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    Found 268 Siena holiday homes for rent

    House • 4 People • 2 1 wifi
    From
    102 /night
    Min Stay 7 nights

    Siena, Italy 

    € 102 /Night (minimum stay 7 nights)
  • Air Conditioning
    WiFi
    Credit Cards Accepted

    "L'Oliviera", 3-room house 60 m2, on the ground floor. Spacious, practical and cosy furnishings: open large living/dining room with satellite TV (flat screen), air conditioning. Exit to the garden. 1 double bedroom. 1 room with 2 beds (80 cm). Open kitchen (4 induction hot plates, toaster, kettle, microwave, freezer, electric coffee machine). Shower/bidet/WC. Heating (extra), air-conditioning (extra). Natural stone floors. Terrace roofed, large garden. Terrace furniture, barbecue. Very beautiful panoramic view of the countryside. Facilities: washing machine, children's high chair, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Parking at the house. Please note: suitable for families. Non-smokers only. IT052032C2PFN9NPY9 Outside Description: Beautiful house "L'Oliviera", detached, surrounded by trees and fields. 5 km from the centre of Siena, in a quiet, sunny, elevated position, 100 m from the edge of the forest. P...More Details


    • Booked Available
    Cottage • 8 People • 4 3 pool wifi
    From
    348 /night
    Min Stay 7 nights

    Siena, Italy 

    € 348 /Night (minimum stay 7 nights)
  • Swimming Pool
    WiFi
    Credit Cards Accepted

    "Casino di Lecceto", 6-room house 250 m2 on 3 levels. Spacious, rustic and antique furnishings: large living/dining room with open-hearth fireplace, dining table and TV. Exit to the garden, to the terrace. Large kitchen (oven, dishwasher, 4 gas rings, toaster, kettle, freezer, electric coffee machine) with dining table. Exit to the loggia. Shower/bidet/WC. Upper floor: living/dining room with open-hearth fireplace and dining table. Exit to the loggia. 1 room with 2 beds. 2 double bedrooms. Bath/bidet/WC, shower/bidet/WC. 2nd upper floor: 1 room with 2 beds. Gas heating (extra). Natural stone floors. Small terrace roofed, patio. Terrace furniture, barbecue, deck chairs, covered balcony, box-room. Facilities: washing machine, children's high chair, baby cot for up to 2 year olds, hair dryer. Internet (WiFi, free). Parking at the house. Please note: non-smokers only. The pool mentioned in the description is for private use. IT052032C2CUAQH...More Details


    • Booked Available
    House • 2 People • 1 2 pets pool wifi
    From
    106 /night
    Min Stay 7 nights

    Siena, Italy 

    € 106 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Triangolo", 2-room semi-detached house 45 m2. Renovated in 2018, beautiful and rustic furnishings: living/dining room with dining table and wood-burning stove. Exit to the garden. 1 room with 1 french bed (160 cm), shower/bidet/WC. Exit to the garden. Kitchenette (mini-oven, 4 gas rings, toaster, kettle, freezer, electric coffee machine). Shower/WC. Gas heating. Comfortable furnishings in the country house style. Terrace, garden 150 m2. Terrace furniture. Beautiful view of the garden, the countryside and the forest. Facilities: children's high chair, baby cot. Internet (WiFi, free). Please note: non-smokers only. Maximum 1 small pet/ dog allowed. Outside Description: Montecagnano 12 km from Siena: Beautiful agricultural estate "Bellaria", 2 storeys, detached, surrounded by trees. 4 houses in the residence. 4 apartments in the residence. 12 km from the centre of Siena, 1.1 km from the centre of Montecagnano, outside the resort, 67 km ...More Details


    • Booked Available
    Apartment • 5 People • 3 2 pets pool wifi
    From
    308 /night
    Min Stay 7 nights

