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Italy Italy - Long Term Rentals in Siena Italy
Italy Country: Italy (36245) | Region: Tuscany (4444) | Area: Siena
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    Found 390 Siena long term rentals

    Siena Apartment for rent
    Apartment • 4 beds4 baths • 2,152 ft2 • pets pool wifi
    18,720 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €18,720 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    An Ode to Tuscany


    Is there anything better than an escape to the Tuscan countryside? How about having two restored barns to call home during your stay? This delightful home is comprised of two traditional barns dating back to the 1800s – they’ve recently been restored to stunning effect. It’s an excellent option for a group of friends or for an extended family, as there’s plenty of space for everyone. Aside from being a wonderfully convenient option, this home is also full of charm. Boasting panoramic views of Chianti Classico, the outside space is dreamy. Spend your days lounging beside the private pool, swimming laps and splashing about with the little ones. Enjoy languid lunches that stretch into alfresco dinners beneath the gazebo. We love sitting out on the terrace as the sun sinks in the sky, watching for the stars to start to emerge. Inside, you’ll find traditional Italian style – think wooden beams and warm colours. If the weather...
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  • Siena House for rent
    House • 3 beds3 baths • 1,507 ft2 • pets pool wifi
    14,352 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €14,352 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Mulberry - Olive


    Full of charm, we love this home’s history. It’s hard to imagine its olive press past, save for the very obvious reminder in the living area. But to add to its appeal, it’s flexible when it comes to sleeping arrangements, too. With a main house sleeping four and a cottage sleeping two, a stay here affords one couple a bit more privacy, with each home even boasting its own terrace. Ready to mingle? Sink into the warm waters of the hot tub or cool off in the pool, the choice is yours. *This home is made up of the main villa, sleeping four, and a separate cottage, sleeping two. The cottage has a kitchenette but doesn't have an oven and is only suitable for food preparation. *The twin bedroom in the main house can be set up as a double. You'll need to request this at the time of booking. *Well-behaved dogs up to 30kg are welcome to join you for your stay. *If you're travelling with little ones, your host can provide a cot an...
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  • Radda in Chianti Apartment for rent
    Apartment • 3 beds3 baths   • pets pool wifi
    18,720 EUR /Month
    Term: Monthly

    Apartment in Radda in Chianti, Italy 

    €18,720 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Stonehill Vines


    This grand stone villa looks the perfect part in a region known for its Renaissance history and castles. Located on a gentle hillside slope, this 16th century home sings of rural Tuscany. With its two floors connected by an external staircase, you can easily dip in and out of its beautiful beamed main room and bedrooms and into the gorgeous sunshine. Outside, a covered dining pergola, panoramic terrace, and raised pool garden offer views from every angle, celebrating country living amidst the home’s surrounding woodlands, olive trees, and endless rows of vines. Taste Tuscany's infamous Chianti grapes with an inclusive tour and guided tasting at the Castello d’Albola and explore the hills’ rustic trails and hidden paths on horseback. Discover the nearby ‘road of the castles’ and live out your own royally decadent stay at this home that’s a true feast for the senses. *All the beds can be separated or pushed together to make singles o...
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  • Radda in Chianti House for rent
    House • 4 beds4 baths • 2,637 ft2 • pool wifi
    20,013 EUR /Month
    Term: Monthly

    House in Radda in Chianti, Italy 

    €20,013 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    The Olive Tint


    Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a great fit for families with a lovely private garden as well as flexible sleeping arrangements – the twin beds can be converted into doubles upon request. Keen cooks will love the modern chef's kitchen for preparing alfresco suppers – though if you feel like dining out, the nearby village of Volpaia and the market town of Radda are both just a short drive away. You will need to hire a car to get around here, and the drive will often be hilly and uneven. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free parking on-site parking. Be prepared for hilly and often uneven roads. *The twin beds can be configured as double if required – you’ll need to request this in advance. *The swimming pool ...
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    Siena Apartment for rent
    Apartment • 14 beds13 baths   • pets pool wifi
    69,300 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €69,300 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Titiro Toscano


