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Villa Rosabella 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 Rosabella is a charming two-storey villa with a furnished loggia terrace, perfect for relaxed alfresco dining and quiet moments outdoors. A well-maintained garden provides additional space to unwind. Inside, wooden beamed ceilings and terracotta floors reflect the Tuscan character, complemented by comfortable furnishings that create a warm and welcoming atmosphere.

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, sink, WC.

First Floor
Bedroom 2

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

Bathroom
Shower, 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

Karen

August 6, 2026

Family with older children

Belgium

Huisje voldeed aan alle verwachtingen,heel ruim,netjes ,zwembad top!mariianna was heel behulpzaam,bereikbaar en vriendelijk. Wij hebben echt genoten van de rust ,grote steden zoals Firenze en Pisa wel ver... dankjewel voor de fijne ervaring, wij maken zeker reclame voor jullie website! Siena,guile in chianti gezellig dorp op kwartiertje met gezellige redtaurants. Firenze 1,5 u rijjden( best tram nemen ad autostrade op het einde) om laatste stuk naar het centrum te doen

To Tuscany team comments for this review:

Hartelijk dank voor uw mooie review. Wat fijn om te lezen dat Villa Rosabella volledig aan uw verwachtingen voldeed en dat u genoten heeft van de rust, de ruimte en het zwembad. Ook leuk om te horen dat Marianna zo behulpzaam en gastvrij was tijdens uw verblijf. Bedankt voor uw vertrouwen en voor het aanbevelen van onze website. We verwelkomen u graag opnieuw in Toscane!