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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 430 Siena long term rentals

    Siena Apartment for rent
    Apartment • 8 beds8 baths • 6,458 ft2 • pets pool wifi
    32,445 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €32,445 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Sweet, Sweet Tuscany


    Nestled within a private estate, this traditional Tuscan farmhouse offers beautiful views and the ideal setting for a romantic Italian escape. Outside, lazy days can be spent strolling through olive groves, lounging by the private pool (open seasonally) and sipping drinks on the terrace. Inside, some of the furnishings are a little dated, but there’s plenty of character and an abundance of space across the eight bedrooms – one of which is located in a separate apartment and includes its own kitchen. You will need a car to explore further afield, but it’s just 2 kilometres to the historic centre of Montefollonico, with easy access to Lake Trasimeno. *Pets are welcome here *Due to its location, we recommend having a car to get the most out of your stay. Free on-site parking is available. *A complimentary housekeeping service is included in your stay. *The air conditioning is only available in the bedrooms. *Please note ...
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  • Siena Apartment for rent
    Apartment • 5 beds5 baths • 2,691 ft2 • pool wifi
    19,032 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €19,032 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    The Noble Hour


    This stunning Tuscan villa is perfect for groups of family or friends looking to unwind in style. The villa is tucked away in the beautiful Tuscan countryside, surrounded by trees and greenery so it feels a million miles from the hustle and bustle. Yet when you want to dine out or embark on a tour, you need only drive 8 kilometres to reach historic San Gimignano. There’s plenty to keep you entertained at the villa, too, with a private pool and a pergola that’s ideal for alfresco dining. Your host can even organise a private chef for you, so all you have to do is sit back, relax, and enjoy. *We recommend hiring a car to get the most out of your stay. There’s free parking at this home. *The swimming pool is open from 10th May to 30th September. *Your host can provide a cot for little ones on request. *The fireplace is ornamental. *While not every bathroom has been photographed, expect the style and quality to be consisten...
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  • Siena Apartment for rent
    Apartment • 5 beds5 baths • 3,013 ft2 • pets pool wifi
    44,478 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €44,478 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Beneath The Autumnal Sun


    Sitting proudly in the Chianti landscape, surrounded by woods, olive trees and row upon row of vines – this ancient farmhouse is the dream. It’s located in the prestigious setting of the Tolaini organic winery, one of the most esteemed in the area and produces delicious extra virgin olive oil and a fine selection of wines exported worldwide. You can taste a selection of these wines in the estate’s cellars a short distance away. That’s if you can tear yourself away from the gorgeous gardens with their fragrant lemon trees, lavender and rosemary bushes. Fire up the wood oven or barbecue, then dine alfresco under the pergola covered in exquisitely scented jasmine. After lunch, take a dip in the swimming pool with its vistas over the stunning countryside. Inside, a renovation has maintained the charm and character features such as the brick arches and vaulted ceilings. We love the huge dining table, which follows the curved l...
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  • Siena Apartment for rent
    Apartment • 2 beds2 baths • 861 ft2 • pets pool wifi
    4,104 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €4,104 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    A Little Piece of History


    Once an old watermill, this apartment sits within an estate of cottages, just a stone's throw from Siena. Prepare meals in the kitchen, or head to the communal terrace to grill dishes on the barbecue. The designs are somewhat dated, and at full occupancy, one guest will be sleeping on the mezzanine, but with a shared pool, garden and multiple spots to enjoy the beauty of this rural setting, you’ll likely spend most of your time outside. Your host can guide you to the area's hidden gems, from picturesque freshwater swimming spots to the Royal Golf La Bagnaia course. With the charming town of Sovicille nearby and easy access to Florence, every day holds a new adventure. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking here. *This apartment is part of a collection of seven cottages – you'll share the gardens, laundry room, pool and terrace with the other guests. There i...
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  • Advertisement
    Siena House for rent
    House • 2 beds2 baths • 700 ft2 • pets pool wifi
    15,048 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €15,048 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Sweet Vin Santo