    Located in the Tuscan countryside, this impressive estate is an excellent choice for a couple of large families looking for an easygoing stay. Set across a main building and two guest houses, the residence, dating back to the 1600s, has been carefully restored and boasts fantastic views of Val d’Orcia. Although the traditional interiors may not be to everyone’s taste, the space is functional and perfectly suited to group dining and relaxing. Need a hand planning activities? Your host provides a wide range of experiences from truffle hunting to wine tasting – all on your doorstep. *Due to the location of this home, we recommend hiring a car to get the most out of your stay. *The kitchen has been designed to a professional standard and is well-equipped. *The swimming pool is available to use between 15th April and 25th October. *This home is spread across a main building and two annexes. *Your host can provide a cot and h...
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  • Apartment • 2 1 • 592 ft2 •
    7,848 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €7,848 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    The Vines of the Vineyard


    Lounge by the lavender-edged 18-metre lap pool with its beautiful views of the forested hills and distant hilltop village of Castagnoli. You can’t see the pool from the house, as it's 70 metres down a track, past the owner's villa – but once there, it’s a sight to behold. Or relax on your terrace or balcony in the private garden. It’s the perfect spot for an Italian feast cooked on the barbecue or rustle up something in the kitchen on the first floor with its marble worktops. If you need to top up on ingredients, then Gaiole, 4 kilometres away, has a selection of shops, as well as restaurants, while the nearest village, Barbischio, 1 kilometre away, has a superb trattoria. *This home is on the first and second floors. *Unfortunately, this home is not suitable for infants or children under 6 years old. There's an open staircase here. *Only the first floor and master bedroom have AC. *The swimming pool is only available for ...
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  • House • 2 1 • 1,561 ft2 •
    5,736 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €5,736 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    Ornate Haven


    In the hills of Crete Senesi and just a short drive from Siena, this rustic Tuscan farmhouse offers a peaceful retreat with views that stretch all the way to the Torre del Mangia. Traditional stone walls, tiled floors and countryside charm, make this the ultimate Italian home-from-home. Step outside and you'll discover a shaded loggia ideal for alfresco dining, and a private fenced pool, perfect for long summer afternoons in the sun. From setting off on day trips to nearby Chianti vineyards to simply relaxing under the Tuscan sky, this place invites you to slow down and savour the moment. *The home is set in the idyllic Crete Senesi hills, just 5km from Siena, so we would recommend a car for getting around. There is a free parking space in front of the house. *The interior living spaces are located on the first floor, so it may not be ideal for those with limited mobility. *The swimming pool is fenced – great for peace of min...
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  • Apartment • 2 2 • 904 ft2 •
    5,088 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €5,088 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Sweet


    This apartment near Torrita di Siena has lovely views over this little slice of Tuscany from the terrace – perfect for alfresco meals. Or have a stroll through the communal gardens to the shared swimming pool. When you feel like exploring, visit Torrita di Siena with its pretty streets lined with stone-built houses or go for a hike around Mount Amiata. Alternatively, spend the day in one of the many parks in the area, such as Giardini Pubblici and Parco Via Ruffilli. *The gardens and swimming pool are communal. *The pool is open from April to November, from 8.30 am to 7.30 pm. *Due to this home's location, we recommend hiring a car to get the most out of your stay (there's free parking on the premises). A cot, high chair and travel cot are available upon request, at no extra cost. *There are stairs to climb here, so it may not suit those with limited mobility. *While one bathroom isn’t photographed, we expect the s...
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  • Cottage • 2 2 • 1,076 ft2 •
    5,664 EUR /Month
    Term: Monthly

