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Villa Machiavelli

Call 01242 547 705 to speak to a specialist Enquire

San Casciano Val di Pesa  | Bedrooms: 10 | Sleeps: 20

Rates: from £41,547 per week

Nestled In the heart of the winemaking region of Chianti Classico, set on a cypress shaded hill, Villa Machiavelli is a magnificent 15th century villa. Located just 12km south of Florence, the villa rests on over 600 acres of flourishing vineyards and olive groves. The private estate produces three award winning wines and a distinctive olive oil which you can taste and enjoy during your stay. Luxurious facilities complement this private villa, guests can enjoy two swimming pools (indoor and outdoor), unique sculptures, extensive gardens and breath-taking Tuscan views of the Duomo in Florence.

An ideal spot to enjoy the Tuscan sun. relax, or discover the numerous nearby sightseeing attractions. You will be assured of serenity, privacy and security. At Villa Machiavelli you can expect to find a completely restored and unique five-star luxurious accommodation. The attentive staff will ensure that every request is handled with care. Experience first-hand the benefit of distinguished attention and the splendor of having every element of a private home at your fingertips. The 10 individually designed rooms and suites offer stunning views of the countryside, gardens or vineyards. All rooms have Plasma TV, Surround sound, internet access and mini-bar. The villa offers an array of dining options from eating under the loggia to a picnic in the vineyards to dining poolside, or eat at a local walking distance restaurant.


Ground Floor

• Entrance
• Piano Lounge
• Drawing room with fireplace
• Fully equipped kitchen
• Formal dining room

Royal Suite
- Approx. 150 square m
- Superior king sized bed with hand-made silver frame from India
- Furniture and object d'art collected by the owner during his world travels
- Seven expansive windows allows for a sun filled space during the day
- Fireplace
- Private dining area
- Magnificent bathroom with a marble onyx Jacuzzi bath and luxurious walk-in shower
- Personal steam room

Machiavelli Suite
- Approx. 90 square m
- King sized bed and modern bathroom
- Separate living area
- Private in room dining area

Two Deluxe Bedrooms
- Approx. 35 square m
- Sweeping views of the Tuscan countryside, vineyards and olive groves
- Queen size beds and luxurious marble bathrooms

First Floor

• Covered Loggia with tables and chairs and views over the surrounding countryside and vineyards

Two Bedroom Suite
- Approx. 85 square m
- Two separate mezzanine style bedrooms
- Two king sized beds
- Two private bathrooms furnished in marble
- Separate living and dining room
- Private connected terrace with breath-taking view of Florence and the Duomo

4 Terrace Suites
- Approx. 75 square m
- Private terrace overlooking Florence and the Tuscan countryside
- Expansive king-size bed
- Crafted marble bathrooms
- Private living room
- Private dining area both inside and outside on the secluded terrace
- Two Terrace Suites can be interconnected

• Small double bedroom which can be connected to a Terrace Suite and is best suited for a child, teenager or staff.

Lower Ground Floor

• Barriccaia, huge multi-functional room with display of old barriques. Ideal place for receptions, gatherings and parties
• Spa with gym, treatment rooms, steam room, sauna, heated indoor pool.
The magnificent spa is designed to offer the ultimate experience in tranquility and pampering for mind, body and spirit with its three uniquely decorated private treatment rooms. The gorgeous indoor heated pool, provides a perfect setting making the villa an ideal retreat at any time during the year. A state of the art steam room and sauna perfectly complement the services and amenities offered at this property. The marriage of this lavish space and the exclusive use of holistic beauty products guarantee to provide the most rewarding spa experience in Tuscany.


  • Only the 23 people price option gives access to all bedrooms of Villa Machiavelli. Please contact your Tour Consultant for detailed information about which bedrooms are accessible with the 17 people price option.
  • Additional 18 bedrooms are available on the same estate in a separate building. This villa does not compromise in any way the privacy of Villa Machiavelli as it has an independent entrance, pool and garden.
  • Staff lives on the premises.
  • The minimum stay is 3 nights.
  • Extras are payable locally. A valid credit card has to be presented during check-in.
  • Extras are subject to availability at the time of confirmation and to specific Terms & Conditions. Please enquire with your Tour Consultant for details.
  • Birthday of Michelangelo:

  • On March 6th a procession starts out in piazza Signoria heading towards piazza Santa Croce where the great artist is buried in the cathedral. After leaving flowers at his tomb, the procession carries on to the home where the renaissance artist lived in Florence, in via Ghibellina no. 70.

