(#32)
From€ 2857
per Night

Villa

Nestled in the Chianti Classico countryside, Villa Cerreto is an 18th-century historic residence that combines architectural elegance with modern luxury amenities. Located in the village of Pianella, a short distance from Siena and Florence, the villa offers complete privacy, refined spaces, and panoramic views of the Tuscan hills and Florence Cathedral. The property can accommodate up to 14 people in 7 bedrooms, including five double rooms and two twin rooms in the attic, each with a private bathroom. The interiors combine the historic charm of exposed stone walls with elegant furnishings and modern comforts: spacious living rooms, a fully equipped kitchen, dining rooms with fireplaces, and master suites with sitting areas and luxury bathrooms. The villa also has separate quarters for any service staff, ensuring total privacy for guests. Outside, the private garden is a true retreat, with panoramic terraces, an 18-meter infinity pool, patio, and covered loggia for outdoor dining and tastings. The outdoor spaces offer relaxation areas, tables for al fresco dining, and an authentic pizza oven, perfect for convivial moments surrounded by nature. Villa Cerreto represents a balance between history, art, and comfort, ideal for those who want to experience the authentic Chianti Classico. Its privileged location allows you to easily explore the art cities and villages of Tuscany, while enjoying an oasis of peace and discretion. Air conditioning, Wi-Fi, and spacious common areas complete the stay. Villa Cerreto is the perfect choice for families, groups of friends, or those seeking an exclusive retreat in Tuscany, where the charm of history meets contemporary luxury and the natural beauty of the Tuscan landscape.

14 Sleeps / 7 Bedrooms / 7 Bathrooms
  • Garden
  • Internet
  • Baby Bed
  • Parking
  • Bike
  • Swimming Pool

(#657)
From€ 1530
per Night
  Special Offer from€ 1530

Villa

Hedoné Retreat Private villa in San Terenziano Umbria 5 bedrooms | 5 bathrooms | Up to 16 guests | Private saltwater ...

14 Sleeps / 5 Bedrooms / 6 Bathrooms
  • Garden
  • Near Village
  • Maid Service
  • Parking
  • Bike
  • Swimming Pool

Special Offers

Book your vacation for the period from 08 June 2026 to 31 March 2027 and save 10% (minimum 7 nights).
Book your vacation for the period from 08 June 2026 to 31 March 2027 and save 15% (minimum 14 nights).

(#204)
From€ 800
per Night
Excellent
Guest Reviews (1)

Villa

Villa Luce is a splendid Tuscan residence nestled in the hills surrounding Certaldo, halfway between Florence and Siena, perfect for those who want to enjoy a relaxing vacation in the heart of Chianti. The elegant and secluded villa can accommodate up to 18 people and offers an atmosphere of complete tranquility thanks to its dominant position and panoramic view of the surrounding hills, where the green of the olive groves and woods is almost uninterrupted except for a few distant farmhouses. Built as the residence of the Marchese Pucci family in the 19th century, Villa Luce has retained its original structure, enriched by a skilful conservative restoration completed in 2003, which has brought to light period details while introducing all modern comforts. The interiors are spread over three floors for a total of 600 square meters and harmoniously combine period furnishings, high ceilings, and fine materials with modern kitchens, bathrooms with whirlpool tubs, and rooms with satellite TV, DVD players, and stereo systems. The heart of the villa is the large dining room, ideal for 18 guests, which becomes the center of conviviality during your stay. Outside, Villa Luce is surrounded by a well-kept garden and large panoramic terraces, where you can relax or enjoy an aperitif at sunset. The heated swimming pool, 18 meters long and 4 meters wide, overlooks the Chianti region like a natural terrace, surrounded by armchairs, chaise longues, gazebos, and a barbecue, making the villa perfect for events, receptions, or exclusive weddings. There are nine bedrooms, all spacious and furnished with understated elegance in Renaissance style. They are spread over three floors: on the ground floor, there is a double bedroom with en-suite bathroom; on the first floor, there are seven twin bedrooms, each with en-suite bathroom; and on the second floor, there is a turret with a double bedroom, bathroom, and two terraces with breathtaking views. Villa Luce combines history, elegance, and comfort, offering a unique holiday experience in Tuscany.