    Cottage in Siena, Italy 

    €5,664 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    WiFi

    Chianti Sunrise


    Nestled in a private estate overlooking the Chianti hills, this cottage sets the tone for a magical Italian stay. There’s a private terrace and outdoor seating for alfresco dining, while the rooms make it easy to switch off and unwind. You can enjoy access to the shared swimming pool and there are plenty of spots where you can sit back and admire the views. It also makes a great base for exploring this beautiful region. From here, its a short drive to the local villages of Lecchi and San Sano, while Siena and Florence are also within driving distance. *Private parking is available here. Please note there is an unpaved, uneven track leading to the house so a high clearance car is recommended. *This home is set within a private estate. Please note the swimming pool is shared with neighbouring guests. *The pool is available for use from May to September. *It is possible for the two single beds in the second bedroom to be arr...
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  • Apartment • 2 2 • 775 ft2 •
    7,296 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €7,296 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Sunset in the Hills


    Boasting floor-to-ceiling windows that make the most of the surrounding Tuscan countryside, this cosy villa is perfect for a small family or group of friends. Set on a complex alongside other villas and apartments, you can enjoy the communal swimming pool and gardens here – but, as a bonus, this home also has a private terrace. Its traditional style may not tick everyone’s boxes, and there’s no oven here, but with San Gimignano a short drive away, dining out is sure to be on the menu – as is a visit to the town’s famous towers. *While this is an independent home, it's set in a complex. Expect to see other guests during your stay. *You'll have access to the communal swimming pool and gardens here. They're shared with the building's other residents. *The swimming pool is only available for use between 26th May and 30th September. *Your host can provide a cot for free. You'll need to request it in advance. *You won't find ...
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  • Apartment • 2 3   •
    13,512 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €13,512 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Yellow Climbing Rose


    On a five-hectare private park is where you’ll find this magnificent 1920s stone house. The fact it was originally used as a farm shed gives you a hint of the rustic charm to come, and it doesn’t disappoint when you walk through the door. Timbered ceilings and terracotta tiled floors frame endearing spaces with an old-world feel. Outside is nothing short of glorious, with various seating areas placed to take full advantage of the surrounding olive groves and bountiful orchard. Grab a cup of tea and nestle yourself down amongst the flowers of the botanical garden, or head over to the infinity pool for a cooling dip – wherever you are in the garden, the rolling Tuscan views will take your breath away. When it’s time for dinner, follow the meandering path down to the dining terrace and prepare for a star show as they begin to appear one by one over the mountain tops. *This home has a separate annexe with double sofa bed *The pool i...
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  • House • 6 6   •
    35,238 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €35,238 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Casa Rossa


    Tucked away at the end of a four-kilometre dirt road, Casa Rossa provides guests with complete privacy and serenity for a most relaxing stay in the rolling hills of the Valdichiana. Welcoming up to twelve guests, this is an excellent choice for a group of friends or a family gathering. Casa Rossa boasts a contemporary look that creates both a refreshing contrast to its rural setting and offers guests plenty of modern luxuries, from the sleek kitchen to the indoor fire pit. Step outside and make the most of the expansive lawn, large pool and outdoor dining set up. Although you're about an hour and a half from Florence, you can always create your own Bistecca alla Fiorentina on the barbecue. What a way to spend a vacation. *The fireplace here is just for decoration. You won't be able to use it during your stay. Air Conditioning Barbeque Bathtub Central Heating Dishwasher Dryer Electricity Adaptors Espresso M...
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  • Apartment • 1 1 • 646 ft2 •
    4,416 EUR /Month
    Term: Monthly

    Apartment in Castellina in Chianti, Italy 

    €4,416 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    A Taste of the Hills


    Cosy and quaint, this typically Tuscan apartment is part of a pretty collection of homes, all set inside some historic stone buildings that feel charming and characterful. As such, you'll find terracotta tiled floors, farmhouse-style furniture and exposed stonework, all creating a snug and serene vibe. Staying here means you'll get access to some fantastic shared facilities on site, including a seating terrace with some spectacular views out to the surrounding countryside, as well as an outdoor pool that's ideal for hanging around on hot days. *Due to the unpaved, uneven access roads and uphill segments, a high clearance vehicle is recommended, and the roads may be better suited to experienced drivers. *This home is part of a collection of eight cottages and apartments within communal grounds. The swimming pool and parking area are shared, but this semi-detached home has a private entrance and gardens. *The shared pool i...
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  • Apartment • 5 5 • 3,014 ft2 •
    25,347 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €25,347 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    WiFi