  • Florentine New Year:

  • Until 1749 the city had a different calendar and used to celebrate the New Year on March 23rd. Today this day is celebrated throughout the city with concerts and cultural events. The programme changes from year to year.


  • Explosion of the Cart (Scoppio del carro):

  • One of the must things to do in Florence in April is to witness the Scoppio del Carro (Explosion of the Cart) in Cathedral square. This event is part of Easter celebrations and consists of a majestic white oxen leading a wooden antique cart through downtown to reach the Duomo. A dove takes off from the church altar and ignites the fireworks. Accompanied by a marching band and the Florentine Republic parades in historical clothes.

  • Mostra dell’artigianato, Arts & Craft fair:

  • One of one of Europe's most important Arts & Crafts fairs with exhibitors from all over the world.

  • White Night, April 30th:

  • This event has become a fixed appointment on the Florence events calendar for the month of April attracting thousands of people each year. The white night sees special openings of shops and museums until midnight, street performances, live music, DJ sessions in the streets and film showings.

  • The Rose Garden:

  • The garden is open all year round but it is in the month of May that the roses are in full bloom. The garden also displays sculptures of the Belgian artist Jean Michel Folon.

  • Iris competition at the Florence Iris garden:

  • Every May in Florence there is an annual Iris competition held at the city's Iris Garden. The Iris is the symbol of the city.

  • Maggio Musicale Fiorentino:

  • Every year this Italian music celebration opens up a variety of venues with music and ballet performances at the Teatro del Maggio. Costs vary and the days of events go from the beginning to the end of May.

  • Estate Fiesolana/ Fiesole Summer:

  • Festival of music, arts, drama, dance and film.

  • Saint John the Baptist celebrations:

  • There is a parade in historical costume that starts at the Church of Santa Maria Novella and ends at the Church of Santa Croce, where the Calcio Storico is then played in the dirt-covered square in front of the church. The game is a combination of soccer, rugby, and big time wrestling, all played while wearing 16th century costumes. The four teams represent the four traditional neighborhoods of the city: Santa Croce (blue), Santo Spirito (white), Santa Maria Novella (red), and San Giovanni (green). The prize is a whole Chianina calf.


  • San Lorenzo Day: August 10th

  • The celebrations take place in and around the San Lorenzo church, Florence's oldest basilica and the former church.


  • The 'Festa della Rificolona', September 7th.

  • On this day children parade through the streets downtown mostly in the evening holding a thin pole with a paper lantern attached to the end, lit up with a candle inside. People gather on the streets to see who has the most original, strange etc ect. This is a traditional celebration dating back to the 1600's.


  • Biennale dell’antiquariato:

  • Outstanding antique fair held every 2 years in the fabulous venue of Palazzo Corsini (1600's) along the lungarno overlooking the river.

    General Activities IN TUSCANY

    • Pharmacy of Santa Maria Novella - visit the pharmacy of Santa Maria Novella in Florence and discover all the different perfumes, herbals and soaps
    • Opera - head to Torre del Lago and attend one of the many performances based on plays written by Puccini (only in summer)
    • Wine and Olive Oil tasting - travel to Badia di Passigano and visit the abbey with its wine cellars before relaxing in the abbey's Osteria di Passigano, for a real Tuscan wine and olive oil tasting experience
    • The Chocolate Valley Tour - visit the Chocolate Valley which lies between Pisa and Montecatini and visit an esteemed factory where you will be tantalised by aromas and flavours of the process of traditional chocolate making and tasting session (not available during summer)
    • Carrara and Pietrasanta Marble - enjoy the marble caves of Carrara, the marble that Michelangelo chose to immortalise his masterpieces. Afterwards see artisans at work as you visit a Sculpture Studio in Pietrasanta
    • Fantastic Gelato - located in central Florence to visit one of the most well known " gelaterias"
    • Private Villa Concert - the ultimate Italian music experience in the intimacy of your villa. A Violin-Piano Duo, Harp and Flute, a String Quartet with Soprano and Tenor singers as well as Jazz and Neapolitan Folk formations can be arranged
    • Ferrari Touring - drive on winding roads through the hilltop villages of Tuscany, down cypress-lined avenues and along the coastal freeways of the Mediterranean…all behind the wheel of a Ferrari

