(#548)
From€ 5280
per Night

Villa

Villa Tessaroni: Luxurious Tuscan Retreat in Val d'Elsa Nestled in the heart of the Val d’Elsa, in the scenic Siena region, lies Villa Tessaroni, a 16th-century farmhouse meticulously restored by the Eriksen Tellier family over the past five years. This exquisite estate provides a luxurious and authentic Tuscan experience, combining historic charm with modern comforts, all set amidst the picturesque landscapes of the region. A Glimpse into the Past: History and Heritage Villa Tessaroni stands as a testament to the rich cultural heritage of the Val d’Elsa. The farmhouse retains its traditional charm, offering guests a glimpse into Tuscany’s past while ensuring modern comforts and amenities. The main casale and annex are restored in a way that harmoniously blends old-world elegance with contemporary living, providing a unique and memorable experience. Accommodations and Amenities Villa Tessaroni can accommodate up to 22 guests, making it ideal for large families, corporate retreats, or gatherings of friends. The estate comprises the main casale and an annex, offering a total of eight ensuite rooms, including: - Main Casale: - One master suite with a California King bed. - Four ensuite rooms with King beds. - One ensuite room with two full beds. - One Tower Room, accommodating 2 to 4 children under 10 years old, but without a bathroom. - Annex: - Two ensuite rooms with King beds. - One mezzanine loft with two single beds, complete with a bathroom with a shower. All rooms in the casale and annex are ensuite, ensuring complete privacy and comfort. The estate also offers various services and amenities, including: - **Housekeeping:** Two hours per day, with linen and towel changes mid-week or upon request. - **Utilities:** Up to 100 kW/day of electricity and 100 m³/lt/day of water. - **Catering:** Cook services for up to 25 guests are available upon request, offering breakfast, lunch, dinner, brunch, and even pizza parties. - **Spa:** An indoor/outdoor plunge pool with massaging waterjets, a sauna, and a hammam (Turkish bath). - **Gym:** A state-of-the-art gym equipped with Technogym machines, including a treadmill, elliptical, and spin-cycle. - **Event Space:** A versatile 457 m² indoor space with panoramic views, a chef’s kitchen, and outdoor terrace seating for up to 400 guests. - **Outdoor Pool:** A 22-meter pool with a plunge zone and massaging water jets, along with landscaped gardens and a pizza oven adjacent to the main kitchen.

22 Sleeps / 10 Bedrooms / 12 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Baby Bed
  • Restaurant
  • Bike

(#133)
From€ 600
per Night

Villa

This elegant historic residence in the heart of Val d'Orcia offers a peaceful retreat for those who want to experience authentic Tuscany, just an hour from Siena and less than two hours from Florence. The villa can accommodate up to 9 people in 4 double bedrooms, one single bedroom, and one children's bedroom, with 2 private bathrooms, 2 shared bathrooms, and air conditioning throughout the house. Pets are welcome and Wi-Fi covers the entire property. Outside, a well-kept garden is home to cypress trees, fig trees, pomegranate trees, flowers, and aromatic herbs. The swimming pool, with sun loungers and patio, and the terrace with wood-fired pizza oven offer perfect spaces for al fresco dining and relaxation. The villa combines traditional materials, such as antique terracotta, travertine, and original wood, with contemporary touches in ceramic, metal, and crystal, creating an elegant and welcoming atmosphere. Bright and functional interiors include a Miele kitchen, dining room for 8 guests, living room with 50" Apple TV, office with desk and printer, crib, high chairs, and extra bed. The property is ideal for exploring the beauty of the region. Castelmuzio, the village where the villa is located, is perfect for walks in the hills and local wine tastings. Pienza (6.2 miles) offers Renaissance architecture and famous pecorino cheese, while San Quirico d'Orcia (9.3 miles) and Castiglione d'Orcia (16.2 miles) offer medieval views and unique panoramas. Montepulciano (21 km) and Montalcino (28 km) are must-see destinations for wine lovers, with historic wineries and Brunello tastings. Guests can also enjoy trekking, cycling, and yoga, taking advantage of the tranquility of the surrounding nature. The villa offers local food and wine experiences, from trattorias to Michelin-starred restaurants, and visits to local wineries, making this Tuscan retreat the perfect place for a vacation combining relaxation, culture, and authentic flavors.

