Title: Villa Gaiole - Seven Bedroom Villa, Sleeps 14 Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=603149&destination=Gaiole+in+Chianti%2C+Tuscany%2C+Italy&selected=82837368&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Villa Gaiole - Seven Bedroom Villa, Sleeps 14 ## Photo gallery for Villa Gaiole - Seven Bedroom Villa, Sleeps 14 ![Exterior - Villa Gaiole - Seven Bedroom Villa, Sleeps 14 (Radda in Chianti)](https://images.trvl-media.com/lodging/83000000/82840000/82837400/82837368/46471cf3.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Terrace/patio - Villa Gaiole - Seven Bedroom Villa, Sleeps 14 (Radda in Chianti)](https://images.trvl-media.com/lodging/83000000/82840000/82837400/82837368/b86f973a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Table football, ping pong - Villa Gaiole - Seven Bedroom Villa, Sleeps 14 (Radda in Chianti)](https://images.trvl-media.com/lodging/83000000/82840000/82837400/82837368/f842bd19.jpg?impolicy=resizecrop&rw=297&ra=fit) ![A heated pool - Villa Gaiole - Seven Bedroom Villa, Sleeps 14 (Radda in Chianti)](https://images.trvl-media.com/lodging/83000000/82840000/82837400/82837368/db12f9e9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Villa Gaiole - Seven Bedroom Villa, Sleeps 14 (Radda in Chianti)](https://images.trvl-media.com/lodging/83000000/82840000/82837400/82837368/a0d4c453.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to the rolling Tuscan hills at Villa Gaiole, a serene retreat with panoramic views. Enjoy private heated infinity pool, vineyards and olive groves in 2 hectares of grounds or unwind in the fully equipped gym and wine cellar. ### Entire home 7 bedrooms9 bathroomsSleeps 14 ## Popular amenities - Pool - Kitchen - Washing machine - Dryer - Air-conditioning - Gym ## 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 Gaiole - Seven Bedroom Villa, Sleeps 14 Offering panoramic vistas over Chianti’s rolling hills and woodlands, Villa Gaiole is a serene Tuscan retreat that sleeps up to 14 guests across seven luxurious bedrooms. This 400-year-old property, once a rustic farmhouse surrounded by vineyards and olive groves, has been beautifully restored to balance historic charm with modern comfort. The villa is divided between the main building and a smaller annexe, both full of character with exposed beams, stonework, and open fireplaces. Inside, you’ll find spacious, light-filled living areas thanks to vast floor-to-ceiling windows that frame the valley views. The ground floor is the social hub, with a welcoming lounge, a feature fireplace, a dining room, and a fully equipped kitchen—though catering packages with a private chef can also be arranged. Additional highlights include a wine cellar, games room, fully equipped gym, and a second sitting room, ensuring plenty of space for everyone. Each of the seven bedrooms is tastefully decorated and has its own en-suite bathroom. Six boast super king-sized beds, while one can be set up as a twin or double. Two of the bedrooms are housed in the annexe, perfect for families or guests who’d like a little extra privacy. Step outside to discover two hectares of gardens, olive groves, and vineyards. The heated infinity pool is the star attraction, complemented by numerous terraces, shaded dining spaces, and sun loungers ideal for lazy afternoons. The villa’s concierge team can arrange extras such as truffle hunting, pizza-making classes, yoga, or guided tours. Though wonderfully peaceful, Villa Gaiole is close to picturesque Chianti villages and only 28km from Siena, making it an excellent base for exploring Tuscany’s art, food, and medieval history. Villa Gaiole offers the perfect blend of tradition, elegance, and comfort for an unforgettable group holiday in Tuscany. Features: 10-person capacity: main villa only14-person capacity: main villa and annexe The Villa (800m2 over two floors) Ground Floor- Living room with sofas, desk fireplace and TV- Games room with seating area, pool table and football table- Dining room with table seating 14- Fully-fitted kitchen with breakfast bar- Guest WC- Gym and Wine cellar- Internal courtyard- Bedroom with super king-sized double bed, seating area an en-suite bathroom