Title: Villa Tregole, Castellina in Chianti, Siena and Chianti Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=55534&destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&selected=74520911&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Villa Tregole, Castellina in Chianti, Siena and Chianti ## Photo gallery for Villa Tregole, Castellina in Chianti, Siena and Chianti ![Outdoor dining - Villa Tregole, Castellina in Chianti, Siena and Chianti (Castellina in Chianti)](https://images.trvl-media.com/lodging/75000000/74530000/74521000/74520911/e3a49c68.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Pool - Villa Tregole, Castellina in Chianti, Siena and Chianti (Castellina in Chianti)](https://images.trvl-media.com/lodging/75000000/74530000/74521000/74520911/21bf4ff2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Villa Tregole, Castellina in Chianti, Siena and Chianti (Castellina in Chianti)](https://images.trvl-media.com/lodging/75000000/74530000/74521000/74520911/00dcdd62.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, fireplace - Villa Tregole, Castellina in Chianti, Siena and Chianti (Castellina in Chianti)](https://images.trvl-media.com/lodging/75000000/74530000/74521000/74520911/5a3efa71.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Villa Tregole, Castellina in Chianti, Siena and Chianti (Castellina in Chianti)](https://images.trvl-media.com/lodging/75000000/74530000/74521000/74520911/e3300068.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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. ### Entire home 7 bedrooms7 bathroomsSleeps 145382 sq ft ## Popular amenities - Pool - Kitchen - Washing machine - Air-conditioning - Outdoor space - Barbecue grill ## Add dates for prices Check-in Check-out Travellers ## 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) ### General - Garden - Unit size: 5,382 square feet ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68030000/68029400/68029310/8faf0b56.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chianti Villa and Pool for 12 Siena - Pool - Pet-friendly - Parking available - Laundry room 9.4 Exceptional 13 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17&selected=68029310&PinnedHotelID=68029310&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90110000/90106100/90106090/46eb6551.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chianti Hillside Farmhouse Radda in Chianti - Pool - Pet-friendly - Air-conditioning - Tennis court 10 Exceptional 2 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17&selected=90106090&PinnedHotelID=90106090&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool](https://images.trvl-media.com/lodging/107000000/106050000/106046200/106046197/fd947064.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Villa Tregole by MMega Castellina in Chianti - Pool - Kitchen - Washing machine - Dryer 10 Exceptional 1 review [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17&selected=106046197&PinnedHotelID=106046197&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17&selected=74520911&PinnedHotelID=74520911&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=74520911,68029310,90106090,106046197) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age - 18 ### Check-out Check-out before 10:00 AM ### Special check-in instructions 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 This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### 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](https://www.expedia.co.uk/Castellina-In-Chianti.dx55534) [View more Villas in Castellina in Chianti](https://www.expedia.co.uk/Castellina-In-Chianti-Villas.d55534-aaVillas.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C43.44351%2C11.31615&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=QfGO4JUua5r7sumevnzY0bels-I=) Castellina in Chianti, Siena and Chianti ### Getting around - Monteriggioni Badesse Station 15 min drive - Peretola Airport (FLR) 56 min drive ### Restaurants - Dievole Wine Resort 27 min drive - Osteria Il Re Gallo 10 min drive - Albergo Casafrassi 12 min drive - Taverna di Vagliagli 22 min drive - Taverna Squarcialupi 11 min drive ## Frequently asked questions ### Does Villa Tregole, Castellina in Chianti, Siena and Chianti have a pool? ### Is Villa Tregole, Castellina in Chianti, Siena and Chianti pet-friendly? ### What time is check-in at Villa Tregole, Castellina in Chianti, Siena and Chianti? ### What time is check-out at Villa Tregole, Castellina in Chianti, Siena and Chianti? ### Where is Villa Tregole, Castellina in Chianti, Siena and Chianti located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Villa Tregole, Castellina in Chianti, Siena and Chianti Reviews ## Reviews 10 ### Exceptional ---