All our Vacation Rentals in Bibbiano
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Villa
Villa Isaia is a prestigious historic residence nestled in the Chianti hills, in a panoramic location between Florence and Siena, with stunning views of the Tuscan countryside and the city of Siena. Dating back to the 15th century and carefully renovated between 1996 and 1998, the property combines historic charm, luxury, and modern comforts, offering an exclusive experience in a setting of absolute privacy. The villa is surrounded by a large, well-kept, centuries-old garden with scenic paths, relaxation areas, and shaded corners. The outdoor spaces include a large private swimming pool (14 x 7 m) equipped with sun loungers, a gazebo, and a solarium area, a tennis court, a hot tub, as well as several areas dedicated to outdoor recreation and relaxation. Villa Isaia can be booked in its entirety and is ideal for large groups, private events, or high-end stays. The main property has 16 bedrooms, all with private bathrooms, air conditioning, and unique architectural features. Upon request, it is also possible to include the annex and the owner's apartment, accommodating up to 35 people in total. The interiors offer numerous common areas: large halls, living rooms, a fully equipped professional kitchen with access to a large outdoor terrace for lunches for up to 36 guests, relaxation rooms, an entertainment area, and a private chapel. Each room is designed to ensure comfort, elegance, and functionality. The stay includes high-level service with dedicated staff, daily breakfast, cleaning, concierge service, and the possibility of organizing lunches and dinners with a private chef. The villa is strategically located for visiting Siena, Florence, San Gimignano, Monteriggioni, Volterra, and the main destinations in Tuscany. Villa Isaia is a prestigious solution for those who want to experience the splendor of Tuscany in an exclusive historic residence surrounded by nature and served with standards of excellence.
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Located a short distance from Gaiole in Chianti, Villa Ghirlanda is a private residence nestled in the heart of Chianti Classico, surrounded by vineyards, hills, and iconic landscapes. Access is via a picturesque tree-lined driveway that leads to a setting of absolute tranquility and authentic Tuscan charm. The villa is surrounded by a private garden of approximately 4,000 m², carefully tended and enriched with plants, flowers, and antique terracotta jars. Outside, there is a private swimming pool (8 × 4 m), perfectly integrated into the landscape and ideal for relaxing outdoors. The outdoor spaces are designed to allow guests to enjoy the villa at any time of day, surrounded by sunshine, silence, and nature. The property is spread over two levels with a total area of approximately 400 m² and can accommodate up to 12 people. It has 6 double bedrooms and 5 bathrooms. The interiors maintain a rustic and elegant character, with traditional furnishings, stone fireplaces, large convivial tables, and a fully equipped kitchen. The rooms are spacious and functional, suitable for group or family stays. Wi-Fi is available, and some rooms are equipped with air conditioning. A distinctive feature of the villa is its direct link to the wine-making tradition of the area: the owner is a wine producer and, on request, it is possible to organize visits to the cellar and private tastings for an authentic experience in the heart of Chianti. Villa Ghirlanda is a private vacation rental, not a hotel. It is particularly suitable for families or groups of friends who want a stay immersed in nature, silence, and the culture of Chianti, with Siena, medieval villages, and the main Tuscan destinations within easy reach.
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Nestled in the Val d'Orcia countryside in the province of Siena, Villa Macciano is a splendid contemporary Tuscan residence that combines privacy, comfort, and authenticity. Easily accessible from Via Cassia, the property is accessed via an electronic gate and a well-maintained dirt road, ensuring complete privacy and tranquility. The park features a 5x13-meter private swimming pool surrounded by lawns and equipped with sun loungers and parasols. The electric safety cover protects children and keeps the water warm at night. The pool is open from early May to mid-October. Guests also have access to a magnificent private garden, a loggia with a dining table, a barbecue, and five bicycles for exploring the surrounding area. The 400-square-meter villa on two levels can accommodate up to 14 people in 6 bedrooms and 7 bathrooms. The interiors combine antique furnishings and modern comforts. On the ground floor, there is a living room with a fireplace and piano, an elegant dining room, a fully equipped kitchen, and a guest bathroom. The first floor has a second kitchen, an additional living room with a fireplace, four double bedrooms, and two twin bedrooms, all with private bathrooms. Just a few kilometers away are gems such as San Gimignano, Montalcino, Pienza, and Montepulciano, as well as the iconic Crete Senesi and the Abbey of Sant'Antimo. Free Wi-Fi, air conditioning in the main rooms, and private parking complete the offer. An ideal home for families or groups of friends who want to experience the most authentic essence of Tuscany.
