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What we like most
  • Every bedroom was spacious, ensuite and with vaulted ceilings
  • Guests have use of sauna, Turkish bath, indoor pool, and gym daily
  • Their extensive wine list
Insider's Knowledge
  • Many different nature walks can be taken from this property
  • 10 amazing bedroom suites with vaulted ceilings
  • Osteria di Passignano Restaurant- Set in the middle of the Antinori wine estate is amazing
Places close by
  • Nearest Airport: Florence Peretola 25 km
  • Nearest town: 26 km
  • Nearest major city: Siena 45 km


Welcome to Realgrande, one of the most exclusive and luxurious 15th century villas in Italy. The villa is set in a beautiful area just 20 minutes from Florence and offers guests the utmost luxury in the heart of the famed wine making region of Chianti Classico. Realgrande is steeped in history and was built for the Machiavelli family and includes frescoes designed by the Renaissance master, Michelangelo.

The villa is ideally located within this private estate and is just 11 km from Florence. Realgrande offers peace, privacy and scenic beauty all surrounded by lush gardens, wonderful vineyards and stunning olive groves. The villa has wonderful gardens lined with trees and is set within 600 acres of stunning grounds offer breath-taking glimpses of the Duomo in Florence. There is a wonderful historic pool located outside as well as an indoor pool for guests private use.

Realgrande is the perfect place for a family vacation to Florence sleeping up to 20 guests 10 individual luxury bedrooms. The villa is also perfectly equipped to host an Italian wedding or a private event. Realgrande is set on over 600 acres of vineyards, olive groves and Tuscan forest. It features spectacular frescoed terraces with beautiful lounges, tables and outdoor furnishings, a swimming pool, and a sculpture garden.

Inside the villa is beautifully furnished with opulent decor and comes with original Renaissance frescoes and terraces offering sweeping views of the Tuscan landscape. The villa comes with a large formal dining area which leads onto the terrace offering splendid views. There is a large kitchen also on the ground floor. The first floor has a full furnished frescoed terrace with breath-taking views as well as a small service eat-in kitchen.

Once the home of the Machiavelli family and centuries later, the Mazzei family, this villa boasts a rare heritage. For large parties or special events, the property offers the equally spectacular “Vineyard Villa,” adjacent to Realgrande’s entrance gates. The Vineyard Villa offers 18 additional rooms and suites. Steeped in history with unique art pieces through-out your stay is guaranteed to be memorable at Realgrande.

The Mangiacane Winery lies within the estate and produces four award-winning wines, tutored wine tastings and tours are available. Mangiacane’s own wines and home-grown olive oils are used by the Chefs to enhance the famous delicious Tuscan dishes.

Additional Information
Realgrande has been featured in many magazines, including Vanity Fair and Food & Wine. It offers incredibly unique spaces fit for entertaining of the grandest nature and is perfect for weddings or other special events.

Surrounded by hills, Florence rises on the banks of the Arno River. One of the greatest art centres of Italy, Florence is home to the Accademia, where you can view Michelangelo's "David", as well as the Uffizi gallery, arguably the most important art gallery in the world. Tour the cathedral with its pink, white and green marble façade and marvel at its remarkable Duomo by Brunelleschi and the gold Paradise door of the Baptistry. Continue to the Piazza Della Signoria, the political heart of Florence since the 1300s, then stroll the charming shops of Ponte Vecchio. Florence offers some of Italy's best shopping—textiles, leather goods, fashion, jewellery and ceramics are all specialities. There is nothing like enjoying a morning coffee and truffle panini at the celebrated Procacci bar before setting out for a serious morning of shopping in Via Tornabuoni. Scour the Gucci, Armani and Yves Saint Laurent outlets on the outskirts of the city.

