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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 House for rent
    House • 2 beds2 baths • 1,292 ft2 • pets wifi
    7,392 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €7,392 EUR /Month
    • Term: Monthly (Furnished)

  • Pets Allowed
    WiFi

    Chianti Lake


    Tucked away amid the picturesque Chianti Hills, this charming villa offers a peaceful escape. It’s on an agriturismo with five villas and direct access to a beautiful lake where you can swim and sunbathe. Vineyards, olive groves, and forest surround this home – dining alfresco on the patio gives you the chance to admire stunning views. The villa is a simple home-from-home, with an open-plan living and dining space at its heart. You can walk to Gaiole in Chianti and hop in the car to visit nearby castles and wineries – what more could you ask for? *There’s free parking at this home. We recommend hiring a high-clearance vehicle as access to this home is via an unpaved, uneven road. *Well-behaved pets are welcome to join you during your stay. *This home is within an estate with five villas and the owner’s home. There’s also a small restaurant and bar. *Access to the lake, which is shared with other residents, is via a steep ...
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  • Sovicille Apartment for rent
    Apartment • 2 beds2 baths   • pets pool wifi
    29,925 EUR /Month
    Term: Monthly

    Apartment in Sovicille, Italy 

    €29,925 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Haven


    Situated a short drive outside the bustling medieval city of Siena, this villa offers a true escape in the Tuscan countryside. Originally constructed as a watchtower, its 12th-century exterior has been updated with a stunning glass pavilion that offers 270-degree views of rolling Tuscan hills covered in cypress trees and olive groves. Beyond the sliding doors, an oxygen-cleaned pool offers a relaxing spot to while away your days, with a counter-current swim machine if you're feeling active. And though it's technically capable of accommodating up to four people, it makes for a perfect romantic retreat for two. *A complimentary breakfast is included with your stay *A couple of bicycles are available to use *A gardener might be around at times Air Conditioning Barbeque Bathtub Bicycles Breakfast Included Carbon Monoxide Detector Central Heating Child Friendly Coffee Maker Cooking Essentia...
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  • Siena Apartment for rent
    Apartment • 3 beds2 baths • 2,583 ft2 • pets pool wifi
    10,416 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €10,416 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    Chianti Soul


    This restored two-storey stone-built home has a hillside location, so it has wonderful vistas (just don’t bring your sports car as the access road is very steep). You can enjoy the glorious views from the two terraces, the pool, and even the bedrooms. There’s an open fireplace here too for cosy evenings, two lounges and an atmospheric dining room for Italian feasts. Go wine and olive oil tasting locally, and stock up on goodies, or simply go for walks among the olive groves and foothills. The town of Gaiole is 1 kilometre away, while charming Radda is 12 kilometres from this lovely home. *For those with reduced mobility, there's a ground-floor bedroom and bathroom. *Your host can provide a cot and high chair for free. You'll need to request them in advance. *The swimming pool is only available for use between May and September. At a depth of 1.2 metres, the non-chlorine pool is too deep for non-swimming children. *Bedroom ...
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  • Siena House for rent
    House • 3 beds4 baths • 1,615 ft2 • pets pool wifi
    10,536 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €10,536 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Memories


    This rustic stone villa is located just a short stroll from the historic centre of Gaiole, surrounded by world-class vineyards and sun-drenched olive groves. The traditional building has been thoughtfully restored and now boasts contemporary decor alongside many of its original features. And outside you’ll find plenty of serene spots to soak up the countryside views, from a private pool to an alfresco dining terrace. Because of the layout of this home and garden, we think it’s best suited to groups of friends or families with older children. *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 is only available for use between May and September. The pool isn't fenced so children will need to be supervised at all times. *While babies and children are welcome, this home isn't recommended for toddlers. *While the owner lives in...
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    Siena House for rent
    House • 6 beds7 baths • 3,444 ft2 • pets pool wifi
    28,917 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €28,917 EUR /Month
    • Term: Monthly (Furnished)

  • 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 re...
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  • Apartment • 2 2 • 1,076 ft2 •
    7,224 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €7,224 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Casa di Siena