9 Sleeps / 5 Bedrooms / 4 Bathrooms
  • Internet
  • Maid Service
  • Baby Bed
  • Restaurant
  • Bike
  • Swimming Pool

(#363)
From€ 985
per Night

Villa

Villa Scipione Monaco is a real gem nestled in the Tuscan countryside, in the heart of Chianti, between Florence and Siena, with panoramic views of the village of Fabbrica and the surrounding rolling hills. The villa combines the rustic beauty of local traditions with all modern comforts, offering a welcoming and refined space for families or groups of up to 12 people. The interiors, furnished with exposed oak beams, terracotta floors, and rustic furniture, tell the story of Tuscany and preserve the authentic atmosphere of the villa, from the original stable converted into a large room with a working fireplace to the dining and living rooms that invite moments of conviviality and relaxation. The villa is spread over three levels: on the ground floor there is a living room with fireplace, a fully equipped kitchen, a meeting room, and two bedrooms with bathrooms; on the first floor there are large common areas, three bedrooms with private bathrooms, and a single bedroom with bathroom; on the second floor, a study serves as an additional guest room. Attention to comfort is evident in every detail, from the well-distributed spaces to the modern amenities such as air conditioning, Wi-Fi, and eco-friendly pellet heating systems. Outside, a large garden surrounds the villa, with a pergola, loggia, covered dining area, and barbecue, while the private seasonal swimming pool is perfect for relaxing under the Tuscan sun. The property is part of the Sant'Andrea farm, with vineyards and olive groves, allowing guests to explore scenic trails, discover local wildlife, and immerse themselves in nature. Villa Scipione Monaco offers a complete experience, combining rustic elegance, modern comforts, and a unique setting, ideal for vacations, events, or stays characterized by privacy and the charm of authentic Tuscany.

12 Sleeps / 5 Bedrooms / 4 Bathrooms
  • Internet
  • Maid Service
  • Baby Bed
  • Parking
  • Bike
  • Swimming Pool

(#135)
From€ 10000
per Night

Villa

This magnificent estate in Val d'Orcia is an exclusive retreat in the heart of Tuscany, ideal for experiencing the Italian lifestyle surrounded by art, nature, and wine. The property can accommodate up to 22 people, with 11 double rooms equipped with private bathrooms, plus 2 half bathrooms. Air conditioning and Wi-Fi cover the entire property, while the outdoor pool and large open spaces offer relaxation and convivial moments surrounded by 125 hectares of vineyards, olive groves, and manicured gardens. Guests can bring pets and enjoy an elegant yet welcoming environment, where the design blends rustic and contemporary elements: wood, terracotta, iron, and local stone combine with modern furnishings and recycled materials, evoking the style of traditional Tuscan farmhouses. The estate comprises three independent units, each with a kitchen and living room, ideal for groups or large families. The historic wine cellar, accessible on request, allows guests to discover Brunello di Montalcino directly from local producers. Shaded outdoor areas, charcoal barbecues, and a private chapel complete the experience, while the focus on sustainability reflects the owner's commitment to ethical and responsible practices. The location is perfect for exploring the region's attractions: Montalcino (7 miles) with its famous fortress and Brunello wine, Bagno Vignoni (20 miles) with its thermal springs, Pienza (22.5 miles) and Palazzo Piccolomini, Montepulciano (31.2 miles) with its historic alleys, and Siena (33.3 miles) with Piazza del Campo and the Gothic cathedral. The villa is ideal for wine tastings, walks through vineyards and hills, nature excursions, and gastronomic experiences, including cooking classes and tastings led by experts. This estate represents the perfect combination of luxury, privacy, and Tuscan authenticity, offering an unforgettable stay among movie-like landscapes, historic architecture, and the genuine flavors of local tradition. A place to relax, celebrate, and experience Tuscany in the most authentic and refined way possible.

22 Sleeps / 11 Bedrooms / 13 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Baby Bed
  • Parking
  • Bike

(#119)
From€ 790
per Night

Country House / Farm House

Escape from your daily routine and immerse yourself in the enchanting atmosphere of an 18th-century villa located in the heart of the Tuscan countryside, in Reggello. This prestigious residence combines historical charm with contemporary elegance, offering an unparalleled experience of comfort and nature. The outdoor areas, with attention to every detail, feature two beautiful hexagonal swimming pools connected by wooden walkways and a rejuvenating hot tub, while a patio equipped with a brick barbecue and outdoor dining tables invites you to enjoy convivial moments in the open air. Sports enthusiasts can have fun in the small courtyard, which also serves as a volleyball or soccer field. The villa is designed to accommodate large families or groups of friends, with eight bedrooms and ten bathrooms, sleeping up to sixteen people. The interiors combine terracotta floors, pastel colors, and wallpaper with contemporary furnishings that respect and enhance the history of the property. Upstairs, in addition to the bedrooms, there is a playroom for children, with a sofa bed to accommodate two extra people. The kitchen, equipped with granite countertops and a pantry with laundry area, is perfect for preparing lunches and dinners for the entire group. The large dining room seats up to twenty-two guests, while the villa has two fully equipped kitchens and a space dedicated to children with toys and guaranteed fun. Immersed in a Mediterranean garden and surrounded by vineyards, the villa is an oasis of tranquility, where reading a book, listening to music, or sipping an aperitif at sunset becomes a ritual of pleasure. For those seeking unparalleled convenience, a private helipad allows you to reach this residence in less than an hour from Florence. The villa's location offers an ideal starting point for exploring the most authentic Tuscany: walks among the clay cliffs of the Balze, hikes along scenic trails, visits to picturesque villages such as Figline Valdarno and Reggello, or food and wine experiences in Panzano in Chianti and Greve in Chianti. Florence, just 35 km away, offers Renaissance art, architecture, and culture, while local wineries and traditional restaurants allow you to discover the authentic taste of Tuscany. This 18th-century villa is much more than a luxury residence: it is a retreat where time seems to stand still, a place where natural beauty, historic elegance, and contemporary comfort come together to create unforgettable memories.

