Title: Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti Villa in Gaiole in Chianti with private pool and kitchen ## Photo gallery for Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti ![Pool - Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti (Gaiole in Chianti)](https://images.trvl-media.com/lodging/106000000/105580000/105573500/105573459/2d367aa2.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining - Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti (Gaiole in Chianti)](https://images.trvl-media.com/lodging/106000000/105580000/105573500/105573459/7e5a2454.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, iron/ironing board, internet, bed sheets - Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti (Gaiole in Chianti)](https://images.trvl-media.com/lodging/106000000/105580000/105573500/105573459/6d6963d4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti (Gaiole in Chianti)](https://images.trvl-media.com/lodging/106000000/105580000/105573500/105573459/bfad5eb5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti (Gaiole in Chianti)](https://images.trvl-media.com/lodging/106000000/105580000/105573500/105573459/14cbe0d4.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Immerse yourself in Tuscany's Chianti Classico wine region at this charming rental villa, nestled within strolling distance of a quaint village and its inviting restaurant and bar. Revel in the picturesque landscape from every angle with expansive windows that invite the outdoors inside. ### Entire home 2 bedrooms2 bathroomsSleeps 4700 sq ft ## Popular amenities - Pool - Kitchen - Washer - Pet friendly - Air conditioning - Outdoor Space ## 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 Vinsantaia, Gaiole in Chianti, Siena and Chianti Villa Vinsantaia, located on the edge of the charming village of San Sano, offers an authentic and tranquil escape in the heart of Tuscany's renowned Chianti Classico wine region. Once a historic site for drying grapes for Vin Santo wine, this villa provides panoramic views of some of the world’s most famous vineyards, making it a perfect retreat for a couple or small family. Just a short walk to the village centre, guests can enjoy the delightful La Grotta della Rana restaurant and a small grocery shop. Thanks to its central location, the villa is perfectly positioned for exploring the best of the region. Scenic drives through the Chianti countryside lead to nearby towns, renowned wineries, and charming villages. Siena, San Gimignano, Florence, and Arezzo are all within easy reach and make for unforgettable day trips. Gaiole in Chianti is just a ten-minute drive away and offers additional restaurants, shops, a COOP supermarket, and bike rentals. The villa is surrounded by a spacious garden, complete with a shaded terrace for outdoor dining and an inviting infinity pool just steps from the villa. Inside, traditional wooden beams combine with modern comforts, including cool travertine floors and stylish furnishings. Owned by a local winery, Villa Vinsantaia offers a unique connection to the region’s wine heritage, with wine tastings just a leisurely stroll away. Immerse yourself in Tuscany’s beauty, culture, and tradition, while savouring the finest wines and enjoying a peaceful, unforgettable getaway. Ground Floor Kitchen/ Diner/ Lounge Fully equipped kitchen, induction hob, fridge/freezer, table, chairs, sofa, TV, fireplace (decoration only) washing machine, metal staircase to mezzanine floor, French door to terrace, terrace with table and chairs. Bedroom 1 Double bed (can be converted into twin beds), bedside tables, chairs, mosquito screen, air-conditioning. En-suite Bathroom Shower, sink, bidet, WC, wardrobe. Bathroom Shower, sink, bidet, WC Mezzanine Floor Bedroom 2 (low ceiling height 1,50m) Twin beds (can be converted into double bed), bedside tables, chair, wardrobe, mosquito screen. Private Pool Length: 9 meters Width: 4 meters Depth: 1.4 meters Entrance: Roman steps Opening times: May to October Fenced: No Furnished: Sunloungers and parasols Cleansed: Salt Distance from villa: 4 meters ## Property amenities ### Pool/Spa - Private pool ### Internet - Available in the villa: Internet access ### Kitchen - Cookware, dishware, and utensils - Dishwasher - Oven - Refrigerator ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Towels provided ### Living spaces - Living room ### Entertainment - TV ### Outdoor areas - Barbecue grill - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location ### 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: 700 square feet ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/69000000/68460000/68457200/68457128/1e9f4996.