Beautifully renovated barn in the Chianti Hills with its own private pool

OVERVIEW Casa Pernice

Casa Pernice is a serene and stylish hideaway on the stunning San Polo in Rosso estate in the  Chianti hills. The villa is part of the picturesque hamlet of Galenda between the villages Gaiole and Radda in Chianti. Originally a traditional Tuscan barn, the villa has been thoughtfully restored across two levels to offer three generous bedrooms, a saltwater dream pool, and sweeping views over vineyards and rolling hills — all just steps from the legendary Eroica cycling route.

The interiors combine classic Tuscan elements, such as terracotta floors and exposed wooden beams, with pastel-colored walls and elegant furnishings, creating bright, inviting spaces that feel both timeless and refreshingly modern.

Outside, a lush 2,500 m² garden wraps around the villa. Here, a sparkling saltwater pool — heated on request — invites long, lazy afternoons on sun loungers beneath parasols, with uninterrupted views over the Chianti countryside. A traditional pizza oven, BBQ, and a shaded pergola complete the setting, perfect for relaxed al fresco meals and memorable evenings under the Tuscan sky.

All around, the landscape unfolds in a patchwork of medieval villages, ancient castles, and storied wineries. Winding backroads meander through sunlit vineyards and golden fields, ideal for leisurely walks or e-bike adventures, where each bend reveals another slice of Chianti’s enduring beauty.

Amenities and services

Floorplan of the villa

Ground Floor

Living room
Kitchen/Dining room
1 double bedroom (160×190) and ensuite bath with walk-in shower            1 twin bedroom (90×190). Beds can be combined. Ensuite bathroom with walk-in shower.

 

First Floor

1 double bedroom (160×190) and ensuite bathroom with walk-in shower

Garden :

Pergola for outdoor meals
Pool 3,50 x 10,35 m (depth: 1,40m). Can be heated on request.
Fenced and spacious 2,500sqm garden

ESTATE: San Polo in Rosso

Situated between Florence and Siena, San Polo in Rosso is a sprawling  800-acre estate in the heart of Chianti Classico, made up of rolling vineyards, olive groves and oak forest and has a history dating back at least 1,000 years.

Majestically crowning a hill is a private borgo, or hamlet, consisting of a fortified medieval castle, an 18th-century villa, a Romanesque-Gothic parish church, and several adjacent restored farm houses. Due to its position between the republics of Siena and Florence, the fortified castle rose in strategic importance and was fought over by the intense rivals.

Over the centuries the estate’s vineyard also grew in prominence and it was at this very estate where the standard blend of Chianti wine was developed in the 19th century, which was also the first of Tuscany high quality wines. While the current owners do not produce their own wine, 22 hectares of the estate’s vineyards are leased to a noted local wine maker.

The estate’s church is an architectural jewel. An even older church stood here, before being replaced with the Romanesque structure in the 11th century. Damaged by fire in the 14th century, it had some renovations in the Gothic style. The vaulted ceilings of the nave feature beautiful frescoes dating to 1367 and depicting the life of Christ. There is also a working organ from the late 18th century. The church can be used for weddings and in summer occasional concerts are also held.

This magical location provides the perfect setting for creating special memories with family and friends and its tranquility and splendid natural allure also make it ideal for wellness and creative retreats.

There is a wide range of things to do in the area to complement your Tuscan holiday. Within close proximity are medieval villages, castles and exceptional wineries. The area’s vineyards and fields are crisscrossed with smaller backroads, perfect for exploring on foot or by e-bike. Siena and Florence are also within easy reach and can be visited on day trips from the estate.

