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Villa Boscarello 27, Trequanda - Siena and Chianti

14 bedrooms 13 bathrooms 27 to 29 guests Private Pool 0 - no reviews - no reviews 0

Villa Boscarello 27 is an impressive estate in southern Tuscany that can accommodate up to 27 adults and 2 children. It is ideal for larger groups or special occasions and is officially licensed for weddings. Set in a peaceful position on a hill, it offers sweeping views over the rolling countryside. One of its many highlights is the 20-metre swimming pool, surrounded by extensive and beautifully maintained gardens.

The villa is located between the Val d’Orcia and the Crete Senesi, two of Tuscany’s most scenic areas. The nearby Pometti estate offers wine and olive oil tastings. The closest village, Trequanda, has a few restaurants and bars. In Asciano, about 20 minutes away by car, you will find shops, supermarkets and a train station. Montalcino, home of the renowned Brunello wine, can be reached in around half an hour. Siena, Arezzo, Cortona and Lake Trasimeno also make excellent day trips.

The two-storey stone house is surrounded by spacious, well-tended gardens. Several covered terraces with dining tables and a furnished panoramic terrace on the first floor provide perfect outdoor living areas.

Inside, the villa features classic Tuscan style with terracotta floors, wooden beam ceilings and vaulted ceilings adorned with painted decorations. Soft wall colours and antique furnishings create an elegant and welcoming atmosphere.

A particular highlight is the spacious, professionally equipped kitchen which is ideal for cooking together or enjoying the villa’s optional private chef service. Villa Boscarello 27 offers space, charm and comfort in a truly memorable setting.

Main Villa

Ground Floor

Entrance Hall

Sideboard, stairs to 1st floor.

Dining Room
Table, chairs, sideboards, French doors to terrace, terrace with tables and chairs, piano, swing chair.

Lounge
Sofas, armchairs, fireplace.

Small Lounge
Sofa, armchairs, side table, French doors to terrace, terrace with pergola, table, and chairs.

Kitchen (can be used by the guests)
Professional fully equipped, stainless-steel units, triple sink, fridge/freezer, gas hob.

Large dining area (Breakfast, lunch or dinner can be ordered. Charges will be payable on site.)
Table, chairs, buffet table, double sink, French doors to terrace. 

Lavatory for men
Sink, WC

Lavatory for woman
Sink, WC

Suite 
Lounge

Sofa, armchair, side table.

Bedroom 1 
Double bed (can’t be converted into twin beds), bedside tables, chest of drawers, chair, wardrobe, fridge, mosquito screens, air-conditioning, French doors to the front of the building.  

En-suite Bathroom
Bath with shower attachment, chair, sink, bidet, WC.

Bedroom 2 
Single bed, bedside table, sink, chair, wardrobe, fridge, mosquito screens, air-conditioning.

En-suite Bathroom
Shower, sink, bidet, WC.

Bedroom 3 (suitable for people with limited mobility) 
Double bed (can’t be converted into twin beds), bedside tables, wardrobe, fridge, mosquito screens, air-conditioning, French doors to garden.

En-suite Bathroom (suitable for people with limited mobility) 
Showers, sink, bidet, WC.

First Floor

Lounge

Sofa, armchairs, cupboard, door to a large balcony.

Bedroom 4
Double bed (can’t be converted into twin beds), bedside tables, wardrobe, fridge, mosquito screens, air-conditioning, chairs, chest of drawers, sofa.

En-suite Bathroom
Shower, sink, bidet, WC.

Bedroom 5
Double bed
(can’t be converted into twin beds), bedside tables, wardrobe, fridge, chairs, chest of drawers, bench, mosquito screens, air-conditioning, door to a large balcony. 

En-suite Bathroom
Shower, sink, bidet, WC.

Bedroom 6 (suitable for people with limited mobility) 
Double bed (can’t be converted into twin beds), bedside tables, wardrobe, fridge, chest of drawers, bench, armchair, mosquito screens, air-conditioning, door to balcony.

En-suite Bathroom (suitable for people with limited mobility) 
Showers, sink, bidet, WC.

Bedroom 7
Double bed (can’t be converted into twin beds), bedside tables, wardrobe, fridge, chairs, chest of drawers, mosquito screens, air-conditioning.

En-suite Bathroom
Shower, sink, bidet, WC.

Bedroom 8
Twin bed (can be converted into a double bed), bedside tables, wardrobe, fridge, chairs, chest of drawers, mosquito screens, air-conditioning. 

En-suite Bathroom
Shower, sink, bidet, WC.

Bedroom 9
Double bed (can’t be converted into twin beds) bedside tables, wardrobe, fridge, chairs, chest of drawers, mosquito screens, air-conditioning. 

En-suite Bathroom
Bath with shower attachment, sink, bidet, WC.

