villa machiavelli

Tuscany, San Casciano Val Di Pesa
  |  Sleeps  20  |  Doubles 10  Bathrooms 10  Guest bathrooms 2
from 92,400 to 135,550 € / week

La vita is certainly "bella" at this large top luxury villa in Tuscany available for weekly rentals. On an approximately 30-minute drive, south of Florence, in the very heart of the celebrated wine-making region called Chianti, stands this magnificent property for rent dating back to the 15th century, a precious 'witness’ of the Tuscan Renaissance villas. Villa Machiavelli is located within a private estate of 600 hectares, where quality oil and wine are produced.
The villa’s history is fascinating; built for the Machiavelli family with rumors that Michelangelo himself participated in the design. In fact, because of the significance of the owners and architects, the original building and improvement plans of the villa are stored at the Uffizi Gallery in Florence. These plans include a grander palace with a new wing, designed by Giorgio Vasari "Il Giovane" (nephew of the famous architect Giorgio Vasari).
The villa comprises ten bedrooms, all with en suite bathrooms, completely restored as a unique five-star luxury accommodation. All bedrooms enjoy a relaxing, panoramic view of the Tuscan hills. Thanks to its location on top of beautiful cypress-shaded hills, the villa offers extraordinary views of Florence, The ‘Duomo’, and the beautiful Tuscan countryside.
The décor and interior design reflect a love for the traditional Tuscany style, combined with refined furniture and artwork from China, India, and South Africa.
The outdoor swimming pool is located a few meters from the villa in the fenced in garden, where here and there you can find original contemporary art pieces.
In the same area of the estate, about 60 meters from Villa Machiavelli, there is another luxury villa that can accommodate up to 36 people, called villa Mazzei. The two villas are completely separated and have total privacy.
Besides Florence, Villa Machiavelli is a great starting point for visiting Siena, San Gimignano, and Arezzo.

ground floor
fully equipped kitchen, living area with doors opening to terrace with view, dining area with table for 14 people and doors opening to terrace with view, guest bathroom. Second living area with fireplace and TV and doors opening to terrace with view; covered terrace with original frescos and marvelous views.
bedroom 1; Royal Suite 10: 150m2, offers history and elegance and is fit for any queen or king. A distinguished, superior king sized, hand-made silver matrimonial bed frame from India ornaments the suite, along with furniture and art objects collected by the owner during his world travels. The spectacular size of the room (approximately 1600 square feet or 150 meters), combined with high ceilings and seven expansive windows, allows for a sun-filled space during the day. Two fireplaces and a private dining area provide cozy corners to tuck into, and a magnificent bathroom with an open Marble and Onyx Jacuzzi bath and luxurious walk-in shower, and personal steam room add to the elegance of the overall effect.
bedroom 2; Machiavelli Suite 11: 90m2, the Machiavelli Suite is located on the Machiavelli villa top floor of the royal wing. This opulent suite offers an individually decorated style bedroom with king size bed and modern bathrooms. The suite offers a separate living area and private in-room dining. The Machiavelli Suite is located in the main villa which boasts a terrace with sweeping views of the Tuscan countryside, Mangiacane’s vineyards, and olive groves.
bedroom 3; Executive Suite 7: 35m2, the executive room has been fully renovated and individually designed by Ralph Krall’s signature eclectic style. Along with sweeping views of the Tuscan countryside and vineyards and olive groves, our rooms offer queen size beds and luxurious marble bathrooms. The executive rooms are a sweet and comfortable place to rest your head, enjoy the views of our vineyards and countryside, and relax into one-of-a-kind style.
situated outside the royal wing, separate access;
bedroom 4; Executive Suite 6: 35m2, the executive room has been fully renovated and individually designed by Ralph Krall’s signature eclectic style. Along with sweeping views of the Tuscan countryside and vineyards and olive groves, our rooms offer queen size beds and luxurious marble bathrooms. The executive rooms are a sweet and comfortable place to rest your head, enjoy the views of our vineyards and countryside, and relax into a one-of-a-kind style.
first floor
living area with big windows with marvelous views of Florence in the distance, guest bathroom.
bedroom 5, 6 and 7; Terrace Suite 3,4,5: 75m2, offering the beauty and style found only at the grounds of Machiavelli, this opulent suite at Machiavelli boasts a common terrace overlooking Florence and the Tuscan countryside. With a uniquely decorated bedroom, a king-size bed and twin beds, and crafted marble bathrooms, the Terrace Suite will meet all expectations of ideal accommodation. Along with a private living room it offers a private dining area both inside and outside on your secluded terrace, perfect for a romantic candlelit meal.
top floor
bedroom 8, 9 and 10; Two Bedroom Terrace Suite 1,2,2B: 85m2, located on the top floor of villa Machiavelli, the Two Bedroom Terrace Suite has two separate mezzanine style bedrooms, the suite offers a king size beds and twin beds and two private bathrooms furnished in marble to provide a comfortable and spacious retreat. Connected to bedroom 9 there is another bedroom, number 10. With a separate living and dining room, you will have no trouble finding a quiet spot to relax in. The private terrace enjoys a spectacular Tuscan view and a breathtaking view of the city of Florence and the Duomo.
lower floor
13 steps down from the garden, small chapel, wine cellar, bathroom with shower, spa (sauna, Turkish bath, chrome therapy showers, 3 massage rooms) and indoor heated pool, professional kitchen.

