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Book Online or call HomeAway Booking Assistance 888-640-7927

Tuscan Chianti Villa with 100% Private Pool-Enjoy Homemade Pizza&Wines

Bedrooms 6
Half Baths1
Space 4,305 sq. ft.
Property type villa
Minimum Stay 1 - 7 nights


About the property

6 Bedrooms, 3.5 Bathrooms, Sleeps 11+1

Our Villa Casa Di Monte has been recently restored preserving the original structure of the house. Our Villa sleeps max. 12 persons, being made of 1 triple bedroom (1 king-size-bed plus 1 single-bed), 2 double-bedrooms (with 1 king-size-bed in each bedroom), 1 single-bedroom, 1 twin-bedroom, 1 bedroom with a queen-bed (a queen bed is a bed large 150 cm / 60 inches).In Italy a king-bed is a bed large 173 cm /68 inches. So, IN TOTAL, in the villa you have 3 king-beds, 1 queen-bed, 4 single-beds.For families with small children, we can provide 2 baby-beds and 2 baby-high-chairs, all for free. In the villa you also have 2 living rooms with fireplaces, 2 kitchens fully equipped (also with dish-washer, oven, fridge-freezer), 3 bathrooms (each one with basin, bidet, WC,shower) and 1 toilet (basin, bidet, WC). In each room there is a fan to refresh your days on Summer.Laundry-room.Swimmingpool.BBQ.The villa has also a large roofed loggia with table & chairs.Enjoy our outdoor pizza-parties too!

THE HISTORY OF OUR ESTATE: Our ancestor Angelo Oreste Simoncini, born in Montespertoli in 1872, started his farming activity at the end of the 19th Century on a small plot of land, partly his own and partly on lease, where he grew a special kind of straw, which was used for making hats; later on, with the help of about 60 seasonal workers, he opened a factory for the production of straw plaits with which the world-renowned 'Florence straw hats' were made. On July 5, 1912, Simoncini bought a few buildings in Montespertoli, in a place called 'Casa di Monte', surrounded by approximately 10 hectars of land, which up to this day are the centre of the business he founded.The production of hat straw, however, had to cease in 1924, due to competitive products imported from Asia. Consequently, cereals were replaced by vineyards and olive groves, and more land was purchased. The same trend is followed by the present owners, who inherited the estate in 1973; between 1997 and 1999 they expanded the land to over 53 hectares

TUSCAN COOKING, POOL & BBQ: Enjoy one of our outdoor pizza parties, fresh out of the wood-burning oven, enjoyed on the terrace perched above the beautiful Tuscan landscape of grape vines and olive groves ...

On guest's request, we will be also glad to organize Tuscan dinners or buffets, or to make wine-tastings or olive-oil-tastings. Our Farm is certified as a TRUE TUSCAN FARM, so we may cook for you by using only local Chianti products: we are sure you will enjoy it a lot!

For guests that like to stay connected also on holidays, we can set at their disposal a PC with ADSL-Internet-Connection.

Our guests may also enjoy in full privacy our large swimming pool (irregularly shaped, about 13x6 meters and from 1,5 to 2 meters deep) and barbecue-area.

A PIZZA-PARTY or a PIZZA-DINNER may be organized on request: fresh flavouring pizzas are baked in our wood-burning oven and immediatelly served hot on your plates ....just imagine...yammi!!!!

OUR WINES : The wine vault/cellars of 'Azienda Agricola Casa di Monte' were built quite recently, but in full respect of the traditional rural architecture of Chianti, with typical material, so as to keep the environment impact to a minimum.

However, its wine making equipment is highly technological. The grapes, exclusively hand-picked, are softly pressed and rasped, before being introduced into steel tanks where alcoholic fermentation transforms the must-grape into wine.This step, which takes 12 to 15 days, is controlled by means of a cooling plant guaranteeing an ideal and constant temperature throughout the fermentation period.This stage over, the marcs are pressed in order to separate wine from skins, the latter having yielded their colour, polyphenols and tannins.This begins the maturation time, which will last approximately 7 to 8 months, at the end of which the wine will be put into bottles.