16 Sleeps / 8 Bedrooms / 9 Bathrooms
  • Garden
  • Internet
  • Baby Bed
  • Parking
  • Swimming Pool
  • Riding

(#117)
From€ 6000
per Night

Villa

Nestled in the hills of Tuscany, between Florence, Arezzo, Siena, and Cortona, this restored medieval village offers a unique Italian lifestyle experience. With 23 bedrooms and a capacity of up to 46 guests, the property combines the privacy of independent houses with the conviviality of elegant common areas, two swimming pools, and all modern comforts, such as air conditioning and Wi-Fi. Founded in the 15th century as a pilgrimage retreat, the village has been restored to its former glory by its owner, a renowned professor of architecture, who has harmonized historical elements with contemporary design. The dwellings, arranged around the main square, recreate the Tuscan atmosphere of the 19th century, offering each guest privacy and shared spaces, including courtyards, gardens, and nature walks. The interiors combine classic elegance with modern touches: handmade terracotta floors, wooden beams, industrial-style steel kitchens, custom bathrooms, and a two-level library with a bar area. Travertine marble, local stone, and wood lend refinement to the rooms, while LED lighting and eco-sustainable solutions enhance their contemporary feel. The common areas offer endless entertainment possibilities: a dining room for 50 guests, a private chapel, a billiard room, a small tasting room, a 150-seat theater, and a cinema room. Two swimming pools, a fitness area, yoga, and massages complete the experience. The seven houses, all with ensuite bedrooms and equipped kitchens, guarantee comfort and autonomy while maintaining the sense of community of the village. Just a few kilometers away, markets, restaurants, and historic wineries such as Castello di Verrazzano, cities of art such as Florence, Siena, and Lucca, and food and wine trails surrounded by nature make every stay memorable. Here, history, culture, and Tuscan life come together: every visit becomes an unforgettable experience to be enjoyed with friends and family in an authentic and timeless corner of Tuscany.

46 Sleeps / 23 Bedrooms / 24 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Baby Bed
  • Restaurant
  • Parking

(#234)
From€ 1200
per Night

Villa

In the heart of Chianti Classico, surrounded by vineyards and olive groves, Villa Baronessa is a charming residence that elegantly interprets authentic Tuscan style. The 530 m² property can accommodate up to 15 guests between the main villa and independent cottage, offering generous spaces, privacy, and modern comforts in a landscape of rare beauty. Arrival is a sensory experience: the scents of the Mediterranean garden, vegetable garden, and fruit trees accompany the gaze between stone walls and carefully tended flower beds. The panoramic swimming pool, embellished with mosaics, is located on the terrace below the villa and offers an open view of the Tuscan hills, with sunsets that make every evening special. Between the villa and the swimming pool is a cool, underground wellness area with a gym, changing room, and shower; large openings connect the fitness area directly to the outdoors. The interiors combine rustic charm and contemporary functionality: large dining rooms and living rooms with fireplaces, fully equipped kitchens, six bedrooms, and eight bathrooms distributed between the two buildings. The cottage, with its own entrance, adds additional living space ideal for guests who desire more privacy. Outside, a dining area, pizza oven, barbecue, heated Jacuzzi, and ping pong table complete the experience. The location is strategic for easy access to Florence, Siena, and San Gimignano, making the villa perfect in every season. Included in your stay: regular cleaning, linen change, pool and garden maintenance, Wi-Fi, mountain bikes, and a welcome dinner. An exclusive residence to experience Tuscany with style, comfort, and authenticity.

15 Sleeps / 6 Bedrooms / 8 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Baby Bed
  • Parking
  • Bike

(#231)
From€ 2542
per Night

Villa

Nestled among centuries-old olive trees and vineyards, Villa Terranova welcomes its guests to the heart of Chianti, offering a peaceful and elegant stay. Part of the prestigious Castello di Tizzano complex, the property covers 900 m² and can accommodate up to 16 people in 8 rooms, within a residence rich in charm and history. The castle includes the villa, the tower, a romantic park, a refined Italian garden, and a 12x8-meter infinity pool surrounded by olive groves, with a solarium and spectacular views of the rolling hills of Chianti. From the panoramic terrace, the view stretches as far as the dome of Florence Cathedral, offering sunsets of rare beauty. Over the centuries, the residence has belonged to illustrious Florentine families, from the Scolari to the Pitti and the Medici, as well as Giambologna and Prince Talleyrand, maintaining its prestige intact. The interior rooms preserve the historic soul of the residence: the majestic Ballroom with its coffered ceiling and Renaissance fireplace, the Weapons Room, the 19th-century library overlooking the garden, and the elegant living rooms furnished with period furniture create a timeless atmosphere. The rooms, spread over several floors and connected by a staircase with a chairlift, offer modern comforts while respecting the original style; one room on the ground floor is also accessible to people with disabilities. With daily cleaning included, a private swimming pool, and large indoor and outdoor spaces ideal for events, Villa Terranova is an exclusive residence where history, scenery, and hospitality come together in an authentic and refined Tuscan experience.

