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Villa Girasole at San Regolo in Brolio

San Regolo - Gaiole in Chianti - Siena and Chianti

4 2 2 Shared Pool
San Regolo in Brolio is an idyllic hamlet set on the edge of the small village of San Regolo, surrounded by the gently rolling hills of the Chianti Classico. The well-kept country estate is made up of four charming natural-stone buildings housing a total of seven  apartments. Each villa has its own fenced private garden with a terrace, offering plenty of space to relax and enjoy meals al fresco. Below the accommodations lies a large shared pool with a separate shallow area for young children. The pool area is surrounded by manicured lawns and additional seating areas, making it the perfect spot to unwind while taking in the wonderful views over the Chianti vineyards towards Monte Amiata and Siena in the distance.

The small village of San Regolo is just a couple of minutes’ walk away and offers the authentic Tuscan Trattoria Il Carlino d’Oro, which also sells a small selection of groceries. The famous Castello di Brolio is only a seven-minute drive away or around a 35-minute uphill walk and is well worth a visit for wine tastings and its beautiful gardens. The popular Chianti town of Gaiole in Chianti is a 15-minute drive away and offers a good choice of restaurants, small shops, bike rentals and a small Coop supermarket. Siena, Florence, Arezzo and San Gimignano are all ideal for day trips.

About the villa 
Villa Girasole is a welcoming two-storey villa with a furnished loggia terrace, offering a lovely setting for outdoor dining and quiet moments of relaxation. The surrounding green garden enhances the peaceful atmosphere. Inside, wooden beamed ceilings and terracotta floors highlight the Tuscan character, complemented by comfortable furnishings that create a cosy and inviting retreat.



Ground Floor
Kitchen-Diner with Lounge

Fully equipped kitchen, gas hob with 4 rings, dining table with 4 chairs, sofa, TV.

Bedroom 1
Double bed (can be converted into twin beds if requested when booking), wardrobe, desk and chair.

Bathroom
Shower, bidet, sink, WC.

First Floor
Bedroom 2

Double bed (can be converted into twin beds if requested when booking), wardrobe, desk and chair.

Bathroom
Shower, bidet, sink, WC.

Shared Pool:
Length: 15 metres
Width: 6 metres
Depth: 1.2 to 2.2 metres
Entrance: Roman steps
Opening times: May to October
Fenced: Yes
Furnished: Sunloungers and parasols
Cleansed: Chlorine-free
Distance from villa: 20 metres
There is a very shallow baby pool, divided from the main pool by a metal railing.

Price & Availability

Date Ranges

7 night price

20 Jun 2026 - 22 Aug 2026

1,740 Euro

22 Aug 2026 - 26 Sep 2026

1,320 Euro

26 Sep 2026 - 7 Nov 2026

1,100 Euro

7 Nov 2026 - 19 Dec 2026

1,100 Euro

19 Dec 2026 - 2 Jan 2027

1,320 Euro

2 Jan 2027 - 9 Jan 2027

1,100 Euro

9 Jan 2027 - 20 Mar 2027

1,100 Euro

20 Mar 2027 - 22 May 2027

1,100 Euro

22 May 2027 - 26 Jun 2027

1,320 Euro

26 Jun 2027 - 28 Aug 2027

1,740 Euro

28 Aug 2027 - 2 Oct 2027

1,320 Euro

2 Oct 2027 - 13 Nov 2027

1,100 Euro

13 Nov 2027 - 18 Dec 2027

1,100 Euro

18 Dec 2027 - 1 Jan 2028

1,320 Euro

Villa Facilities

Dog Friendly
Flexible dates
Air-conditioning
Internet
Washing Machine

Villa Floor Plans

Good To Know

Usage to pay on-site: Heating Villa, Air Conditioning, EV charge point
Tourist tax: 2.00 € per person, per night for the first 7 nights, some exemptions apply.
Dog up to 30kg: 5.00 € daily charge per pet
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: 96km - 1h 22m
  • Airport Perugia: 113km - 1h 26m
  • Airport Pisa: 155km - 1h 59m

Towns with Amenities:

Distances and driving time

  • Monti: 5km - 0h 08m
  • Castagnoli : 7km - 0h 12m
  • Pianella: 8km - 0h 09m

Guest Reviews

Michael

September 25, 2025

Mature couple

Germany

Wir haben das Haus zu zweit mit Hund bewohnt es ist aber ohne Zweifel auch für vier Personen geeignet. Das Haus hat einen sehr großen Außenbereich der eingezäunt ist was insbesondere den Hundebesitzer freut.Das Haus ist vollständig ausgestattet wer allerdings auch in der Toskana gerne fernsieht wird von der Qualität der Satellitenanlage enttäuscht sein. Die Menschen die sich um die Villa und die gesamte Anlage kümmern waren ausnehmend freundlich und hilfsbereit. Die Lage der Villa ist hervorragend wenn man den Urlaub in der Natur verbringen möchte.Wer allerdings am Abend gerne in unterschiedlichen Restaurants essen gehen will muss zumindest 20-25 Minuten mit dem Auto fahren was bei Dunkelheit und den Strassenverhältnissen der Toskana nicht jedermanns Sache ist.Mittagessen im örtlichen Restaurant mit Minimarkt Carlino d,Oro.

To Tuscany team comments for this review:

Vielen Dank für Ihre Bewertung zu Villa Girasole. Es freut uns sehr, dass Sie mit Ihrem Hund einen schönen Aufenthalt hatten und die ruhige Lage inmitten der Natur genießen konnten. Wir hoffen, Sie bald wieder in der Toskana begrüßen zu dürfen.