Cottage Bellaria

Ground Floor

Kitchen/ Diner/ Lounge 
Fully equipped, fridge, gas hob, sofa, table, chairs, fireplace.

Bedroom 10
Double bed (can be converted into twin beds) bedside tables, wardrobe, chairs, chest of drawers, mosquito screens, air-conditioning, French doors to garden.

En-suite Bathroom
Bath with shower attachment, sink, bidet, WC.

Bedroom 11
Double bed (can’t be converted into twin beds) bedside tables, wardrobe, chairs, chest of drawers, mosquito screens, air-conditioning, French doors to garden.

En-suite Bathroom
Bath with shower attachment, sink, bidet, WC.

Cottage Poderino

Ground Floor

Kitchen/Diner/Lounge 
Fully equipped, fridge, gas hob, armchairs, table, chairs, French doors to terrace, terrace with table and chairs.

Bedroom 12
Double bed (can’t be converted into twin beds) bedside tables, wardrobe, armchair, mosquito screens, air-conditioning, French doors to garden.

Bedroom 13
Double bed (can’t be converted into twin beds) bedside tables, wardrobe, armchair, mosquito screens, air-conditioning, French doors to garden.

Bathroom
Shower, sink, bidet, WC.

First Floor

Bedroom with integrated bathing area 14

Double bed (can’t be converted into twin beds) bedside tables, shelving, table, armchairs, bath with shower attachment, mosquito screens, air-conditioning.

En-suite Bathroom
Shower, sink, bidet, WC.

Private Pool:
Length: 20 meters
Width: 10 meters
Depth: 0.5 – 1.6 meters
Entrance: Roman steps
Opening times: April to October
Fenced:  No
Furnished: Pergolas,  sunloungers and 6 parasols
Cleansed: Salt
Distance from the villa: 20 meters


Facilities

Dog Friendly
Flexible dates
Air-conditioning
Washing Machine
Internet
Sofabed 2 singles
Barbecue
Dryer
Lounge
Terrace
Mosquito screens
Garden
Ensuite bathrooms
Dishwasher
Microwave
Hairdryer
Filter coffee maker
Oven
TV
Fridge/ Freezer
Espresso maker
No smoking
Pool towels
Infant bed/chair
Fenced property
Stove top
EV charge point
Dishes/Utensils
Bed linen and towels
Fire place
Kitchen

Villa rates

  • 2025
  • 2026
Date range
7 night price
24 May - 20 Sep 2025
$31185.00
20 Sep - 25 Oct 2025
$25650.00
25 Oct - 20 Dec 2025
$23625.00
20 Dec - 27 Dec 2025
$31185.00
Date range
7 night price
27 Dec - 16 May 2026
$30915.00
16 May - 19 Sep 2026
$36450.00
19 Sep - 19 Dec 2026
$30915.00
19 Dec - 02 Jan 2027
$36450.00

Local charges

Tourist tax: 1,50 € per person, per night, some exemptions apply

Dog up to 30kg: stay for free

Arrival guide

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

Approach road: Unpaved, even

Parking: Public, onsite parking - 10 uncovered spaces

National ID Code: IT052036B5FY92GPPX


Layout (1120 sqm)

Ground floor
Lounge
Lounge
Lounge
Lounge
Kitchen
Bathroom
Bathroom
Bathroom
Bedroom
Bedroom
Bedroom
Terrace
Terrace
Terrace
WC
WC
Dining Room
Dining Room
Closed - no entry
Ground floor
Lounge
Kitchen
Bathroom
Bedroom
Bedroom
Terrace
Dining Room
Cottage ground floor
Lounge
Kitchen
Bathroom
Bathroom
Bedroom
Bedroom
Terrace
Dining Room
laundry
First floor
Bathroom
Bathroom
Bedroom
WC
First floor
Lounge
Bathroom
Bathroom
Bathroom
Bathroom
Bathroom
Bathroom
Bedroom
Bedroom
Bedroom
Bedroom
Bedroom
Bedroom
Terrace

Villa location

The nearest airports:
  • Airport Perugia: 88km - 1h 13m
  • Airport Florence: 134km - 1h 35m
  • Airport Pisa: 197km - 2h 14m
The nearest local amenities:
  • Asciano: 8km - 0h 10m
  • Sinalunga: 13km - 0h 18m
  • Serre di Rapolano: 14km - 0h 18m
The villa is 2 hours 15 minutes by car from Pisa airport and Rome airport and 90 minutes’ drive from Florence airport. The nearest town is Trequanda, 6km, where you’ll find restaurants and bars and a petrol station. Asciano, 20 minutes by car, has shops and supermarkets and is where you’ll find the nearest railway station.

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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
$23625.00 to $36450.00

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