16 Sleeps / 8 Bedrooms / 7 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

(#183)
From€ 531
per Night
Excellent
Guest Reviews (1)

Villa

Villa delle Vigne is an elegant residence nestled in the Tuscan countryside, in Rignano sull'Arno, in the heart of Chianti, just thirty minutes from Florence. Steeped in history, the villa was the summer residence of Italian physicist Enrico Fermi, winner of the Nobel Prize in Physics in 1938, and today combines historical charm with modern comforts. The property is surrounded by vineyards, olive groves, and fruit trees, with a park of centuries-old trees and a private garden equipped with solid wood tables, gazebos, barbecues, and relaxation areas, offering a splendid view of the surrounding countryside. The private swimming pool completes the outdoor spaces, with sun loungers, umbrellas, and a perfect setting for moments of relaxation. Guests can also visit the owners' nearby farm, discover the production of wine and oil, and interact with the animals on the farm, as well as taste the wine directly in the cellar. Arranged over two floors, Villa dell'Arno can accommodate up to 12+2 people, with six bedrooms and four bathrooms. The ground floor houses the living area, with three living rooms equipped with fireplaces and TVs, and a spacious, fully equipped kitchen, complete with a dining area and all the necessary appliances. Upstairs are four double bedrooms: two with air conditioning, including Fermi's historic bedroom, and two smaller ones without air conditioning, all tastefully furnished and equipped with fans. The villa also offers additional sofa beds and free Wi-Fi. The location is ideal for exploring Chianti and its villages, such as Castellina, Radda, and Gaiole, or visiting Florence, Arezzo, and Siena. Nature lovers can walk the trails of the Vallombrosa Forest or the Sant'Antonio Forest, while those seeking food and wine experiences can enjoy visits and tastings at local wineries. With its combination of historic charm, modern comforts, and beautiful outdoor spaces, Villa dell'Arno is a perfect choice for families or groups who want to experience Tuscany in all its authenticity and beauty.

12 Sleeps / 6 Bedrooms / 4 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Parking
  • Bike
  • Swimming Pool

(#546)
From€ 528
per Night

Villa

Villa Fontanini is a beautiful country house with a breathtaking view, thanks to its location overlooking the Orcia Valley, renowned as an importart stage on the Via Francigena. To see the beautiful town of Pienza, as in a postcard, sitting down under a big oak the most ancient of the Val d’Orcia, you have to stay in the farmhouse “Le Fontanelle”, a beautiful country house not so far from the medieval town Monticchiello. Le Fontanelle is located in the spectacular countryside of the Orcia valley, which has been renowned since the end of the first millennium as an important stage on the Via Francigena, the great medieval pilgrimage road from France to Rome. Le Fontanelle was peasants’ house in ruins when it was discovered by the Gonzi family, its current owners. Ideal for a luxury holiday combined with great hospitality and gastronomy. They have renovated other farmhouses, so the same attention to detail and all the lessons learned from previous renovations have been used in this last restoration, finished in 2003: original stone and bricks, terracotta flooring, antiques and Tuscan wooden furniture. The extensive lawn is mainly grass to maintain the open space of the valley and not to restrict the view around the farmhouse. Terracotta pots with geraniums, wild roses and bushes of lavender and rosemary create a beautiful frame around the pool ( 5.15mx 15m h. 90cm a 1.70 cm). The large swimming pool is part of a landscaped terrace looking out over the countryside: it lies next to the villa from where guests can enjoy a spectacular view. Here guests can enjoy a long swim or simply relax poolside. All around tables and lounge chairs transform the area into a veritable outdoor salon, suitable for sun-bathing, conversing, cocktails or just spending time with family and friends. The covered dining space with fireplace, pizza oven, barbeque, table and chairs will let guests enjoy unforgettable Tuscan sunsets. Weekly base price € 3700 Included in the rental price »Welcome buffet »Mid-week cleaning 3hours cleaning on Wednesday wtih towels change »Internet wifi »Bath towels »Bed linen »Pool towels »Breakfast continental breakfast for the first morning NOT served »Personally selected »Finest homes, quality guaranteed »24/7 guest support. Amenities Outdoor forniture: Alfresco dining, BBQ, Covered parking, Ping pong table, Pizza oven, Private swimming pool, Stunning view Kitchen: American coffee machine, Coffee machines (moka), Dishwasher, Espresso machine, Fridge with freezer, Fruit juicer, Microwave, Oven, Toaster, Water boiler General: ADSL Wireless Internet Connection, Air conditioning, Baby bed, Courtesy line in each bathroom, Fireplace, Fully Air Conditioned, Hairdryers in all bathrooms, Heating, High chair, Iron and ironing table, Laundry, Mosquito screens, Washing machine Safety: Emergency first aid kit, Fenced pool Entertenment: DVD player, Stereo Hifi, Tv sat House rules: Children welcome, No smoking Accommodations In restoring the structure as a comfortable vacation house of exceptional character, the owners’ main aim was to respect the original features of the building. Rooms with wooden-beamed ceilings are well sized and open to the most beautiful views of the valley, with wheat fields, olive groves and cypress trees. The Gonzi family respected the traditional structure of the farmhouse and kept the house divided into two independent units: the ground level, once the stables, which can accommodate ten people, and the top level, where the peasants used to live, which sleeps four more people. As a result, Le Fontanelle is the perfect setting for family reunions or groups of friends looking for an “oasis” of tranquillity, surrounded by art and culture. A laundry room with washing-machine, hangers, ironing board and iron is available for the guests of Le Fontanelle. Ground Floor 4 Double bedrooms, 1 Twin bedroom, 5 bathrooms(en-suite) 3with shower, 2with bath and shower + 1 service bathroom with shower, 1 Kitchen, 1 Living room, 1 Relaxing room, 1 Dining room First Floor A stone outdoor staircase leads to the upper floor unit; four breathtaking arched windows overlook the valley and the huge oak tree in front of the house, creating an open and dynamic space. Another large stone fireplace offers an ideal retreat for afternoon reading. A fully equipped kitchen will appeal to those who love cooking, and the vistas and plants from the many windows are very pleasing to the eye 2 Double bedrooms, 2 Bathrooms(en-suite)1 with jacuzzy and shower, 1 with shower + 1 service bathrom with shower,1 Kitchen

