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Villa Rosabella at San Regolo in Brolio, San Regolo - Gaiole in Chianti - Siena and Chianti

2 bedrooms 2 bathrooms 4 guests Shared Pool 5 - Superb - Superb 5

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.


Facilities

Dog Friendly
Flexible dates
Air-conditioning
Internet
Washing Machine
Carbon Monoxide Detector
Smoke Detector
Fire Extinguisher
Pool towels
Infant bed/chair
Kitchen
Dishes/Utensils
Fridge/ Freezer
Bed linen and towels
Lounge
TV
Stove top
Terrace
Barbecue
Microwave
Filter coffee maker
Espresso maker
Oven
Dishwasher
Hairdryer
Mosquito screens
Alarm System
No smoking
EV charge point
Fenced property

Villa rates

  • 2026
  • 2027
Date range
7 night price
16 May - 20 Jun 2026
$1782.00
20 Jun - 22 Aug 2026
$2349.00
22 Aug - 26 Sep 2026
$1782.00
26 Sep - 07 Nov 2026
$1485.00
07 Nov - 19 Dec 2026
$1485.00
19 Dec - 02 Jan 2027
$1782.00
Date range
7 night price
02 Jan - 09 Jan 2027
$1782.00
09 Jan - 20 Mar 2027
$1485.00
20 Mar - 22 May 2027
$1485.00
22 May - 26 Jun 2027
$1782.00
26 Jun - 28 Aug 2027
$2349.00
28 Aug - 02 Oct 2027
$1782.00
02 Oct - 13 Nov 2027
$1485.00
13 Nov - 18 Dec 2027
$1485.00
18 Dec - 01 Jan 2028
$1782.00

Local charges

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

Charged based on usage: Heating Villa, Air Conditioning, 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 - 1 sheltered parking space.

National ID Code: IT052013B4V9AYR9EU


Layout (90 sqm)

Ground floor
Lounge
Kitchen
Bathroom
Bedroom
Terrace
Dining Room
First floor
Bathroom
Bedroom

Villa location

Airports:
  • Airport Florence: 96km - 1h 22m
  • Airport Perugia: 113km - 1h 26m
  • Airport Pisa: 155km - 1h 59m
Towns with Amenities:
  • Monti: 5km - 0h 08m
  • Castagnoli : 7km - 0h 12m
  • Pianella: 8km - 0h 09m
The nearest village is San Regolo, which is a tiny village about 100 meters away. Within 1km you get to Brolio Castle which is a lovely wine estate with a wine tasting room, and a castle to visit. Here there is a second good restaurant. Gaiole in Chianti is a town about 11km away, it has a grocery shop, baker, post office, bank and several other facilities.

Guest reviews: Villa Rosabella at San Regolo in Brolio

5/5 Score from 2 reviews - Superb (2 Client reviews)
Anonymous
May 2026
Family with older children
Bad Säckingen, Germany Bad Säckingen, Germany
Guest villa score
5/5
Translate with Google
Wir haben den Aufenthalt sehr genossen. Man kann von San Regolo tolle Ausflüge in der Toskana unternehmen. Besonders Siena ist eine Reise wert.
Local attractions Wir waren mittags im Carlino d‘Oro essen. Es war sehr lecker.
To Tuscany team comments for this review:
Translate with Google
Vielen Dank für Ihre 5-Sterne-Bewertung zu Villa Rosabella! Es freut uns sehr, dass Sie Ihren Aufenthalt genossen haben und die Lage als ideal für Ausflüge durch die Toskana empfunden haben. Wir würden uns freuen, Sie bald wieder bei uns begrüßen zu dürfen!

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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
$1485.00 to $2349.00

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