Europe / Italy / Tuscany

Villa Machiavelli is a one-of-a-kind experience nestled in the legendary wine making “Chianti Classico” region, just outside of Florence.

up to 10
up to 20
from 7
Min. Nights


The 15th-century main villa and its original frescoes have been restored to their former magnificence, combined with opulent, extravagant new interior décor. Once the home of the Machiavelli family and centuries later, the Mazzei family, this villa boasts a rare heritage.

Villa Machiavelli reigns over 750 acres of vineyards, olive groves and Tuscan forest. It features spectacular frescoed terraces with beautiful lounges, tables and outdoor furnishings, a swimming pool, sculpture garden and beautiful garden surroundings.

The historic beauty of this estate, along with five-star service, guarantees a truly memorable and unforgettable experience. Within the main villa, the restored original frescoes and paintings range from 15th century antiques to South African contemporary. It has been restored and decorated with a master hand. The property makes its own olive oil and fine wines. Guests can experience a legacy like no other, living in the ultimate modern luxury while residing in the same villa where ruling aristocrats of Florence once stayed. Machiavelli has been featured in many magazines, including Vanity Fair and Food & Wine. It offers incredible spaces fit for entertainment of the grandest nature, and perfect for weddings or other special events.


Ground Floor

  • Large, luxurious and beautiful main piano salon
  • Formal dining room
  • Dining room leads onto a gorgeous, fully-furnished frescoed terrace with glorious views
  • Large kitchen

First Floor

  • Fully-furnished frescoed terrace with amazing views
  • Small service eat-in kitchen


10 Bedrooms, 10 Bathrooms

Sleeps 20 Guests

  • Spa / Sauna
  • Hair Dryer
  • Separate Kitchen
  • Dishwasher
  • Fully Equipped
  • Elevator
  • Helipad
  • Vineyard View
  • Parking Space
  • Al Fresco Dining
  • Fireplace
  • DVD player
  • Cable
  • Stereo
  • Television
  • CD Player
  • Wi-Fi


Bedroom Details

Bedroom 1 (Ground Floor): Deluxe bedroom with en suite marble bathroom.
Bedroom 2 (The Royal Wing): Spectacular master royal suite (Machiavelli suite) with mosaic covered, priceless marble Jacuzzi tub and his and hers bathrooms
Bedroom 3 (The Royal Wing): Deluxe bedroom with en suite marble bathroom
Bedroom 4 (The Royal Wing): Staircase leads to private suite with living room, double bedroom and en suite bathroom
Bedrooms 5-10 (First Floor): 5 Royal duplex suites with en-suite bathrooms, one of which has 1 extra bedroom and bathroom
All suites lead onto a vast terrace with breathtaking views of Florence and the Tuscan countryside

Pool Details

Private gated garden and outdoor pool

Staff and Services

Final cleaning
Welcome cocktail on arrival
Estate Wine and Olive oil tasting
Fresh fruits and one bottle of wine in each room on arrival
Daily buffet breakfast
Daily housekeeping (10 am - 2 pm)
Local concierge service from 9:00 am to 7:00 pm
Use of sauna, Turkish bath, indoor pool, gym from 10:00 am to 8:00 pm

Staff and Services (at Additional Cost)

Specialty Sky TV channels (On-Demand)
Personal laundry and ironing service
Babysitting service
Private concierge service
Butler service
Turn-down service
Grocery delivery service
Anything else not specifically listed under “Included with rent” is an additional cost

Location Details

Lucca - 1 hour
Siena - 50 minutes
Florence - 30 minutes
Rome - 2 hours and 45 minutes
San Casciano val di Pesa - 12 minutes

Villa Notes

Copies of passports must be provided in advance for all guests to expedite check-in process.
Electricity (up to 1,000 kWh per week), gas, internet use, A/C and central heating are included
Check-in: after 3:00 pm
Check-out: before/by 12:00 pm
All extra services to be paid locally, prior to departure, unless otherwise arranged
Important note regarding Chef/ Cook Services: All Chef/Cook services need to be arranged by your Concierge. Only Villa approved Chef/Cooks can be used. This also pertains to In-Villa cooking lessons.
Due to limited transportation in outlying and rural areas, a rental car is essential for stays at countryside villas in Italy. We are more than happy to arrange a car for you during your stay, please just let us know at time of booking.
Please note that Italy villas rent from Saturday to Saturday. Exceptions may be possible on a case by case basis and upon request.
The Italian government has implemented a Visitor’s Tax of €1.50 - €5.00 per person, per day and applies to all overnight stays for the first seven days in the destination. This tax is payable to the local property manager.
Most villas in Italy require the cost of extra services be paid upon arrival in cash. Please check with your Villa Specialist or Concierge for details.

Rates and Availability

Tax Service Charge Details*
Tourist tax of €2.50 per person/per night up to 7 nights, subject to change without prior notice Telephone/fax charges are additional depending on usage Extra electricity charged (over 1,000 kW per week), as per meter reading Heating of indoor pool, if requested, €180 + 22% VAT per day
Security Deposit Details

€6,000 Pre-collected

Accidental Damage Waiver
A $99 Accidental Damage Waiver applies to every reservation.
Minimum Stay Details

Minimum night stay may vary by villa. Please contact a villa specialist to confirm.

Exclusive Offers

Summer is here, and we're celebrating with an exclusive offer, just for you. Reserve your villa by June 30th, 2023, and receive up to $2,000 Villas of Distinction Visa® Prepaid Card upon deposit - on us! Here's how you can earn:

Villa Booking Cost

Villas of Distinction Visa® Prepaid Card

$5,000 – $15,000


$15,001 – $25,000


$25,001 – $35,000


$35,001 – $50,000


$50,001 – $75,000


$75,001 – $100,000


$100,001 +



Offer valid for new bookings made between 06/01/23 - 06/30/23 travel from 06/01/23 - 12/31/24. Amount is based on the base villa cost only. Minimum booking value applies. Villas of Distinction Visa® Prepaid Card is issued by MetaBank®, N.A., Member FDIC, pursuant to a license from Visa U.S.A. Inc. No cash access or recurring payments. Can be used everywhere Visa debit cards are accepted. Card valid for up to 12 months; unused funds will forfeit after the valid thru date. Card terms and conditions apply. Offer is valid for travel advisors’ clients. The Villas of Distinction Prepaid Card will be mailed directly to the travel advisors’ client within 30 days of deposit. Client mailing address must be provided. May not be combinable with other offers. All offers are subject to availability and may not apply to all villas or travel dates. Other restrictions may apply; please call for full details.



Our stay here at Machiavelli has been absolutely magical! From the beautiful villa to the warm and lovably staff, everything has been wonderful. Our three children felt comfortable and welcomed and loved playing on the grounds among the beautiful landscape and sculptures. The wonderful staff went out of their way to make certain that all members of our family felt comfortable and pampered! Tuscany is absolutely breathtaking and Villa Machiavelli has been a special place in which we were able to fully immerse ourselves in our surroundings. We can't thank you all enough for making our time here memorable and unforgettable! - Felix B.

Villa information may change without notice and should be confirmed with our villa rental specialists.