with shower (accessible from the courtyard) First Floor- Sitting room with bookshelves and TV- Bedroom with super king-sized double bed, seating area an en-suite bathroom with bath, double sink and WC- 2x bedroom with super king-sized double bed and en-suite bathroom with shower, sink and WC- Bedroom with twin beds or a super king-sized bed and en-suite bathroom with shower, sink and WC Annexe- 2x bedroom with super king-sized double bed and en-suite bathroom with shower, sink and WC Outside Grounds (20,000m2) \- Private heated swimming pool, with safety cover (12m x 6m, 1-3m deep) open approximately start of April- end of October- Two hectares of private grounds, olive groves and vineyards- Covered dining pergola- Al-fresco dining terrace- Wraparound terrace with outdoor sofas- Sun loungers and deck chairs - Barbecue- Pizza oven- Parking Facilities \- Wi-Fi- Air-conditioning- Underfloor heating- Home office - TVs- Sound system- Film projector- Iron and ironing board - Gym equipment - Pool table- Football table- Board games and toys Extra Sustainability Gems About the Property The owners have installed solar panels and a wood pellet burner for hot water, as well as their our own fresh water well (natural and treated) which they encourage guests to use as opposed to buying plastic bottles of water. Location: Villa Gaiole boasts an enviable position overlooking the rolling hills of Chianti, immersing guests in one of Tuscany’s most iconic landscapes. Scenic walking trails, medieval hamlets, vineyards, and olive groves lie on the doorstep, perfect for countryside exploration at your own pace. Wine enthusiasts can enjoy tastings at local farms or tours at nearby wineries, while food lovers will relish dining in rustic trattorias dotted throughout picturesque villages. Just 5km away, Gaiole in Chianti is a charming spot often ranked among Europe’s best places to live. Its rich history includes a number of castles—some now wineries, others open to the public—and a long tradition of ceramics. Lecchi in Chianti, 6km away, offers shops, cafés, and traditional eateries for an authentic experience. Radda in Chianti, 12km away, provides a wider array of restaurants and shops. Once the headquarters of the Chianti League in the 15th century, this town enchants with winding medieval streets and historic landmarks such as the Palazzo dei Podestà and the Church of San Niccolò. For a longer excursion, Siena lies just 28km from the villa. A medieval jewel, the city is packed with art galleries, museums, and iconic sights, including the Duomo di Siena and the Palazzo Pubblico. Its lively piazzas and rich café culture make it a must-see for visitors seeking Tuscany’s history and charm. Terms & Conditions: ? An Accidental Damage Waiver of EUR 175 will be added to each booking to protect guests for up to EUR 2,500 in accidental damages at the villa. The waiver provides a limited damage cover in case of any damage to the property or its contents (except in the case of deliberate or reckless acts) up to the value of €2,500\. It is essential to report any damage during your stay for the waiver to apply. For damages of a value which is above EUR 2,500 guests will be asked to pay based upon the value of the damage caused. 4.00 p.m. Check-in outside this time may be subject to an extra cost. Please enquire for more details. 10.00 a.m. Yes. Yes, with mid-week linen change for one-week stays. Pets are not allowed. Please note home security devices may be installed at the villa, please enquire for further information. Please note that your booking will only be confirmed once we have checked availability with the owner or their property manager. Please note that published rates are only valid for the current year. Any bookings for subsequent years will be on request only and correct rates will be confirmed at the time of booking. Please note that the use of any external caterers and/or contractors is not permitted. Flexible. Included only for one-week stays. However, guests are required to leave the accommodation clean, tidy and in the same condition as on their arrival. Any extra cleaning, laundry, maintenance and/or rubbish disposal required will be charged against the security deposit. Outside only. 7 nights from mid-June to mid-August. 