For those wishing to explore some of Tuscany's other treasures, Florence is an ideal base of operations. Tuscany stretches along the western coast of Italy from the Apennines to the Tyrrhenian Sea—one of the best ways to see the region is by automobile. The small fortress cities are within easy driving distance of one another, and each offers its own special appeal, from San Gimignano to Pienza. Other cities to include in your excursion are Arezzo, with its grand plaza and Roman amphitheatre, Lucca, with its olive groves and impressive Renaissance walls, and seaside resorts like Viareggio, Elba, and Forte de Marmi.

Siena and Pisa, both also important art cities, are also not to be missed. Siena is a beautifully preserved medieval city, constructed of checkerboard brick, and crowned by its Duomo. It was the seat of the Ghibellines who often crossed swords with the Florentine Guelfs during the 13th century. Other highlights of Siena include the beautiful Piazza del Campo, and the tower rising from the Palazzo Pubblico. A day trip to the lovely ancient city of Pisa is also a must, where you can see the famous leaning tower, and much more.

Realgrande comes with 10 magnificent en-suite bedrooms, all of which feature luxurious interiors with crisp linens and plush furnishings. Each of these large suites features a king-size bed and offers splendid views of the rolling Tuscan hillside. Each suite offers guests a spacious living and dining area where you can relax and enjoy your morning coffee while admiring the stunning views. Each bathroom features luxury fixtures and fittings with marble used throughout. Additionally, the Royal Master suite has its own fireplace, a walk-in shower and steam room, a large dressing room area and a private dining area with butler service.

Ground Floor
Bedroom 1: King size bed, En-suite bathroom, Air conditioning

Bedroom 2 – Realgrande Suite: King size bed, His and hers en-suite bathroom, jetted tub, Air conditioning

Bedroom 3: King size bed, En-suite bathroom, Air conditioning

Bedroom 4: Queen bed, En-suite bathroom, Air conditioning

1st Floor
Bedroom 5: King size bed, En-suite bathroom, Air conditioning

Bedroom 6: King size bed, En-suite bathroom, Air conditioning

Bedroom 7: King size bed, En-suite bathroom, Air conditioning

Bedroom 8: King size bed, En-suite bathroom, Air conditioning

Bedroom 9: King size bed, En-suite bathroom, Air conditioning

Bedroom 10: King size bed, En-suite bathroom, Air conditioning

Bedroom 11: Queen size bed, En-suite bathroom, Air conditioning

This luxury Italian villa boasts a stunning spa where you can rejuvenate the mind-body and soul. The historic home offers modern comforts with your very own spa complete with a fully equipped gym. The spa area has a relaxing sauna and steam room which will enable you to sit back and relax while on vacation. Our fully trained professional therapists can provide relaxing treatments for all guests.
Realgrande boasts two wonderful pools. The indoor pool is located in the spa area and is ideal for the evening time. The outdoor pool in the Summertime is the perfect spot to relax with family and friends.

• Air-conditioned bedrooms
• Satellite television
• DVD player
• Wi-Fi access
• Piano
• Elevator
• Exercise room
• Wine cellar with dining area
• Fully equipped kitchen
• Swimming pool
• Outdoor furniture
• Helipad
• Gated private parking

Included in the rate
Electricity, water, gas, A/C, central heating and final cleaning
Welcome drink on arrival
Daily buffet breakfast
Daily housekeeping from 10:00 am to 2:00 pm
Wi-Fi Internet connection
Use of sauna, Turkish bath, indoor pool, and gym from 10:00 am to 8:00 pm
Local concierge service from 9:00 am to 5:00 pm

Heating of indoor pool, if requested, €450 + VAT 22% per day
Specialty Sky TV channels (On-Demand)
Personal laundry and ironing service
Cook service – No third-party suppliers allowed: the services will be provided by the villa management and in-house staff
Cost of food and beverage
Babysitting service
Grocery delivery service
Telephone/fax charges
Anything else not specifically listed under “Included with rent”

Good to know
Security deposit: €5,000 to be held by the villa on a CC
Check-in: after 3:00 pm; Check-out: before/by 12:00 pm
The Italian government might require the payment of a Visitor’s Tax (approximately €1.50 – €5.00 per person, per day, depending on the location) and may be applied for the first seven days at the destination. This tax is payable locally, in Euro cash.
All extra services are to be paid locally, prior to departure, unless otherwise arranged

