Historic Tuscan Castle with Private Pool – Luxury Villa Stay | Other in Castelfiorentino

9.0 (4 Reviews) |   6 Bedrooms  7 Bathrooms  12 Guests
Castelfiorentino Other | Historic Tuscan Castle with Private Pool – Luxury Villa Stay

6 Bedroom Place in Castelfiorentino

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

Historic Tuscan Castle with Private Pool – Luxury Villa Stay is located in Castelfiorentino. Historic Tuscan Castle with Private Pool – Luxury Villa Stay provides accommodation, featuring Pool, Private Pool, Fireplace/Heating, among other amenities. This Other features Pool, Private Pool, Fireplace/Heating, to make your stay a comfortable one.

Historic Tuscan Castle with Private Pool – Luxury Villa Stay has 6 Bedrooms , 7 Bathrooms, and max occupancy of 12 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Other because of the excellent services rendered by the owner or manager of this Other, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Other has a friendly neighborhood, and the Castelfiorentino has interesting places to visit. If you want to learn more about the Other in Castelfiorentino, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Amenities

Air Conditioner
Parking
Pool
Designated Smoking Area
TV
View
Private Pool
Ocean View
Balcony/Terrace
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Restaurant
Guest Services
Entertainment
Breakfast
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Policies

Check-in
Check-in time starts at 3:00 pm minimum check-in age: 18
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Pet Policy
Pets not allowed

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 parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 50 property registration number it048010b4d57cayzp safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts cash this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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

License number: IT048010B4D57CAYZP

Reviews

victoria n.
Aug 22, 2025 10:53:23 PM
Review Score:   6
Summary: 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.
See All Reviews
Check Other Availability
Nightly rates from:
USD US $1,380
You will be redirected to  
Hot Deal - It has been viewed 0 times today
Not the right fit? Check out our other properties in Castelfiorentino
Attico Castelfiorentino From US $417
         

Apartment with pool and stunning landscape From US $265
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Holiday Home Tassinaia by Interhome From US $190
         

|
10.0 (2 Reviews)
House
  • Parking
  • Pool
  • Security/Safety
Villa Roberto - House with private pool From US $138
         

9.8 (21 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Belvilla by OYO PiniOlmo From US $429
         

|
10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Apartment Francigena-4 by Interhome From US $114
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Lovely home in Castelfiorentino -FI- From US $133
         

9.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Pool
Maramaldo Galestro, Shared Pool, Chianti, Castelfiorentino, Italy From US $105
         

Francigena 8, Castelfiorentino, Italy From US $107
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool