Podere Gregorio 18 to 22
Luxury Villa for 22 near Figline Valdarno : South of Florence
Nice little touches
- This is a special place, one of the few flat pieces of land in the Chianti hills, with an olive grove and a cypress lined avenue. The courtyard between Torre and Fienile feels wonderfully intimate and is very special at night, with lights strung above between the two buildings.
Good to know
- The estate is excellent for weddings and family gatherings. It can be rented for just three nights if you're having a celebration here, ask us about it.
Welcome to Podere Gregorio, (known locally as Podere La Specola), a beautiful Tuscan estate nestled on a hill overlooking the Val d’Arno, just at the edge of the famed Chianti hills near Figline Valdarno. Dating back to the 14th century, this charming hamlet - once home to Renaissance humanist Marsilio Ficino - is now beautifully restored, offering three elegant residences that accommodate up to 22 guests with authentic style and comfort.
Approach the estate via a graceful cypress-lined driveway, through a grove of silvery olive trees, and you'll find three separate buildings: La Torre, Il Fienile, and Villa al Prato. The park-like grounds are shared by a sparkling 16 × 8 m swimming pool surrounded by sun terraces, a soothing hydromassage tub, and outdoor lounge spaces for al fresco dining and relaxation.
La Torre is the most ancient of the buildings, once a watchtower protecting the Arno valley, is still has the enormously thick walls needed for defence. The interiors reflect the buildings ancient history, with elegant interiors, spacious living areas, and ornate antique furnishings. Il Fienile is a traditional farmhouse, Tuscan architecture enhanced with modern conveniences: spacious living areas, fully equipped kitchens, and wifi throughout (There is wifi throughout the estate, in all the buildings). Villa al Prato is the smallest of all the buildings, a charming cottage set beyond the pool. At dusk, the courtyard between La Torre and Il Fienile,adorned with lemon trees, comes alive with twinkling lights - ideal for a leisurely dinner or intimate gathering with friends and family .
Guests can elevate their stay with bespoke extras: intimate cooking classes featuring regional recipes, curated wine-tasting sessions led by certified sommeliers, guided cycling through the Chianti hills, and professional massage services.
With private parking, meticulous cleaning, and attentive hosts nearby (ensuring privacy but ready to assist), Podere Gregorio presents a seamless blend of rustic charm and refined luxury. Located 30 minutes from Florence, with easy access to Siena, Arezzo, San Gimignano, and upscale outlets like The Mall, it’s the perfect launchpad for Tuscan adventures
Podere Gregorio is listed under the following categories:
Accommodation
Inside La Torre
La Torre at Podere Gregorio is impressively old, built of stone, with thick walls that keep the heat out in summer and hold warmth in the colder months. You enter into a wide hallway with a cool terracotta floor and plain white walls. There is a sense of quiet. On your left an enormous and ancient family tree charts the owners' antecedent, to the right a stone staircase leads upstairs. The air smells faintly of dust, dry wood, and something herbal—maybe bay or fennel from the garden.
Ahead, large wood-beamed rooms are spacious living areas with comfortable sofas set up against the thousand year old stone walls, a few armchairs gathered around the fireplace. Light filters in through shuttered windows. There are shelves of books in various languages, a few board games, and a worn rug on the floor. On one side of the ground floor the kitchen is large and functional, with a long wooden table in the middle. The cupboards are painted in a pale colour, and there’s a wood-fired stove that still works, though most people use the gas range. It’s the kind of room where people tend to linger, even after the meal is finished.
Upstairs, the bedrooms are unadorned. Whitewashed walls, tiled floors, iron beds with good mattresses, old wardrobes. Linen curtains shift in the breeze. You hear birds in the morning, sometimes a tractor in the distance. The bathrooms are spacious, with strong showers and plenty of hot water.
Everything in the house has been chosen with care, and it is a house made for living in: there’s no pretence - just space, light, and a feeling of calm.
Il Fienile
Like La Torre, Il Fienile is spacious and well-equipped. The living areas have the same beautiful square terracotta tiles as the tower entrance, contrasting beautifully with the whitewashed walls and ceilings. The kitchen (each villa has its own kitchen) is spacious, centered around a long dining table. The kitchen opens out towards the pool, with a shaded loggia. The dining room opens on the other side of the house, onto the courtyard space between the Tower and the Fienile.
Upstairs the bedrooms have wooden beamed ceilings, windows with wonderful views over olive groves and the Chianti hills.
Villa al Prato
This Villa has the grandest name but is the smallest of the three buildings, a sweet little cottage for four set away from the other two, just beyond the pool and in the olive grove. It has a kitchen and living room, a bedroom downstairs, one upstairs and a wonderful little terrace that looks out over the olives and the pool.
