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Maggiorana at Castellare in Chianti

Gaiole in Chianti - Siena and Chianti

4 1 1 Shared Pool
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

Price & Availability

Date Ranges

7 night price

4 Jul 2026 - 29 Aug 2026

1,190 Euro

29 Aug 2026 - 26 Sep 2026

1,190 Euro

26 Sep 2026 - 7 Nov 2026

1,190 Euro

7 Nov 2026 - 19 Dec 2026

1,190 Euro

19 Dec 2026 - 2 Jan 2027

1,190 Euro

Villa Facilities

Dog Friendly
Flexible dates
Internet
Washing Machine
Sofabed double

Villa Floor Plans

Good To Know

Usage to pay on-site: Heating Villa, EV Charge Point
Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply.
Dog up to 30kg: 7.00 € daily charge
Meet and greet: Arrival time is 16:00 - 19:00. Departure time is before 10:00. 

Villa Location

Distance

Airports:

Distances and driving time

  • Airport Florence: 85km - 1h 12m
  • Airport Perugia: 118km - 1h 35m
  • Airport Pisa: 144km - 1h 49m

Towns with Amenities:

Distances and driving time

  • Castagnoli : 3km - 0h 05m
  • Gaiole in Chianti: 8km - 0h 12m
  • Moncioni: 10km - 0h 22m

Guest Reviews

Thomas

August 14, 2025

Family with older children

United Kingdom

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. 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.