18 Sleeps / 9 Bedrooms / 9 Bathrooms
  • Garden
  • Near Village
  • Internet
  • Maid Service
  • Baby Bed
  • Restaurant

(#238)
From€ 1271
per Night

Villa

Nestled among the rolling hills of Chianti, with sweeping views of the vineyards and panoramic pool, Villa Riello is the ideal choice for those who want to experience the Tuscan countryside with elegance and authenticity. Located a short distance from the village of Villa a Sesta, in the province of Siena, this 19th-century residence combines rural charm with contemporary sophistication, offering spacious rooms with attention to every detail. The property can accommodate up to 16 guests in 8 bedrooms with 9 bathrooms, distributed between the main building and an independent annex. The interiors, totaling 400 m², retain the typical features of Tuscan architecture, with handmade terracotta floors, exposed wooden beams, and stone walls, harmoniously complemented by modern comforts and refined furnishings. The bedrooms are air-conditioned and equipped with TVs, while the common areas include a fully equipped professional kitchen, a cozy living room, and a living area on the first floor with a library and large panoramic windows. Outside, over 1,100 hectares of land surround the villa, 47 of which are dedicated to Sangiovese vineyards, the heart of Chianti Classico. The 18-meter infinity pool with heated hydromassage area dominates the landscape, flanked by outdoor dining areas, barbecue, and pizza oven, ideal for evenings under the stars. The aromatic garden, the fenced property, and the numerous services included—from linen to 24-hour assistance—complete an experience designed to ensure comfort, privacy, and an authentic immersion in the Tuscan lifestyle.

16 Sleeps / 8 Bedrooms / 9 Bathrooms
  • Garden
  • Near Village
  • Internet
  • Maid Service
  • Baby Bed
  • Parking

(#192)
From€ 1400
per Night

Villa

Villa La Colonna is a splendid stone farmhouse located in the municipality of Bucine, in the heart of Valdambra, a stone's throw from Chianti Classico. The property, consisting of the main building and an independent annex, combines the rustic charm of Tuscan tradition with the comfort of modern amenities, and is perfect for families or large groups who want to spend a vacation immersed in nature and the tranquility of the countryside. The private garden surrounding the villa offers ample outdoor space, with covered relaxation and dining areas, a large 12x6-meter swimming pool with access steps and sun loungers, as well as an annex with a hot tub and shower. A barbecue and wood-fired oven complete the outdoor area, ideal for al fresco dining with views of the rolling Tuscan hills. The main building is on two floors and can accommodate up to sixteen people. On the ground floor, the living area includes a dining room with a table for eighteen guests, a large living room with a fireplace and satellite TV, and a fully equipped modern kitchen. Also on the ground floor are two double bedrooms with private bathrooms, one of which is accessible to people with disabilities. Upstairs, two suites with a four-poster double bed and an additional single bed, each with a private bathroom, are flanked by three twin rooms with two single beds that can be joined together, all with private bathrooms. The separate annex, also on two levels, accommodates four people and offers twin rooms with private bathrooms, independent access, and total privacy. Villa Barberino is strategically located for visiting Siena, Arezzo, Florence, and the villages of Chianti Classico, as well as for outdoor activities such as hiking, horseback riding, or relaxing at the nearby thermal springs. With a swimming pool, hot tub, Wi-Fi, and ample indoor and outdoor space, Villa Barberino is the perfect combination of comfort, elegance, and authentic Tuscan charm.