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Villa Pianoro is an elegant panoramic residence nestled in the rolling hills of Radda in Chianti, in the heart of the most authentic Chianti region. Surrounded by vineyards and olive groves, it dominates a picture-postcard landscape of neat rows of vines, cypress trees, and ancient stone houses, in one of the most iconic areas of Tuscany, famous throughout the world for its great wines and the timeless atmosphere of its medieval villages. An ancient lookout point overlooking the valley, the villa has been carefully rebuilt, integrating modern technology and contemporary comforts while fully respecting the original structures. Stone arches, vaulted ceilings, wooden beams, and large windows tell the centuries-old story of the property, now reinterpreted with a fresh and essential design that harmoniously blends rustic style and modern details. The outdoor spaces are designed to allow guests to fully enjoy the view: the kitchen opens onto a patio with a barbecue, pizza oven, and outdoor dining area, while the garden features a heated swimming pool, a play area, and relaxation areas equipped with sun loungers and parasols. On the opposite side, a furnished gazebo offers an intimate corner for breakfast and dinner surrounded by the tranquility of the hills. The fully fenced estate produces award-winning wines and excellent olive oil, which are featured in tastings dedicated to guests. Inside, spacious and bright rooms include living rooms with fireplaces, a professional kitchen, a wellness area with Turkish bath, a fully equipped gym, and five double bedrooms with private bathrooms, as well as additional spaces for families and children. With services included such as buffet breakfast, daily cleaning, aperitif, and welcome dinner, Villa Pianoro is an exclusive retreat for experiencing Chianti in total comfort and authenticity.
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Overlooking the rolling hills of Chianti, Villa Cellere is a charming residence that embodies the most authentic essence of Tuscany. Nestled in 9 hectares of unspoiled land, the property dominates the landscape with open views of the vineyards and the historic town of Castellina in Chianti. Skillfully restored since 2000, the villa has regained its 18th-century splendor, combining tradition, culture, and sustainability in a warm and familiar atmosphere. With 615 m² of living space, it can accommodate up to 19 guests in 10 bedrooms and 11 bathrooms, spread over several levels, including a refined area with independent access. The rooms are elegant and welcoming, equipped with air conditioning, Wi-Fi, and modern amenities, while the common areas invite conviviality and relaxation. The 16 x 7-meter panoramic swimming pool, with a variable depth of up to 2.5 meters, is strategically located on the hill to offer breathtaking views of the surrounding countryside. By the pool, a bar and a fully equipped kitchen make every moment even more enjoyable, surrounded by the scent of lavender and the breeze that caresses the vineyards. The villa also has an indoor pool, spa, sauna, and gym, creating a perfect balance between wellness and nature. Included in your stay: breakfast, daily cleaning, linen change, garden and pool maintenance, heating, and 24-hour assistance. Villa Cellere also offers tailor-made experiences: tastings in the estate's wine cellar, cooking classes, private chefs, cocktail experiences, artisan workshops in Florence, and excursions in the area. A place to experience Tuscany authentically, combining contemporary comfort with timeless charm.