    Nestled in the heart of Tuscany's renowned Chianti Classico wine region, this villa offers a tranquil escape from it all. Owned by a local winery and surrounded by vineyards, a spot of wine tasting during your stay is a must. The home itself is perfect for a family or small group of friends, and while the interiors are charming, it’s the outdoor space that caught our eye. With far-reaching views, a private pool and terraced dining areas, making the most of the Mediterranean climate will be high on your agenda. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from May until October, isn't fenced and there are open tread stairs here. Children will need to be supervised at all times. *The bedrooms can be set up as doubles or twins upon request. *The second bedroom is on the mezzanine level and semi-open to the space below, so privacy is limited.<b...
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  • Apartment • 3 3   •
    19,488 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €19,488 EUR /Month
    • Term: Monthly (Furnished)

  • Pets Allowed
    Air Conditioning
    WiFi

    Vista a Montepulciano


    One of two three-bedroom apartments set within a traditional Tuscan farmhouse, it offers a welcome respite from the hustle and bustle of everyday life, overlooking the hilltop town of Montepulciano. Despite its recent renovation, your hosts have done their utmost to maintain the period features that made this villa so special in the first place, so the original archways, exposed beams and wooden windows remain. However, stylish contemporary furnishings and a sleek kitchen bring it firmly up to date. All en-suite bedrooms complete the interior offering, each with views over the medieval town of Montepulciano, while guests staying in the main suite benefit from direct access to the balcony. *Some of the outdoor spaces are shared with the other apartment in the building. *The villa is set over three levels, so it may not be suitable for those with limited mobility. The home has been renovated in 2020. It has 2 kitchens and 7...
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  • Apartment • 4 4 • 2,152 ft2 •
    120,309 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €120,309 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Chianti Castle


    High on a Tuscan hillside, this enchanting castle retreat offers jaw-dropping views across Chianti’s rolling vineyards and olive groves. Surrounded by nature and centuries of history, it’s a place to slow down, sip local wine produced at the home, and savour the peace. With an independent wing of the castle to yourself, along with a private pool and a hot tub, you'll have three floors to spread out across. Inside, you’ll find rustic charm with elegant touches, a large kitchen for leisurely meals, and cosy living spaces to unwind. You’ll need a car to explore nearby towns, and two of the bedrooms are on the snug side. But with views like this, you won’t want to spend too much time indoors anyway. This is Tuscany at its timeless best. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking for up to two cars on the driveway. *The swimming pool isn't fenced. If you're bringing ...
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  • House • 6 6   •
    53,886 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €53,886 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Time


    This contemporary villa is a stunning base for an Italian escape. It’s just a sixteen-minute drive from San Gimignano, with a winery only ten minutes away. The villa looks out over the surrounding hills and boasts views of San Gimignano and its historic towers. The outside space is beautiful, with a heated infinity pool at its heart. There’s also a great spot for alfresco dining on the terrace. Inside, the villa is timeless. It’s comfortable and stylish, a beautiful home-from-home with all the amenities you could wish for – there’s even a sauna. *One well-behaved dog is welcome to join you during your stay. *Your host can provide a cot and high chair for little ones. *There’s free parking and an electric vehicle charging point here. *While not every bedroom or bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *The minimum booking age for this home is 18. ...
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  • Apartment • 5 5 • 3,713 ft2 •
    27,930 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €27,930 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Italian Dream


    This swoon-worthy Tuscany villa presents a dreamy fairytale-like setting amidst the quiet, green woodland of Sarteano. Unveiling romantic and characteristic scenery, the home itself is also brimming with charm and personality throughout. Stone walls, exposed wooden beams and terracotta tiling invite guests in for a true taste of Tuscan design. With a combination of modern and traditional furnishings, the home boasts both comfort and practicality, all while remaining true to its quintessentially Italian identity. Stylish, warm and welcoming, the space allows guests to soon feel relaxed and at ease upon arrival. A stone patio separates a three-storey annexe from the front of the main building, meaning guests can benefit from the extra added privacy of having two separate living spaces – perfect for groups of multiple families. The annexe features two en-suite double bedrooms, with its own lounge and kitchen. Beyond the hou...
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  • Apartment • 2 2 • 1,722 ft2 •
    6,024 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €6,024 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Tranquil in Tuscany