    Carmine Sunset


    Providing sweeping views of the Tuscan countryside, this rustic villa guarantees a restful break for a family or group of friends. While the traditional, worn-in interior won’t be to everyone’s taste, we think it’s charming. Outside, there’s a heated swimming pool, a dining terrace and loungers for sunbathing sessions. Plus, there is a vegetable patch and orchard – feel free to help yourself to fresh produce. If you’d prefer to let the professionals take care of dinner, the closest restaurant is 3 kilometres from the home while Sarteano town is 8 kilometres away. *Due to the location of this home, we recommend hiring a car for ease of getting around. You’ll find parking available on the premises. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *For those with reduced mobility, there's a ground-floor bedroom and bathroom here. *One of the beds is raised with a sm...
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  • Apartment • 1 1 • 645 ft2 •
    5,616 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €5,616 EUR /Month
    • Term: Monthly (Furnished)

  • Air Conditioning
    WiFi

    Rosemary - Olive


    For a taste of authentic Italian living, this stylish home opens its doors to the beauty of southern Siena. Located in the historic town of Montalcino (renowned for its Brunello wine), this is the perfect setting to experience the warmth and depth of Italian living. It feels traditional here with elegant styling that adds comfort and ease. From preparing your morning coffee in the kitchen to sitting in the private garden, this is the kind of space that inspires you to slow down and savour the moment. Follow the views of the Val d’Orcia and take a stroll through the charming streets of Montalcino, making a stop in one of the cafes or restaurants to enjoy the atmospheric beauty. Or wind your way through the rolling hills towards Siena – only a fifty–minute drive away. As the sun sets across the countryside, you’ll love coming home to this sanctuary in the trees. Open the doors and enjoy an evening in true Italian st...
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  • Apartment • 4 4 • 3,229 ft2 •
    28,350 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €28,350 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    The Tuscan Vine


    Escape to this Tuscan house that offers a rural setting and traditional features. Located just outside one of Chianti’s oldest hamlets, Vertine, this villa is ideally situated for exploring the quaint villages and wineries – speak to your host if you’d like to arrange a tour. From playing boules, basketball or billiards, to relaxing in the hot tub and sauna after a day by the pool, this home offers an idyllic setting to unwind with family and friends. When it comes to mealtimes, not only will you find two kitchens, but you can cook organic produce straight from the garden and enjoy fresh eggs from your host’s hens. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking here. Please note, the last 500m of the road leading up to this villa is unpaved but in good condition. *This home is spread over three levels and may not suit guests with limited mobility. *The traditiona...
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  • Apartment • 5 4 • 4,542 ft2 •
    16,776 EUR /Month
    Term: Monthly

    Apartment in Sovicille, Italy 

    €16,776 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Rustic Reveries


    This beautiful villa offers a tranquil escape in the Italian countryside. It’s surrounded by fields, woodland, and olive groves, with breathtaking views that can be admired from the vast garden. Soak up the sun from the private swimming pool, lounge in the shade of one of the pergolas, and fire up the barbecue for an alfresco feast in the loggia. This home perfectly blends rustic charm with modern comforts, ensuring you’ll have an authentic and relaxing Italian break. *There’s free private parking here. *This home is spread over three floors, so it may not be suitable for those with reduced mobility. There’s a double bedroom and a single bedroom on the ground floor. *There’s air conditioning in three of the bedrooms. *Your host can provide a cot and high chair for little ones. Air Conditioning Barbeque Bathtub Blender Central Heating Child Friendly Coffee Maker Cooking Essentials Cot / ...
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  • Apartment • 1 1 • 8,611 ft2 •
    6,384 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €6,384 EUR /Month
    • Term: Monthly (Furnished)