    Sporting Activities IN TUSCANY

    • Golf - 18 holes: 10 clubs; 9 holes: 10 clubs (golf is well established in Tuscany and a secret golfers paradise)
    • Jogging/ Walking - put your running shoes on and enjoy the beautiful countryside
    • Mountain Biking - many routes are on offer including challenging tours like the Monti Metaliferi
    • Horse riding - Tuscany is a paradise for going horse riding
    • Swimming - is offered in many touristic locations
    • Surfing - is possible along the Tuscan coastline
    • Diving - is recommended especially in the Archipelago della Toscana and the Golfo di Baratti
    • Tennis - is offered in many touristic locations

    Local Attractions IN TUSCANY

    • Florence, Uffizi Gallery - Open all year round
    • Florence, Ponte Vecchio
    • Florence, Bargello National Museum - Open all year round
    • Florence, The Boboli Gardens - Open all year round
    • Florence, Santa Maria Novella - Open all year round
    • Lucca, Forte dei Marmi - beach and exclusive beach resorts
    • Lucca, Palazzo Pfanner - climb Giunigi Tower
    • Lucca, San Frediano Church - Open all year round
    • Lucca, Villa Reale Gardens of Villa Real - House and Garden open all year round
    • Arezzo, Gothic Cathedral
    • Arezzo, Main Square with Vasari's loggia
    • Arezzo, Mecenate Archeological Museum - Open all year round
    • Arezzo, Medieval and Modern Museum and Gallery - Open all year round
    • Arezzo, Petrarca Theatre - Changing program
    • Arezzo, Piero Francesca's fresco cycle "Legend of the True Cross"
    • Pisa, Campo dei Miracoli and Duomo - The Dome is open all year round
    • Pisa, Leaning Tower and Cathedral - Open all year round
    • Pisa, Zoological Museum - Open all year round
    • San Gimignano, Medieval Towers
    • Siena, Il Duomo - Open all year round
    • Siena, Piaza del Campo
    • Siena, Pinacoteca Nazionale - Open all year round
    • Siena, Torre del Mangia
    • Grosseto, Tarot Garden - Open from April to mid October
    • Grosseto/Maremma, Rocca di Franssinello - winery designed by Renzo Piano
    • Livorno, Fortezza Vecchia (Old Fortress)


    Time Zone

    GMT +1 hour



    Currency Information

    The Euro (€) is the official currency of Italy. Coins are available in 1 cent, 2 cent, 5 cent, 10 cent, 20 cent, 50, cent , €1 & €2 denominations. Notes are available in €5, €10, €20, €50, €100, €200, €500 denominations.

    Money Matters

    Travellers cheques are widely accepted for exchange or purchase in major cities, but in more rural areas, visit a bank to exchange them for Euros. Major credit cards are widely accepted here (though a limited number of merchants have American Express accounts) and ATM access is widespread. Exchange currency only at authorized outlets such as banks and hotels, and exchange only what you think you will spend in-country. Coins cannot be reconverted on departure. Save all receipts from any currency exchange transaction. You may be asked to produce them when you exit the country, and they are required if you intend to reconvert local currency.

    Tipping IN TUSCANY

    You are not expected to tip on top of restaurant service charges, though leaving a small amount is common practice. If there is no service charge, you might consider leaving 10%/15%, but it is not obligatory. In bars any small change is left as a tip. Tipping taxi drivers is also not mandatory but suggested.

    Arrival & Departure Formalities

    Travel documents are your responsibility. In general you should have:

    • A signed, valid passport that will remain valid for at least 6 months beyond the completion of your trip. Your passport must have enough blank pages (excluding amendment pages) available for entry and exit stamps issued when entering and exiting immigration points.
    • Visas are required for certain nationalities and you are strongly advised to check your status allowing plenty of time for visa application.

    Weather IN TUSCANY

    In general, the climate in Tuscany is very mild with little difference between the various provinces. The summers are hotter on the coast and in the valleys than in the hills. It rarely rains in the summer months. The average temperature varies between 27°C and 33°C and can even reach 40°C. Spring and autumn are rainy and milder; however, there are still plenty of dry and sunny days. By May there is less rain and the days become longer with up to 10 hours of daylight. The average temperature in spring is between 19°C and 24°C, in autumn between 21°C and 24°C. The winter months alternate between rain and sun with an average temperature of around 10°C.


    It is advisable to contact your doctor before you travel if you have any specific health concerns and take out appropriate travel and medical insurance.

    Electricity SUPPLY IN TUSCANY

    Electrical service in Italy is supplied at 220-240 volts/50 hertz - a converter/adaptor may be required.

