Villa Gaiole
Key Highlights
Sustainable Collection
This property has been handpicked for its low environmental impact.
- With 360-degree views over Chianti’s rolling countryside, Villa Gaoile is the perfect base for exploring Tuscany’s beauty
- This stunning home is the ideal blend of old and new, as the 400-year-old property has been fully renovated throughout, using the finest materials
- While staying here, you can visit charming villages and local farms on your doorstep or drive to some of Tuscany’s most amazing cities nearby
- Ideal location for families, offering plenty of child-friendly facilities, including the pool with remote-controlled child safety cover.
10-person capacity: main villa only
14-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, sofa bed(for up to two children) 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.
Bedrooms
Bedroom 1
1 King Size Bed
Bedroom 2
1 King Size Bed
Bedroom 3
1 King Size Bed
Bedroom 4
1 King Size Bed
Bedroom 5
2 Single Beds
Bedroom 6
1 King Size Bed
Bedroom 7
1 King Size Bed
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.
- Pool heating is included in summer months but is an extra cost in low season.
- Guests can book extra services and experiences when staying here, such as truffle hunting walks, yoga classes, a private chef, catering packages, pizza making and photography courses
- As the home is set in Chianti’s rolling farmland, you will need a car in order to explore the nearby villages and towns
- Two of the bedrooms are located in a separate annexe within the grounds.
- The pool is not fenced; however, it is equipped with a safety cover that can be operated by guests. While this provides an additional layer of protection, children must be supervised at all times.
- Please note that stays booked under the 10 person rate, will only have access to the main villa, the annexe will be closed and not accessible to guests.
Oliver's Extras
- Maid Service Available
- Chef/Cook Available
- Pre-Stocked Fridge Available
- Cooking Classes Available
- Yoga Classes Available
- Spa Treatments Available
- Wine-Tasting Available
- Transfers Available
- Breakfast Available
- Babysitting Available
- On-Site Concierge
At Oliver’s Travels we pride ourselves on going that little bit further for our guests. From private chefs to babysitters we can help you arrange those little extras that make it a truly memorable holiday. Simply fill in the concierge request form or contact the Oliver’s Concierge Team who will be happy to help. We can typically help you arrange any of the following:
- Maid service/extra cleaning
- Private chef/cook/catering
- Welcome hamper/pre-stocked fridge
- Local day-trips or tours
- Airport transfers
- Babysitting/childcare services
Extras included at this property:
- House manager available 24/7
- 3h maid service, 6 days per week
- Drinks and appetisers on arrival
- Concierge service
- Laundry products
- Complimentary wine tasting
Extras available at this property (payable locally):
- Pre-stocked fridge
- Transfers
- Car hire
- Chef
- Cooking/pizza making classes
- Wine tours
- Cultural tours
- Extra cleaning
- Bike hire
Please note that all extras are subject to availability and must be requested in advance of the holiday (prices on request). Due to some rural/remote locations, not all services will be available at all properties. However, we will always do our best to fulfil your requests!
