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Maggiorana at Castellare in Chianti, Gaiole in Chianti - Siena and Chianti

1 bedroom 1 bathroom 2 to 4 guests Shared Pool 4,5 - Excellent - Excellent 4,5

Castellare in Chianti is a peaceful estate set in woodland in the heart of the Chianti Classico, designed to resemble a traditional Tuscan stone village. The original buildings date back to the 19th century and were carefully restored from the ground up by the Florentine family who still own the property, creating individual apartments, each with its own furnished terrace. The spacious grounds include inviting communal seating areas and a beautiful shared swimming pool, ideal for relaxing on warm days. Additional facilities include a boccia court, table tennis and table football, while a small playground provides enjoyment for younger guests. The surrounding countryside is well suited to walking and cycling, with marked trails winding through the forest of Monteluco.

The small hamlet of Castagnoli is just five minutes away by car and is home to the excellent restaurant Il Celliere a Castagnoli. Wine lovers can visit nearby wineries such as Cantalici and Rocca di Castagnoli, both offering tastings of their excellent wines. The attractive town of Gaiole lies around eight kilometres away and offers restaurants, shops and a Coop supermarket. Siena, Arezzo and Florence are all within easy reach for memorable day trips. 

About the villa
Maggiorana is a dettached cottage  with the interior decorated in warm pastel tones and furnished in a comfortable, inviting style. Its private lawned garden features an outdoor dining area and a stone built barbecue, allowing guests to enjoy meals al fresco. For added privacy, the garden is screened by hedges separating it from the communal areas.

Ground Floor

Kitchen/diner/lounge

Fully equipped kitchen with gas hobs, fridge-freezer, dining table, sofabed, armchairs, TV, door to garden

First Floor

Bedroom
Double bed (Cannot be converted into twin), wardrobe

Bathroom 
Sink, WC

Bathroom 2
Shower, bidet, sink, WC

Shared Pool
Length: 12 metres
Width: 6 metres
Depth: 0.8 - 2.1 metres
Entrance: Metal ladders
Opening times: May to October
Fenced: Yes
Furnished: Sunloungers and parasols
Cleansed: Chlorine
Distance from villa: 7 metres


Facilities

Dog Friendly
Flexible dates
Internet
Washing Machine
Sofabed double
Infant bed/chair
Carbon Monoxide Detector
Smoke Detector
Fire Extinguisher
Kitchen
Dishes/Utensils
Fridge/ Freezer
Bed linen and towels
Lounge
TV
Stove top
Fire place
Mosquito screens
Terrace
Barbecue
Fans
Dishwasher
Oven
No smoking
Microwave
Filter coffee maker
Espresso maker
EV charge point
Pool towels

Villa rates

  • 2026
Date range
7 night price
03 Jan - 21 Mar 2026
$1607.00
21 Mar - 02 May 2026
$1607.00
02 May - 04 Jul 2026
$1607.00
04 Jul - 29 Aug 2026
$1607.00
29 Aug - 26 Sep 2026
$1607.00
26 Sep - 07 Nov 2026
$1607.00
07 Nov - 19 Dec 2026
$1607.00
19 Dec - 02 Jan 2027
$1607.00

Local charges

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

Dog up to 30kg: 7.00 € daily charge

Charged based on usage: Heating Villa, EV Charge Point

Arrival guide

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

Approach road: Paved

Parking: Public, onsite parking

National ID Code: IT052013C2VO65WA8B


Layout (61 sqm)

Ground floor
Lounge
Kitchen
WC
Dining Room
First floor
Bathroom
Bedroom

Villa location

The nearest airports:
  • Airport Florence: 85km - 1h 12m
  • Airport Perugia: 118km - 1h 35m
  • Airport Pisa: 144km - 1h 49m
The nearest local amenities:
  • Castagnoli : 3km - 0h 05m
  • Gaiole in Chianti: 8km - 0h 12m
  • Moncioni: 10km - 0h 22m
The nearest town is Gaiole in Chianti which is about 9km away. In the town there is a selection of shops and restaurants. Various amenities are also available. There is a restaurant in the hamlet of Castagnoli, which is about 3.5km away.

Guest reviews: Maggiorana at Castellare in Chianti

4,5/5 Score from 2 reviews - Excellent (2 Client reviews)
Anonymous
August 2025
Family with older children
Eastbourne, United Kingdom Eastbourne, United Kingdom
Guest villa score
4/5
It was a most hospitable reception from Rachel and we were looking forward to a relaxing stay. Unfortunately our use of the shared pool was severely impaired by a large family of German and Spanish folks (clearly related) whose two sons utterly dominated the pool area for most of the time, to the detriment of other holidaymakers, including us. Their two young boys were undisciplined and invaded the pool with huge inflatables for extended periods and were noisy and belligerent. We had to choose the rare few moments to use the pool uninterrupted.
Local attractions We loved Gaiole and its friendly bars and restaurants and the lovely local produce as my son and I who was with me on holiday is a talented and enthusiastic cook. That was a highpoint for us.
To Tuscany team comments for this review:
Thank you for taking the time to share your feedback. We are pleased to hear that you received such a warm and hospitable welcome from Rachel at the start of your stay. We note your comments regarding the shared pool area. As this facility is enjoyed by all guests, the atmosphere can vary depending on usage at different times. We understand this may not always provide the quieter environment some guests are seeking, and we appreciate you sharing your perspective. We very much hope to have the opportunity to welcome you again in the future.

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Any duration

Duration nights

Any size

Number of Guests

adults Ages 16+

children Ages 2 - 15

infants Under 2


$1607.00

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