14 Sleeps / 7 Bedrooms / 9 Bathrooms
  • Near Village
  • Internet
  • Maid Service
  • Baby Bed
  • Parking
  • Bike

(#30)
From€ 1927
per Night

Villa

Nestled in the Tuscan countryside with panoramic views of Florence Cathedral, Villa Chiesetti is an exclusive residence ideal for family vacations, stays with friends, and private retreats. Surrounded by vineyards, olive groves, and centuries-old trees, it offers total privacy and ample outdoor space for relaxation and sports. The villa accommodates up to 16 people in 8 bedrooms and 9 bathrooms, spread over three floors plus a panoramic tower. The interiors combine classic elegance and modern comforts, with bright living rooms, a dining room with fireplace, and a fully equipped kitchen. The tower offers a sitting room with 360-degree views, perfect for moments of relaxation or romantic evenings. Outside, the property offers a private swimming pool, gazebo for outdoor lunches and dinners, tennis/soccer court, bocce court, and walking trails. Barbecue areas and a vegetable garden complete the experience, while private parking ensures convenience and freedom of movement. Villa Chiesetti is equipped with Wi-Fi and air conditioning, and is the perfect place to combine comfort, elegance, and sporting activities in an exclusive setting. Its privileged location allows you to quickly reach Florence and the main towns of Chianti, offering a stay immersed in the beauty and culture of Tuscany.

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

(#219)
From€ 3071
per Night

Villa

Nestled among the rolling hills leading to the noble town of Montepulciano, Villa Dioniso is an oasis of charm and tranquility in the heart of Tuscany. Built in the early 18th century and completely restored, the villa has retained its original features, from exposed beams to terracotta floors, blending classic elegance with contemporary comforts. The bright and spacious interiors create a fairytale atmosphere, while the scents of the surrounding woods and aromatic gardens envelop guests in a unique sensory experience. The villa can accommodate up to 14 people in seven double bedrooms with private bathrooms, distributed between the main building and the annex. Common areas include a large, fully equipped kitchen with a fireplace, elegant dining rooms, living rooms with fireplaces, and relaxation areas. The bedrooms, decorated in warm colors and furnished with classic furniture, offer amenities such as TV, air conditioning, and, in some cases, a hot tub and sauna. The annexe completes the experience with rooms with gardens and private terraces, ideal for enjoying the view of the towns of Pienza and Montefollonico. Outside, the property covers half a hectare of manicured gardens, lemon groves, vineyards, and a 22x12-meter panoramic swimming pool with a whirlpool area. Every detail is designed to offer relaxation and privacy, from the furnished terraces to the walks among the lavender and rosemary plants. The villa still produces DOC wines and extra virgin olive oil, which can be enjoyed during the gastronomic experiences offered to guests. Dioniso is also perfect for exclusive events or weddings, combining historic elegance, modern comforts, and extraordinary scenery. The villa includes services such as breakfast, three dinners prepared by the chef, daily cleaning, air conditioning, Wi-Fi, and 24/7 assistance, ensuring an unforgettable stay in the heart of Montepulciano and the most authentic Tuscany.

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

(#236)
From€ 2142
per Night

Villa

Just 3 km from the historic center of Montepulciano, nestled among the rolling hills that connect Montepulciano and Pienza, Villa Benedetta is an exclusive retreat where elegance, nature, and wellness blend in perfect harmony. Immersed between the Valdichiana and Val d'Orcia, the property enjoys a privileged location in one of Tuscany's most iconic landscapes. The recently restored villa enhances the ancient walls of a 16th-century watchtower, integrating them with modern and refined spaces. With 400 m² of living space, it can accommodate up to 12 guests in six bright bedrooms, all with private bathrooms. Exposed beams, terracotta floors, and tasteful furnishings interact with contemporary technologies, ensuring absolute comfort. The rooms are connected by an elevator, and the barrier-free ground floor makes the property easily accessible. Outside, a magnificent Mediterranean garden surrounds the villa, along with centuries-old olive groves, vineyards, and an organic farm. The 24-meter panoramic swimming pool offers spectacular views of the hills, while a 1.5-kilometer fenced path invites you to walk and jog in peaceful surroundings. The wellness center with heated indoor pool, whirlpool, sauna, Turkish bath, and sensory showers completes an experience dedicated to total relaxation. Included in your stay are gourmet breakfasts with organic products from the estate, daily cleaning, linen change, pool and garden maintenance, and 24-hour assistance. Villa Benedetta also offers authentic experiences such as cooking classes, wine tastings, olive harvesting, truffle hunting, and excursions to nearby villages and cities of art, including Siena and Florence. A place designed for those who want to experience the real Tuscany, combining discreet luxury and tradition.