    Located in a peaceful spot in the Chianti countryside, this quaint and charming holiday home is ideal for those who are after a tranquil Tuscan escape. It sits on a complex of other villas, with some great shared facilities that you'll have access to during your stay including an infinity pool that boasts some breathtaking views of the rolling hills in the distance. Inside is traditionally Tuscan, with exposed beams, rustic stonework and terracotta tiled floors, all creating a true place of zen. *This home is situated in a complex with other apartments and villas. You may bump into other guests during your stay. *The swimming pool is only available for use between 1st May and 1st September. It's shared with the complex's other residents. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is free parking at the home. *Some of the bedroom windows here don't have curtains. If you'r...
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  • House • 2 2 • 1,292 ft2 •
    6,840 EUR /Month
    Term: Monthly

    House in Siena, Italy 

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

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Chianti Dream


    Set in the picturesque village of San Sano, this home offers the best of both worlds – easy access to amenities and a quiet space to retreat to and relax. You won’t tire of the vineyard views here. Best enjoyed, we think, over a bottle of Chianti on the terrace or from the private pool. You’ll also find a lovely alfresco dining spot, though it’s a mere one-minute walk to the nearest restaurant, so eating out is sure to be on the menu. And when you’re keen to venture further afield, a trip to Siena is a must. *There's no air conditioning here, but fans are provided for guests' comfort. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request them in advance. *The swimming pool, open between May and September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The single beds in the second bedroom can be set up as double on requ...
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  • Apartment • 4 6 • 4,520 ft2 •
    40,698 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €40,698 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Chianti Kisses


    Nestled among the lush greenery of an expansive 1,000-acre private estate, this beautifully restored stone villa is ideally located to allow you to enjoy the ultimate holiday with your family or a group of close friends. Picture yourself serenely floating in the infinity pool while taking in the view of the rolling Tuscan hills below. Imagine sipping a medium-bodied Chianti and tucking into fresh pasta on the sun-drenched terrace while waiting for the Instagram-worthy sunset. There are a couple of barbecues, so you can always indulge in plenty of Florentine steaks if you get weary of pizza and pasta (is that even possible?). When you've had your fill of sumptuous Italian fare, play your favourite tunes on the Bose sound system and chill out with some board games by the fireplace. If you feel like you might have over-indulged, fear not. You can keep up your workout regime by sweating it out in the fitness room or hiking through the surro...
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  • Apartment • 2 2 • 872 ft2 •
    6,360 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €6,360 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Tuscan Summer


    If you’re searching for a rural retreat fit for four, it’s time to stop scrolling. This apartment, set in a restored farmhouse, is an ideal base for a small family or group of friends. With a nod to its age, the traditional interiors blend well with the rustic stone, while the outdoor space is the star of the show. Sun-kissed communal gardens and a shared swimming pool, all making the most of the countryside views – what more could you ask for? When dinner calls, as there’s no oven here, we recommend a trip to nearby San Gimignano for some delicious local cuisine. *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 an oven here – though there is a hob. We think the kitchen is bet...
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  • House • 3 3 • 1,292 ft2 •
    10,032 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €10,032 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Terracotta - Vine


    Tucked away in the Tuscan countryside, this villa is just the spot to switch off and relax. We love the seamless blend of traditional and modern and the opportunity to find space for socialising or solitude. The outdoor space is sure to be a firm favourite – with a private pool, sun-kissed terraces, ample opportunity for alfresco dining and far-reaching views, it’s not hard to see why this home caught our eye. When you’re ready to explore, the local village of San Sano has a restaurant and small grocery store, or you can hop in the car for a trip to Siena. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from June until September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *Two of the bedrooms can be set up as doubles or twins upon request. *We recommend hiring a car to get the most out of your stay. ...
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  • Advertisement
    Apartment • 5 2 • 2,368 ft2 •
    10,440 EUR /Month
    Term: Monthly

