center 2 km away, where you can enjoy shopping and explore several restaurants. If you wish to enjoy an adventurous day, you can go hiking in the forest 500 m away. Guests can lounge in the beautiful well-maintained garden and enjoy a hot barbecue by the poolside. The private terrace offers views of sprawling fields and picturesque countryside, which you can enjoy with a glass of wine. Guests can also cosy around the fireplace in the living room. The kitchen is well-equipped with an oven and refrigerator. The bedrooms are minimalistic in style designed with a vintage touch.

Located in Montepulciano, this quaint farmhouse features 1 bedroom for 2 people. Suitable for friends or families, guests can relax in the bubble bath, take a refreshing dip in the swimming pool and access free WiFi here. You can go to the town center 2 km away, where you can enjoy shopping and explore several restaurants. If you wish to enjoy an adventurous day, you can go hiking in the forest 500 m away. Guests can lounge in the beautiful well-maintained garden and enjoy a hot barbecue by the poolside. The private terrace offers views of sprawling fields and picturesque countryside, which you can enjoy with a glass of wine. Guests can also cosy around the fireplace in the living room. The kitchen is well-equipped with an oven and refrigerator.

Located in Montepulciano, this exquisite farmhouse is perfect for a lovely getaway. This has 1 bedroom and can accommodate up to 3 guests. It has a shared swimming pool and private terrace for you to unwind and relax. This home is 18 km from the lake. The restaurants are only 2 km if you wish to dine out with your loved ones. The supermarkets are only 2 km away. The golf course is 20 km away. The town centre is 2 km from the home. An open kitchen has cooker, oven and dishwasher. A bubble bath in the farmhouse is sure to make you feel rejuvenate. You can access the terrace or the garden to enjoy a sizzling platter of barbecue with your loved ones. Parking is also available for the guests.

This luxurious multi-unit villa in Valardegna offers ample space across guest and main houses, perfect for families, friends or multigenerational travel. Ground floor bedrooms (including doubles, singles and bunk beds) each boast en-suite baths with showers or bubble baths. The first floor features a dining room with fireplace, chef's kitchen with espresso & filter coffee makers, and another en-suite bedroom. The guest house adds even more living space, two lounges (both with fireplaces), dining room, kitchen, and three bedrooms each with bathrooms. Heating, air conditioning, Wi‑Fi and pet‑friendly policy ensure comfort for all. Step outside to your private garden with elegant furniture, sun loungers and barbecue, and take refuge in your own heated pool (12 × 8 m, open May-September). The peaceful setting, ample parking and multiple terraces create the ideal backdrop for relaxation and al fresco dining with loved ones, Tuscany at its tranquil best. Located just under a kilometre from Montepulciano's stunning medieval centre, this villa puts you close to icons like the 15th-century Duomo adorned with a Taddeo di Bartolo triptych, the elegant Piazza Grande with its soaring Palazzo Comunale tower offering panoramic hilltop views, and the perfect Renaissance gem of San Biagio church built in the 16th century.