    Siena, Italy 

    € 308 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Il Boschetto", 4-room house 145 m2 on 2 levels, on the ground floor. Object suitable for 4 adults + 1 child. Rustic and antique furnishings: living/dining room with open-hearth fireplace and dining table. Exit to the garden. Living/sleeping room with 1 sofabed and open-hearth fireplace (only for decoration). Exit to the garden. 1 double bedroom. Small, open kitchen (oven, dishwasher, 4 gas rings, toaster, kettle, freezer, electric coffee machine). 2 showers/bidet/WC. Upper floor: 1 large double bedroom with hand-basin. Top floor: gas heating. Comfortable furnishings in the country house style. Terrace, large garden. Terrace furniture, barbecue (portable), box-room. Beautiful view of the garden, the countryside and the forest. Facilities: children's high chair, baby cot. Internet (WiFi, free). Please note: non-smokers only. Maximum 1 small pet/ dog allowed. Outside Description: Montecagnano 12 km from Siena: Beautiful agricultural est...More Details


    • Booked Available
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    House • 2 People • 1 1 pets pool wifi
    From
    131 /night
    Min Stay 7 nights

    Siena, Italy 

    € 131 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    WiFi
    Credit Cards Accepted

    "Il Nespolo", 2-room house 50 m2, on the ground floor. Very beautiful and tasteful furnishings: living/dining room with open-hearth fireplace and dining table. Exit to the garden. 1 double bedroom. Kitchenette (oven, dishwasher, 4 gas rings, toaster, kettle, freezer, electric coffee machine). Shower/bidet/WC. Gas heating. Terrace, garden 150 m2. Terrace furniture. Beautiful view of the countryside and the forest. Facilities: children's high chair, baby cot. Internet (WiFi, free). Please note: non-smokers only. Maximum 1 small pet/ dog allowed. Outside Description: Montecagnano 12 km from Siena: Beautiful agricultural estate "Bellaria", 2 storeys, detached, surrounded by trees. 4 houses in the residence. 4 apartments in the residence. 12 km from the centre of Siena, 1.1 km from the centre of Montecagnano, outside the resort, 67 km from the centre of Firenze, in a secluded position, 92 km from the sea. For shared use: beautiful terraced...More Details


    • Booked Available
    Room • 2 People • 1 1
    From
    44 /night
    Min Stay 30 nights

    Siena, Italy 

    € 44 /Night (minimum stay 30 nights)

  • Stanza matrimoniale ampia-luminosa


    Features:  •  Laundry Affitto una stanza matrimoniale molto grande e luminosa, situata in un appartamento antico e affascinante, con caratteristiche architettoniche originali che rappresentano perfettamente lo stile tipico delle case senesi. L'appartamento è completamente arredato e composto da: Due camere da letto (una è la mia, l'altra è disponibile per gli ospiti) Un ampio soggiorno in comune Una cucina attrezzata Un bagno condiviso Posizione perfetta, nel pieno centro storico di Siena: A soli 2 minuti a piedi dal Duomo A circa 5 minuti da Piazza del Campo, la piazza principale della città È l'alloggio ideale per chi desidera vivere un'esperienza autentica a Siena, in un ambiente tranquillo, accogliente e ricco di storia. Local Amenities: Local Bus Stop...More Details


    • Booked Available
    Room • 8 People • 4 4
    From
    70 /night
    Min Stay 30 nights

    Siena, Italy 

    € 70 /Night (minimum stay 30 nights)
  • WiFi

    Crevole house in Val di Merse


    Features:  •  TV   •   Internet Access   •   Carbon Monoxide Detector   •   Laundry   •   Garden   •   Parking Pets at the property: Name: type:Dog lives indoor: 1 The house is situated in Murlo in the green hills of the Val di Merse, a small village with 6 houses of which one is mine, under the ancient tower Crevole also known as the "Rock of Crevole" inventories of a strong fortified residence and domain castle the bishops of Siena one of the last strongholds to fall during the war (1), very quiet place suitable for resting and walking trips (the paved road is 150 m. and the noises coming very atuiti) so divided Apartment: piano -Entrance hall-land (approx. 35), fully equipped kitchen with fireplace hot air, first floor is accessed from the kitchen (10 steps) corridor: 2 be...More Details


    • Booked Available
    House • 10 People • 5 5
    From
    3,942 /night
    Min Stay 1 night