    Located in the Tuscan countryside, this home in Torrita di Siena offers endless peace, quiet and picturesque scenery. With views stretching to Lake Trasimeno, it's a spot for those keen to reconnect with nature while discovering the attractions of Tuscany. There's a shared swimming pool on-site, and you'll have your own private garden space here. The alfresco dining area is perfect for sitting with a glass of local wine and an Italian aperitivo. Meanwhile, the open-plan living area makes for a sociable living space to kick back after a long day of exploring. *Due to this home's location, we recommend hiring a car to maximise your stay. There’s free parking for up to two cars on the driveway. *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 rooftop swimming pool is shared with other building residents and is only available for use between ...
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  • House • 6 6 • 2,480 ft2 •
    63,168 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €63,168 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    The Tuscan Embrace


    Nestled in the rolling Tuscan hills not far from Siena, this six-bedroom villa is packed with rustic character. The timber beams, exposed stonework, and other original features make staying here feel a little like stepping back in time – and we think that adds to the charm of the place. There’s lots of space to get comfortable, whether you’re on a family holiday or group getaway, but our favourite feature has to be the scenic swimming pool. With picturesque views over the surrounding countryside, it’s an extra-special spot to relax in the sunshine, whether you’re swimming leisurely laps or lounging poolside. Bellissimo. *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 isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *Due to this home's location, we recommend hiring a car to get the mo...
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  • House • 14 13 • 12,056 ft2 •
    79,968 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €79,968 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Chianti - Vines


    Perched on a Chianti hillside, this expansive estate comprises the main villa and two beautifully restored barns – an ideal setting for large groups, retreats or unforgettable celebrations. From the terraces, you’ll enjoy views that stretch from Monte Amiata to Siena, with vineyards unfolding in every direction. Traditional Tuscan through and through, the interiors might not suit modernists, but for those drawn to character and heritage, it’s a dream. Outside, you’ll find a pool, alfresco dining areas and plenty of quiet corners for aperitivos. Your host can arrange everything from private chefs to wine tastings, too. Plus, with medieval hamlets, castles and thermal spas just a short drive away, there’s no shortage of ways to explore the region. *This home is spread across a main house and two converted barns. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Two bedrooms h...
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  • Apartment • 2 1 • 753 ft2 •
    5,640 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €5,640 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Sweet Vine


    The detached cottage in the Tuscan hills boasts extensive views and a large aromatic garden with a private plunge pool and covered dining terrace. Situated in Montebuoni, a restored estate that recreates the feeling of an authentic Tuscan hamlet, the home sits on a private resort that's surrounded by natural beauty in every direction. While you'll have private use of the plunge pool, you'll also have shared access to the large communal swimming pool, a children's pool and a tennis court of the estate too. The location offers stunning views of Chianti Classico's most prestigious vineyards and is perfect for day trips to Siena, Florence, or San Gimignano. *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. *While you'll have your own private terrace here, the swimming pool, children's pool and tennis court are shared with other guests staying on...
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  • House • 5 5 • 4,628 ft2 •
    22,806 EUR /Month
    Term: Monthly

    House in Castellina in Chianti, Italy 

    €22,806 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    The Tuscan Moon


    Nestled between the pretty hilltop towns of Chianti, this home offers a traditional Italian sanctuary. Enjoy breathtaking views across vineyards while relaxing on the terrace. There’s a private pool for blissful swims and an original stone oven for authentic pizza nights. Inside, you’ll find plenty of space for entertaining with a wine tasting room, a cosy living room and a games room. Your host can also help organise a range of sweet extras – including a private chef, guided tours and walking excursions. And when it comes to explorations further afield, it’s just a short drive to the nearest amenities, while Florence and Siena are also within easy driving distance. *Private parking is available for up to four cars here. *It is possible for the two single beds in bedroom one to be arranged as a double bed on request. *If you’re travelling with little ones, your host can provide a cot for free on request. *The firepl...
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  • House • 6 6 • 4,000 ft2 •
    20,400 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €20,400 EUR /Month
    • Term: Monthly (Furnished)