    Driving IN ITALY

    There are some important rules of the road -

    • At crossroads drivers coming from the right have priority excluding crossroads with traffic signs/lights.
    • Always carry your driver's license accompanied by the International Driving Permit, the car insurance papers and ownership (rental) papers.
    • The minimum driving age is 18.
    • Traffic drives on the right.
    • Seat belts must be worn - children under 12 must travel in the back seats, unless the front seat is fitted with a child restraint system.
    • Headlights must be on all the time except if driving in a city during the day with good visibility.
    • In the event of a breakdown a red warning triangle must be displayed in the road.
    • National speed limit is 50kmh (31mph) in towns, 90kmh (56mph) on secondary non-urban highways, 110kmh (68mph) on dual carriageways, 130kmh (80mph) on motorways.
    • Speeding fines: Euros 30 - 300.
    • For use of the highways it is invariably necessary to collect a ticket at toll booth marked " biglietti" before entering the highway. DO NOT pass under the lanes marked Telepass. Pay the toll at the exit. Payment can be made by coins or by credit card.
    • There are strict laws concerning drinking and driving. Blood alcohol levels must not exceed 0.05%. There are random breathalyzer tests carried out regularly by the police.

    Parking in Italy

    • In many large towns, the historical town centre is subject to traffic restrictions (authorised vehicles only may enter) indicated by large white sign with a red circle saying " Zona a traffico limitato".
    • Street parking is organized and designated with signs and by the colour of the lines for the parking spots. The colour of the lines on the parking space indicates the type of parking; white is for free parking, blue is for paid parking, yellow is reserved for special use. Signs will tell you if you are required to pay or to use a parking disc to time your parking (more details below). In most regions, blue lines mark paid street parking. There will be a payment machine nearby. Place the receipt from the machine on the dashboard. In many towns, white lines mark free parking spots on the street but they may be limited by time. The closest parking sign will tell you if you must set your parking disc to show when you arrived. Set your parking disc to the time you parked and display it in the window. You must return within the maximum allowed time.

    Guest Book

    31st July 2013
    I just wanted to drop you a note to let you know we are home from Italy and we had a magical time at Villa Machiavelli. The Villa was every bit as beautiful as we had hoped and accommodated our family perfectly. The staff were outstanding and made us feel special whilst feeling at home all at the same time. The drivers we had were excellent and helped us not only get around, but suggested sites to tour and were readily available. The pre-arranged tours all went well and we enjoyed each tour guide - they certainly brought the history and stories of each location to life.
    In short, we are thrilled with our two weeks. We have tons of cherished memories and Loretta got just what she wanted for her family birthday gathering. I want to personally thank you for all the help you provided in making this all happen. You addressed every concern and made it so special for us. As a family, we are grateful. All the best.


    • Nearest town with shops/restaurants: San Casciano 4km
    • Other towns close-by: Florence 12km, Impruneta 12km, Badia a Passignano 19km, Greve in Chianti 25km, Certaldo 27km, San Gimignano 43km, Siena 66km
    • Nearest airport: 30km Florence, 77km Pisa
    • Nearest golf course – Ugolino 22km

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    Available Booked On request

    Availability Information

    • Villas are normally rented on a Saturday to Saturday basis throughout the year, however shorter breaks and alternative arrival days are available at some villas during low and mid seasons.

    • Please note that the standard check-in time at our properties is between 4-7pm and that we ask guests to vacate the property by 10am on departure day, unless otherwise agreed in advance.

    Rates Information

    • Only the 23 people price option gives access to all bedrooms. Please contact your Tour Consultant for detailed information about which bedrooms are accessible with the 17 people price option.
    • The above rates are on a per villa, per week basis. For further information on our villa only and A&K hosted services please see our 'Villa Rental Options' page. An A&K Villas Travel Consultant will be happy to discuss your specific holiday needs - simply complete the quick 'Make an Enquiry' form or call us on 0845 618 2205.


    • Concierge. An English-speaking concierge is available daily for assistance and to answer any questions you might have about the villa or the surrounding.
    • Maid service daily.
    • Buffet breakfast daily.
    • Welcome cocktail.
    • One wine tasting on the estate per booking.
    • Fresh fruit platter in every bedroom on arrival.
    • Wireless broadband internet.
    • Use of the spa facilities (sauna, Turkish steam room, gym). Please note that treatments are charged extra.
    • Exclusive use of the indoor swimming pool (11 x 6m / 36 x 19.7ft) and outdoor swimming pool (16 x 10m / 52.5 x 32.8ft).
    • Air-conditioning.
    • Central heating.
    • Two basic laundry services per week.
    • Arrival set of bed linen, bath and pool towels. Towels are changed daily, linen on request.
    • Cost of utilities (electricity up to 1.000 units per week, gas, water).

