Welcome to Villa Tregole, nestled in the heart of Chianti's Classico vineyards. Amidst the rolling hills and olive groves, this Tuscan retreat offers a spacious living room, large kitchen-diner, and private entrances to three dwellings with en-suite bedrooms. Enjoy feasts on open and covered terraces or indulge in idle contemplation by the luxurious pool with a wraparound sundeck.
Reviews
1010 out of 10
Exceptional
Entire home
7 bedrooms7 bathroomsSleeps 14500 sq m
Popular amenities
Pool
Kitchen
Washing machine
Air-conditioning
Outdoor space
Barbecue
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About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Villa Tregole, Castellina in Chianti, Siena and Chianti
The vine-clad hills of Chianti are the classic image of Tuscany and the beautiful backdrop for Villa Tregole. Here in the heart of the Classico vineyards, a working winery has been turned, in part, into a supremely comfortable property where groups of friends or extended family can gather.
You could easily immerse yourself in the rural solitude of this peaceful retreat, where the sound of the winery’s activity provides a gentle distraction and a cultural connection. You might only stray from your lounger to enjoy a tasting of the owner’s wines, or to trace the path through the woods for lunch at the restaurant in Fonterutoli. Yet there are so many nearby temptations for an outing – the Classico wineries, the historic towns of Castellina and Radda, the charming city of Siena, and some fantastic mountain biking and walking terrain.
This handsome stone property is next to the welcoming owner’s home yet completely private. It’s such a clever choice for get-togethers. Inside the main house, a spacious living room leads to a large kitchen-diner. The four bedrooms, all en-suite, are on the first floor, away from the hubbub. Two separate apartments offer a little more privacy for those who like their space. Throughout the rooms, prettily decorated in pastel shades, you’ll find the traditional features of a Tuscan country home – large fireplaces, terracotta floors, wooden beams, vaulted ceilings, shuttered windows.
All three dwellings have private entrances, yet spill out onto open and covered terraces that take full advantage of the villa’s setting on a ridge. Here you can dine on feasts of your own making – or created to order by the owners – while gazing at the rolling hills laced with olive groves and oak woods. Below is a luxurious pool with a wraparound sundeck – yet another place from which to indulge in this villa’s main pursuit, the idle contemplation of dreamy views.
Ground floor
Lounge/ Diner/ Kitchen
Two sofas, armchairs, coffee table, side table, dining table with 14 chairs, open fireplace, desk, Welsh dresser, fully equipped kitchen, fridge/ freezer, gas hob with 5 rings, two French doors to garden and terrace, terrace with a large tables and chairs.
Bathroom
WC, sink, washing machine.
First Floor
Bedroom 1
Pair of twin beds (can be converted into a double if requested when booking), bedside table, wardrobe, chair, table, air conditioning.
En-suite Bathroom
Shower, sink, bidet, WC.
Bedroom 2
Double bed (cannot be converted into twin beds), bedside tables, corner wardrobe, table, chair, air conditioning.
En-suite Bathroom
Shower, sink, WC.
Bedroom 3
Double bed (cannot be converted into twin beds), bedside tables, wardrobe, day bed, chair, air conditioning.
En-suite Bathroom
Shower, sink, WC, bidet.
Bedroom 4
Double bed (cannot be converted into twin beds), bedside tables, wardrobe, chair, luggage stand, round table, air conditioning.
En-suite Bathroom
Large shower, sink, WC.
Apartment 1
Ground Floor
Lounge/ Kitchen
Sofa, two armchairs, coffee table, open fireplace, chest of drawers, fully equipped kitchen, fridge/ freezer, gas hob with 4 rings, table, 4 chairs, door to terrace.
Bedroom 5
Double bed (cannot be converted into twin beds), cupboard, built-in bookshelf, chair, luggage stand, air conditioning.
En-suite Bathroom
Large shower, sink, bidet, WC.
First Floor
Small Lounge
Sofa, armchairs, wooden chest, side table.
Bedroom 6
Pair of twin beds (can be converted into a double if requested when booking), bedside tables, wardrobe, luggage stand, chair, air conditioning.
En-suite Bathroom
Shower, sink, bidet, WC.
Apartment 2
Ground Floor
Lounge/ Diner
2 Sofas, coffee table, TV, open fireplace, table, 3 chairs, French door to terrace, terrace with table and chairs.
Kitchen
Fully equipped kitchen, fridge/ freezer, Welsh dresser, gas hob with 4 rings.
Bathroom
Sink, WC, shower.
Bedroom 7
Double bed (cannot be converted into twin beds), bedside tables, cupboard, chair, luggage stand, air conditioning.
Bathroom
Bathtub with shower attachment, sink, WC.
Private Pool
Length: 14 meters
Width: 7 meters
Depth: 1.20 - 2.20 meters
Entrance: Roman steps
Opening times: 15th May to end of Sept
Fenced: No
Furnished: Sunlounger and gazebo
Cleansed: Chlorine-free
Distance from villa: 50meters
Property amenities
Pool/Spa
Private pool
Internet
Available in the villa: Internet access
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Microwave
Oven
Refrigerator
Bedrooms
7 bedrooms
Bedsheets provided
Bathroom
7 bathrooms
Hair dryer
Towels provided
Living spaces
Fireplace
Living room
Entertainment
TV
Outdoor areas
Barbecue grill
Garden
Laundry
Laundry facilities
Washing machine
Work spaces
Desk
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Location highlights
In a rural location
Things to do
Cycling nearby
Safety features
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
Tourist tax: 1.50 € per person, per night for the first 7 nights, some exemptions apply.
High chair: 2 available on request, no extra cost
Baby: 2 available on request, no extra cost
Charged based on usage: Heating Villa, Air Conditioning
Final clean: included - provided by local supplier
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number IT052005B5RPP9LFRY
We should mention
All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed EUR 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
Property is also known as
1454A
About the area
Located in Castellina in Chianti, this villa is in a rural area. Montecalvario and Castellina Fortress are local landmarks, and some of the area's activities can be experienced at Mazzei Winery and Casina di Cornia Winery. Looking to enjoy an event or a game while in town? See what's happening at Palasport Mens Sana or Siena Stadium. Take the opportunity to explore the area for outdoor excitement like cycling. Visit our Castellina in Chianti travel guide
Does Villa Tregole, Castellina in Chianti, Siena and Chianti have a pool?
Yes, this property has a pool.
Is Villa Tregole, Castellina in Chianti, Siena and Chianti pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Villa Tregole, Castellina in Chianti, Siena and Chianti?
Check-in begins at 4:00 PM.
What time is check-out at Villa Tregole, Castellina in Chianti, Siena and Chianti?
Checkout is at 10:00 AM.
Where is Villa Tregole, Castellina in Chianti, Siena and Chianti located?
Situated in a rural location, this villa is within 3 miles (5 km) of Mazzei Winery, Walls of Monteriggioni and Archaeological Museum of Chianti. Castellina Fortress and City Hall Castellina In Chianti are also within 3 miles (5 km).
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Villa Tregole, Castellina in Chianti, Siena and Chianti Reviews