    Apartment in Castellina in Chianti, Italy 

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

  • Swimming Pool
    Pets Allowed
    WiFi

    The Stuff of Dreams


    With a truly picturesque location in the Chianti hills, this rustic villa is the ideal choice for anybody that has fantasised at any point about eloping to Tuscany for a short while — which is surely most people, right? Thanks to the elevated position, the address benefits from sweeping views of the countryside and these can be admired while dining on the terrace or gliding through the swimming pool, which is shared with the other four houses in the tiny village. Once you step through the home's large vaulted entrance — formerly the property's stables — you'll be greeted with an interior heavy on period features, including the fireplace, wooden ceiling beams and antique furnishings. The walls are covered in a great variety of artwork, while the four-poster beds add an extra touch of grandeur. When it comes to days out, you're firmly in wine territory here and there are local vineyards to visit not too far from the h...
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  • Apartment • 6 7 • 4,521 ft2 •
    60,753 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €60,753 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Paradise


    This recently restored country home, nestled in the heart of the wilds of Tuscany, offers the perfect escape for those seeking luxurious tranquillity, with astounding views, entertainment and opportunities for adventure. Get a taste of the Tuscan life with an on-site winery and views out over lush vistas and spanning farmland. Relax in ultimate comfort by the pool, catching the perfect holiday tan, while others man the barbecue, cooking up a storm of delicious local delicacies by the alfresco dining area. Younger guests will have the time of their lives playing out on the lawn, making a splash in the azure infinity pool, and hiding out in the games room and library, while adults make the most of the peace and comfort this beautiful home has to offer. If you can bring yourself to venture out of your front door, there are ample places to explore, whether your preference is to grab your walking boots and go for an adventurous countr...
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  • House • 4 3 • 1,722 ft2 •
    10,392 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €10,392 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Beyond the Vines


    Basking in the Tuscan countryside, this home promises an escape from the daily routine. Sure, some of the bedrooms are a little bit of a squeeze, and the kitchen isn’t the biggest, but the home offers everything needed for a restful stay. Besides, with rolling countryside vistas and a private pool to cool off in, much of your time will be spent outdoors. Perfectly placed to explore the local areas by car, we’d recommend a trip to Pienza, just fifteen minutes away, to sample their famous Pecorino cheese. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's private parking available here. *As there is no air conditioning available here, it could get a little hot during the summer. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *The swimming pool, open between 1st June and 30th September, isn't fenced. If you'r...
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  • House • 5 4 • 3,983 ft2 •
    16,968 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €16,968 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    Siena Ceremony


    This villa strikes the perfect balance between contemporary and traditional. The terracotta ceilings and floors are original features, but the kitchen and lounge on each level are totally modern – not to mention convenient for larger groups. But it's the sprawling garden that captured our attention. A private swimming pool is a lovely addition during the summer, a separate outbuilding has table tennis and darts, and several seating areas offer spots to relax with a glass of wine – our favourite being the courtyard, ideal for alfresco dining. The nearest village is San Gusmè, but most shops and eateries are in Castelnuovo Berardenga (6 kilometres away). For day trips, head to Siena – just thirty-five minutes by car. *There's a kitchen and lounge on each floor. This makes it a good option for two families travelling together, or friends wanting their own space. *The twin beds in the second bedroom can be pushed together to make a ...
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  • Apartment • 2 1 • 883 ft2 •
    3,888 EUR /Month
    Term: Monthly

    Apartment in Sovicille, Italy 

    €3,888 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    A Rustic Reverie


    For a taste of authentic Tuscan living, this holiday home is a great choice. This apartment is one of six, renovated from a 15th-century structure by a historically conscious architect. The result of the renovation is an apartment that boasts classic Tuscan design with modern amenities and comfort – you can dine beneath wooden beams and stay cool thanks to the terracotta tiles. Outside, a pretty patio boasts a wood-fired pizza oven and alfresco seating. After a day spent in the sunshine, it’s delightful to sit in the shade of the trees and sip local wine while the aroma of pizza fills the air. This is a restful home on the outskirts of the village of Brenna, which is just five minutes away on foot. If you need to cool down, you might stroll five minutes to Stazione Balneare Merse where you can swim from the river beach. Of course, the apartment is also in a great location for exploring Tuscany, whether you fancy touring ...
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  • Apartment • 2 2 • 990 ft2 •
    7,680 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €7,680 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Pops of Flowers


