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Podere Gabbiano, Castellina in Chianti - Siena and Chianti

5 bedrooms 5 bathrooms 10 guests Private Pool 5 - Superb - Superb 5

Podere Gabbiano is situated in a stunning private countryside setting, offering 360-degree views of vineyards, olive groves and oak forests. Guests will be captivated by the sunsets that bathe the rolling hills in golden light. This is a property where history, comfort and natural beauty come together to create a peaceful and elegant retreat.

Located in a hillside opening between the charming hilltop towns of Castellina in Chianti and Panzano in Chianti, the villa is perfectly placed for guests who want to enjoy the region’s renowned food, wine and artisan culture. Both towns offer a range of shops and restaurants. Each has its own COOP supermarket. Panzano is home to the famous butcher Dario Cecchini, known throughout Italy and beyond, with a traditional butcher’s shop and his celebrated restaurant Officina della Bistecca. In Castellina, the Gelateria di Castellina is not to be missed. It is known for some of the best ice cream in the area. Siena, San Gimignano, Arezzo and Florence are all ideal destinations for day trips.

Originally built as a working farmhouse, the villa has been carefully restored and transformed into an elegant holiday home. Guests can dine al fresco under the open stone barn, surrounded by views of the countryside. The pool area is another highlight, especially at sunset, and the original stone oven is perfect for memorable pizza evenings.

Inside, Podere Gabbiano blends traditional features with modern comfort. Terracotta floors, archways and ceilings have been carefully preserved. Large bedrooms and well-appointed bathrooms provide space and privacy for all guests.

Podere Gabbiano is a timeless Tuscan retreat offering style, comfort and unforgettable views.

Ground Floor

Entrance Hall

Sideboard, bench, door to terrace, terrace with outside furniture, sofa, chairs, table, stairs to 1st-floor (no handrail).

Lounge (steps down no handrail)
Sofas, footstools, coffee tables, sideboards, fireplace (decoration only), door to garden.

Wine Tasting Room
Table, chairs, fridge, sideboard, door to garden.

Kitchen
Fully equipped, induction hob, island unit, large fridge/ freezer, table, chairs, door to terrace, terrace with table and chairs.

Gym/ Games Room
Equipped with weights, table football.

Utility Room
Washing machine, dryer.

First Floor

Bedroom 1

Twin beds (can be converted into double beds), bedside tables, chest of drawers, wardrobe, desk, air-conditioning.

Bathroom
Shower, sink, WC.

Lounge
Sofas, armchairs, coffee tables, fireplace (decoration only),
TV, door to balcony with stairs to the terrace.

Bedroom 2
Double bed (can’t be converted in twin beds), bedside tables, air-conditioning.

En-suite Bathroom
Shower, sink, WC, built-in wardrobe.

Bedroom 3
Double bed (can’t be converted into twin beds), bedside table, chair, wardrobe, air-conditioning.

En-suite Bathroom
Shower, sink, WC.

Bedroom 4
Double bed (can’t be converted into twin beds), bedside tables, wardrobe, air-conditioning.

En-suite Bathroom
Shower, sink, WC.

Suite
Lounge

Sofa, desk, wardrobe, table, chairs.

Bedroom 5
Double bed (can’t be converted into twin beds), bedside tables, chest of drawers, built-in shelving, air-conditioning.

En-suite Bathroom
Shower, sink, WC.

Private Pool
Length: 11 metres
Width: 7 metres
Depth: 0.8 - 1.8 metres
Entrance: Roman steps
Opening times: May to October
Fenced: Yes
Furnished: Sunloungers
Cleansed: Chlorine
Distance from villa: 30 metres


Facilities

Flexible dates
Air-conditioning
Washing Machine
Internet
Terrace
Kitchen
Gymnasium
Lounge
Ensuite bathrooms
No pets
Oven
Infant bed/chair
No smoking
Microwave
Fridge/ Freezer
Barbecue
Dishwasher
Filter coffee maker
Hairdryer
Dishes/Utensils
Smoke Detector
Carbon Monoxide Detector
Fire Extinguisher
Iron/ Board
TV
Dryer
Bed linen and towels
Pool towels
Heating
Garden
Stove top

Villa rates

  • 2025
  • 2026
Date range
7 night price
27 Sep - 08 Nov 2025
$6581.00
08 Nov - 20 Dec 2025
$6581.00
20 Dec - 27 Dec 2025
$7594.00
Date range
7 night price
27 Dec - 03 Jan 2026
$8100.00
03 Jan - 21 Mar 2026
$7443.00
21 Mar - 16 May 2026
$7443.00
16 May - 04 Jul 2026
$8100.00
04 Jul - 29 Aug 2026
$10125.00
29 Aug - 26 Sep 2026
$8100.00
26 Sep - 07 Nov 2026
$7443.00
07 Nov - 19 Dec 2026
$7443.00
19 Dec - 02 Jan 2027
$8100.00

Local charges

Tourist tax: 2,00 € per person, per night for the first 7 nights, some exemptions apply.

