Europe / Italy / Tuscany

Nestled in the renowned “Chianti Classico” winemaking region just outside Florence, Villa Realgrande offers a unique 15th-century experience.

up to 10
up to 22
from 7
Min. Nights


Meticulously restored, the main villa boasts original frescoes and opulent interior décor against a backdrop of picturesque Tuscan vineyard-lined hills. Only a 25-minute drive from Florence, the villa seamlessly blends old-world charm with modern luxury, featuring ten bedrooms for up to 22 guests. Immerse yourself in history and culture while enjoying five-star comfort, surrounded by artwork and furnishings from around the world. Explore perfectly restored frescoed rooms, relax in the awe-inspiring loggia with views of the Duomo, and indulge in various spaces, including dining rooms, outdoor terraces, and a superb wellness area with a heated pool, gym, sauna, and steam bath.

Immerse yourself in a truly unforgettable experience at this historically beautiful estate, where five-star service ensures lasting memories. The main villa, adorned with restored 15th-century frescoes and a curated mix of antiques and contemporary art from South Africa, is a masterpiece of restoration and decoration. Producing its own olive oil and fine wines, the property embodies a legacy of unparalleled luxury. Guests can live in the lap of modern comfort within the same villa that once hosted Florence’s ruling aristocrats. Realgrande, featured in renowned magazines like Vanity Fair and Food & Wine, offers exceptional spaces for grand entertainment, making it an ideal venue for weddings and special events.


Ground Floor

 Large, luxurious and beautiful main piano salon and formal dining room, both leading 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.

Villa Realgrande 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.



10 Bedrooms, 10 Bathrooms

Sleeps 22 Guests

  • Elevator
  • Wi-Fi
  • Gym
  • Sauna
  • Hair Dryer
  • Dishwasher
  • Fully Equipped Kitchen
  • Dining Area
  • Helipad
  • Vineyard View
  • Parking Space
  • Al Fresco Dining
  • Fireplace
  • Terrace
  • Outdoor Furniture
  • Stereo
  • CD Player
  • Cable TV
  • TV
  • DVD Player
  • Maid Service


Bedroom Details

Bedroom 1 (Ground Floor): Royal Suite: Spectacular master king bedroom royal suite with en-suite mosaic-covered, priceless marble Jacuzzi tub and his and hers bathrooms
Bedroom 2 (Ground Floor): Deluxe queen bedroom with en-suite marble bathroom
Bedroom 3 (Ground Floor): Deluxe queen bedroom with en-suite marble bathroom
Bedrooms 4 & 5 (First Floor): Two bedroom Duplex Suite – two separate bedrooms (1 King and 1 Twin/Queen) with en-suite bathrooms with tubs
Bedrooms 6 - 9 (First Floor): 5 Royal duplex suites with en-suite bathrooms, one of which has 1 extra bedroom and bathroom
Bedroom 10 (First Floor Mezzanine): Deluxe queen bedroom with en-suite marble bathroom

Pool Details

Private gated garden and outdoor pool
Indoor pool heating is an additional cost

Staff and Services

Final cleaning
Daily housekeeping from 10:00 am to 2:00 pm/6 days per week
Mid-week bedroom and bathroom linen change
Welcome drink and snack on arrival
Daily buffet breakfast
Villa manager: 6 days a week; 8 hours a day
Local concierge service: 4 hours a day; 6 days a week
Garden and pool maintenance

Staff and Services (at Additional Cost)

Extra linen change
Chef service – No third-party suppliers allowed: the services will be provided by the villa management and in-house staff
Cost of food and beverages
Personal laundry and ironing service
Babysitting service
Grocery delivery service

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

Electricity, water, gas, A/C, and central heating are included
Wi-Fi Internet connection is included
Sorry, no pets
Check-in: after 4:00 pm
Check-out: before/by 10:00 pm
Late arrival fee will apply
All extra services to be paid locally, prior to departure, unless otherwise arranged

Rates and Availability

Tax Service Charge Details*
Visitor’s tax: The Italian government might require the payment of a Visitor’s Tax (approximately €1.50 – €6.00 per person, per day, depending on the location) and may be applied for the first ten days in the destination. This tax is payable locally, in Euro cash.
A food and beverage deposit will be required in advance when guests choose to add the private chef service; amount to be advised at time of service reservation
If guests wish to engage the staff for extra hours or to have additional staff this will be at extra charge
Heating of indoor pool, if requested, is additional
Specialty Sky TV channels (On-Demand) is additional
Telephone/fax charges are additional
Anything else not specifically listed under “Included with rent”
Security Deposit Details
€15,000 Pre-collected
Accidental Damage Waiver
A €149 Accidental Damage Waiver applies to every reservation.
Minimum Stay Details
Minimum night stay may vary by villa. Please contact a villa specialist to confirm.
Check-In Times
Check in: 4:00 PM - Check out: 10:00 AM



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.