92 Holiday apartments & homes for a holiday with your dog in Siena & surrounding area
Chianti Castle in Gaiole: 70 m², 2 rooms, space for 4 guests – experience history up close!
5% Last-Minute 09/11/2026 - 09/18/2026
Farmhouse with private pool 8+2beds
Rustic country house in the province of Siena, panoramic location, 500 m² garden, 150 m² living space, 4 bedrooms, 4 bathrooms, pool, WIFI, satellite TV, fireplace, bicycles
Private holiday home with pool (7 + 1)
Rustic stone house in the Crete Senesi in a panoramic position, fenced garden with private pool, barbecue, fireplace, satTV, covered parking
The apartment LA CASINA is part of an ancient farmhouse immersed in the green of the Tuscan hills and in the center of a wildlife reserve.
Sustainable
Villa for 14 people with private pool and hot tub. Located on a 40-hectare farmstead, with vineyards, olive groves, and private forest.
15% Promotion 11/16/2026 - 03/24/2027
House in a farmhouse in the Tuscan countryside, with private garden, located in a panoramic position
Holiday home relaxing holiday Gaiole in Chianti
This typical stone farm is located on the Chianti hills bewteen Siena (17 Km) and Gaiola in Chainti (12 Km).
Situated on the edge of a park, just 5 minutes walk to the medieval hilltop village of Radicondoli, the property enjoys an exceptional view
It is located only 13 km from Montepulciano. You will find a Coop supermarket, tennis courts, banks, petrol stations, restaurants and the post office within 6-7 km from the house.
Ground floor: (Large kitchen(double sofa bed, TV), bedroom(double bed), bedroom(double bed), bedroom(2x single bed), bathroom(shower, toilet), bathroom(shower, toilet))
Kitchenette(stove(gas), oven, fridge), Living/diningroom(TV), bedroom(double bed), bedroom(single bed, single bed), bathroom(shower, toilet)
Ground floor: (Living room(fireplace), Living room(fireplace), dining room, open kitchen(microwave, fridge-freezer), open kitchen(fridge-freezer), Large kitchen(TV(satellite)
Ground floor: (Kitchen(hob, hood, coffee machine, microwave, fridge-freezer), Living/diningroom(double sofa bed, TV(satellite), dining table), bedroom(double bed)
Ground floor: (Living room(TV(satellite), dining table, fireplace), Kitchen(coffee machine(filter), oven, dishwasher, fridge-freezer, washing machine)
On the 1st floor: (Living room(double sofa bed, TV(satellite), dining table), open kitchen(hob, electric kettle, cooker, hood, oven, microwave, fridge-freezer)
Ground floor: (Living room(single sofa bed, TV), open kitchen, bedroom(double bed), bathroom(shower, washbasin, toilet, bidet)) terrace(private), garden(shared with other guests)
Ground floor: (Living room(decorative fireplace, seating area), dining room(dining table(12 persons))
Mezzanine: (Kitchenette(hob(4 ring stoves, gas), oven, fridge-freezer), Living/diningroom(single sofa bed, TV, dining table), bedroom(double bed or 2 single beds)
On the 1st floor: (Living room(dining table, seating area), open kitchen(hob, microwave, fridge, washbasin), bedroom(double bed), bedroom(double bed)
On the 1st floor: (Living room(TV, dining table, seating area, radio), Kitchen(cooker(4 ring stoves)