4 nights between January to April and October to December. 5 nights in all other periods. Estimated cost will be provided based on the week booked. Please enquire for exact amount, payable locally. Included in peak months, and at an extra cost for the low season (October to April), payable locally. Please note that like all heated pools, pool heating and water temperature are reliant on weather and outside temperatures. Italian Visitors Tax payable locally in cash (typically costs €1-€10 per person per night- please enquire if exact amount is required). The pool is open approximately April to end-October. Please note that pool opening dates are subject to local weather conditions and pool maintenance requirements and that cooler months may not be suitable for swimming. CIR: 052013CAV0037 CIN: IT052013B4ARQLP4UZ Smoking - not allowed ## Property amenities ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the villa: WiFi ### Parking and transport - Parking on site ### Kitchen - Dishwasher - Refrigerator ### Bedrooms - 7 bedrooms - Bedsheets provided ### Bathroom - 8.5 bathrooms - Hair dryer - Towels provided ### Entertainment - Cable/satellite channels - Games ### Outdoor areas - Fenced yard - Garden ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location ### Things to do - Arcade/game room - Foosball table - Gym - Heated pool - Table tennis - Hiking/biking trails nearby - Horseback riding 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 ## Similar properties ![Pool](https://images.trvl-media.com/lodging/114000000/113290000/113288800/113288773/52d7c35a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Dimora del Chianti, stunning Tuscan villa on vineyards Rietine - Pool - Kitchen - Washing machine - Free Wi-Fi [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-02&endDate=2026-04-03&selected=113288773&PinnedHotelID=113288773&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-04-02&endDate=2026-04-03&selected=82837368&PinnedHotelID=82837368&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=82837368,113288773) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in and check-out are available 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 ### 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 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 GBP 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation ### Property is also known as 3161716 ## About the area Located in Gaiole in Chianti, this villa is in a rural area. Castello di Meleto Cantina and Cantalici Winery are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Borgo di Vescine - Tenute di Castelvecchi and Gianfranco Carla Fineschi Botanical Rose Garden. Travelling with kids? Consider Siena Circuit, or check out an event or a game at Gaiole in Chianti Stadium. Explore all the area has to offer with horse riding and hiking/biking trails. [Visit our Gaiole in Chianti travel guide](https://www.expedia.co.uk/Gaiole-In-Chianti.dx603149) [View more Villas in Gaiole in Chianti](https://www.expedia.co.uk/Gaiole-In-Chianti-Villas.d603149-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%7C43.43527%2C11.42512&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=AOUw_TQS--iWFfXYNxmQNDZlBgI=) Radda in Chianti ### What's nearby - Castello di Meleto Cantina 11 min drive \- 2.5 miles - PoggioBrandani 11 min drive \- 2.5 miles - Gaiole in Chianti Stadium 13 min drive \- 3.8 miles - Meleto Castle 13 min drive \- 3.2 miles - Castle of Brolio 14 min drive \- 4.0 miles ### Getting around - Asciano Arbia Station 27 min drive - Peretola Airport (FLR) 88 min drive ### Restaurants - Dievole Wine Resort 26 min drive - Osteria Al Ponte 7 min drive - Ristorante Malborghetto 8 min drive - Taverna di Vagliagli 22 min drive - Osteria Cacio e Pepe 21 min drive ## Frequently asked questions ### Does Villa Gaiole - Seven Bedroom Villa, Sleeps 14 have a pool? ### Is Villa Gaiole - Seven Bedroom Villa, Sleeps 14 pet-friendly? ### How much is parking at Villa Gaiole - Seven Bedroom Villa, Sleeps 14? ### What time is check-in at Villa Gaiole - Seven Bedroom Villa, Sleeps 