  • Pets Allowed
    Air Conditioning
    WiFi

    Honey - Fig


    Nestled in the heart of Montalcino, just steps from the main square and cathedral, this renovated townhouse offers an idyllic location with breathtaking views to boot. Inside, it delivers authentic charm and contemporary comforts – think high ceilings and striking timber beams alongside stylish artwork and state of the art amenities. From heated floors to a built-in steam bath, every detail of this home beckons you to unwind in the splendour of your surroundings. After a restful slumber in the king-sized bed, fire up the Moka pot for espressos at the breakfast bar before a morning stroll through the town. The kitchen is fully-equipped for home cooking, but no trip to Tuscany would be complete without sampling the local cuisine. Lucky for you, there's an array of family-owned cafes and eateries practically at your doorstep. Boasting stunning views of Montalcino's iconic towers and the verdant hills of the Val D'Orcia, we'...
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  • House • 4 5 • 2,691 ft2 •
    10,440 EUR /Month
    Term: Monthly

    House in Castellina in Chianti, Italy 

    €10,440 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    This charming cottage is tucked away on an authentic working vineyard, beside a family farmhouse. It’s just 1 kilometre from Castellina in Chianti, and within driving distance of Sam Gimignano, Siena, and Florence – you’ll have plenty of options for day trips. There’s a sloped garden with a furnished terrace and a shared swimming pool, and exquisite views of the Chianti countryside to be enjoyed from almost every angle. The cottage feels typically Tuscan, with its terracotta tiles and wooden beams. It’s a comfortable holiday home in an idyllic setting. *There’s free parking at this home. *This home is spread over two floors so it may not be suitable for those with reduced mobility. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool is shared between the other homes on the property. It’s open from May-September. Air Conditioning Barbeque Ba...

  • House • 1 1 • 764 ft2 •
    9,216 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €9,216 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Sweet Tuscany


    Tailor-made for two, this charming villa promises a tranquil escape in the Tuscan countryside. We love the character-packed interiors, where you’ll find everything needed to kick back and relax. But for us, the outdoor space is the real winner. Soak up the valley views, peppered with vineyards and olive groves, as you cool off in the private pool or dine alfresco under the warmth of the sun. When you’re ready to explore, you’re conveniently located between Radda and Lecchi. Personally, we’d head to Radda first to sample a bottle of its Chianti Classico. *The owners live in a separate villa above with dogs that are fenced in. They won't disturb you during your stay, but are on hand should you have any questions. *The swimming pool, available from May to October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *If you're travelling with little ones, your host can provide a free cot and h...
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  • Apartment • 3 2 • 1,507 ft2 •
    6,840 EUR /Month
    Term: Monthly

    Apartment in Sovicille, Italy 

    €6,840 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Escaping Time


    Nestled in a sea of pea-green pastures, historic olive groves, and undulating hills, this home exudes Tuscan tranquillity. You'll find it in the little village of Brenna, just a forty-minute drive from Siena. Sitting on the first floor of an old honey-hued building, it impressed us with its exquisite interiors and awe-inspiring views. The interior combines rustic charm with contemporary comforts and, in true Tuscan style, is cloaked in a calming veil of warm earthy tones and natural textures. Step inside and discover a light-filled canvas of exposed brick walls, terracotta-tiled floors and lofty ceilings adorned with striking timber beams. We love the open-plan living area, a free-flowing space primed for relaxation with ample seating, a delightfully-equipped country kitchen and a majestic stone fireplace. Down the hall, three sumptuous sleeping quarters promise restful slumbers and, through timber-framed windows, postcard-worth...
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  • Apartment • 2 1   •
    3,696 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €3,696 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    Casa Rosana