Features
Villa Details
- Air Conditioning
- Swimming Pool
- All ensuite
- Wifi
- Free Parking
- Private Pool
- Fireplace
- Insect Screens
- Jacuzzi
- Pets Welcome
- Barbecue
- Central Heating
- EV Charging
Bedrooms and Bathrooms
- In The Tower: 3 Doubles And One Twin (Can Be Converted To A Double)
- In The Tower: 4 Bathrooms Upstairs Plus A Service Wc On The Ground Floor
- In Fienile: 3 Doubles, One Of Them A French Double
- In Fienile: 3 Ensuite Bathrooms Upstairs, A Further Bathroom On The Ground Floor
- In The Villa: A Twin Bedroom On The Ground Floor, A Double On The First Floor, Both With Bathrooms
Kitchen equipment
- In The Tower: Old Stove, Fully Equipped Kitchen, Fridge/Freezer, Oven With 5 Gas Hobs, Large Ancient Stone Sink, Long Table With Wooden Benches, French Door To Furnished Terrace.
- In Fienile: Fully Equipped Kitchen, Fridge/ Freezer, Oven With Gas Hobs, Wood-Fired Oven, French Doors To A Pergola Looking Over The Pool
- In The Villa: Fully Equipped Kitchen, Fridge, Oven With Gas Hob, Fireplace.
- Dishwashers
Amenities
- Washing Machine In Each House
- Tvs
- Libraries
- Snooker Table
- Air Conditioning In All Bedrooms
- Insect Screens
- Iron And Ironing Board
- Ev Charge Point
What's included
- Air Conditioning
- Tourist Tax
Extras
- Central Heating €100 Per Night
- Pets Welcome €105 A Night
Outdoors
- Private Pool, 8X16 M, 1.4 To 2.4 Mdeep, Not Fenced
- Jacuzzi
Nearby Activities
Photos
Where is Podere Gregorio ?
Around Podere Gregorio
Podere Gregorio, also known as Podere la Specola, is well placed for exploring Tuscany, with Florence, Arezzo and Siena all within easy reach.
Visit Siena to explore the shell‑shaped Piazza del Campo, climb the Torre del Mangia, and visit the stunning Duomo and Civico Museo with Lorenzetti frescoes. Or go south into the Val d'Orcia valley, with rolling hills, cypress‑lined roads, local cheeses, Brunello wine, and thermal villages like Bagno Vignoni.
The local Chianti hills are great for wine-tasting trips, visiting local markets in hilltop towns or trying out some of the excellent restaurants.
Podere Gregorio
Sleeps: 18 to 22
From € 1,375 to 2,695 per day
From € 9,625 to € 16,170 per week
Approximately
$ 11,261 to $ 18,919 in USD
Calendar for Podere Gregorio
How to book
Is Podere Gregorio perfect for you?
For over 40 years, Invitation to Tuscany has personally selected and visited every villa we represent. Our team knows each property and its surroundings intimately - allowing us to help you choose the perfect home for your family or group, and to make your stay as memorable as the place itself.
How to Book
Check availability: View pricing and availability in the calendar above. To book online, click your desired arrival date, then your departure date. The calendar will grey out dates for stay lengths that aren't accepted—most villas book Saturday to Saturday, but many also allow shorter stays or flexible dates.
Need help choosing?
We visit our properties regularly and can provide firsthand advice based on your wishlist. Contact us and we'll help you select the best villa for your holiday. Secure your dates: We can hold your preferred dates for 48 hours while you confirm flights and coordinate with your group. To confirm, simply pay the 30% deposit. Your balance will be due 10 weeks before arrival.
Complimentary Concierge Service
Every booking includes our free concierge service to help make your stay special:
- Up to 3 activity or restaurant bookings per stay
- Local recommendations and insider knowledge
- Standard check-in coordination
- General travel assistance
Need more support? Our Concierge Plus (€300) provides dedicated planning support for guests requiring more activity bookings, larger group logistics, or special occasions. Please note that weddings and event planning do not fall under this. Request this when booking or as early as possible.
Flexible Booking Options
Easy cancellation: Add XCover to your booking for a full refund if you can't travel. You can add XCover anytime before paying your balance - just ask your agent. See our Booking Conditions and XCover for more information. Need to change dates? Let us know - we can often modify your booking rather than cancelling outright.
Worth Knowing
Tourist Tax: Many local administrations charge a tourist tax for rental accommodation, which varies by town. Charges typically range from €0.50 to €5 per person per night, with a maximum of 5-7 nights. Children are sometimes exempt. These charges are collected by property owners and paid directly to them.
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