    Siena, Italy 

    € 3,942 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Dream of Beauty


    From its privileged spot in the heart of Crete Senesi, this home opens its doors to classic Tuscan views and timeless Italian charm. Nestled within two acres of private land, you'll find the main house consists of two floors, while the independent annexe has a bedroom and private living area with a mini-fridge. You can also enjoy access to a salt-water pool, Jacuzzi and gym along with a range of personal touches – including private-labelled house wine and a concierge service. From here, leisurely days can be spent in the sweeping gardens or out exploring the region – the historic streets of Siena are just 12 kilometres away, while Montalcino is a twenty-minute drive. *Please note the fifth bedroom is located in the independent annexe which has its own entrance and living area with a mini-fridge. *Daily housekeeping and complimentary toiletries are included in your stay. *It is possible for the twin beds to be arranged as a king-sized...More Details


    • Booked Available
    Apartment • 8 People • 4 4
    From
    817 /night
    Min Stay 1 night

    Siena, Italy 

    € 817 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Artistic Retreat


    Old collides with new at this secluded villa in the middle of the south Tuscan hills. Days can be spent hopping between the vineyards of the Val d’Orcia or day-tipping to the UNESCO village of Castiglione d'Orcia, a short drive away. This Tuscan farmhouse is surrounded by forest-clad hills, creating a beautiful view from the myriad terraces and patios where you can dine and recline. A private pool awaits for hot days and there’s a barbecue with a view. Oodles of space inside allows big groups to spread out – across the cosy farmhouse living room, the family snug and a vast chill-out room with a teepee and boho-style lounge areas. *This home is split across two levels, so it may not suit those with limited mobility. *Your host can provide a cot, high chair, baby bath and safety guards for infants, just ask. *This home has beach equipment like towels, umbrellas, blankets and snorkelling gear. *The swimming pool is only available for use...More Details


    • Booked Available
    House • 14 People • 7 6
    From
    1,108 /night
    Min Stay 1 night

    Siena, Italy 

    € 1,108 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Rusticana Retreat


    This villa captures the rustic charm of old Italy. Surrounded by 40 hectares of land boasting olive groves, vineyards, orchards, and meadows with grazing horses, it’s an idyllic escape into the Tuscan countryside. A country road leads to the UNESCO hamlet of Castiglione d'Orcia. The garden is home to a rustic outdoor cooking station, a large, shaded table, and a full outdoor lounge. There’s a touch of modernity to the private, heated pool and you’ll find a sauna hidden amid the trees. The main villa is split across two levels and is a vision of old-world Italy and there is a separate annexe with further bedrooms, a second full kitchen and an open-plan living room. *This home consists of a main villa and an annexe with its own full kitchen. *Split across two levels, this place may not suit those with limited mobility. *Access is by a kilometre-long country track which is quite narrow and bumpy. *The swimming pool is only available for ...More Details


    • Booked Available
    House • 4 People • 2 2
    From
    612 /night
    Min Stay 1 night

    Siena, Italy 

    € 612 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Chianti Escape


    Tucked away in the vineyard of a prestigious winery, this elegant cottage overlooks the beautiful Tuscan countryside. But not only are the views from the swimming pool and outdoor seating beautiful, but the house itself is also stylish. With only two bedrooms and a guest count of four, it has plenty of space. It would be especially suited to two couples or a small family. It's private and peaceful, located just a 4-minute drive from the historic center of Gaiole in Chianti. For day trips, Siena and Florence are under an hour away by car. *There’s free parking for one car on the driveway. *The swimming pool – available between 1st May and 30th September – isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *The fireplace is for decoration only. *If you want to stock up on essentials during your stay, you'll find the closest supermarket minutes away. Air Conditioning Balcony / Patio Barbeque Dis...More Details


    • Booked Available
    House • 12 People • 6 7
    From
    1,377 /night
    Min Stay 1 night