    Situated in the beautiful Val d'Orcia in Tuscany, this 200-year-old farm is the setting for fourteen lovely homes. There's a communal outdoor swimming pool to enjoy during the hot summer days and a wine bar where breakfast is served. The apartment itself has oodles of Tuscan charm and a private terrace area for watching the sunset with an aperitif. If you can tear yourself away, explore the gorgeous cities of Florence, Perugia, Siena, Arezzo and Orvieto, which can be reached by car. *While one bathroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home. *There are fourteen homes at this resort, all with mod cons such as geothermal heating/cooling systems. You may be able to book the other homes together to accommodate larger groups – please ask for more information. *The pool and wine bar are communal. *Due to this home's location, we recommend hiring a car to get the most out o...
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  • Apartment • 8 6 • 3,229 ft2 •
    57,309 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €57,309 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Toasted Oak


    You might think it doesn't get much better than a swimming pool, a garden in bloom and panoramic views of the Italian countryside, but this home's heritage is what caught our eye. The villa has stood within the Montagnola nature reserve for over a thousand years, and though it has been modernised since, it has kept hold of a lot of the original charm. Surrounding apartments means it isn't always private, especially around the shared pool, but the home is a retreat for big groups and a good base when you're exploring Siena, San Gimignano, or beyond. Having breakfast included is a nice touch, especially when it's alfresco. *We suggest hiring a car for ease – there's free parking here. *You'll have access to the swimming pool and garden here. They're shared with the building's other residents. *At full occupancy, two guests will be sleeping on the sofa bed in the living area. *Breakfast is included here, but you'll also find ...
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  • House • 5 5 • 4,306 ft2 •
    20,244 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €20,244 EUR /Month
    • Term: Monthly (Furnished)

  • 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 i...
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  • House • 5 5 • 3,229 ft2 •
    16,248 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €16,248 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscany on My Mind


    In the heart of Tuscany, surrounded by vineyards and olive groves, this home is a true haven. Contemporary and calming, you can’t help but relax here, while the flexible bedroom setup makes it an ideal choice for larger groups. The icing on the cake for us is the outdoor space, with sun-kissed terraces, a private pool and plentiful alfresco dining opportunities to enjoy – there’s something for everyone. Ready to explore? The town of Vagliagli is a stone’s throw away, while Siena and Florence are within easy reach. *There's no air conditioning here, but fans are provided for guests' comfort. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request them in advance. *The swimming pool, open between the end of April and the end of September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *Single beds may be pushed together in s...
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  • Apartment • 8 9 • 6,997 ft2 •
    44,814 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €44,814 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Hilltop Sanctuary


    Stop scrolling and pack your bags if you’re seeking an unforgettable retreat to rural Tuscany. Here, you’ll be surrounded by the rolling hills of Montepulciano, three hectares of sprawling gardens, an orchard and a vegetable plot. With eight bedrooms, all of which are en-suite, this is a perfect spot for a large family getaway. Outside, soak up the Tuscan sun by the pool, or enjoy an alfresco meal prepared with your produce pickings on the covered terrace. And after a day exploring the local vineyards, you can sink into the Jacuzzi tub under the stars. *Due to this home's location, we recommend hiring a car to get the most out of your stay – there's parking here. *Though this home is spread over three floors and may not suit those with limited mobility, there is a ground-floor bedroom and en-suite. *One of the twin bedrooms has an independent entrance and en-suite bathroom – perfect for guests seeking extra privacy. Another s...
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  • House • 2 2 • 969 ft2 •
    6,792 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €6,792 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Tuscan Hills


    Tucked away on the edge of San Regolo village, this is a perfect pad for two couples or a small family on an Italian stay. Sure, its traditional interiors may not be to everyone’s taste, but the outdoor space will be a popular spot with all. The private terrace is just the place for an alfresco family meal, while the communal pool promises some respite from the heat. Locally, we recommend a trip to Brolio Castle. This charming estate serves up a wine-tasting room, castle, and restaurant serving authentic Tuscan food – there’s something for everyone here. *This home is set on a hamlet alongside neighbouring homes. Expect to bump into other guests during your stay. *You'll have access to the on-site swimming pool here. It's shared with the hamlet's other residents. *The shared pool, open between May and October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *If you're travelling wit...
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  • Apartment • 1 1 • 667 ft2 •
    3,936 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €3,936 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    Tuscan Whisper


