Historic Tuscan Castle with Private Pool – Luxury Villa Stay

Top rated by guests
Exterior
The Barbarossa Bedroom
Room
The Julia Roberts Bedroom
Julia Roberts bathroom
review stars
9.0Outstanding
(4 Ratings)
"Cabbiavoli was the gathering place for our two week celebration with family and friends for my husband’s retirement. We were within an hour of every place we wanted to visit (Florence, Siena, Piza, Vo..."
Lori Z.
Don't miss out! Price and availability may change
9.0 / 10.0
Outstanding(4 Ratings)

Castle / Palace in Tuscany

12 guests · 6 bedrooms · 7 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this castle / palace rental

Immersed among cypress trees, vineyards, and rolling hills, this 13th-century Tuscan castle offers a timeless stay where historic charm meets modern comfort. Overlooking the countryside between Florence and San Gimignano, the property reveals the most authentic and radiant side of Tuscany.

Located 35 km from Florence and 50 km from Pisa, with a convenient train station in Castelfiorentino for direct connections, the castle provides the ideal base to explore medieval villages, historic wineries, and the iconic landscapes of the Chianti region—balancing days of discovery with moments of pure relaxation.

The residence features 6 elegant bedrooms and 6 private bathrooms, accommodating up to 12 guests, each room distinguished by period details, natural light, and absolute tranquility. Enjoy an espresso in the historic courtyard, unwind in the library or in the salons with antique fireplaces, and end the day on the panoramic terrace, where sunsets over olive groves and vineyards seem painted by hand. The private pool overlooks the hills, while a consecrated 13th-century chapel adds a poetic touch for intimate and meaningful moments.

Ideal for families, private gatherings, intimate weddings, couples, and groups of friends seeking peace, beauty, and authenticity, this castle is a place where time slows down and Tuscany reveals its most romantic soul.

Services on Request
To make your stay even more special, we can arrange:
Chianti Classico wine and olive oil tasting at the neighboring estate
Tuscan cooking classes and breakfast service
Traditional Tuscan dinner in the villa (including Florentine steak)
In-villa massages with professional therapists
Private tours and transfers
Bicycle rental with delivery to the villa
Hot-air balloon flight
Babysitting service

Amenities at Historic Tuscan Castle with Private Pool – Luxury Villa Stay

Non-smoking
No pets allowed
Family friendly

Map of Tuscany


Ratings and reviews

9.0 / 10.0
Outstanding(4 Ratings)
10.0 / 10.0Outstanding·Jun 2024
Cabbiavoli was the gathering place for our two week celebration with family and friends for my husband’s retirement. We were within an hour of every place we wanted to visit (Florence, Siena, Piza, Volterra) and even got to do the Cinque Terre hike, albeit a long day but so worth the two hour drive time! The train being so close made all excursions possible. Wineries are very close and within driving distance. Cabbiavoli itself is loaded with history and its grounds and views are breathtaking. Marta will warmly greet you every morning for breakfast and this sweet woman is pure gold! We had her cook several dinners during our stay and each one was exceptionally delicious! Lorenzo assisted in the evenings, making the dining experience memorable with the beautifully set table and kind conversations. Christina will be on hand every morning and will have your room and bath cleaned up when you return from breakfast! The premises is exactly as described and shown in photos. Comfortable, clean, and inviting. We also enjoyed a couple days just hanging at the pool and enjoying all that had to offer. Views in every direction are gorgeous. We took them in for sunrise and sunsets. Always amazing! This was the trip of a lifetime and Cabbiavoli was the place to be. Ciao Bella, we will miss being there in this beautiful place.
10.0 / 10.0Outstanding·May 2023
This villa offered stunning views of the Tuscan countryside. The home offers plenty of space for 9 adults to be separated and have space to roam. The village and towns are close enough to reach easily and major cities easy to access via train.
10.0 / 10.0Outstanding·Apr 2023
I took my adult children and their spouses/significant others for a week to Tuscany. The Villa was amazing. It was perfectly located. Marta was an absolute gem of a housekeeper/cook. I will go again and again.
6.0 / 10.0Average·Aug 2025
The villa is stunning—exactly as described, with beautiful rooms, a great location, and a perfect setup for families or groups of friends. We enjoyed the setting and the property itself very much.However, the service was disappointing. Christina, the housekeeper, was not welcoming and often made us feel like we were inconveniencing her. Sheets and towels were never changed during our week-long stay, and when we asked for fresh pool towels after several days, she seemed annoyed. The washing machine didn’t work, and when we asked for help, our clothes were taken elsewhere and returned ruined with bleach stains—without an apology. The kitchen was also never cleaned, and by the end of our stay, the oven was left dirty.We also chose this villa for its privacy, but multiple unannounced visitors (owners, technicians, even strangers) appeared on the property, sometimes while we were eating or swimming. Mosquitos were a serious issue despite precautions, and the internet, while present, was very slow.Overall, while the villa itself is beautiful, the lack of proper housekeeping, maintenance, and privacy makes it hard to justify the 11,500 per week price.

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FAQs

Is parking included with this castle / palace?

Parking is not specified as an available amenity at Historic Tuscan Castle with Private Pool – Luxury Villa Stay. For more information, we encourage you to contact the property about where to park.

Is there a pool at this castle / palace?

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

Is Historic Tuscan Castle with Private Pool – Luxury Villa Stay pet friendly?

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

What amenities are available at Historic Tuscan Castle with Private Pool – Luxury Villa Stay?

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


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