    Siena, Italy 

    € 1,377 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Peace in Tuscany


    With idyllic views stretching across vineyards, olive groves and rows of cypresses, it’s not hard to see why this home caught our eye. Dating back to the 18th-century, the house has since been restored into a restorative retreat – one that will leave you feeling refreshed from the moment of arrival. Outside, you can soak in the natural beauty while swimming in the pool or relaxing in the shade. It’s worth noting that some of the furnishings are a little dated, but you will find plenty of rustic charm and family-friendly rooms. Housekeeping is available for an additional fee and children’s amenities can be arranged on request. And for adventures further afield, it’s just 4 kilometres to Montepulciano, while Cortona and Siena are also within driving distance. *There is free private parking for up to four cars here. *Please note this home is spread across three floors. One of the bedrooms and bathrooms is adapted for guests with reduced ...More Details


    • Booked Available
    House • 10 People • 5 5
    From
    964 /night
    Min Stay 1 night

    Siena, Italy 

    € 964 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Light


    Anyone looking to experience the natural beauty of the Tuscan countryside will love this home. Nestled amid a sanctuary of oak trees, you’ll be welcomed by a wonderful sense of peace and privacy. There is also a swimming pool, a terrace with a barbecue and plenty of shaded spots to sit back and admire the views. Inside, the rooms are traditional, simple and full of rustic charm. Your host can arrange children’s amenities on request. Plus, one of the bedrooms is located in an adjoining annexe – making this a great option for large groups. You will need a car to get around here, but it’s just a 12-kilometre drive to Radicondoli and the nearest amenities, while San Gimignano and Siena are both within driving distance. *Please note this home consists of a main house with two floors and an adjoining annexe with one bedroom and bathroom. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is also...More Details


    • Booked Available
    House • 12 People • 6 7
    From
    1,735 /night
    Min Stay 1 night

    Siena, Italy 

    € 1,735 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Land of Beauty


    Surrounded by olive and cypress trees, this home perfectly embodies the timeless charm of Tuscan living. Dating back to the 15th-century, it began its life as a monastery, transitioned into a farm and now exists as the ideal setting for an immersive Italian escape. Inside, you’ll be welcomed by a wonderful sense of character along with plenty of space to stretch out and enjoy quality time together. There is also a games room, a fitness room and a wine cellar. Outside, you can stroll through the gardens, relax by the private pool and enjoy games of tennis on the private court. You will need a car to get around here, but it’s just 10 kilometres to Siena, while Florence and Arezzo are also within driving distance. *This home consists of a main house with three floors and an adjoining annexe with a laundry room, fitness room and wine cellar. *The tennis court can transform into a basketball court. Rackets are available to use. *Due to thi...More Details


    • Booked Available
    House • 15 People • 8 4
    From
    506 /night
    Min Stay 1 night

    Siena, Italy 

    € 506 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Charming Countryside Villa


    This Tuscan villa is perfect for large groups. With a main house and separate annex rented as one home, each with its own living area, kitchen/dining area, and bathrooms, you can holiday together while still enjoying your own space. While the traditional decor may not be to everyone’s tastes, we’re sure everyone will appreciate the outdoor space – with spectacular views across the Tuscan countryside, a private pool, and alfresco dining, what's not to like? Location-wise, you’re 9 kilometres from Casciano di Murlo for shops and restaurants, 6 kilometres from the natural hot springs of Terme di Petriolo where you can enjoy a soak, and 30 kilometres from historic Siena. *This home comprises a main villa sleeping 11 and an annex sleeping four, rented as one property. Both buildings have their own living area, kitchen/dining area, and bathrooms. *While not all of the bedrooms and bathrooms are photographed, expect the style and quality to ...More Details


    • Booked Available
    Apartment • 15 People • 7 7
    From
    2,550 /night
    Min Stay 1 night

    Siena, Italy 

    € 2,550 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Tuscan Treasure


    Sitting pretty on sixty-five hectares of rolling countryside, this 16th-century villa has been renovated into a luxury retreat with designer touches. Even though an indoor pool, gym, wine cellar and billiard room ups the ante inside, the outdoors is where this home truly shines. Admire the views from the sprawling garden. You'll also find a private pool with ample poolside seating and a shaded veranda for alfresco dining. Location-wise, it's within driving distance of thermal spas, Siena, Florence and several other art cities. And for more active guests, Lucciola Bella Nature Reserve has various hiking trails. *There’s free covered parking available. *At full occupancy, one guest will be sleeping on the sofa bed in the tower. *This home is spread across three floors, so you'll have to be able to climb stairs here, but there is a guest house with a ground-floor bedroom and bathroom. *The outdoor swimming pool is only available for use...More Details


