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Holiday home complex in Gaiole in Chianti featuring a panoramic pool, hot tub, and independent apartments with kitchens. Located 11 km from Siena, offering free private parking.

Carlino Vacanze offers self-catering apartments with kitchens and an outdoor swimming pool in Gaiole in Chianti, set among the vineyards of Chianti Classico near Brolio Castle.
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Carlino Vacanze is a holiday home complex located in the hamlet of San Regolo a Brolio, in the municipality of Gaiole in Chianti, 23 km from Siena.
The property offers self-contained accommodation of various sizes, ideal for both couples and families, with a fully equipped kitchen, living area, and private bathroom. Each unit features an independent entrance and pleasant outdoor spaces. Guests can relax in the seasonal outdoor swimming pool equipped with a sun terrace and open views over the Tuscan hills, or stroll through the garden’s green areas.
Just 100 metres from the property is the partner restaurant where guests can sample traditional Tuscan dishes. Included services feature high-speed WiFi throughout the property, free private parking with an electric vehicle charging station, and dog-friendly accommodation at no extra charge.

The accommodation at Carlino Vacanze is designed to provide complete independence and privacy during your stay in the heart of Chianti. The selection includes one- and two-bedroom apartments as well as an independent holiday home, with surface areas ranging from 50 to 70 square metres.
Each unit features a private entrance, air conditioning or heating, a living room with a flat-screen TV and satellite channels, and a modern bathroom with a walk-in shower, bidet, and hairdryer. The kitchen is equipped with a stovetop, oven, refrigerator, coffee machine, and all necessary kitchenware. Dedicated outdoor spaces complete the units, such as furnished terraces or balconies overlooking the garden, hills, or pool.
This 70 m² apartment features an independent entrance and two private bathrooms, ideal for hosting up to four guests. It offers one bedroom with a large double bed, a second bedroom with two single beds, a kitchen complete with appliances, and a private terrace.
A 60 m² accommodation for two people, featuring a spacious living area and a bedroom with a large double bed. It includes an equipped kitchen with an oven and refrigerator, a bathroom with a walk-in shower, and a terrace with garden views.
A 50 m² accommodation arranged with a separate living room, a kitchenette equipped with a coffee machine, and a washing machine. The apartment opens directly onto the inner garden and swimming pool, offering a comfortable setting for two guests.
An independent holiday home equipped with air conditioning and a private balcony. It features a living space separate from the double bedroom, a well-equipped kitchen, and an exclusive terrace facing the surrounding nature.
Carlino Vacanze provides comprehensive amenities designed to combine outdoor relaxation with modern conveniences. The fenced garden houses the seasonal outdoor swimming pool, a focal point for summer days, accompanied by a sun deck with loungers and a hot tub.
Just a short distance from the accommodation, Il Carlino d’Oro restaurant offers the opportunity to taste traditional Tuscan cuisine, with special dietary options available upon request. Guests travelling by car benefit from free private parking located within the property, equipped with an electric vehicle charging station. High-speed Wi-Fi covers the entire property, allowing for remote work. The property also warmly welcomes pets.
Carlino Vacanze is situated in the peaceful hamlet of San Regolo a Brolio, a renowned hilltop village in the municipality of Gaiole in Chianti, in the province of Siena. This small village stands at an altitude of approximately 350 metres above sea level, completely surrounded by the rolling vineyards and olive groves of Chianti Classico. Just 350 metres from the accommodation stands the majestic Brolio Castle, a historic medieval fortress tied to the winemaking tradition of Baron Ricasoli, offering picturesque views across the Tuscan countryside.
Its location is ideal for organizing day trips to Tuscany’s art cities. The city of Siena, world-famous for its Piazza del Campo and Palio horse race, is just 23 km away by car. For guests travelling by train, Castelnuovo Berardenga railway station is 11.9 km away, while Florence Peretola Airport is approximately 84 km away. Various dining spots are located in the immediate vicinity, including Il Carlino d’Oro restaurant just 100 metres away.
The Chianti region offers rich attractions for both nature lovers and food and wine enthusiasts. The surroundings of Gaiole are famous for cycling routes and gravel roads (‘strade bianche’) associated with L’Eroica cycling event. Meleto Castle is just 5 km away and serves as a recommended stop for visiting historic wine cellars. During the summer season, guests can alternate tours of medieval villages with relaxing moments by the complex’s swimming pool, while in autumn the grape harvest brings unique landscapes across the hills.
Guests give excellent ratings to the cleanliness and warm hospitality, awarding top scores for the staff and the comfort of the accommodations. The panoramic swimming pool and the peaceful location in San Regolo are highlighted as standout features of the stay.
Carlino Vacanze is located in the hamlet of San Regolo a Brolio, within the municipality of Gaiole in Chianti, in the province of Siena.
Rates at Carlino Vacanze vary depending on the season, the type of apartment selected, and the duration of the stay. You can check the updated price from our search partners.
Yes, Carlino Vacanze accepts pets upon request and at no additional charge for guests.
Yes, Carlino Vacanze offers free private parking directly on site, which is also equipped with an electric vehicle charging station.
At Carlino Vacanze, check-in is available from 16:00 to 20:00, while check-out must be completed between 08:00 and 09:00.
Yes, all accommodations at Carlino Vacanze feature a fully equipped kitchen with a stovetop, oven, refrigerator, coffee machine, and kitchenware.
Yes, the property features a seasonal outdoor swimming pool with a sun terrace and panoramic views of the surrounding landscape.