14? ### What time is check-out at Villa Gaiole - Seven Bedroom Villa, Sleeps 14? ### Where is Villa Gaiole - Seven Bedroom Villa, Sleeps 14 located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Villa Gaiole - Seven Bedroom Villa, Sleeps 14 Reviews ### Expedia's Latest Trends ### Hotels > - [17 Century Farmhouse with HEATED pool, games room & aircon (EXCLUSIVE USE)](https://www.expedia.co.uk/Anghiari-Hotels-10-Discount-FOR-2020-17-Century-Farmhouse-With-Heated-Pool.h36354411.Hotel-Information) > - [Castello Di Vicarello](https://www.expedia.co.uk/Cinigiano-Hotels-Castello-Di-Vicarello.h1760188.Hotel-Information) > - [Camplus Firenze Fortezza - Casa per Ferie](https://www.expedia.co.uk/Florence-Hotels-Camplus-Guest-Firenze.h67665965.Hotel-Information) > - [Casale Pietrenta](https://www.expedia.co.uk/Cortona-Hotels-Casale-Pietrenta.h32720142.Hotel-Information) > - [Hotel Tris](https://www.expedia.co.uk/Orbetello-Hotels-Hotel-Tris.h2538371.Hotel-Information) > - [Gitavillage Argentario](https://www.expedia.co.uk/Orbetello-Hotels-Argentario-Camping-Village.h48661340.Hotel-Information) > - [Tenuta Asmara Luxury Resort](https://www.expedia.co.uk/San-Miniato-Hotels-ASMARA.h105382659.Hotel-Information) > - [Castello di Velona Resort Thermal SPA & Winery](https://www.expedia.co.uk/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) > - [Beautifully converted farmhouse alone on a tuscan hillside with stunning views](https://www.expedia.co.uk/Cortona-Hotels-Beautifully-Converted-Farmhouse-Alone-On-A-Tuscan-Hillside-With-Stunning-Views.h34145902.Hotel-Information) > - [Casa di Pesa, Radda in Chianti, Siena and Chianti](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Casa-Di-Pesa.h39999011.Hotel-Information) > - [Hotel Principe Forte dei Marmi](https://www.expedia.co.uk/Forte-Dei-Marmi-Hotels-Principe-Forte-Dei-Marmi.h3889679.Hotel-Information) > - [Il Ciocco Hotels](https://www.expedia.co.uk/Barga-Hotels-Il-Ciocco-Hotel-Monteceneri.h35282793.Hotel-Information) > - [Costola, private pool, stunning mountain views. Chef on request.](https://www.expedia.co.uk/Fosciandora-Hotels-Costola.h43414285.Hotel-Information) > - [Castello Bonaria Wine & Spa Resort](https://www.expedia.co.uk/Campiglia-Marittima-Hotels-Castello-Bonaria.h45528288.Hotel-Information) > - [Castello La Leccia](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Castello-La-Leccia.h4985032.Hotel-Information) > - [Hotel Mizar](https://www.expedia.co.uk/Chianciano-Terme-Hotels-Hotel-Mizar.h23963148.Hotel-Information) > - [La Melosa Resort & Spa - Adults Only](https://www.expedia.co.uk/Roccastrada-Hotels-La-Melosa-ResortSpa.h22844969.Hotel-Information) > - [Relais Santa Chiara Hotel by Double Hospitality](https://www.expedia.co.uk/San-Gimignano-Hotels-Relais-Santa-Chiara-Hotel.h897561.Hotel-Information) > - [Borgo Santo Pietro](https://www.expedia.co.uk/Chiusdino-Hotels-Relais-Borgo-Santo-Pietro.h4644735.Hotel-Information) > - [Villa Loggio Winery and Boutique Hotel](https://www.expedia.co.uk/Cortona-Hotels-Villa-Loggio-Winery-And-Boutique-Hotel.h9778251.Hotel-Information) > - [Grotta Giusti Thermal Spa Resort Tuscany, Autograph Collection](https://www.expedia.co.uk/Monsummano-Terme-Hotels-Grotta-Giusti-Thermal-Spa-Resort-Tuscany.h904294.Hotel-Information) > - [Hu Park Albatros Village](https://www.expedia.co.uk/San-Vincenzo-Hotels-Park-Albatros-Village.h4140576.Hotel-Information) > - [Tenuta Massabò](https://www.expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Tenuta-Massabo-Tuscany-Experience.h55019721.Hotel-Information) > - [ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Isola-Serena-New-Private-Luxury-Villa-Chianti-Pool-Stunning-Views.h18760840.Hotel-Information) > - [Castello di Casole, A Belmond Hotel, Tuscany](https://www.expedia.co.uk/Casole-DElsa-Hotels-Castello-Di-Casole.h5058985.Hotel-Information) > - [Hotel Pisa Tower Plaza](https://www.expedia.co.uk/Pisa-Hotels-Allegroitalia-Pisa-Tower-Plaza.h3067108.Hotel-Information) > - [Luxury converted barn with hilltop views in chianti wine region, Tuscany](https://www.expedia.co.uk/Castellina-In-Chianti-Hotels-Luxury-Converted-Barn-With-Hilltop-Views-In-Chianti-Wine-Region.h29554673.Hotel-Information) ---