Charged based on usage: Heating Villa, Air Conditioning

Arrival guide

Meet and greet
Arrival time is 16:00 - 19:00. Departure time is before 10:00. 

Approach road: Unpaved, even

Parking: Private, onsite parking - 4 uncovered spaces

National ID Code: IT052005C2SXADSGOF


Layout (430 sqm)

Ground floor
Lounge
Lounge
Lounge
Kitchen
Terrace
Dining Room
Closed - no entry
laundry
gym
First floor
Lounge
Bathroom
Bathroom
Bathroom
Bathroom
Bathroom
Bedroom
Bedroom
Bedroom
Bedroom
Bedroom
Terrace
Study

Villa location

The nearest airports:
  • Airport Florence: 57km - 0h 58m
  • Airport Pisa: 104km - 1h 35m
  • Airport Bologna: 138km - 1h 44m
The nearest local amenities:
  • Panzano: 8km - 0h 16m
  • Castellina in Chianti: 8km - 0h 15m
  • San Donato: 12km - 0h 24m

Guest reviews: Podere Gabbiano

5/5 Score from 4 reviews - Superb (4 Client reviews)
Nick
June 2025
Family with young children
SALISBURY, United Kingdom SALISBURY, United Kingdom
Guest villa score
5/5
We packed with great sadness when leaving Podere Gabbiano, our high expectations having been fully realised.
The house itself was amazing and had all the facilities you could possibly need on a holiday. Podere Gabbiano is an ideal property for 10, in our case 6 adults, 3 young children and a baby. A travel cot and a high chair were provided for our youngest.

All rooms were well appointed and very comfortable, a large fully equipped kitchen, with a use and replace ethos on items like olive oil and coffee, so good for cooks.

The bedrooms all had shutters. We used the air con sparingly, enough to cool the rooms as we went to bed, as this was not included in the rental and was charged by the unit at the end of the holiday.
The very large sitting room was naturally cool in the hot sun, the gym and wine tasting room were interesting additions.
The outdoor dining area worked well for lunch out of the sun or a lovely BBQ in the evening. We also had a private chef for a couple of nights.

It was great that the cleaners came on the middle Saturday to change bedding and towels and clean the bathrooms.
Sadly we never got around to using the original farmhouse pizza oven as the local pizza chef was unavailable. If you are intending to visit I would recommend booking ahead.

The pool was perfect, refreshing on those hot afternoons, cleaned regularly, with a gate to isolate it from the little ones who think their swimming ability is better than it is.

The view from the shower in the main bedroom was so good we took a photo and sent it to some friends with the subtitle "best shower views of the world."
Local attractions The local town, Castellina in Chianti was 10ish minutes away with lovely restaurants, wine tasting and a reasonably useful Coop. The surrounding area is stunning, with many more villages visited, each with their own opportunity for great family restaurants, which of course we did utilise. It was easy drive (40 minutes) to Siena or Firenze for those longer days out. San Gimiano was 40 minutes away, Certaldo a little further but there is a wonderful restaurant in Certaldo Alto. Plenty of wine tasting was undertaken, most within 15/20 minutes of the house, sad that we were flying rather than driving. The booking process with To Tuscany was easy with great communication and support. They provided us with the name of the private chef. Once all monies had been paid we were sent the location and access details. Having fully paid we were contacted by the owner Jonathan, who provided us with detailed info on the house, recommendations on where to go, where to eat etc, which while mainly duplicating the info in the house was very useful to receive before arriving. We felt privileged to share Jonathan's house, if only for two weeks, we would loved to have stayed longer.
To Tuscany team comments for this review:
Thank you for your 5-star review! We are delighted that your stay at Podere Gabbiano fully met your expectations and that you enjoyed every aspect of the villa. It’s wonderful to hear that the house, with its fully equipped kitchen, comfortable bedrooms, and additional facilities like the gym and wine tasting room, made your holiday so special. We are glad that the outdoor dining area, pool, and the attention to detail from the cleaning team enhanced your experience, and that the private chef made your stay even more convenient and enjoyable. We are so pleased you felt at home and would be happy to welcome you back to Podere Gabbiano for another memorable stay.

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Any duration

Duration nights

Any size

Number of Guests

adults Ages 16+

children Ages 2 - 15

infants Under 2


7 nights from
$6581.00 to $10125.00

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