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Villa Corridori is an elegant, recently restored farmhouse dating back to 1789, nestled in the hills of Val d'Orcia, Tuscany, and can accommodate up to 14 people. The property has 6 double bedrooms with private bathrooms, one of which has a copper bathtub, plus a small bedroom with two single beds for children or teenagers. The interiors combine rustic Tuscan charm with a refined shabby-chic style: aged oak floors, Rapolano travertine bathrooms, antique terracotta floors in the living areas, and vaulted ceilings with wooden beams, while the antique country furnishings create a warm and authentic atmosphere. The villa is on two floors and offers ample outdoor space: 20,000 m² of enclosed garden, six hectares of private woodland, a covered gazebo with sofas, an oval table under a wisteria for breakfast and outdoor dining, and a private enclosed swimming pool with sun loungers, shower, and shaded area. Access to the villa is via 900 meters of dirt road in excellent condition, with flat parking for 6 cars. A rental car is essential to explore the area in complete freedom. The villa is ideal for those seeking privacy, nature, and relaxation, with the possibility of activities related to food, wine, and the Tuscan lifestyle, including cooking classes, oil tastings, pizza parties, and activities suitable for children. The surrounding area is culturally rich and allows easy access to Pienza and Montepulciano (55 minutes), Siena (90 minutes), and Florence (30 minutes after Siena). Scenic walking trails lead to the Castle of Fighine. Villa Corridori combines comfort, elegance, and Tuscan authenticity, offering an exclusive experience immersed in the history, nature, and gastronomy of the region. The combination of refined interiors, spacious outdoor areas, and dedicated services guarantees guests an unforgettable stay, perfect for families and groups who want to experience Tuscany in total relaxation and privacy.
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In the heart of Chianti Classico, nestled among rows of vineyards and stone farmhouses, Villa Cavresa (formerly Ca’ di Pesa) offers an elegant and functional rural retreat for extended families, groups of friends, and private getaways for up to 20 guests. With 11 bedrooms and 8 bathrooms, as well as spacious and flexible indoor and outdoor areas, it guarantees conviviality and privacy at a pace set by the guests: outdoor breakfasts, afternoons by the panoramic pool, pizza evenings in the wood-fired oven, and tastings of the estate’s wines. The outdoor spaces invite you to savor every moment: a pool with a sun deck, porticos and courtyards for lunches and aperitifs, an aromatic garden, a bocce court, hammocks among the pine trees, and paths through the vineyards. The understated and refined interiors combine stone, exposed beams, and terracotta floors with contemporary furnishings; a professional kitchen and an on-site wine cellar complete the convivial experience. With Camisa Essential, the villa becomes a bespoke experience: a dedicated concierge, private chefs for breakfasts, dinners, and pizza nights, cooking classes, tours of local wineries and olive oil producers, hiking and e-bike rides through the vineyards, sunset yoga, massages, and workshops for children. The team also manages small events, transfers, reservations, and behind-the-scenes logistics to leave guests free to enjoy their time. Key features: Val di Pesa (Chianti), 11 bedrooms (5 double + 3 Family Suites + additional rooms), 8 bathrooms, panoramic pool with sun deck, wood-fired oven and barbecue, wine cellar with estate wines, Wi-Fi and air conditioning, private parking. Camisa Essential upon request: private chef, culinary and cultural experiences, hiking/e-bike tours, yoga and massages, children’s services, private events, and full logistics management.
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Nestled among vineyards and olive groves in the heart of Chianti, Villa Delizia is part of the prestigious Ville La Marcellina estate and is an ancient farmhouse that has been skillfully renovated to combine historical charm with contemporary comfort. Less than a kilometer from Panzano, between Siena and Florence, the villa is located within a 20-acre private park, ensuring complete privacy thanks to the careful arrangement of windows and gates. The property, measuring approximately 600 square meters, can accommodate up to 14 guests in seven double bedrooms with private bathrooms, spread over four levels. The interiors, furnished in classic Tuscan style with elegant touches of French and Italian antiques, feature wooden floors, exposed beams, and neutral tones that amplify the natural light. Spacious living rooms with fireplaces, a refined dining room, and a modern, fully equipped kitchen with seven burners and a double oven make the spaces perfect for entertaining. The panoramic tower offers breathtaking views of the hills, cypress trees, and neat rows of vines. Outside, the Mediterranean garden offers stone terraces, a 6x6 infinity pool with solarium, and an elegant outdoor kitchen with barbecue and pizza oven, ideal for dinners under the stars. The villa also features a heated indoor pool with lounge area and bar, spa, and gym, as well as numerous amenities dedicated to relaxation and entertainment. Included in the stay: daily cleaning (4 hours), midweek linen change, air conditioning, heating, Wi-Fi, and 24/7 assistance. Villa Delizia can be rented together with Villa Il Tinaio and Villa Le Scuderie, allowing you to accommodate up to 37 people, ideal for large families or exclusive events immersed in the Tuscan countryside.
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