outdoor
grounds of 18 hectares, including gardens, and olive trees. Swimming pool area with view and covered pergola with table, seats, sunbeds, and umbrellas.

notes
on the property, there is wine and oil production, which the guests of the villa can taste.

villa machiavelli
Tuscany, San Casciano Val Di Pesa
| Sleeps  20  |  
Doubles 10  Bathrooms 10  Guest bathrooms 2
from 92,400 to 135,550 € / week


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+39 075 505 7865

or
Enquire villa machiavelli

Amenities

  • nearest supermarket San Casciano Val di Pesa 10 minutes by car
  • nearest restaurant Ristorante Albergaccio at walking distance and Osteria di Passignano (1 Michelin star)
  • other restaurants in Florence 12km/7,4miles
  • nearest tennis court San Casciano in Val di Pesa
  • nearest golf court Golf Ugolino 10km/6miles

Facilities


  • air conditioning A/C air conditioning A/C
  • indoor pool indoor pool
  • wi-fi internet connection wi-fi internet connection
  • satellite TV satellite TV
  • safe safe
  • elevator elevator
  • chapel onsite chapel onsite
  • minifridge minifridge
  • spa spa
  • sauna sauna
  • Turkish bath Turkish bath
  • emotional shower emotional shower
  • gym gym
  • fully equipped kitchen fully equipped kitchen
  • espresso coffee machine espresso coffee machine
  • microwave microwave
  • blender blender
  • dishwasher dishwasher
  • washing machine washing machine
  • baby cot baby cot
  • highchair highchair


  • private swimming pool private swimming pool
  • private patio private patio
  • alfresco dining alfresco dining
  • outdoor furniture outdoor furniture
  • lounge area lounge area
  • parking area parking area
  • helicopter pad helicopter pad


  • art and culture art and culture
  • food & wineries food & wineries
  • large groups large groups
  • relax and privacy relax and privacy
  • top luxury top luxury
  • traditional traditional
  • family friendly family friendly
  • fully staffed fully staffed


facilities notes

  • spa equipped with: 3 massage rooms, Turkish bath, sauna, chromo therapy showers
  • gym open from 10am-8pm
  • in all bedrooms: hairdryer, bathrobe, safe and minibar, air conditioning, central heating, satellite with international TV channels.
  • professional kitchen
  • 4 baby cot and 2 highchair

Weekly rates


  • 10 double bedrooms

    From - To PRICE (*) (**) EUR USD * GBP **
    Nov 29, 2025 - May 16, 2026EUR 92,400.00
    USD 107,200.00
    GBP 80,400.00
    92,400.00107,200.0080,400.00
    May 16, 2026 - Oct 17, 2026EUR 135,550.00
    USD 157,250.00
    GBP 117,950.00
    135,550.00157,250.00117,950.00
    Oct 17, 2026 - May 15, 2027EUR 101,650.00
    USD 117,950.00
    GBP 88,450.00
    101,650.00117,950.0088,450.00
    Security deposit
    EUR 15000.00
    USD 17,400.00
    GBP 13,050.00
    15000.0017,400.0013,050.00