    Extra Services

    • Pool heating (indoor pool only) available at EUR 366 per day.
    • Telephone and fax costs as per consumption.
    • Spa treatments (from EUR 100).
    • Guided walking tours of the estate's vineyards with wine tasting and 4-course lunch (from EUR 60 per person).
    • Cooking classes in the villa (from EUR 185 per person).
    • Transfer from Florence Airport to the villa (one way): Mercedes Sprinter (for 8 passengers) available from EUR 125. (Please note: between 7pm and 7am a supplement of 20% applies).
    • We are also able to arrange all manner of additional activities to enhance your villa experience such as transfers, guided touring and sightseeing options, tutored wine tasting, art classes and hot-air ballooning. Please see the Activities tab for further ideas and discuss with your Travel Consultant for further details.

    • Staff lives on the premises.
    • Additional 18 bedrooms are available on the same estate in a separate building. This villa does not compromise in any way the privacy of Villa Machiavelli as it has an independent entrance, pool and garden.
    • The minimum stay is 3 nights.
    • Extras are payable locally. A valid credit card has to be presented during check-in.
    • Extras are subject to availability at the time of confirmation and to specific Terms & Conditions. Please enquire with your Tour Consultant for details.
    • Your stay is subject to a city tax which is raised by the municipality in which the accommodation is located. This tax is payable locally in cash euro only.

    The villa

    Because everyone’s concept of a villa holiday is different, we have created a formula designed to offer privacy, flexibility and the freedom to run your own holiday or call upon us to help open up a world of possibilities. Our villas are normally rented on a villa-only weekly basis and are ideal for those seeking independence and privacy. We’re on call in case you need us and we provide a change of towels and bed linen during the week, but otherwise there no inclusions. 

    A&K Concierge upgrade

    For additional support, comfort and a slice of pampering why not upgrade to our A&K Concierge service. Included is an airport welcome on arrival with assistance for onward transportation; the services of an A&K Concierge – whose local knowledge provides you with invaluable assistance and recommendations; an orientation of the local area; a fully stocked drinks fridge; maid service; the ingredients for your first evening’s supper and breakfast delivered on the first morning of your stay. For full details of concierge inclusions speak to an A&K Travel Consultant on 0845 618 2205.

    The finishing touches

    Ever dreamt of driving through the Chianti hills in a red Ferrari, or along the Moyenne Corniche to Monaco in a Bentley? How about sailing along the Cote d'Azur to St Tropez in a private yacht or speed boat? Sometimes the home is all that you need, but if you're lured into culture, excitement, activity, improving your cooking or simply dabbling in landscapes, then speak to one of our Villa Specialists for an insight into what we can arrange. These are what we call our ‘Finishing Touches’.

    The list is by no means exhaustive and we always welcome requests, however obscure you may think they are! Our local offices enable us to control the quality of the services on offer and the depth of knowledge our local teams have is impressive. Our aim is to provide guests with the authentic sights, flavours and experiences of the region they are staying in.

    If you would prefer to discuss your specific requirements, whether it’s in relation to the property or about your stay in general, please do contact us using the Enquire page or please do give us a call for a chat.

    • Air Conditioning
    • Bicycles
    • CD Player
    • Central Heating
    • Concierge Service
    • Dining Area (Outdoor)
    • DVD Player
    • Fans Available
    • Gym Equipment
    • Hiking
    • Internet Access (Wireless)
    • iPod Docking Station (iPod Not included)
    • Library (CD's/DVD's)
    • Safe
    • Sauna
    • Steam Room
    • Swimming Pool
    • Swimming Pool (Fenced/Gated)
    • Swimming Pool (Heated Indoor)
    • TV (Cable/Satellite)
    • Wine Cellar


    Book this holiday and collect Avios

    Reasons to book your holiday with us

    • Over 50 years' experience
    • 24/7 support before, during and after your stay
    • All of our properties have been hand-picked and visited by a member of the team
    • Travel Consultants are based in the UK with local offices to assist with planning every detail of your stay
    • Option to upgrade to a Concierge stay to make the most of your visit
    • Option to book additional trips and services via our local offices

    Call 01242 547 705 to speak to a specialist Enquire

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