More Details

Andrea Simoncini
Member since: 2010
Speaks: english, french, spanish, italian
Response time:
Within a day
Response rate:
Calendar last updated:
April 19, 2018

About Andrea Simoncini

This is a family-runned business. The photo hereby is showing all our family.

All of us work at our farm, where we produce honey, liquors, wine and olive-oil.

At 200 metres far from our Farm, it is placed the VILLA CASA DI MONTE that we rent to tourists, assuring them full privacy . But in case they may need help , we may be at the VILLA in 3 minutes to solve any matters or to help them with tourists information and so on.

We care of our guests!

Andrea Simoncini purchased this villa in 1850

Why Andrea Simoncini chose Montespertoli

This property has always belonged to my family, from generations....

What makes this villa unique

A familiar enviroment , a VILLA wth a private pool only for you, surrounded by the Chianti hills... and our support available 24h/day for anything you may need!!


Montespertoli Villa Accommodation and Amenities

Property Type:
  • villa
  • Catering available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible
Floor Area:
  • 4305 sq. ft.
House Rules:
  • Check-in: 2:30 PM
  • /
  • Check-out: 10:30 AM
  • Max. occupancy: 12
  • Children welcome
  • Parties/events allowed
  • Pets considered
Location Type:
  • Rural
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
  • Activities Guide
  • Basic Soaps
  • Broadband Access
  • Ceiling Fans
  • Computer Available
  • Fireplace
  • Firewood
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Local Activities Guide
  • Local Maps
  • PC
  • Parking
  • Secure Parking
  • Sofa Bed
  • Sunbed
  • Towels Provided
  • Washing Machine
  • 4 Ring Stove
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining Room
  • seating for 12 people
  • 3 Bathrooms
  • 1 Half Bath
  • Full 1 - toilet , shower , bidet
    Full 2 - toilet , shower , bidet
    Full 3 - toilet , shower , bidet
    Half 1 - toilet , bidet , plus basin , of course
  • Hair Dryer provided
  • 6 Bedrooms, Sleeps 12
  • Bedroom 1 - 1 king , 1 twin/ single
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 king , 1 baby crib
    Bedroom 4 - 1 king , 1 baby crib
    Bedroom 5 - 2 twin/ single , 1 baby crib
    Bedroom 6 - 1 twin/ single
  • Cots/cribs/baby-beds available . Highchairs available.
  • Satellite / Cable
  • Television
  • Toys
  • Barbecue
  • Beach Chairs
  • Beach Towels
  • Beach Umbrellas
  • Bicycles ...
  • Deck / Patio
  • Fully Fenced Property
  • Lanai / Gazebo
  • Lawn / Garden
  • Outdoor Furniture
  • Outdoor Grill
  • Patio
  • Porch / Veranda
  • Porch Furniture
  • Screen Porch / Veranda
  • Terrace
  • Walkway to Water
  • Wood Deck
  • Yard
  • 12 bicycles
  • 12 garden chairs
  • 8 beach chairs
  • Groups
  • Long-term Renters Welcome
  • Singles
  • suitable for elderly or infirm
  • wheelchair accessible
Pool / Spa:
  • In Ground Pool
  • Outdoor Pool
  • Private Pool ...
Onsite Services:
  • Car Available
  • Concierge
  • Massage
  • Private Chef
  • Staff
  • autumn foliage
  • churches
  • cinemas
  • festivals
  • forests
  • museums
  • playground
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • eco tourism
  • horseback riding
  • horseshoes
  • outlet shopping
  • photography
  • scenic drives
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • equestrian events
  • fishing
  • golf
  • hiking
  • hunting
  • hunting small game
  • mountain biking
  • swimming
  • tennis
In each room there is a fan to refresh your days on Summer. At guests' disposal there is also a laundry-room with washing-machine which use is for free. The villa has also a large roofed loggia or veranda equipped with tables and chairs in order to eat or relax open-air. On guest's request, we will be glad to organize Tuscan dinners or buffets or a PIZZA-PARTY, or to make wine-tastings or olive-oil-tastings. For guests that like to stay connected also on holidays, we can set at their disposal a PC with ADSL-Internet-Connection. Horse-Riding Centre at our guests' disposal.