    * For an indication of the weekly price in US Dollars please have a look to this reference rate: 1 EUR = 1.16 USD
    ** For an indication of the weekly price in GBP please have a look to this reference rate: 1 EUR = 0.87 GBP

    included
    concierge service on site from Monday to Saturday (8 hours per day, from 9 am until 5 pm), maid service from Monday to Saturday (4 hours per day), welcome drink upon arrival, change of linen and towels midweek, utilities up to 1000 kw per week.

    not included
    compulsory final cleaning fee EUR 600, heating indoor pool (EUR 400+VAT per day), night concierge from 5 pm until 9 am EUR 600+VAT per night, daily breakfast service EUR 35+VAT per person per day, cooking service upon request, extra change of linen and towels of every room EUR 350, extra bed supplement EUR 150 per person per night, city tax EUR 2 per person per night, any extra service not specified to be confirmed within 60 days prior arrival.

    The price of the extra services, which need to be paid directly to the service providers, can vary according to their availability.
    Inclusions and exclusions may be subject to changes.


Location

main distances
San Casciano Val di Pesa 10 minutes by car, Florence 12km/7,4miles, Greve in Chianti 23km/14miles, San Gimignano 46km/28,5miles, Siena 60km/37miles, Pisa 76km/47miles, Livorno 82km/51miles, Lucca 87km/54miles.

airports and trains
airports: Florence 23km/14miles, Pisa 74km/46miles, Bologna 112km/69miles
trains: Florence Santa Maria Novella approx. 30 minutes drive


The location indicated on the map is purely indicative.

Guest reviews

Date: September 2018
Name: Philippe Trudeaux
Country: USA
Rate:

"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! "


Edit
villa machiavelli
from 92,400 to 135,550 € / week
villa machiavelli
Tuscany, San Casciano Val Di Pesa
| Sleeps  20  |  
Doubles 10  Bathrooms 10  Guest bathrooms 2

front view luxury Villa Machiavelli
front view luxury Villa Machiavelli
luxury vacation villa Machiavelli, Tuscany
luxury vacation villa Machiavelli, Tuscany
alfresco dining area
alfresco dining area
picturesque living room with piano
picturesque living room with piano
elegant living room
elegant living room
fully-equipped traditional kitchen
fully-equipped traditional kitchen
dining room with fireplace
dining room with fireplace
dining and sitting area with frescoes
dining and sitting area with frescoes
indoor pool with deckchairs
indoor pool with deckchairs
large indoor pool
large indoor pool
majestic garden
majestic garden
spacious double bedroom
spacious double bedroom
en suite bath tub
en suite bath tub
refined bath tub with golden details
refined bath tub with golden details
double bedroom with canopy bed
double bedroom with canopy bed
double bedroom
double bedroom
en suite bathroom with bath tub
en suite bathroom with bath tub
double bed on mezzanine floor
double bed on mezzanine floor
cosy sofa and en suite bathroom
cosy sofa and en suite bathroom
double bedroom
double bedroom
en suite bathroom
en suite bathroom
opulent sitting area
opulent sitting area
mezzanine floor with double bed
mezzanine floor with double bed
en suite bathroom
en suite bathroom
double bedroom
double bedroom
en suite bathroom
en suite bathroom
double bed
double bed
en suite bathroom
en suite bathroom
double bedroom
double bedroom
en suite bathroom
en suite bathroom
double bed
double bed
marble bathroom with bath tub
marble bathroom with bath tub
double bedroom
double bedroom
en suite bathroom
en suite bathroom
double bedroom
double bedroom
private spa with massage area
private spa with massage area
sauna
sauna
luxury vacation Villa Machiavelli for rent, Tuscany
luxury vacation Villa Machiavelli for rent, Tuscany
majestic garden around Villa Machiavelli
majestic garden around Villa Machiavelli
luxury Villa Machiavelli, Tuscany
luxury Villa Machiavelli, Tuscany