20 Sleeps / 9 Bedrooms / 9 Bathrooms
  • Garden
  • Baby Bed
  • Restaurant
  • Parking
  • Swimming Pool
  • Riding

(#38)
From€ 2700
per Night

Villa

Welcome to Villa Castello, a refined residence located in the Chianti Classico hills, with an unparalleled view of the city of Siena. At the entrance to the property, a 400-meter tree-lined avenue, flanked by olive trees and hedges, leads to a charming roundabout surrounded by centuries-old cypress trees, immortalized in Bernardo Bertolucci's film Io ballo da sola (I Dance Alone). Beyond the roundabout, among olive groves and manicured gardens with medicinal plants, lies the villa, surrounded by outdoor spaces designed for relaxation and conviviality. Pergolas, shaded pavilions, and a loggia furnished with comfortable sofas offer moments of tranquility, while the outdoor dining area invites you to enjoy al fresco dinners surrounded by the beauty of the Sienese countryside. The private saltwater swimming pool, complete with sun loungers and a lounge bar, becomes the focal point of the outdoor spaces, flanked by a vegetable garden and an orchard that make the experience even more authentic. Inside, the main villa and medieval tower offer timeless elegance. The rooms are tastefully furnished, combining historical elements with modern comforts. The main building has a living room with a fireplace, a fully equipped kitchen, and a dining room with French windows opening onto the patio. The sleeping area consists of five bedrooms and five bathrooms, while the upper floor houses a second living room with sofas, a grand piano, and a study. The three-story tower adds additional bedrooms and bathrooms, offering privacy and separate spaces for guests. Villa Castello is a prestigious residence that combines privacy, comfort, and beautiful scenery. Ideal for families or groups of friends, it allows you to fully experience Chianti, among hills, medieval villages, and excellent wines, in an exclusive setting with attention to every detail.

14 Sleeps / 8 Bedrooms / 7 Bathrooms
  • Internet
  • Maid Service
  • Baby Bed
  • Parking
  • Bike
  • Swimming Pool

(#118)
From€ 1142
per Night

Villa

At the foot of historic Florence, bathed in the warm light of the Tuscan countryside, stands Villa del Duca, an extraordinary residence where art, history, and nature come together in perfect harmony. This villa, which can accommodate up to twelve adults and two infants, is an oasis of timeless elegance, a place where every detail tells a story, from the frescoed ceilings to the terracotta and marble floors, to the custom-made furnishings created by local artisans. Perched on the highest point of a ten-hectare estate, Villa del Duca offers breathtaking views from every corner. The spacious, welcoming living room and dining area, rich in classic details, lead to a well-equipped kitchen and a terrace overlooking the swimming pool: a perfect place to enjoy the golden sunsets that illuminate the surrounding countryside. The scent of flowers dancing in the breeze, the birdsong in the morning, and the enveloping silence of the estate make every moment a unique sensory experience. The property offers six elegantly furnished bedrooms, with walls decorated in light tones and trompe l'oeil, fine fabrics, and custom-made furniture. Each room combines tradition and contemporary comfort, creating a bright and welcoming retreat for all guests. Outside, the pool is surrounded by a loggia and a large solarium, offering generous spaces to relax, sunbathe, or organize small private events. Villa del Duca is hidden away but strategically close to Tuscany's main attractions: Florence is just thirty kilometers away, while San Gimignano, Siena, San Miniato, Pisa, the Florentine and Sienese Chianti regions, and the Val d'Orcia are all within easy reach for day trips. The villa is not only a retreat but also an ideal starting point for exploring the artistic, cultural, and gastronomic wonders of the region. For those who also want to enjoy city life, Florence offers a wide choice of bars, cocktail bars, and wine bars, with La Menagere in the city center as a reference point for social and convivial moments. Villa del Duca is not simply a place to stay: it is an experience that intertwines history, art, and nature, transforming each visit into an unforgettable chapter in your personal story.

12 Sleeps / 6 Bedrooms / 7 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Baby Bed
  • Parking
  • Bike

(#17)
From€ 5736
per Night

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.

31 Sleeps / 16 Bedrooms / 16 Bathrooms
  • Internet
  • Baby Bed
  • Restaurant
  • Parking
  • Swimming Pool
  • Tennis Court