    • Booked Available
    Apartment • 2 People • 1 1
    From
    158 /night
    Min Stay 1 night

    Siena, Italy 

    € 158 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Maestro's Retreat


    Located in the heart of San Quirico d'Orcia, this apartment has romance written all over it. Inside, the Tuscan character beckons you to cosy up with your loved one after exploring the town's historic squares and local eateries. The kitchen is small but well-appointed, and though the living area lacks natural light, the private terrace more than makes up for it. Boasting views of the village church and the rolling hills in the Val d'Orcia, we can't think of a more idyllic setting to enjoy a glass of wine and a sunset meal for two. *The home is on the second floor with no lift access. *While we love this home's Tuscan character, the living area lacks natural light. *The kitchen is compact and a little short on prep space, but it has everything you need to rustle up meals. *Free on-street parking is available within walking distance. There are also two public lots nearby with charging stations for electric vehicles and bikes. *Pets ar...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    744 /night
    Min Stay 1 night

    Siena, Italy 

    € 744 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Paolo's Vine


    This beautiful home is a secluded base in Chianti. It’s surrounded by the hills and vineyards of the countryside and boasts 180-degree views. You can admire the vista from the private pool and the outdoor dining terrace, a splendid spot for an alfresco meal – speak to your host about hiring a private chef. Inside, you’ll find traditional Tuscan features including beamed ceilings and terracotta tiles. When you’re not lounging beside the pool or visiting nearby vineyards, you might drive forty minutes to Siena for a day trip. *There’s free parking at this home. We recommend hiring a car to get the most out of your stay. *Home is spread across one floor - ideal if you are looking for something without stairs *While the third bathroom hasn’t been photographed, we expect the style and standard to be consistent with the rest of the home. Accessible Parking Air Conditioning Barbeque Bathrobes Beach / Pool Towels Black-Out Blinds Blender C...More Details


    • Booked Available
    Apartment • 4 People • 2 1
    From
    159 /night
    Min Stay 1 night

    Siena, Italy 

    € 159 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    Casa Capri


    You’ll find this charming home in the hills of Siena. It’s part of a farmhouse that’s been converted into three delightful properties that share the stunning swimming pool. Each home has a private outdoor area with a barbecue and space for alfresco dining, so you’ll still be able to enjoy your privacy. The apartment is ideal for a family seeking a relaxing rural escape within easy reach of Siena – the city is 44 kilometres away. *There’s a free parking space here. We recommend bringing a car to get the most out of your stay. *The pool is open from 1st May to 30th September. It’s shared with two other homes on the property, but you’ll have your own private outdoor area for dining. *This home is one of three on the property. The laundry facilities are shared between all three homes. *This home is on the ground floor but there are three stairs to the living space. *Your host can provide a cot for little ones. Barbeque Carbon Mono...More Details


    • Booked Available
    Apartment • 6 People • 3 2
    From
    315 /night
    Min Stay 1 night

    Siena, Italy 

    € 315 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Wine in the Hills


    This delightful holiday home is located in the beautiful countryside of Tuscany. It’s just a ten-minute drive to the Pietraporciana Nature Reserve and fifteen minutes to the Sarteano Civic Archaeological Museum, so there’s plenty to see and do nearby. The home boasts wonderful views over a valley and Mount Amiata, which can be admired from the private pool and garden. Your host offers free wine tastings in the homeowner’s family wine cellar – what more could you ask for from a Tuscan escape? *One well-behaved pet is welcome to join you during your stay, with prior approval from your host. *There’s free parking at this home. We recommend hiring a car to get the most out of your stay. *The pool is open from 1st May to 14th October. *Your host can provide a cot for little ones. *Your host can arrange a wine tasting for you at the owner’s family’s wine cellar in the historic centre of Cetona. *There are stairs to climb at this home s...More Details


    • Booked Available
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