(#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

(#29)
From€ 1428
per Night

Villa

Nestled in the Chianti countryside, Villa Serena is an exclusive residence ideal for family vacations, romantic getaways, and private events. Surrounded by vineyards, olive groves, and manicured gardens, it offers total privacy and a strategic location for visiting Tavarnelle Val di Pesa and the main art cities of Tuscany. The main villa accommodates up to 14 people in 7 bedrooms with private bathrooms, with furnishings that combine historical elements and modern comforts. The common areas include bright living rooms, a fully equipped gourmet kitchen, and elegant dining rooms, perfect for convivial dinners. Outside, the property offers a private swimming pool with panoramic views, a jacuzzi, gazebos, and spacious lounge areas. An 80 m² veranda and an outdoor theater make the villa suitable for events, lunches, or parties under the stars. The property is completed by a separate guest house with two bedrooms and a bathroom, ideal for additional guests or staff, with a private garden and outdoor dining area. Sports enthusiasts can enjoy a private tennis court just a few minutes away, while dedicated parking, Wi-Fi, and air conditioning ensure total comfort. Villa Serena offers authentic Tuscan experiences: wine and oil tastings directly on the estate, hiking or cycling, golf, horse riding, and film tourism tours of the locations of great films shot in the region. A place where comfort, elegance, and beautiful scenery come together, offering an unforgettable stay in the heart of Tuscany.

14 Sleeps / 7 Bedrooms / 7 Bathrooms
  • Garden
  • Near Village
  • Internet
  • Baby Bed
  • Restaurant
  • Swimming Pool

(#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

(#22)
From€ 2428
per Night
Excellent
Guest Reviews (1)

Villa

Villa Falco Finesterre is a historic 15th-century Medici residence located in the hills of Vicchio, in the heart of Mugello, immersed in an authentic and unspoiled Tuscan landscape. Originally built as a defensive tower house for the Bartolini family, the villa has evolved over the centuries into a prestigious country residence, now dedicated to high-end private hospitality. The property is set within a large park with centuries-old trees, manicured lawns, and seasonal flowers, a natural setting that guarantees silence, privacy, and a strong connection with the territory. The avenues and green spaces invite you to take relaxing walks, while the panoramic swimming pool is the center of outdoor life, ideal for enjoying the Tuscan sun and an open view of the surrounding valley. The villa is organized into a main building and an annex, with a total of ten bedrooms, suitable for large groups, extended families, or private events. The rooms offer different configurations, with double or single beds, and some solutions designed for greater flexibility. The annex has rooms equipped with private whirlpool tubs and the possibility of additional beds, while one of the rooms is equipped for guests with disabilities, ensuring accessibility and comfort. The interiors reflect the historic character of the villa, with spacious rooms and a sober and elegant atmosphere, designed to enhance the dimension of time, tranquility, and country life. Villa Falco Finesterre is not just a luxury villa, but a historic residence to be enjoyed at a leisurely pace, where architectural beauty and the landscape become an integral part of the experience. The price of your stay includes use of the swimming pool, private parking, Wi-Fi, a safe, pool towels, a cot for children, and weekly linen change. Some services and additional costs are excluded, including final cleaning, heating, extra beds, and services on request such as a private chef, babysitter, spa access, tastings, and personalized experiences. Villa Falco Finesterre is the ideal choice for those who want a stay in Tuscany dedicated to history, nature, and tranquility, in a charming residence designed to welcome guests rather than impress them artificially.

30 Sleeps / 10 Bedrooms / 12 Bathrooms
  • Garden
  • Near Village
  • Internet
  • Maid Service
  • Baby Bed
  • Restaurant

(#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).

(#21)
From€ 600
per Night
Excellent
Guest Reviews (2)

Villa

Villa Simonetta is a 19th-century Tuscan villa in Leopoldina style, located in Calenzano, between Florence and Mugello, in a strategic position that combines residential tranquility and excellent connections to the city. It is not a standard accommodation facility, but a high-end private home, designed for relaxed, bright, and functional stays, just a few steps from shops, restaurants, and services. The property can accommodate up to 10 people and is spread over two main floors plus a service floor. It has five bedrooms, four full bathrooms, and a guest bathroom. The interior spaces are spacious, balanced, and characterized by high ceilings, original parquet flooring, antique furnishings, and careful renovation that has preserved the villa's historical identity without sacrificing modern comfort. All bedrooms and main living areas are air-conditioned. Outside, an enclosed garden of approximately 4,000 m² surrounds the villa and guarantees total privacy. The greenery is designed as an Italian garden, with Art Nouveau and Neoclassical references, characterized by light lines, airy spaces, and well-kept but not rigid vegetation. The 3×7-meter private swimming pool, screened by laurel hedges, is the centerpiece of outdoor life, flanked by areas dedicated to dining, relaxation, and sunbathing. The internal layout is particularly functional: on the ground floor are the main common areas, the fully equipped kitchen, a double bedroom with private bathroom, and the guest bathroom; on the first floor are four bedrooms served by three bathrooms; in the basement is a second kitchen and laundry room, ideal for long stays, large groups, or private events with catering. The villa has private parking for 3-4 cars. Opposite the property is a tennis center with three courts (one clay and two synthetic grass), which can be easily booked. Florence can be reached in about 30 minutes by public transport or car, while Siena, Pisa, and Lucca are ideal for day trips. Villa Simonetta is a suitable solution for families, groups of friends, or guests who want to experience Tuscany in an authentic way, with well-organized spaces, a truly usable garden, a private swimming pool, and a successful balance between urban life, nature, and silence.

10 Sleeps / 5 Bedrooms / 5 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Baby Bed
  • Parking
  • Swimming Pool

(#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

(#215)
From€ 585
per Night

Villa

Nestled among rolling hills and lush olive groves, Villa Michele is a charming residence that combines historic elegance and contemporary comfort, ideally located for exploring some of central Italy's most iconic destinations such as Florence, Siena, Montepulciano, and Assisi, as well as the Chianti hills. The villa, measuring approximately 800 square meters, can accommodate up to 18 guests in 9 bedrooms and 11 bathrooms, offering spacious rooms with attention to every detail. The restoration has preserved the original features, such as terracotta floors, exposed beams, brick ceilings, and stone moldings, enhanced by antique furnishings and fine materials that lend a refined and exclusive atmosphere. The real highlight is the wellness area: the property has two swimming pools, a 12x6-meter outdoor pool surrounded by greenery and equipped for relaxation, and a heated indoor pool with whirlpool and sauna, perfect in every season. A veranda with sliding glass doors allows you to enjoy the common areas in total comfort even on the hottest evenings. The interiors include a large living room with fireplace and bar, an elegant dining room, a modern and bright professional kitchen, as well as suites with sitting rooms and whirlpool tubs. Some rooms offer fireplaces and private corners that enhance the feeling of intimacy, while an elevator and accessible rooms make the villa suitable for every need. Included in your stay are linens, pool towels, a welcome buffet with local products, and dedicated 24/7 assistance. Villa Michele is the perfect choice for large families or groups of friends who want to enjoy an exclusive experience combining art, nature, and Tuscan wellness.

18 Sleeps / 9 Bedrooms / 11 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Baby Bed
  • Parking
  • Bike