A Corner of Southern Tuscany Dedicated to Relax & Luxury

When you choose to vacation at Montefreddo in the southern most corner of Tuscany, you are choosing to slow down and enjoy not only the incredible natural landscape, but a style of life that has enchanted thousands of travelers before you. The rich culture, the green hills, the carefully maintained villas and the friendly hospitality will have you relaxing in no time.

There is a fully independent, private villa and 2 apartments perfect for groups of 6 to 11 guests located only a short distance from San Casciano dei Bagni. The location, between Florence and Rome, is in an area famous for its thermal water springs, rich agriculture and delicious wines. The ancient estate promise silence, a possibility to commune with nature and rekindle old friendships, bring families even closer and offer the delightful possibility of making new acquaintances.

Use one of the fully restored villas as a base for exploring the countryside not only of Tuscany but also Umbria and Lazio where you will find many medieval hamlets, national parks and monuments to the Romans and Etruscans that once ruled this land.

Top 3 reasons you'll love Montefreddo


Quiet and relax as main ingredients of your vacation, with modern amenities such as A/C, WiFi, pool to round out the experience


A scenic vista which has been cared for & protected through the generations by the owner & ancestors


Olivia and her family will quickly become part of your memories of this wonderful holiday experience in Tuscany

Treat Yourself to Luxury in Tuscany

The villa and apartment rentals at Montefreddo include not only the basic amenities expected from a fully equipped vacation home but Olivia and her husband Francesco have gone the extra mile to include those special treats that make you feel right at home. The quality decor highlights the unique Tuscan nature of the country homes and the surroundings, including the polished wood beams, the typical terracotta floors and the traditional fireplaces. The soft and comfortable furnishings have been selected and maintained with care and combine together with the classical Tuscan architecture to create a deluxe atmosphere. The vacation rentals all include WiFi and fully equipped kitchens with stoves, full sized refrigerator and dishwashers.

Privacy is a Priority

Each structure is securely nestled into a panoramic backdrop of silence, lush green gardens and thick rich forests. The perfume of lavender, rosemary and sage will fill the warm Tuscan air and the sight of fields of grain, groves of olive trees and miles upon miles of softly rolling hills will calm the senses. The family continues to harvest grain, olive oil and raise the prized Chianina cows as their ancestors did before them - so be sure to ask to taste their home grown products. And don’t forget to ask about having a Chef come to the villa to tantalize you with delicious local specialities so you don’t have to always cook while on holiday. Olivia and Francesco are always available to assist you in planning out your itinerary or deciding how to spend the day but you will find that privacy is absolute: private villa, private garden and private pool.

Choose Your Pleasure

The vacation rental Montefreddo di Sopra includes a main house and a guest cottage. A total of 7-11 guests can holiday in this fully restructured villa. There is a Master bed with en suite bath, 1 double en suite bathroom, 1 single bedroom which shares a bathroom with another double bedroom. Though, the owner will tell you that it is highly unlikely you will ever need it, this villa vants A/C in all bedrooms. The fresh night air will normally be all you need to cool down in the summer but, just in case you will be prepared. The fully equipped guest cottage has it’s own kitchenette and 2 double bedrooms with bath.

The apartment in the San Giacomo villa, Casa Nilde, can accommodate up to 8 guests. The villa has 2 double en suite bedrooms and 2 twin bedrooms which share a bathroom on the second floor, while the ground floor has a spacious living area with large fireplace, dining area, fully-equipped kitchen and guest bathroom. There is a large garden area and, like the other villas, there is ample garden furniture to enjoy a meal and BBQ outdoors or enjoy having fun around the fenced-in private pool, suitable for families with children.

The smallest of the apartment rentals is Montefreddo, which has 3 double bedrooms each with an en-suite bathroom. This apartment shares a pool with the owner, but has its own private garden area and an inviting panoramic balcony where the delights of Tuscany beckon you out to explore. You will spend delightful evenings sipping the local wines and taste testing the cheeses, fruits and pasta from the area.

It’s not Just About Tuscany

Olivia is quite prepared to assist you in making plans for your day trips, and will gladly supply you with detailed information and itineraries for exploring those options close by. The position of San Casciano dei Bagni offers the unique opportunity to discover 3 different regions of Italy with only a short drive: Tuscany, Umbria and Lazio. San Casciano dei Bagni invites you to walk along the thermal baths and enjoy the natural flowing waters but if you are looking for some watersports and beach time you can check out the sandy beaches of Lago Trasimeno, before touring Perugia and Assisi. Just a bit south, one can explore the caves underneath the city of Orvieto or the one of a kind hamlet of Civita di Bagnoregio. The position in southern Tuscany puts you in an excellent range of seeing not only the beauty of Siena, Florence and Cortona but also places like Citta delle Pieve and the town of Solomeo.


Full screen Map


Loc. Montefreddo, Palazzone
53040 San Casciano dei Bagni (Siena)


42.89688 latitude
11.918208 longitude


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