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

(#616)
From€ 12000
per Night

Villa

Villa Lindera: A Timeless Tuscan Retreat of Elegance and Bespoke Indulgence Location: Florence, Tuscany, Italy Capacity: 40 guests | Bedrooms: 20 | Bathrooms: 19 | Size: 1200 sqm Nestled in the heart of Tuscany, Villa Lindera stands as a beacon of refined elegance and authentic Italian charm. Just a short drive from the artistic hub of Florence, this exceptional residence is an architectural marvel that seamlessly intertwines Renaissance grandeur with contemporary sophistication. Perched atop rolling hills and surrounded by golden fields, vineyards, and olive groves, Villa Lindera offers unparalleled panoramic views of the Tuscan countryside. With its expansive grounds, cutting-edge wellness facilities, and exquisite interiors, this villa is an exclusive retreat for discerning travelers, families, and guests seeking the ultimate luxury experience in Italy. Beyond its stunning setting, Villa Lindera is a gateway to tailor-made experiences, offering guests a rare opportunity to immerse themselves in Tuscan culture, gastronomy, and heritage with absolute privacy and impeccable service. A Home of Architectural Prestige and Refined Luxury The essence of Villa Lindera is one of elegance, space, and tranquillity. The property boasts a perfect balance between history and modernity, featuring vaulted ceilings, original frescoes, marble fireplaces, and hand-restored wooden beams, alongside sleek contemporary interiors that enhance the sense of serenity. Every detail has been meticulously curated, from the bespoke furnishings to the high-end materials that adorn each space. The villa’s open-plan living areas are bathed in natural light, while its floor-to-ceiling windows open onto scenic terraces and lush gardens. Each of the 20 luxurious bedrooms exudes understated opulence, with en-suite marble bathrooms, plush linens, and handcrafted décor, ensuring maximum comfort. Select suites feare private terraces, soaking tubs, and walk-in closets, adding an extra layer of indulgence. A Haven of Wellbeing: Spa, Fitness, and Infinity Pool At Villa Lindera, wellness is at the experience. Whether guests seek rejuvenation or invigoration, the estate’s state-of-the-art spa and wellness facilities provide the perfect sanctuary. The Spa & Hammam Experience Indulge in the private hammam and sauna, where detoxifying steam and gentle heat envelop the senses. Enjoy bespoke in-villa massage treatments, including hot stone therapy, deep tissue relaxation, and Ayurvedic rituals. Jacuzzi overlooking the Tuscan hills: A serene retreat for stargazing in the evening. The Infinity Pool & Outdoor Relaxation The expansive infinity pool, surrounded by lavender-scented gardens, offers unobstructed panoramic views of Tuscany’s rolling landscapes. Sun-drenched terraces and private cabanas provide the ideal setting for aperitifs or an afternoon siesta. The Fitness Suite & Yoga Retreat The fully equipped gym features Technogym and Peloton equipment, allowing guests to maintain their wellness routines. Private yoga and Pilates instructors are available for guided sunrise sessions on the panoramic terrace. Bespoke Experiences: Tuscany at Its Most Authentic Villa Lindera is not just a luxury residence; it is an immersive Tuscan experience, crafted entirely around the desires of each guest. A Private Culinary Journey Michelin-Starred Private Chef & Personalized Menus Indulge in tailor-made gastronomic experiences curated by private chefs, who craft exquisite dishes using organic ingredients from local farms. Personalized tasting menus, featuring seasonal truffle dishes, handmade pasta, and freshly caught seafood, are designed to delight every palate. Interactive Cooking Classes & Truffle Hunting Embark on private truffle-hunting excursions with expert foragers in the forests of San Miniato before learning to prepare fresh pasta with shaved white truffle under the guidance of a Tuscan nonna. Wine & Olive Oil Tasting with a Sommelier Discover the secrets of Tuscany’s most prestigious vineyards, from Chianti to Bolgheri, with exclusive wine tastings in medieval cellars and renowned estates. Immersive Cultural & Artistic Encounters Exclusive Access to Florence’s Art & Heritage Unlock the doors of private Renaissance palaces, ancient libraries, and exclusive art collections, with a private historian guide leading the way. Vintage Car Tour Through Chianti Experience Tuscany’s landscapes in style, driving through cypress-lined roads and medieval villages in a vintage Alfa Romeo, Ferrari, or Fiat 500. Sunset Hot Air Balloon Ride Over the Vineyards Marvel at the golden fields, rolling vineyards, and medieval hamlets from the sky with a sunrise or sunset hot air balloon flight, followed by a Champagne breakfast in the vineyards. Adventure & Outdoor Escapes Horseback Riding in the Hills Explore hidden countryside trails and ancient olive groves on a private horseback excursion, led by experienced guides. Cycling & Hiking Excursions Embark on guided e-bike tours through the rolling landscapes, stopping at local cheese farms, wineries, and panoramic viewpoints. Private Sailing & Yacht Charters Cruise along the Tuscan coast or the Gulf of Baratti, discovering hidden coves, secluded beaches, and pristine waters on a luxury yacht. Tailored Services for a Seamless Stay Villa Lindera offers an unparalleled level of hospitality, ensuring every aspect of the stay is effortless and exceptional. Included Services Daily Housekeeping & Turndown Service Concierge & Butler Assistance 24/7 Dedicated Private Chef & Personalized Dining Chauffeur & Private Transfers Luxury Airport Pickup Extra Services Upon Request Private Security & VIP Protection Personal Stylist & Shopping Concierge (Florence’s high-end boutiques, exclusive fashion ateliers) Wedding & Event Planning (Curated by Tuscany’s top event specialists) Private Live Entertainment (Opera performances, jazz ensembles, DJ sets) The Perfect Setting for Exclusive Celebrations Villa Lindera is more than a retreat—it is a dream destination for life’s most special moments. With its breathtaking terraces, grand banquet halls, and intimate garden settings, the villa serves as the perfect backdrop for weddings, celebrations, and exclusive gatherings. Luxury Weddings & Private Events Ceremony in an Olive Grove or Renaissance Courtyard Banquet Under the Stars with Michelin-Starred Cuisine Personalized Floral Design & Bespoke Wedding Styling With a dedicated event planner, luxury caterers, and a world-class hospitality team, every detail is orchestrated to perfection. A Tuscan Escape Like No Other At Villa Lindera, the rhythm of life slows, allowing guests to savor the beauty of Tuscany in its most intimate and refined form. Whether indulging in bespoke culinary experiences, exploring Florence’s artistic treasures, or simply unwinding by the infinity pool, every moment at Villa Lindera is designed to inspire, indulge, and captivate. For those seeking uncompromised luxury, cultural immersion, and personalized service, Villa Lindera is a destination that transforms a stay into an unforgettable experience.

