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Historic Tuscan Castle with Private Pool – Luxury Villa Stay

Family-friendly castle with rooftop terrace and outdoor pool

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Photo gallery for Historic Tuscan Castle with Private Pool – Luxury Villa Stay

Exterior
The Castle
Eating al Fresco
The Barbarossa Bedroom
Pool

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Parking available
  • Air conditioning
  • Laundry
  • Kitchen
NZ$2,552
avg per night

Explore the area

View 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

Rooms & beds

6 bedrooms (sleeps 12)

Barbarossa Bedroom

1 Queen Bed

Celeste Bedroom

2 Single Beds

Julia Roberts Bedroom

1 Queen Bed

Lemon Bedroom

1 Queen Bed

Pink Bedroom

2 Single Beds

Tower Bedroom

1 Queen Bed

7 bathrooms

Barbarossa Bathroom

Toilet · Jetted bathtub

Celeste Bathroom

Bathtub · Bidet · Toilet

Guest Bathroom

Toilet

Julia Roberts Bathroom

Bidet · Toilet · Shower only · Jetted bathtub

Lemon Bathroom

Bidet · Toilet · Shower only · Jetted bathtub

Pink Bathroom

Bidet · Toilet · Shower only · Jetted bathtub

Tower Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area
The current price is NZ$2,563
avg per night

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About the area

Castelfiorentino

Located in Castelfiorentino, this castle is in a rural area. Benozzo Gozzoli Museum and Teatro del Popolo are cultural highlights, and some of the area's activities can be experienced at Tenuta Barbadoro and Castello Sonnino. Travelling with kids? Consider Il Fiaschetto, or check out an event or a game at Stadio Carlo Castellani. Practise your golf swing on a nearby course, or enjoy other activities in the great outdoors, such as hunting, cycling and ecotours in the area.
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What's nearby

  • Castle of Oliveto - 8 min drive - 5.4 km
  • Montegufoni Castle - 15 min drive - 12.9 km
  • Casa del Boccaccio - 17 min drive - 13.5 km
  • Tenuta Torciano Winery - 24 min drive - 19.8 km
  • Antinori nel Chianti Classico - 30 min drive - 28.1 km

Getting around

  • Castelfiorentino Station - 15 min drive
  • Peretola Airport (FLR) - 61 min drive

Restaurants

  • ‪Pasticceria Napoletana - ‬9 min drive
  • ‪Caffetteria Del Corso - ‬9 min drive
  • ‪Chiosco Ai Renai - ‬9 min walk
  • ‪Gli Scugnizzi Pizza - ‬10 min drive
  • ‪Ristorante Pizzeria Il Tulipano - ‬10 min drive

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

Amenities

Pool
Free WiFi
Air conditioning
Breakfast available
Parking available
Laundry

House Rules

Check in after 3:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

No pets allowed
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Smoking

Smoking allowed: in designated areas
€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).

Important information

You need to know

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
Property Registration Number IT048010B4D57CAYZP

We should mention

All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed EUR 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
A car is required for transport to and from this property

Frequently asked questions

Does Historic Tuscan Castle with Private Pool – Luxury Villa Stay have a pool?

Yes, this property has an outdoor pool.

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

No, pets are not allowed at this property.

What time is check-in at Historic Tuscan Castle with Private Pool – Luxury Villa Stay?

Check-in begins at 3:00 PM.

What time is check-out at Historic Tuscan Castle with Private Pool – Luxury Villa Stay?

Checkout is at 10:00 AM.

Where is Historic Tuscan Castle with Private Pool – Luxury Villa Stay located?

This family-friendly Castelfiorentino castle is located in a rural location, within 3 mi (5 km) of Castle of Oliveto, Benozzo Gozzoli Museum and Teatro del Popolo. Il Fiaschetto and Vine and Wine Museum are also within 6 miles (10 km).

Historic Tuscan Castle with Private Pool – Luxury Villa Stay Reviews

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

8.6/10

Cleanliness

9.6/10

Check-in

9.0/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Jason B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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, check-in, communication, location, listing accuracy

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

6/10 Okay

victoria n.

Liked: Check-in, location, listing accuracy
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, check-in, communication, location, listing accuracy

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