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Fiano - Chianti region - Tuscany
Property ID: 2262
Sleeps: 10

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- Independent house
- Air conditioning
- Washing machine
- Swimming pool

- 5 bedrooms
- 5 baths

- Satellite TV
- Coffee machine
- Golf nearby
- Fireplace
- Particular charm
- Garden, terrace
- Iron
- Wireless Internet
- Telephone
- Window screens
- Panoramic view
- Parking
- Dishwasher
- Near the village
- Toaster
- Hair dryers
- Central heating
- Barbecue
- Microwave
- Clothes dryer
- Radio / CD player
- Baby bed available
- Mosquito net
- Well-equipped kitchen
See approximate location


Villa Castiglioni is an independent villa for 10 people surrounded by 30 hectares of land completely at your disposal. The origins of the house date back to the 11th century when it was built as a watchtower on the famous Via Francigena that led merchants and pilgrims to Rome from Western Europe.

With breathtaking views over the Tuscan countryside, and surrounded by the intense scents of the Mediterranean garden, Villa Castiglioni offers the highest standard of service and comfort as a result of 30 years of experience.

While constantly improving the amenities of the villa, we have always kept the original and distinctive features alive and present which boast its millennial history.

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The charm of a historical residence with all the necessary comforts for a relaxed stay tailored to your family’s needs. We have paid great attention to the details, services, and all those small amenities needed to ensure a truly comfortable stay for a holiday to remember over time:

The most rigid protocols in terms of hygiene, cleaning, and sanitization are entirely entrusted to highly specialized professional operators

• A small veggie garden entirely at your disposal for “0 meters food”.
• Air conditioning and mosquito nets in the 5 bedrooms.
• En suite bathroom in each room.
• Fully equipped kitchen to accommodate cooking family dinners and long family dinners.
• Mix of Contemporary and Traditional Styles for a timeless look
• Functionality is key but there is no lack of traditional and modern details like the old wood oven and the ice machine.
• Dining room with a large table to gather around in the colder seasons.
• Large living room where the ancient fireplace becomes the protagonist of autumn evenings.
• Wifi connection, satellite TV, concierge service, washer/dryer, breakfast, and cleaning service daily.

The Ground Floor features a fully equipped kitchen, the dining room, a double bedroom with a private bathroom, and direct access to the garden.


- AC Double Bedroom #3 opening towards the garden with ensuite
- Bathroom #4 (shower) (there are three steps to access the bedroom)
- Dining room #2
- Fully equipped Kitchen #5
- Loggia
- External bathroom under the loggia with shower #6.

The Main Floor

- The large living room with the old fireplace and three other bedrooms, each with a private bathroom.


- AC Double Bedroom #10 with bed (203cm x 193cm), with private Bathroom #11 (shower)
- AC Double Bedroom #8 (view of the castle beds can be separated ) with ensuite Bathroom #9 (tub and separate shower)
- AC Twin Bedded room #12 (beds can be joined ) with ensuite Bathroom #13 shower (this bedroom is smaller than the others)
- Large Living room #7 with fireplace, TV and brand new the contemporary modular sofa - access to the Loggia.

The Top Floor consists of a bedroom with a double bed and a private bathroom.

- AC Double Bedroom #15 (beds can be separated) with ensuite Bathroom #16 (shower). This room has the best views.

Service package (mandatory):
300 Euros per week--includes
mid-week cleaning (2 hrs), garden maintenance, pool cleaning, electricity and water.
Air conditioning: Included, on request.  Provided in the bedrooms. 
Bed and bath linens: Included. Bed linens changed Saturday, bath linens changed on Wednesday and Saturday
Pool towels:  Included
Wireless Internet: Included
Final cleaning (mandatory): 300 Euros per stay
Bed or crib for extra person: 500 Euros
Pool open:  May 1 to September 30, 2024
Heat: On request.  Charged according to usage
Security deposit: 1500 Euros
Tourist tax (mandatory): Small tax paid at arrival, set by municipality
Upon request: Air conditioning, extra linens, extra bed, breakfast, welcome dinner, extra maid service, cooking lessons, cook service, wine tasting, early departure (70 Euros), airport pickup, pre-arrival grocery service.
Check in: between 4:30pm and 7:00pm – with approval of the owner, a late arrival is possible between 7.00 pm and 9.00 pm for an extra fee of 70 Euro
Check out: 8:00am – 10:00am

2024 Weekly Prices

PLEASE NOTE: This property is priced in EUROS

  6 Jan - 30 Mar
26 Oct - 21 Dec

30 Mar - 27 Apr
28 Sep - 26 Oct

  27 Apr - 28 Sep
21 -27 Dec

Euros 6720

Euros 7560

Euros 8120

Plus Euros 35 booking fee

For more than three children please inquire.
Pets are not permitted at Villa Castiglioni.