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Appartamento per 4 nel Chianti Classico con Piscina Vicino a Siena Castelnuovo Berardenga - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=68457128&PinnedHotelID=68457128&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/108000000/107200000/107196900/107196801/bcbd0643.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Casa di Amici, San Sano, Gaiole in Chianti, Siena and Chianti Gaiole in Chianti - Pool - Kitchen - Washer - Pet friendly [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=107196801&PinnedHotelID=107196801&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/15000000/14600000/14598300/14598235/d98cae74.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Agriturismo Crocino in Chianti Gaiole in Chianti - Pool - Hot tub - Pet friendly - Parking included 9.0 Wonderful 2 reviews CA $201 CA $235 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=14598235&PinnedHotelID=14598235&HadPinnedHotel=true®ionId=-1&adults=2) ![Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Agriturismo San Sano Gaiole in Chianti - Pool - Breakfast included - Pet friendly - Parking included 10 Exceptional 82 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=1491964&PinnedHotelID=1491964&HadPinnedHotel=true®ionId=-1&adults=2) ![Garden](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/ac255c99.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hotel Casafrassi Wine Resort Castellina in Chianti - Pool - Breakfast included - Pet friendly - Free WiFi 8.2 Very good 215 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=918923&PinnedHotelID=918923&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/5edc5b37.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hotel Colle Etrusco Salivolpi Castellina in Chianti - Pool - Parking included - Free WiFi - Air conditioning 9.6 Exceptional 114 reviews CA $155 CA $176 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-23&endDate=2025-12-24&selected=2540748&PinnedHotelID=2540748&HadPinnedHotel=true®ionId=-1&adults=2) ![Seasonal outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070779/e8636907.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### La Loggia Villa Gloria - Adults Only Castelnuovo Berardenga - Pool - Pet friendly - Parking included - Free WiFi 8.4 Very good 287 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-05&endDate=2026-01-06&selected=1070779&PinnedHotelID=1070779&HadPinnedHotel=true®ionId=-1&adults=2) ## 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: 2.00 € per person, per night for the first 7 nights, some exemptions apply. High chair: 1 available on request, no extra cost Baby: 1 available on request, no extra cost Charged based on usage: Heating Villa, Air Conditioning Final clean: included - provided by local supplier ### Pets Pets allowed Service animals are welcome, and are exempt from fees Note from host: Dog up to 30kg: 10.00 € daily charge ### 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 Onsite 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 IT052013B59TZV5F6Q ### 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 information in the booking confirmation ### Property is also known as 1584A ## About the area ![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%7C43.42489%2C11.38625&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=dkERSd4Y74Nn0DB0RlDpgpAdaPk=) Gaiole in Chianti, Siena and Chianti #### What's nearby - Castello di Meleto Cantina \- 10 min drive \- 6.9 km - Gaiole in Chianti Stadium \- 12 min drive \- 9.0 km - Meleto Castle \- 12 min drive \- 7.9 km - Castle of Brolio \- 13 min drive \- 8.2 km - Cantalici Winery \- 15 min drive \- 9.3 km #### Getting around - Rapolano Terme Station - 33 min drive - Florence Airport, Peretola (FLR) - 93 min drive #### Restaurants - ‪Osteria Al Ponte - ‬10 min drive - ‪Dievole Wine Resort - ‬22 min drive - ‪Ristorante Malborghetto - ‬4 min drive - ‪Lo sdrucciolo - ‬16 min drive - ‪Locanda Podere Le Vigne - ‬17 min drive ## Frequently asked questions ### Is Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti pet-friendly? ### What time is check-in at Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti? ### What time is check-out at Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti? ### Where is Villa Vinsantaia, Gaiole in Chianti, Siena and Chianti located? ## Have a question? 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