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

Machiavelli Vacation Rental

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

Rates Table Key:

  Travel Dates      Bedrooms

 Minimum Stay      Starting Price

Travel Dates
Min. Night Stay
Min. Stay
Now to May 31, 2019 107
$ 9,928  8690 $ 14346 $ 13330  10013 £ 7800
/per night
Jun 1, 2019 to Sep 14, 2019 107
$ 13,195  11550 $ 19067 $ 17718  13309 £ 10367
/per night
Sep 15, 2019 to Oct 13, 2019 107
$ 9,928  8690 $ 14346 $ 13330  10013 £ 7800
/per night
Oct 14, 2019 to Dec 21, 2019 107
$ 8,294  7260 $ 11985 $ 11137  8366 £ 6517
/per night
Dec 22, 2019 to Jan 3, 2020
Christmas/ New Year's
$ 9,928  8690 $ 14346 $ 13330  10013 £ 7800
/per night
Jan 4, 2020 to Apr 11, 2020 107
$ 8,294  7260 $ 11985 $ 11137  8366 £ 6517
/per night

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: €6,000 Pre-collected

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

Important! Non-USD rates above based on approximate currency conversion. Please confirm rate and currency with your Villa Specialist at time of booking.

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
  • Air-conditioning
  • DVD player
  • Elevator
  • Exquisite Italian marble bathrooms
  • Fax machine
  • Helipad
  • Mini-gym
  • Private gated garden
  • Satellite/plasma TV
  • Stereo/CD
  • Spa / Sauna
  • Telephone
  • Wi-Fi broadband internet access
  • Wine cellar with its own dining area for special events
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
Tuscany Villa Notes
  • 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.  

Machiavelli Reviews

Our stay here at Machiavelli has been …
Posted by in May 2016

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!

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Up to $2,000 in Destination Dollars »

We’re committed to transforming already exceptional escapes into something even more extraordinary. That’s why we’re giving you up to $2,000 in Destination Dollars to create the most memorable vacation ever. Add a chef to your villa experience, or enjoy airport fast-track services. The choices are endless – and all yours.

Once your dream villa vacation is booked, your complimentary personal concierge will coordinate and schedule any element of your villa vacation – taking the guesswork out of your getaway like never before.

Here’s how you can earn your Destination Dollars:

Amount Spent Destination Dollar Rewards
$5,000 - $15,000 $150
$15,000 - $25,000 $250
$25,001 - $35,000 $350
$35,001 - $50,000 $500
$50,001 - $75,000 $750
$75,001 - $100,000 $1,000
$100,001 + $2,000

Don't miss out! This offer expires May 25, 2019!

The tiers are based on the base villa cost only. Security deposits, concierge services, TA added booking fees and tax and services are not included in calculating the credit tiers. Offer valid for new bookings made between 5/19/19 – 5/25/19 for travel from 6/1/19 – 8/31/19. Destination Dollars of up to $2,000. Valid for select pre-paid services only. Service offered is subject to availability. No cash value. The value of any unused credit is non-refundable. Credit cannot be applied towards booking value. 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.

Tuscany Travel Guide

Rural Chic

Tuscany is overflowing with natural, architectural, and artistic masterpieces. The birthplace of Italian Renaissance is home to rolling hills, majestic cypress trees, miles of sandy coastline, and beautiful vineyards in addition to the world's finest art center, Florence. Stay in a rustic yet elegant villa enjoying life's greatest pleasures: sprawling countryside, simple, fresh cuisine, and Italy's finest wines.

Each villa rental in this magnificent province is unique to the area in which it resides. A shopper’s delight, Florence is home to charming cobblestone streets, artistic and architectural masterpieces, and some of the world’s biggest fashion icons. Those who rent villas in the 39-square mile Chianti wine region will love sampling the fruits of the region’s spectacular vineyards at the wineries themselves or in the comfort of their villa. Villas in the bigger cities of Pisa and Livorno offer a slightly different experience, allowing vacationers to explore the mystique of the Medici era and visit the Leaning Tower of Pisa. Famous for its butteri, cowboys who managed cattle, Maremma offers visitors the opportunity to go horseback riding or swim in one of the area's beautiful bays. In Siena, one of the region's loveliest medieval cities, visitors can stroll the famous shell-shaped Piazzo del Campo, where horse races are held twice a year. No matter where in Tuscany you choose to stay, your villa vacation is guaranteed to be unforgettable.

Learn more about Tuscany »

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

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