40 Sleeps / 20 Bedrooms / 19 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Baby Bed
  • Parking
  • Bike

(#632)
From€ 3225
per Night

Villa

Villa San Gioacchino stands majestically 390 meters above the Upper Cecina Valley, offering breathtaking views of forty hectares of rolling hills, olive groves, and woodlands. Conveniently located near Volterra, Pisa, Bolgheri, and even Florence, the villa combines the authenticity of Tuscany with contemporary luxury. Once a Romanesque church, today the building is a design masterpiece that blends ancient stone, chestnut beams, and historic details with modern comforts such as solar panels, underfloor heating, and ultra-fast internet. Accommodations include a master suite with a king-size bed, a freestanding bathtub, and a walk-in shower, as well as five guest rooms distributed between the original nave and the tower, all air-conditioned and quiet. The common areas impress with their elegance and functionality: a Bösendorfer piano invites guests to improvise sonatas, the private cinema features leather armchairs, and the billiard room exudes the scent of whiskey and English charm. For those arriving by helicopter, a discreet helipad completes the experience. Wellness is at the heart of the villa, featuring an indoor geothermal spa, an outdoor infinity pool, a hammam, a sauna, and a Technogym fitness center, while the pergolas, orchard, and nature trails offer relaxation, yoga, and outdoor activities. The kitchen, supported by the Camisa Essential program, offers local dishes and custom menus, ranging from vegan options to Florentine steak, served with elegance. Custom experiences, from wine tours to culinary masterclasses, round out the stay, as do private events: intimate weddings, wellness or corporate retreats, all coordinated by a dedicated team. The focus on sustainability is reflected in geothermal energy, solar panels, rainwater harvesting, and electric cars. With its historic soul, forty hectares of privacy, private thermal baths, and sophisticated design, Villa San Gioacchino is more than a residence: it is a retreat that combines luxury, history, and nature, ready to welcome every guest with a timeless embrace.

14 Sleeps / 6 Bedrooms / 7 Bathrooms
  • Garden
  • Internet
  • Maid Service
  • Restaurant
  • Parking
  • Bike

(#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

(#130)
From€ 1100
per Night

Guest House

This elegant villa, accessible to guests with special needs, offers an exclusive retreat in the Tuscan hills, a short distance from Volterra, Monteriggioni, Siena, and Pisa. The property can accommodate up to 6 people in 3 bedrooms and 4 bathrooms, with one bedroom equipped for wheelchairs. Pets are welcome, and the entire villa has Wi-Fi, heating, and radiant floor cooling. The villa combines classic Italian architecture and contemporary design: two newly built prismatic monoliths are connected to the original structure by glass and Cor-Ten steel elements, while airy interiors with marble and concrete floors, washed wood paneling, and large windows create a bright and comfortable environment. The kitchen is equipped with a 5-burner induction hob, Miele microwave oven, electric wine cellar, large refrigerator with freezer, ice maker, and dishwasher. Outside, the villa has a heated swimming pool (13x7 m, depth from 0.8 to 1.6 m) with child safety cover, hot tub (2x2 m), covered patio, gas barbecue, ping pong table, and foosball table. A landscaped terrace with dining area for 6 people completes the outdoor space. The land measures 5,000 m² and the villa 250 m², all on two levels without a lift; the ground floor houses the living room, dining room, and two bedrooms, making the house suitable for elderly people. The location is ideal for exploring Tuscany: Volterra (9 mi) is the nearest village, with local markets and restaurants such as Taverna La Terra di Mezzo. Monteriggioni (23 mi), Siena (35 mi), and Pisa (41 mi) offer art, history, and culture. Wine lovers will appreciate the nearby Colombaio di Santa Chiara winery, while Bolgheri (55 km) is perfect for fine wine tastings. Florence is within easy reach for shopping and cultural visits, with outlets such as Prada just a few kilometers away. This villa is the perfect combination of luxury, accessibility, privacy, and nature, for an authentic stay in the most evocative part of Tuscany.

