94 Holiday apartments & homes for a holiday with your dog in Siena & surrounding area
Apartment - LA CAPANNA with pool
The CAPANNA was a hayloft, where the farmers of the tuscan countryside were putting the grain back, it has been completely restructured.
Sustainable
10% Last-Minute 07/27/2026 - 08/03/2026
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
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
Chianti Castle in Gaiole: 70 m², 2 rooms, space for 4 guests – experience history up close!
5% Last-Minute 07/27/2026 - 08/03/2026
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
Situated on the edge of a park, just 5 minutes walk to the medieval hilltop village of Radicondoli, the property enjoys an exceptional view
10% Promotion 08/08/2026 - 08/28/2026
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
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).
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.
House in a farmhouse in the Tuscan countryside, with private garden, located in a panoramic position
Ground floor: (open kitchen(cooker(4 ring stoves), oven), Living/diningroom(TV(satellite), fireplace, radio, fridge-freezer, air conditioning), bedroom(2x single bed)
On the 1st floor: (open kitchen(hob, boiling water tap, cooker, hood, coffee machine, fridge-freezer), Living/bed room(double sofa bed, dining table, air conditioning)
20% Promotion 10/03/2026 - 11/27/2026
Ground floor: (Living room(TV, fireplace), dining room, open kitchen(cooker(4 ring stoves, gas), oven, microwave, dishwasher, fridge-freezer), toilet, air conditioning)
Living room(single sofa bed, TV(satellite, german television channels)), Kitchenette(dining table, hob(2 ring stoves), microwave, dishwasher, fridge), bedroom(double bed)
On the 1st floor: (Living room(double sofa bed), Large kitchen(TV(satellite), dining table, fireplace, hob, hood, coffee machine, fridge-freezer), bedroom(double bed)
Ground floor: (Living room(double sofa bed, fireplace), Large kitchen(dining table, hob, cooker, espresso machine, oven, microwave, dishwasher, fridge-freezer)
On the 1st floor: (Living room(double sofa bed, TV(satellite), dining table), open kitchen(hob, coffee machine, oven), bedroom(single bed, double bed)
Ground floor: (Living room(TV, dining table, fireplace), open kitchen(hob, coffee machine, oven, dishwasher, fridge-freezer, washbasin), bedroom(double bed)
On the 1st floor: (Entrance(acces via outside stairway), Entrance(acces via outside stairway), dining room, Kitchen(TV, cooker(4 ring stoves, gas)
Ground floor: (Living room(single sofa bed, TV(satellite)), open kitchen(hob, coffee machine, oven, dishwasher, fridge-freezer, washbasin), bedroom(double bed)