ACTIVITIES

• Castello di Ama: This tiny hamlet is the unexpected setting for museum-worthy contemporary art.The “town’s” handful of handsome buildings are now part of the Castello di Ama winery — one of Chianti’s finest — and house some of the works that the winery began commissioning over a decade ago. Today the collection consists of a dozen permanent pieces, including works by Anish Kapoor and Kendell Geers. Their two-hour guided visit includes the winery, the artwork and a tasting of the estate’s olive oil and wines (€35; book in advance).
• Radda: Majestically perched on a hill and surrounded by a sea of green, this alluring town’s position is truly spectacular. It has a medieval walkway and main square, where the Palazzo del Podestà displays its coats of arms and elegant arches. This palace had been the headquarters of the Chianti League, a military-political organisation that controlled this territory under Florence rule, for over four centuries. Opposite is the Neo-Romanesque Church of San Niccolò.
• Brolio Castle: A must for wine lovers, Brolio is one of the oldest wineries in the world and is where the Chianti style of wine was “born.” This is the former home of the extremely wealthy Ricasoli family who has owned the estate since 1167. You can visit the castle and the gardens on your own or book one of their guided tours which includes the history of the estate, its wine-making facilities, cellars where Brolio’s wine is aged, and concludes with a wine tasting.
• Castellina in Chianti: A small medieval town nestled at the top of a rolling green hill at an altitude of 578m. Via Ferrucci, a pedestrian zone, is the main street and home to a number of restaurants, some with outdoor seating. Castellina is dominated by its early 15th century castle, home to the Archaeological Museum of Chianti Senese displaying ancient artifacts from area excavations, including many from the Etruscan settlements of the area. The parish church San Salvatore contains an important fresco of the enthroned Madonna attributed to Bicci di Lorenzo.
• Panzano: This picturesque town is well worth a wander and which features gorgeous views of the surrounding vineyards. Be sure to drift behind the square where you will find the old fortress and the Church of Santa Maria. The town is home to world famous butcher Dario Cecchini and his eatery, ideal for a hearty lunch. If you’re looking to do some shopping, track down Verso x Verso for custom designed leather goods. Just outside Panzano stands the beautiful 12th C parish church of San Leolino which houses precious pieces of sacred artwork.
• Greve in Chianti: A charming town with a delightful main square surrounded by porticos and pottery shops and other artisanal boutiques. On Saturdays this square hosts a weekly market and you can further enjoy the square’s ambiance over a delicious cappuccino and pastry at the Pasticceria Chianti.
• Montefioralle: A tiny hilltop hamlet of Montefioralle, worth the detour from Greve. Leave the car in the parking just outside the wall (piazza Santo Stefano) and walk the narrow cobbled streets of this small borgo that started its life as a castle. Get the camera ready for some very picturesque scenes.
• Badia a Passignano: The splendid monastery of Badia a Passignano takes the form of a quadrangular fortified monastic complex with corner towers. Towards the middle of the 15 C the convent was augmented by the addition of cloisters and a wall. Information regarding the year of the Badia’s foundation is unclear. In 1049 Badia passed into the Vallombrosano order, a reformed branch of the Benedictines. In 1545, the abbey became an important theological, literary and scientific study centre; the monastery chronicles report that Galileo Galilei taught mathematics here from 1587-1588. The monastery is still today occupied by the Valombrosiani monk community.
• The “Strada Chiantigiana“ (SR 222): An ancient road leading from Florence to Siena is full of spectacular scenery, historic sites and the romance of the Tuscany region of Italy. This back road runs through rolling hills overgrown with vineyards to Chianti’s small cities and towns such as Greve, Radda, and Gaiole.
• Hot Springs: In Tuscany there are several natural hot springs fed by volcanic water from 30 to 55 degrees Celsius. Some of them have been known from Etruscan and roman times like Calidario and Saturnia. You can add to your holiday in Tuscany a day in a thermal hot spring.
• San Gimignano is a small walled medieval hill town in the province of Siena, Tuscany, north-central Italy. It is mainly famous for its medieval architecture, especially its towers, which may be seen from several kilometers outside the town. The town also is known for the white wine, Vernaccia di San Gimignano, grown in the area.
• Siena: The Sienese have no doubt, their town is the most beautiful in all of Tuscany, if not all of Italy. Siena has remained a Gothic city. Renaissance, one of the major influences in Florence, hardly affected the urban development of Siena. The city unfolds around the main shell-shaped square called “Il Campo.” Twice a year the famous horse race known as the “Palio” takes place here. The narrow streets are lined with old shops and small cafes, while churches and museums are real treasures of the fourteenth century.
• Florence: The city lies on the Arno River and is known for its history and its importance in the Middle Ages and in the Renaissance, especially for its art and architecture. A centre of medieval European trade and finance, the city is often considered the birthplace of the Italian Renaissance; in fact, it has been called the Athens of the Middle Ages. It was long under the de facto rule of the Medici family. From 1865 to 1870 the city was also the capital of the Kingdom of Italy. The historic centre of Florence continues to attract millions of tourists each year and was declared a World Heritage Site by UNESCO in 1982.

RATES

GUEST REVIEWS, Casa Pernice, San Polo in Rosso

LOCATION

The closest town is Radda in Chianti, where you can find food shops, restaurants, ATMs and other useful necessities. NOTE: the house Casa Faraone lies 3,5 km from the private hamlet San Polo in Rosso.