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Historic Tuscan Castle with Private Pool – Luxury Villa Stay

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Outdoor pool
Exterior
Outdoor dining
Outdoor banquet area
Games room

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Air conditioning
  • Parking available
  • Laundry
  • Kitchen

Explore the area

View in a map
Castelfiorentino, Tuscany
  • Place, Castle of Oliveto
    ‪8 min drive‬
  • Place, Montegufoni Castle
    ‪15 min drive‬
  • Place, Tenuta Torciano Winery
    ‪24 min drive‬
  • Airport, Florence (FLR-Peretola)
    ‪39 min drive‬

Room options

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About this property

Historic Tuscan Castle with Private Pool – Luxury Villa Stay

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
During your stay at this castle, you'll be close to Castle of Oliveto. You'll find features such as an outdoor pool, a rooftop terrace and breakfast (surcharge).
  • Free WiFi
  • Breakfast is offered for a fee
  • Take a swim in the outdoor pool
  • Amenities include laundry facilities, a rooftop terrace and a terrace
  • 7 minutes by car from Castle of Oliveto and 8 minutes from Tenuta Barbadoro
As a guest of Historic Tuscan Castle with Private Pool – Luxury Villa Stay, you'll find an outdoor pool, a rooftop terrace, and barbecue grills. The family-friendly Historic Tuscan Castle with Private Pool – Luxury Villa Stay also features an arcade/games room, a garden, and laundry facilities. The front desk is open around the clock.

Smoking is allowed in designated areas at this Castelfiorentino castle.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Parking and transport

  • Limo/town car service

Food and drink

  • Breakfast available for a fee

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Books
  • Cooking classes
  • Games
  • Outdoor pool

Conveniences

  • Laundry facilities

Guest services

  • Housekeeping (limited availability)

Outdoors

  • Barbecue grill
  • Beach loungers
  • Beach towels
  • Garden
  • Outdoor furniture
  • Rooftop terrace

Spa

  • Massage

More

  • Designated smoking areas

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • 7 private bathrooms
  • Bathtub
  • Bidet
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Private pool
  • TV

Food and drink

  • Blender
  • Chef service
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Separate dining area
  • Spices
  • Toaster

More

  • Air conditioning
  • Fireplace
  • Heating
  • Iron/ironing board
  • Living room
  • Safe
  • Washing machine

Policies

Check-in

Check-in time starts at 3:00 PM

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

€500 cash deposit at check-in, refunded at check-out. Heating €550/week only if used, not included.
Electricity: Usage exceeding 300 KWh charged at €1.00 per KWh. Breakfast service €20–25 per person
Private dinner in villa: €40–60 per person (wine not included) Tourism tax: €1.50 per person per day (up to 6 nights).

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings, birthday parties, weddings

Smoking

Smoking allowed: in designated areas

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 50
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
Property Registration Number IT048010B4D57CAYZP

We should mention

  • All guests (including children) need to be present at check-in to show their government-issued photo ID or passport.
  • On-site cash transactions can't exceed EUR 5000, due to national regulations. For more details, please contact the property using information in the booking confirmation.

Property is also known as

Luxurious Villa Fully Staffed Offers Comfort in Central Location
Luxurious Villa Fully Staffed Offers Comfort in Central Location
Luxurious Fully Staffed Villa With Private Pool Summer Discount

Reviews

Historic Tuscan Castle with Private Pool – Luxury Villa Stay Reviews

9.0

Wonderful

8.6/10

Cleanliness
Rating 10 - Excellent. 3 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 1 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

Reviews

6/10 Okay

victoria n.

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.
Stayed 7 nights in Aug 2025

10/10 Excellent

Lori Z.

Liked: Cleanliness

Perfect in every way

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.
Stayed 14 nights in Jun 2024

10/10 Excellent

Jason B.

Liked: Cleanliness

Charming Villa

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.
Stayed 7 nights in May 2023

10/10 Excellent

Fran B.

Liked: Cleanliness

A trip to remember

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.
Stayed 6 nights in Apr 2023