Click to view the floorplan

New improvements floor plan

Outside, a large convivial table under the pergola, the BBQ, the flower garden with deckchairs, and plenty of shady areas so one can enjoy the beauty of the landscape. With a sweeping views of over the hills and the olive grove, a pool area, fenced for your children’s safety which features deck chairs in the sun and a sofa under “the grape gazebo”. The caretaker lives in a second completely independent facility and is available to assist you.

The garden and the swimming pool area are at the complete and exclusive disposal of the guests. With a 15-minute walk through the fields, you can reach the small village of Fiano which has a grocery store, a chemist, a post office, and a bank.


Villa Castiglioni’s cuisine welcomes those who, with curiosity and love, want to rediscover Tuscan food, through its connection with our region, its seasons, and the quality of its most genuine products. A gastronomic experience instilled in the traditions of our country, the history of our family, and the genuine wisdom of ancient flavours. The family table awaits you with a series of appetizers, sides, and main dishes, served for a joyful meal to be shared. The menu is the result of a fine match between the seasonal vegetables of our garden, those of the neighbouring farmers, many aromatic herbs handed down from tradition and freshly picked from our fields. The meats come from the best local breeders, typical cheeses from small local producers, our own preserves, and when in season, another local ritual is the truffles. The proximity to the coast, being less than an hour’s drive, also gives us the privilege of fresh daily fish which from time to time, we integrate into our menu which changes seasonally. Our staff can cook and serve special dinners in an elegant table setting for very special occasions. You can also order a relaxed lunch or picnic basket to be picked up in your own time. In the kitchen laboratory, you can learn the secrets of good Tuscan cuisine and traditions that have been lost in time, such as the recognition and the wise use of wild herbs.


Economically sustainable, ecologically mindful, and socially responsible. Our way of doing business is a sustainable system that preserves the environment and identity of the land. Here at Villa Castiglioni, we grow a range of organic products including extra virgin olive oil, preserves, honey, saffron, and a line of well-being products.

The farm, organically certified in 2013, covers an area of about 30 hectares and counts olive groves, fruit trees, horticultural and medicinal herbs, reserves, woods, shrubs, and pastures in search of a balance between biodiversity and productivity. Through our oil, we are happy to help consolidate and spread the culture of quality extra virgin olive oil, its extraordinary properties, and its infinite beneficial uses.


The farm houses over 2000 olive trees from the typical Tuscan varieties of our zone, Frantoio, Leccino, Moraiolo, Pendolino, grown with natural and organic methods. We start picking the olives from mid-October where early harvesting and daily milling are the results of a precise choice that pushes us to sacrifice the yield in order to enhance the characteristics of the product. The specifics of our regions method follows a very careful processes with growing, harvesting, and milling. This is the reason for the exceptional quality of Villa Castiglioni Extra Virgin Olive Oil.


While using the villa as the central base for your unforgettable holiday, you will have access to our exclusive services, activities, and experiences. Private classes, catered parties, milestone events, and bespoke visits to olive groves and vineyards to learn the secrets of the cultivation and production of oil and wine are just a few of the things we offer. Thanks to our passion and experience, the organization of excursions, guided tours, unusual and extraordinary itineraries will make you discover a different Tuscany.

Additional extra services such as a full-time cook, car rental with or without a driver are also available to our guests.


From the famous Antinori wineries to the many small producers of Chianti and Brunello up to the marinescents of Bolgheri wines; routes to discover independently, or guided by our selected partners.


You can taste different oils of local producers, under the guidance of an expert miller and taster, to appreciate the characteristics that make the Tuscan oil a unique product. The tasting will be accompanied by a selection of Villa Castiglioni artisanal preserves.


The region offers endless ideas for outdoor activities: from walks in nearby fields and woods (maybe looking for mushrooms or wild herbs!) to more challenging trails, immersed in nature, national parks, river parks (like the nearby Val D’elsa park) which has a total of over 200 thousand hectares of protected areas. The Via Francigena, the ancient road that in the Middle Ages linked Canterbury to Rome was rediscovered by the modern wayfarers. Since 2001 the European Association of Via Francigena coordinates the development and enhancement of a journey through Italy and Europe that traces the history of our continent. Cycling routes: Tuscany has made and continues to make the history of this sport thanks to its great champions and the “Eroica”, one of the most evocative competitions in the world. In October the white roads that wind through the vineyards of our immediate surroundings become a famous race internationally acclaimed enough to be exported in Japan and the United States. Spaces that hold simplicity and beauty are linked to nature and a territory rich in traditions and passion.