Exceptional! 5/5 -
(7 traveler reviews)

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Tuscan Chianti Villa with 100% Private Pool-Enjoy Homemade Pizza&Wines
average rating of 5.0 based on 7 reviews
Santiago Chile

Stunning place!

  • 5 of 5

The house located in an amazing landscape it's perfect to move along Tuscany.

Quiet and beautiful it deserved itself 2 days to chill out home.

Jessica the owner was very kind and everything was perfect, they also produce wine and have a nice selection there.

Highly recommended!

  • Submitted: Sep 23, 2017
  • Stayed: September 2017
  • Source: HomeAway
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New Jersey

Amazing Vacation- Must go!

  • 5 of 5

Where can I possibly begin? Our stay was absolutely wonderful at this property and you should look no further! My family and I stayed at this villa on Jessica and her family property for 4 nights, 5 days and could easily stay longer. From the second we arrived, we were made to feel like family. Jessica was available to us even before we arrived. We had some questions about bike tours, wine tours etc. and she was readily available to provide a recommendation, which by the way, we ended up being so happy with! The home itself is lovely. It is one single home however it is a bit broker up with two different entrances to two separate living spaces, kitchens, bedrooms etc. This would be a great set up for two families traveling together. Since we were one family we were a little split up but it didn’t matter. There is a large glass window room overlooking the property that can seat 10-12 people easily. There are also separate lounge areas outside including by the beautiful pool! The house also has a wine rack of all of the wine that Casa Di Monte produces which we took full advantage of! You can take whatever wine you want and just pay at the end and the wine prices are more than reasonable! There is also homemade olive oils that are a must try as well! On the day of our arrival, my family and I went to Jessica’s house from a Pizza dinner where her mother in law, Antonella made homemade brick oven pizzas that were fantastic! Another night, we also had Jessica and Antonella give us a cooking lesson and made a pasta, a meat and dessert. We had someone in our group with a dairy allergy and they made him his own separate meal which was so thoughtful! I have to say, I think our group were not easy guests, we were last minute asking Jessica for things every day and instead of making us feel like she was annoyed, she was more than willing to help us. She went above and beyond for us the entire time we were there, my family and I were constantly in awe of how much she is constantly doing! Obviously this is a very special place. In regards to location, it is in a very small little town in Chianti, about 45 minutes from Florence. The town of the property itself has a grocery store, some bakeries, restaurants etc. so it doesn’t have really all you need to make it your home base for however long you are there! Overall, everything about our stay was amazing but it is very obviously that it would not be the same without Jessica. Enjoy!!

  • Submitted: May 25, 2016
  • Stayed: May 2016
  • Source: HomeAway
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A must if you are in Tuscany!!

  • 5 of 5

We had the best time, the house is spacious and very well equipped. We ate at the main house several times and Jessica made us feel right at home and the food was super delicious!! It was very nice after a long day in the sun to come back and chill by the pool!! I wish I was back there right now taking in the beautiful views:)

  • Submitted: Sep 15, 2015
  • Stayed: September 2015
  • Source: VRBO, from HomeAway
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We Felt at Home in the Beautiful Tuscan Setting

  • 5 of 5

From the moment we landed in Italy I knew we would be taken care of. Jessica stayed in constant contact with me to make sure she knew when we would arrive so she could greet us, show us around, give us information and make us comfortable. Not only is the setting of the villa beautiful among the Tuscan hills, olive trees and vineyards but the villa was very comfortable for our group of 8. We arrived during a heatwave and took advantage of the large swimming pool. Jessica also took us on a personalized tour of her family's vineyard and winery. Our last evening there, we went up to her family's home and they made us a delicious dinner including pizzas in their wood burning pizza oven on a terrace overlooking the hillside. The entire family was so friendly that my Italian parents, my uncle, my cousin, my two children, my husband and I truly felt like part of their family when we left. I would highly recommend Villa Casa di Monte, especially to wine lovers. The family's Chianti is excellent by the way.