6 Sleeps / 3 Bedrooms / 3 Bathrooms
  • Garden
  • Internet
  • Baby Bed
  • Parking
  • Bike
  • Swimming Pool

(#552)
From€ 2507
per Night
Excellent
Guest Reviews (1)

Villa

A Medieval Masterpiece: Exquisite 6-Rooms Castle with Pool Near Florence Step into a world where history and luxury intertwine seamlessly. Nestled just 20 minutes from Florence's historic center, this extraordinary 907 m² castle, dating back to the 1200s, offers an unparalleled living experience. A Storied Legacy Imagine living in a residence that has housed some of Florence’s most illustrious personalities, including Rinaldo di Maso degli Albizi and the influential Altoviti family. This castle, with its rich heritage, provides not only a luxurious home but a piece of history. Its strategic location offers enchanting panoramic views of the iconic Florence Cathedral. Architectural Elegance and Interior Grandeur This medieval gem, designed in a distinctive horseshoe shape, features a central body flanked by east and west wings and is crowned by a striking medieval tower. The ground floor of the main section opens into an awe-inspiring hall with vaulted ceilings and a grand stone fireplace. Central Body Upon entering the main section of the castle, you are greeted by an imposing hall adorned with vaulted ceilings and a majestic stone fireplace. This grand hall sets the tone for the elegance that permeates the entire property. West Wing Corridor: A corridor with expansive windows floods the space with natural light and provides access to both the internal courtyard and the exterior spaces at the rear of the fortress. Living Room: A cozy living room offers a comfortable space for relaxation and intimate gatherings. Dining Room: The elegant dining room, perfect for hosting dinner parties, leads seamlessly into the service kitchen. Service Kitchen: Designed for convenience, the service kitchen is equipped to handle all your culinary needs. East Wing Main Kitchen: The fully-equipped main kitchen is a chef’s dream, complete with modern appliances and ample workspace. Secondary Living Room: A secondary living room provides additional space for relaxation and entertainment. Dining Room: This wing also features another dining room, ideal for more formal dining experiences. Bedrooms: Two beautifully appointed bedrooms with en-suite bathrooms offer comfort and privacy for guests. Guest Bathroom: A convenient guest bathroom completes this wing. ### Luxurious Private Quarters Upper Floor: Master Suite: The master suite is a true sanctuary, featuring a private gym, sauna, en-suite bathroom, and a spacious walk-in closet. Additional Bedrooms:Two more bedrooms with en-suite bathrooms are situated within the ancient library of the castle, adding a unique historical charm. Intermediate Floor: Bedroom: A comfortable bedroom provides a quiet retreat. Bathroom: A guest bathroom is also located on this floor for convenience. ### Outdoor Oasis The property boasts a fully equipped pool, surrounded by lush greenery, providing a tranquil escape. The pool area, slightly secluded from the main castle, offers privacy and peace. ### Surrounding Area and Bespoke Experiences Located just a short drive from the heart of Florence, Villa Legacy is perfectly situated for those wishing to explore the rich cultural and historical tapestry of Tuscany. Nearby, you can find renowned vineyards, artisanal shops, and world-class dining experiences. ### Bespoke Services At Villa Legacy, we offer a range of bespoke services to ensure your stay is nothing short of extraordinary: - Concierge Service: Our dedicated concierge is available to arrange everything from restaurant reservations to guided tours of Florence and its surroundings. - Private Chef: Enjoy gourmet meals prepared by our professional chefs, tailored to your culinary preferences. - Butler Service: Experience unparalleled service with our professional butlers, available to assist with your every need. - Luxury Spa Treatments: Indulge in personalized spa treatments within the privacy of your suite or the serene outdoor spaces. - Personalized Tours: Explore Tuscany with customized tours, including visits to local wineries, historical sites, and art galleries. ### Highlights of the Property: - Grand Hall: Vaulted ceilings and stone fireplace - West Wing: Cozy living room, elegant dining room, service kitchen - East Wing: Main kitchen, secondary living room, dining room, two bedrooms with en-suite bathrooms, guest bathroom - Upper Floor: Master suite with gym, sauna, en-suite bathroom, and walk-in closet; two additional bedrooms with en-suite bathrooms - Intermediate Floor: Comfortable bedroom and guest bathroom - Outdoor Area: Secluded, fully equipped pool surrounded by greenery This exceptional property is more than just a home; it’s a lifestyle steeped in history and luxury. Whether you're hosting grand events or seeking a private retreat, Villa Legacy offers the perfect setting.

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