Whether it’s a refreshing bath or the warmth of thermal waters, Villa Castiglioni represents an ideal starting point to reach the coast and the many streams that furrow our valleys. There are countless natural spas scattered throughout the surrounding area. It’s just less than one hour to reach Castiglioncello and its beaches, and a little more for the Versilia coast and Le Cinque Terre. The natural hot thermal springs of Petriolo are at 40 minutes, Rapolano Terme one hour, and Bagno Vignoni is one and a half hours. In less than 20 minutes you can reach the Val d’elsa River Park, with its freshwater streams and rock pools or the cycling routes along the river Pesa.


From here you can easily reach the art cities of Tuscany: Florence, Siena, Pisa, Lucca and Arezzo, but also the ancient villages of Volterra, San Gimignano, and Monteriggioni.


Cooking classes can be organized in one of our kitchens, concluding with a dinner based on what has been prepared together. Guests actively participate in the creation of the menu, choosing from traditional Tuscan recipes. Through dedicated workshops, you can also learn the secrets of traditions that have been lost in time such as the recognition and the wise use of wild herbs, true delights, and precious allies for ancient flavors as for healthy infusions. Depending on the season you could also join a plant processing workshop on preserves, natural fermentation, and small cosmetics.


Villa Castiglioni, immersed in the peace of the Tuscan countryside, is the ideal place to engage in meditation activities, yoga and fitness. Poolside, in the Mediterranean garden overlooking the Chianti hills, or in the peace of the olive grove. On request, guests can book professional massages, made extra special by the use of our natural ointments and essential oils.


A typically Tuscan experience and as precious as a widespread resource. For those who know how to look! The truffle season runs from March to December and the best time to hunt for it is between October and November. We'll take you! The truffle, prince of the kitchen, on request and according to availability will be also the protagonist of our recipes.


A few km from Villa Castiglioni, you can rent bicycles, e-bikes or the legendary Vespas to discover the panoramic roads that wind through the surrounding countryside.


Tuscany from above: a flight to discover breathtaking landscapes carried by the wind. At the finish, guests will find a table waiting for them, set right in the countryside with products from our farm and region.


In the land of “Terracotta” and famous Montelupo ceramics, there are many courses being offered, depending on the level required. Villa Castiglioni rests on land with a high prevalence of clay and right in the nearby village of Fiano, a pleasant 15 minutes walk through the fields, there is a small Artisan workshop offering basic courses in cooking and decoration available upon reservation.


The evocative Tuscan landscapes, famous all over the world, as well as the particular charm of the games of light that filters through the cypress windows of the ancient farmhouses, are the perfect scenery for photographic studies from inside or outside. The villa can also become an ideal place to set narratives of a suspended time.


Villa Castiglioni is the ideal place to host small business meetings for team-building activities, workshops, special events, and family events. Thanks to our specialist knowledge of the music industry, we can also support the organization of many different musical activities while using the villa as headquarters for in-house concerts, song releases, scoring, songwriting camps, test sessions, and dedicated meetings.


Not only promoters but also creators of cultural activities aimed at enhancing the region and promoting is knowledge. While the milder seasons encourage outdoor explorations in rich places of history and beauty that have always inspired creativity, in the winter season Villa Castiglioni becomes a place for cultural exchanges and residence for itinerant artists.


30 minutes from Florence, 40 from Siena, and 1 hour from the sea. Villa Castiglioni is easily accessible from any part of the world thanks to the two nearby airports (Florence and Pisa), the train station in Certaldo directly connected to Florence high-speed rail links, and the motorway network located a few kilometers away.

• Highway Firenze - Siena (Tavarnelle Val di Pesa exit) 10 km
• Bus stop for Florence 10 km
• Superstrada FI-PI-LI, Florence – Pisa – Livorno state road (Ginestra Fiorentina exit) km 17
• Florence Airport 38 km
• Certaldo railway station 10 km
• Pisa Airport 78 km
• Florence 37 km
• Lucca 82 km
• Forte dei Marmi 120 km
• Perugia 154 km
• San Gimignano 21 km
• Terme di Saturnia 155 km
• Siena 51 km
• Pisa 81 km
• Cinque Terre 196 km
• Assisi 175 km
• Volterra 47 km
• Arezzo 90 km


Gira! Italian Vacation Rentals
1003 South Madison Street
Denver, Colorado 80209 USA


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