  • Submitted: Jul 30, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
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Baltimore, MD

An Amazing Vacation Spot

  • 5 of 5

Our group of six adults recently spent four wonderful days at this property. It was idyllic! From the warm welcome we received from Jessica to her brief, daily check ins, our comfort was assured. The property afforded us the opportunity to experience life on a true Tuscan estate, excellent views of the surrounding countryside and was a wonderful respite from the large cities. The location is perfect - about 30 minutes from Florence and Siena, and maybe an hour from Pisa. Jessica gave us recommendations on place a to visit which were astounding, and the town of Montespertoli was nearby with great butchers, markets and resources. We hope to return again and highly recommend the property to other travelers.

  • Submitted: Jun 22, 2015
  • Stayed: June 2015
  • Source: HomeAway
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  • 5 of 5

I was at Villa Casa di Monte on March 2013, and I have to say that every year , on Easter, I go to Italy, spending some days in different area. Well, in 10 years, I have never found such a pleasant place ! The Villa is A LOT - REALLY A LOT - more beautiful than the photos that are on the Villa's website , I said this to the owners too, especially to Jessica that is the young lady (wife of owner) welcoming guests and remaining at disposal for any needs. Jessica and her family are really great to guests! They assured us full privacy but at the same time they are running in a minute if you need help. They live in the large farm placed about 200 metres far from the Villa , where they have no animals since they only produces wines and olive-oil: both GREAT products! They have a large selection of wines that they export worldwide, I have never tasted such a good red as their "Riserva" wine! Just delicious! Marco, Jessica's father-in-law, welcomed us by showing us the farm and he took a lot of time explaining how they produce wines, showing us all the different process and machineries they have: a real experience of Tuscany!!! Unfortunately I could not enjoy the swimming-pool since it was March and temperature was around 15 Celsius/59 Fahrenheit on the warmest days, but there were the sun-beds at the pool where we have enjoyed a lot to relax as well. What else to say? YES, THE FOOD!!! The delicious, VERY RICH meals that Antonella (Marco's wife) prepared us ! She is a funny woman, ad we really enjoyed her company too! I highly recommend this Villa for a family holiday, no doubt!

  • Submitted: Apr 4, 2013
  • Stayed: March 2013
  • Source: HomeAway
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Nearest Airport
29 Kilometres
FLR - Florence
Nearest Barpub
2 Kilometres
Many bars at
Nearest Golf
15 Kilometres
Montelupo Golf Club
Nearest Train
9 Kilometres
Nearest Motorway
10 Kilometres
A1 Highway
Nearest Restaurant
100 Metres
We provide catering for guests on request
Nearest Beach
70 Kilometres
Versilia/Forte dei Marmi
Car: recommended

The village of Montespertoli is about 2 km far, where you may find supermarkets, restaurants, pizzerias, banks, chemistries, and so on. The nearest train station is in the town of Castelfiorentino and it is 9 km far. The nearest airport is in Florence (FLR-AMERIGO VESPUCCI) and it is 30 km far.

Florence is 30 km far; San Gimignano is 24 km far; Siena is 48 km far; Pisa is 72 km far; Lucca is 70 km far; Volterra is 45 km far; Arezzo is 100 km far; Massa Carrara is 135 km far; Forte dei Marmi is 100 km far; Rome is 300 km far; Milan is 310 km far. The famous places where the well-known Chianti Classico Red-Wine is produced - such as Greve, Panzano, Radda - can be easily reached through charming, panoramic roads (about 35 km driving).

Guests are welcome to visit our farm and its cellars, and to taste its typical products, that on request may also be purchased. We are certified as a TRUE CHIANTI FARM from the local government.

Other Activities: Wine Tasting - Olive Oil Tastings - Grape Harvest - Olives Harvest

Golf: The nearest Golf Course is located in Montelupo (Montelupo Golf Club), and it is about 15 km far. It has 10 holes .

A bigger and most important Golf Club is the Ugolino Golf Club located in Grassina (35 minutes driving far). It has 18 holes . Considered one of the most suggestive natural golf course of the worls, it has been named among the 50 most beautiful golf course of the world by the American writer Chris Santella.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Tax Rate 10.0%

Please enquire to us for an offer tailored to your needs / your group. We will be glad to answer!
Dates Available: Year Round

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

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