• 1 mile to Santa Maria Novella Train Station
• 13 miles to Florence Peretola Airport (FLR)
• 9 miles to Florence
• 26 miles to Chianti
• 36 miles to Siena
• 51 miles to Azerro
• 54 miles to Licca
• 59 miles to Pisa

Area description

Realgrande is located just 11km directly south of Florence, near the town of San Casciano. The private Tuscan villa is in close proximity to the most popular cities and towns in the area – Florence, Siena, San Gimignano, and Arezzo. Realgrande is just a twenty-minute drive from the Florence airport (FLR), The Pisa International Airport (PSA) and Bologna Airport (BLQ) are approximately 1 hour away.


Florence Area, Chianti, Italy
Nearest airport Florence airport (FLR)
Pisa International Airport (PSA)
Bologna Airport (BLQ)
22.5 km
76.9 km
113 km
Nearest restaurant San Casciano 3 km


  • Bedroom(s): 11 ( Sleeps 22 )
    8 King, 2 Queen
  • Bathroom(s): 11
    3 Baths, 11 Showers, 11 Wash basins, 10 Toilets
  • General facilities: Fireplace, Garden, Garden View, Gated Entrance, Gym - Communal, Panoramic Views, Parking, Private Location, Private Terrace, Safe, Sauna, Terrace, Wifi
  • Indoor facilities: Alarm Clock, All Bedrooms En Suite, CD Player, Coffee Maker, DVD Player, Freezer, Gym - Private, Iron and Board, Luxury Finishes, Microwave, Phone, Safe, TV
  • Outdoor facilities: Helicopter Pad, Patio, Private Terrace, Swimming pool
  • Services: Breakfast included, Cleaning inclusive, Concierge Service, Linen provided, Maid service, Towels provided
  • Access: Secure parking, Private car park


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  • Concierge Service
  • Expert Advice
  • Personally Inspected Villas
- Nightly rate Weekly Min. Stay Change-over
Rate summary € 11,500 - € 15,714 € 80,500 - € 110,000 7 Nights -
01-Jun-2024 - 04-Oct-2024 € 15,714 € 110,000 7 Nights -
05-Oct-2024 - 01-Nov-2024 € 13,000 € 91,000 7 Nights -
02-Nov-2024 - 20-Dec-2024 € 11,500 € 80,500 7 Nights -
21-Dec-2024 - 05-Jan-2025 € 15,714 € 110,000 7 Nights -

Additional Information

  • Damage Waiver Fee: €149.00


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Expert Reviews

Stunning views and amazing wine...

Expert Review Pic This villa is one of the most stunning homes in Italy. On a recent trip I had the pleasure of personally viewing the villa and the wonderful estate. The estate is divided into an 11 bedroom private villa and also offers luxury suites for additional guests. The villa is steeped in history and dates back to the 14th century. The views are simply spectacular and every part of the house showcases unique antiques. One of my personal favorite areas is the indoor pool area which makes this villa ideal for a vacation to Italy even in the Winter time. Our viewing was not complete without a wine tasting where we sampled some stunning red wine that is produced on the estate. My personal favorite is the Mangiacane Chianti Classico Reserve 2009...divine!

A sample of some of the fine wines produced on the Machiavelli Villa estate

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Paul O'Sullivan

Our team know each destination and every villa we feature.

We also offer a personalized and fully complimentary concierge service so every part of your trip will be taken care of ensuring you have a hassle free vacation.

We look forward to hearing from you.

    • Type: Estate Home
    • Sleeps: 22
    • Bedroom(s): 11
    • Bathroom(s): 11
    • Board: Self Catering
    • Long term rentals: No
    • Pets: No
    • Children: Yes, great for kids
    • Wheelchair: No
    • Eldery or infirm: Not suitable
    • Holiday type: Corporate Retreat, Family, Rustic, Wedding Villas