    Perched on the hills overlooking the Val d 'Orcia, this traditional farmhouse is immersed in the timeless beauty of the Tuscan countryside. And with its location just a short drive from the charming medieval town of San Quirico, you’ll find everything you could need to experience the beating heart of Italian living. Dating back to 1619, this atmospheric building has been thoughtfully restored into a sanctuary – the perfect setting for a restorative retreat. Anchored around a shared garden with spectacular views across the sweeping landscape, this is the kind of space that feels instantly inspiring. And the uplifting tone extends into this cosy first-floor apartment. From the traditional features to the rustic simplicity of the styling, there’s an abundance of character and warmth here. Days can be spent relaxing on the terrace, hiking, horseback riding, mountain biking and sampling delicious local products from the next-...
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  • Apartment • 1 1 • 861 ft2 •
    3,504 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €3,504 EUR /Month
    • Term: Monthly (Furnished)

  • Pets Allowed
    WiFi

    The Ruby Rose


    Perched in the hilltop town of Montepulciano, this apartment opens its doors to the timeless beauty of Tuscany. From the majestic scenery to the traditional features, there’s a unique presence to this home that feels captivating. The owner has sensitively restored each room to honour its heritage, whilst adding luxurious touches. And the result is an authentic apartment that welcomes you to experience the art of Italian living. With the shutters wide open, the Tuscan breeze invites you to slow down and savour the simple pleasures of this home. And whether you’re enjoying a morning coffee by the window, writing at the ornate desk or reading in the bedroom, it’s easy to settle into the relaxed pace of rural life. Outside, you’ll find an idyllic garden perfectly positioned for golden–hour drinks or simply savouring the charm of this setting. Follow the views and it’s just a five–minute romantic stroll to Piazza Grand...
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  • Apartment • 5 5   •
    27,951 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €27,951 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    A Tuscan Rhapsody


    Peaceful Tuscan retreats don’t get much better than this. This stunning home – spread between the main villa and an annex – is a special base in Italy, tucked amid the Tuscan Hills yet within easy reach of the art and culture of nearby Montepulciano and Pienza. This is a refined, stylish home designed to blend the antique and the modern. You can look forward to the villa’s original beamed ceilings and stone walls as well as a steel kitchen and contemporary features. We love the alfresco dining setup and the private infinity pool – it’s a breathtaking spot for admiring sunsets over Val D’Orcia. *This home is split between the main villa and an annex, connected via a courtyard. *While not every bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *This home is spread over two floors so it may not be suitable for those with reduced mobility – the bedrooms are accessible via...
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  • House • 2 2 • 1,184 ft2 •
    5,328 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €5,328 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Countryside Cuore


    This charming apartment is surrounded by rolling green countryside. It’s just five minutes from the historic centre of Radicondoli, a lively village, and within easy reach of the coast, Siena, and San Gimignano. Staying in this apartment, you’ll have access to the vast grounds and shared swimming pool, as well as a private outside space. This furnished terrace leads from the living room of this delightful, traditional home – you can look forward to beamed ceilings and antique-style art and furniture. *The swimming pool is shared with the property’s other residents. The pool is open from 1st May-1st October. *This apartment is on the first floor of a building with no lift so it may not be suitable for those with reduced mobility. *There’s free parking at this home. *There are mosquito nets in the bedrooms and in the main French window. *Your host can provide a cot for little ones. Air Conditioning Balcony<...
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  • Apartment • 4 3 • 2,799 ft2 •
    39,921 EUR /Month
    Term: Monthly

    Apartment in Castellina in Chianti, Italy 

    €39,921 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    A Touch of Chianti


    Stylishly rustic, this country home sets the tone for a restorative retreat in the heart of Chianti. Dating back to the 10th century, the house has a wonderful sense of character with plenty of space for groups to relax and enjoy the garden views. There’s also a private swimming pool and a terrace – perfect for alfresco dining. Your host can help organise a range of extra services here, including private chefs and guided tours – a great option for those looking to explore the region. From here, it’s just 4 kilometres to Castellina, while cities such as Florence and Siena are also within driving distance. *Due to this home's location, we recommend having a car to get the most out of your stay – please also note there is a 200-metre track leading to the entrance. *A complimentary mid-stay housekeeping service is included with your stay. *This home is spread across two floors with no internal lift. Please also note one of the be...
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  • House • 4 3 • 2,239 ft2 •
    10,344 EUR /Month
    Term: Monthly