  • Pets Allowed
    Air Conditioning
    WiFi

    There's nothing more magical and romantic than the sight of an ancient hilltop Tuscan town, surrounded by rolling hills and cypress trees, and here it's what you'll be waking up to each morning. Set just outside the walls of Montepulciano, surrounded by vineyards and olive trees, this traditional farmhouse has been lovingly modernised by your host to create a perfect, authentic experience of life in this beautiful region. Divided into two apartments, each with three good-size bedrooms, it's easily connected to form a really spacious single home. Set on three levels, you'll have all the character features you'd hope for – terracotta floors, arched windows and heavily beamed ceilings – while much of the home has been updated to offer modern kitchens and luxurious ensuite bathrooms. At the front is a large lawn suitable for kids to play on or adults to sit and read, while the rear patio faces that incredible view of the town. <br...

  • Apartment • 3 2   •
    15,792 EUR /Month
    Term: Monthly

    Apartment in Siena, Italy 

    €15,792 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Oleander Oasis


    A true rural oasis, this flower-framed Tuscan farmhouse beautifully blends traditional charm with modern comforts to create the perfect quiet retreat. Hills teeming with olive trees, cypresses and holm oaks surround it on all sides, best enjoyed from the home's panoramic terraces. Inside, meanwhile, brick-clad archways, stone flooring and exposed beam ceilings blend with elegant furnishings in the living room to create a feeling of countryside grandeur. Wander around the garden brimming with lemon trees, jasmine and oleander plants and down the path to the secluded swimming pool where sun loungers invite luxurious afternoon relaxation. An outdoor dining table beckons at mealtimes for barbecue feasts, while the indoor pool table and the bedroom reading platform are perfect for whiling away quiet hours when the sun gets too hot. With the medieval village of Trequanda just a few minutes walk away and Siena reachable by car in just forty-fi...
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  • Apartment • 7 7   •
    19,782 EUR /Month
    Term: Monthly

    Apartment in Sovicille, Italy 

    €19,782 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Tuscan Farm


    Whether you’re here for the famous landscapes, rich history, culture or cuisine, one thing’s for sure, if you want to experience Tuscany at its finest, this charming villa is the place to be. In an idyllic countryside location, this home is surrounded by luscious greenery, rolling hills and landscapes, making it the ideal spot for sunset views and stargazing. The pristine outdoor pool welcomes you to enjoy a refreshing dip after soaking up that scorching Italian sun, meanwhile the outdoor dining area presents the perfect place to gather with family and friends and indulge in a hearty Tuscan feast. Think Crostini Toscani, Potato tortelli, Fagioli con salsiccia and everything else in between. Oh, and of course an Aperol Spritz is essential! Inside the home, a curation of alluring artworks illuminate the walls and exposed beams lend a traditional touch. The timeworn brick archways offer an olde worlde feel, while the oak doors inst...
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  • Apartment • 2 2 • 915 ft2 •
    4,368 EUR /Month
    Term: Monthly

    Apartment in Sovicille, Italy 

    €4,368 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    Bellissima Casa


    ??Restored by an Italian architect with a gentle touch, this villa has been updated and split into more modern apartments, but without ever compromising on the original charm. By honouring the villa's history – and thereby retaining its character – the home feels traditionally Tuscan with its terracotta tiles and wooden beams. Walk barefoot across the floors to savour the coolness of those tiles on hot days, or light a fire in the wood-burning stove and stare up at the beams, imagining what life would’ve been like here. Nonnas rolling out pastry for tortellini, children helping churn gelato, wine flowing, and bowls of food changing hands in a celebration of ingredients, and life. You might even wish to recreate that – a holiday well spent. Alternatively, spend lazy afternoons sitting under the vines outside as you watch the sunset on the horizon. Head out to authentic Italian pizzerias for pizza and gnocchi, or make a gelato run ...
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  • Advertisement
    Apartment • 4 4 • 2,152 ft2 •
    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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  • House • 3 3 • 1,507 ft2 •
    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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  • Apartment • 3 3   •
    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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  • House • 4 4 • 2,637 ft2 •
    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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  • Apartment • 14 13   •
    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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