    In the quaint village of Lecchi in Chianti, this semi-detached cottage is part of Montebuoni, a Tuscan hamlet with stunning views of Chianti Classico's vineyards. While the little cottage and its private Mediterranean terrace are all yours, the swimming pools, tennis court and vast gardens are shared with other guests staying on this small resort. Inside, the space presents an authentic Italian countryside set-up with classic designs and contemporary touches to ensure comfort and functionality. It's worth noting that at full capacity – one guest will sleep on the sofa bed in the living room here. You'll find Montebuoni's village centre 4 kilometres away, and day trips to Siena, Florence, and San Gimignano are also easily accessible by car. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises. *The swimming pool, children's pool, tennis court an...
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  • Apartment • 9 8 • 6,814 ft2 •
    102,627 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €102,627 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Rose of Time


    This 18th-century Tuscan farmhouse is set to impress. It’s in the heart of the Tuscan countryside south of Siena, close to Sarteano, where you’ll find a maze of narrow streets, a medieval castle, and plenty of bars and restaurants. Tucked away in 25 acres of olive trees, cypresses and vines, this home is a haven. Spend your days swimming in the private pool or unwinding in the sauna or Turkish bath. Play tennis, hit the bowling green, or pootle around on bikes, soaking up the tranquillity of the luxurious setting. Begin each day with a breakfast buffet and let your host take care of your every need. *There’s free parking here. *This home comprises the main house – which is spread over three floors – and two cottages, in addition to an annex and a separate fourth building with a dining room. One of the cottages is wheelchair accessible. *The swimming pool is open from May to mid-October. The pool is closed from a...
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  • House • 7 6 • 4,305 ft2 •
    17,568 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €17,568 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Chianti Cypress


    Set on an 8-hectare estate surrounded by cypress trees and vineyards, this 18th-century villa is a dream spot for a Tuscan retreat. While the villa has been renovated, it still offers plenty of traditional charm, with inviting spaces made for gathering – think a cosy living room with a fireplace, board games and books. Outside, there’s a large pool, a shaded lounge and a dining area – your host can also arrange fridge fills to make dining in that little bit easier. And with medieval villages such as Radda and Castellina within easy driving distance, you’re all set to explore the Chianti hills. *The swimming pool is only available for use between May and mid-October. The opening hours are from 8:30am to 8:30pm. *While this home is spread across two floors, there are two ground-floor bedrooms and bathrooms. *If you're travelling with little ones, your host can provide a high chair for free. You'll need to request it in advance....
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  • Apartment • 3 3   •
    14,328 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €14,328 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Tuscan Serenity


    Amidst the rolling hills and long stretches of vineyards, you'll be captivated by the peace and serenity of this place from the moment you arrive. Stone clad brickwork and cobbled paths set the scene with a backdrop of the surrounding countryside – painting a picture-perfect view of blissful Tuscan serenity. Inside exposed wooden beams and traditional tiled flooring bring charm to the otherwise modern interiors, and you'll have the choice of eating alfresco or at cooler temperatures from the indoor dining area, when it comes to meal times. Take a dip in the outdoor shared pool, or embark on the day's adventures in and around Tuscany. With golfing, horseback riding, cycle paths and walking trails on offer, if you're the. outdoorsy type – this is the place for you. After a day of exploring feel rest assured in knowing that the bubbling jacuzzi awaits your return – but don't forget to pour yourself a glass of wine before getting in. *...
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  • Apartment • 3 2 • 861 ft2 •
    4,896 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €4,896 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    A Tuscan Soul


    Nestled on the ancient walls of the watch tower in a restored farmhouse, this home promises a tranquil escape in the Tuscan countryside. With a communal swimming pool and gardens, it’s easy to make the most of the Mediterranean climate – and this apartment boasts a private patio and courtyard, too. The traditional interiors showcase the home’s past, and while there’s no oven here, you can whip up light bites in the kitchen. Locally, it’s a short drive to San Gimignano – perfect for dining out, and a visit to its famous towers is a must. *While the bathrooms aren’t photographed, expect the style and quality to be consistent with the rest of the home. *There's a single bed here in addition to the two double bedrooms, but the space is very small with no storage. *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 ...
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