    House in Castellina in Chianti, Italy 

    €10,344 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    Like Sweetness


    If you’re looking to experience the natural beauty of Chianti, this home delivers a charming solution. You’ll be welcomed by stunning views across the surrounding vineyards and there’s a private swimming pool for leisurely dips. Inside, the rooms are traditional, family-friendly and full of character. Your host is on hand to help organise sweet extras like private chefs, walking excursions and guided tours. Plus, it’s just a short drive to the nearest amenities while Siena is also within easy driving distance. *Please note the owners live next door with a dog and a cat – you may see them during your stay. *It is possible for the two single beds in the second bedroom to be arranged as a double bed on request. *Please note the swimming pool is open from May to September. *If you’re travelling with little ones, your host can provide a cot for free on request. *Private parking is available for up to three cars. *One w...
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  • Apartment • 2 2   •
    7,944 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €7,944 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Alighieri


    This converted Tuscan home provides a great base to explore one of Italy’s most iconic areas from. Though the interior perhaps lacks a bit of cosiness, it is well-kept and provides you with all you need for a comfortable stay, including a fully-equipped kitchen and a nice open-plan dining area which leads onto a private terrace. Guests can also make use of the resort’s facilities, such as the shared outdoor pool and rooftop. Make the most of the area by sampling some of its famous wines and visiting the picturesque towns. *While one of the bathrooms isn’t photographed, we expect the style and quality to be consistent with the rest of the home.\u2028 *The decor may have been updated and differ slightly from the photos.\u2028*Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking on-site. *You won't find a welcome hamper or basic essentials here, so we'd recommend packing ...
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  • Apartment • 2 1 • 1,184 ft2 •
    8,040 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €8,040 EUR /Month
    • Term: Monthly (Furnished)

  • Air Conditioning
    WiFi

    Wild Onion


    This cosy apartment is located in the heart of historic Fonterutoli, surrounded by beautiful Tuscan countryside. Spend your time visiting local vineyards and wineries, or take a day-trip to Siena. The apartment has a classic Tuscan stone facade, which adds to the charm. Inside, you’ll find a fuss-free home that’s equipped with everything you might need for a short break. We think the best feature is the outside area, where you can sit in the shade of the trees and admire the stunning view. *One well-behaved pet is welcome to join you during your stay, with prior approval from your host. *Breakfast is provided at this home. *Your host can provide a cot and high chair for little ones. *The washing machine is separate from the main building. Air Conditioning Breakfast Included Central Heating Child Friendly Coffee Maker Cot / Crib Dishwasher Fenced Property Fireplace Freezer Fridge<b...
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  • House • 7 6 • 6,780 ft2 •
    54,453 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €54,453 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Little Hills


    You can't beat the views of the beautiful Val D'Orcia, itself a UNESCO World Heritage Site, from this Tuscan farmhouse lying in the Siena Province on a private two-acre estate. Tear yourself away from the vistas, and you'll find a deft renovation, combining contemporary interiors and historic charm. An excellent choice for a large group of friends or family, there's plenty of space to spill out and feel at home here. Cool off from the Tuscan sun in the infinity pool. Put to use the vast, chef-worthy kitchen (we're talking two dishwashers, two ovens, and some) for a big dinner party – a private chef is bookable for fine dining. Or keep things easy and fire up the barbecue or pizza oven outside as breath-taking views of the valley spread out before you – best seen beneath the pergola at sunset with a glass of something chilled. And on chiller nights, hunker down beside the fireplace with a good book – there are two living rooms to choose ...
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