Villa Massimiliano - Luxury Villa in Chianti

Top rated by guests
Garden
Kitchen
Pool
Garden, Outdoor
Garden, Outdoor, Pool, Scenic View
review stars
9.2Outstanding
(11 Ratings)
"The Villa Massimiliano (Tosca) was one of several that we had looked at in Tuscany as my wife and I wanted something really special to be able to invite our family to in order to celebrate our 25th we..."
Garry S.
Don't miss out! Price and availability may change
9.2 / 10.0
Outstanding(11 Ratings)

Villa in Tuscany

10 guests · 5 bedrooms · 5 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this villa rental

Exclusive holiday villa for rent in Tuscany, located near Volterra in the Valdera area.
The villa is equipped with every comfort: the interiors, tastefully furnished, offer large and bright spaces, including 5 bedrooms and 5 bathrooms. Outside, guests can enjoy a large private swimming pool with solarium, a barbecue area and a large garden.
The house is located near the owner's farm, whose products can be tasted in the local restaurant, just 650 m from the villa. In the farm there is also a riding school for those who want to learn to ride horses.
Villa Massimiliano is surrounded by a beautiful hilly landscape, where you can enjoy relax, tranquility and entertainment!

The villa is accessible via a white road of about 2 km in good condition.

At guests' disposal: large private swimming pool (18 x 10 meters; minimum depth: 20 cm; maximum depth: 1.40 meters), area equipped with barbecue and wood-burning oven, brazier, wi-fi internet connection, air conditioning in the rooms, billiard table and football table, 4 rooms + 1 suite with large whirlpool tub
Distances: Fabbrica with food shops 3 km away, Volterra with all kinds of shops 18 km, Pisa 50 km, Florence 50 km, Castelfalfi with golf course 20 km away.

Please carefully check if there are any extra costs to be paid on site!

===== ACCOMMODATION DESCRIPTION =====
Ground floor: entrance on a bright living and dining area with kitchen (oven, freezer, dishwasher) and access to the outside.
First floor: 2 double bedrooms both with balcony and private bathroom with shower.
Second floor: large suite with double bed, jacuzzi, bathroom with shower and access to a panoramic terrace.
Lower floor: double bedroom with Jacuzzi tub and ensuite bathroom with shower, double bedroom with ensuite bathroom with shower. Both these rooms have access to the outside.
Basement floor: large living room with billiard table, WC.

The following might be to be paid extra: Babycot, Pets, Refundable Security Deposit by credit card.

Amenities at Villa Massimiliano - Luxury Villa in Chianti

Non-smoking
No pets allowed
Family friendly

Map of Tuscany


Ratings and reviews

9.2 / 10.0
Outstanding(11 Ratings)
10.0 / 10.0Outstanding·Jun 2025
The Villa Massimiliano (Tosca) was one of several that we had looked at in Tuscany as my wife and I wanted something really special to be able to invite our family to in order to celebrate our 25th wedding anniversary as well as my wife’s 70th birthday. We actually booked this villa some 18 months beforehand as we knew we had to get in early or we’d miss out. The service we received from PosarelliVillas was exceptional – including… Linda, Cristina and Valentina. On arrival in early June 2025, the welcome we received from the hosts at Agriturismo Diacceroni, and from Anja personally was amazing. The Villa itself was absolutely stunning, and the location could not have been more idyllic. The sun shone all week, the temperature was in the high 20’s, the pool was wonderful, ideal for large families and children and so warm. We all had a wonderful time and would not hesitate to go back.
10.0 / 10.0Outstanding·Jul 2023
We absolutely loved Villa Massimiliano! The setting is gorgeous, house beautiful and immaculate, the beds were so comfortable and the pool incredible. And to top it off, it's all located on an incredible farm with wonderful hosts. Three times per week, they hold parties for the guests and although your villa is secluded and private, you can join the festivities. It's all included in the price! There's a lovely restaurant for long lunches and a ton of other activities. We organized a private pasta making party that was so fun and delicious. I can only hope that we get to go back someday!
10.0 / 10.0Outstanding·Sep 2022
Staying at Villa Massimilliano was an absolute joy ! To say the views are breathtaking, is an understatement- you are literally surrounded by beautiful landscapes as far as the eye can see. The pool area is amazing ! Internally, it’s a wonderful villa - loads of space- lovely furniture. The location is impeccable- literally an hour or so from Florence, shorter distances to Siena and San Gimingnano. The hosts were superb, from our special welcome surprise, to any request we had, all the staff were so helpful and courteous. One of the best aspects of the villa, is the link to the organic farm. You have access to the most delicious flavoursome food - and drinks. If you don’t feel like cooking, you can just amble down to the restaurant and eat there, or have whatever you want delivered to the villa! There are some gourmet nights too where people come from surrounding areas, fantastic local produce and live music ! They even organise truffle hunting, horse riding (all at the farm) cycling events and much more. The owner - “Massimilliano”- lends a particular magic to your stay, you are made to feel so welcome!
10.0 / 10.0Outstanding·Sep 2022
Beautiful villa set in the most incredible setting a bumpy but fun 5 minutes off the main road! The lack of noise was appreciated and the starry Nights incredible (especially when the local volunteer astronomy group brought their telescopes for all to use!). The location means it's only around 45 minutes from Pisa airport. We had easy day trips to Pisa, Lucca, Volterra, San Gimignano and drove/used the train to get into Florence twice as well (trains are regular from Pontedera and parking is easy and cheap; I know parking in Florence is a pain!). The team here are all amazing with special mentions to Anja and Massi. The welcome pack we received was another level (and unexpected) show casing many of the products they produce. Food, drink and welcome parties were amazing. Massi had a vision of what he wanted this place to be and it's simply superb. The facilities available meant the kids had a great time baking, a few adults participated and loved the pasta course (whereby the chef then suggested sauces to go with the pasta which we all consumed for dinner that evening). My daughter loved horse riding and ended up having three lessons and a pony trek. Even a tornado and a couple of evening storms were spectacular to watch; whilst we stayed safe indoors! From age 5-74 there was always something to do or a terrace to escape to and read a book.

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FAQs

Is parking included with this villa?

Parking is not specified as an available amenity at Villa Massimiliano - Luxury Villa in Chianti. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

We didn’t find pool listed as an amenity for this villa. It may be worth double checking if a pool is important for your stay.

Is Villa Massimiliano - Luxury Villa in Chianti pet friendly?

Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Villa Massimiliano - Luxury Villa in Chianti?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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