English Languages

Italy Italy - Detached Houses in Siena Italy
Italy Country: Italy (36245) | Region: Tuscany (4444) | Area: Siena
icon Type: House | Pool: yes del
dates Select Dates for more accurate results

calendar
icon Filters   
3

  • Italy Tuscany:











  • location City location Map
    signup Email Alert   fav

    Found 128 Siena Houses for rent

    Siena House for rent
    House • 7 beds5 baths   • pool wifi
    50,169 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €50,169 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Super Tuscan


    Whether you're swimming laps in the pool, lounging in bed or sipping a sundowner in the garden, this country home serves up breathtaking views from almost every angle. Surrounded by olive groves, world-famous vineyards and just a short drive from Siena, it’s a picture-perfect base for exploring the Chianti region. Inside, it’s packed with character — grand but with a touch of eccentricity, from exposed beams and stone staircases to chandeliers and canary-coloured walls. Did we mention it comes with staff, including a chef? After a hard day of wine tasting, nothing beats coming home to find dinner ready and waiting. *While not all of the bedrooms and bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *This home comes with its own private chef and team of staff who can help with anything you might need while always respecting your privacy. *The swimming pool isn't fenced. If you...
    More Details

  • Siena House for rent
    House • 2 beds2 baths • 700 ft2 • pets pool wifi
    6,576 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €6,576 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Chianti Delight


    With sweeping Chianti countryside views, a private pool, sun-kissed terraces and alfresco dining opportunities, it’s easy to see why this home caught our eye. Sure, the traditional style may not be to everyone’s taste, and there’s no oven here, but when staying in Italy you should be treating yourself to authentic Italian meals out anyway. With that in mind, you’ll find Monti village within walking distance, boasting a restaurant and bar, or you can hop in the car and head to Siena where a wider selection of eateries awaits. *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 mid-May and mid-September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *One well-behaved dog (up to 30kg) is welcome to accompany you during your stay. *You won't find an oven here – though ther...
    More Details

  • Siena House for rent
    House • 5 beds5 baths • 5,382 ft2 • pool wifi
    31,437 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €31,437 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Tuscan Gaze


    Nestled in the heart of the Chianti Classico region, this restored Tuscan farmhouse promises an idyllic escape. Sure, the traditional interiors may not be to everyone’s taste, but this home has all the key ingredients for a relaxing stay. And the cherry on the cake for us is the outdoor space. A private pool, hot tub, sun-drenched terraces and views for miles – what’s not to love? Location-wise, it’s a short 5km drive to Gaiole, where authentic Tuscan eateries and wine tasting await. *While not all bedrooms and bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open between May and October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The main bedroom is only accessible from outdoors. *One of the bedrooms c...
    More Details

  • Siena House for rent
    House • 2 beds2 baths • 861 ft2 • pets pool wifi
    8,904 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €8,904 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    This stone villa ticks all the boxes for a Tuscan getaway. A former barn, the interiors have been given a modern makeover – though it's certainly not lacking in traditional character. When the sun is shining, make a beeline to the garden. Enjoy a dip in the private pool, stretch out on the sun loungers, or fire up the barbecue and dine alfresco on the terrace. Location-wise, the quaint village of Campiglia is just a few hundred metres away. Also nearby are Colle Val d'Elsa, Siena, and Volterra if you're in the mood for a day trip. *One well-behaved dog may be welcome to join you upon request. *The twin beds can be converted into a double on request. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool is available to use between May and September. Please speak to your host for the exact opening and closing dates. *You’ll need a car in this location. On-...

  • Advertisement
    Siena House for rent
    House • 6 beds6 baths   • pets pool wifi
    34,503 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €34,503 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Cypress Skies


    This stunning Tuscan villa is set amid rolling hills and cypress trees, offering breathtaking views of Pienza and the Val d’Orcia. The large garden blends seamlessly with the surrounding wheat fields, while the inviting pool and sun-drenched solarium promise total relaxation. Inside, rustic charm meets authentic tradition with terracotta floors, exposed beams, and restored antique furniture. A spacious hall on the ground floor is ideal for weddings or special events, with space for up to one hundred people. In addition to the upstairs bedrooms, there’s a fully equipped one-bedroom apartment in a separate annex. We'd recommend hiring a car, plus it's also worth noting the host doesn't accept group stays with guests under the age of twenty-three. It's otherwise the perfect place for a peaceful, unforgettable escape in the heart of Tuscany. *This home doesn’t accept group bookings for guests under the age of twenty-three. *Due to t...
    More Details

  • House • 6 6 • 4,306 ft2 •
    20,040 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €20,040 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Ornate


    Immerse yourself in the heart of Tuscany with this charming villa, nestled along the historic Via Francigena. Beautifully restored, this home seamlessly blends traditional Tuscan features with modern comforts. And, thanks to its interconnecting apartments and plethora of outdoor space, it’s ideal for extended families or groups of friends, offering ample room for everyone. Dive into the refreshing pool, overlooking the Val d'Orcia hills, and savour delicious meals under the shaded pergola. If you can tear yourself away, an eighteen-minute drive takes you to San Quirico d'Orcia, where a selection of Italian eateries awaits. *There's no air conditioning available here. It could get a little hot during the summer. *This villa comprises interconnecting apartments, making it ideal for stays with extended family or friends. *Your host can provide a cot and high chair for free. You'll need to request them in advance. *The swimmi...
    More Details

  • House • 10 11 • 6,619 ft2 •
    192,339 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €192,339 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    A Truffled Retreat


    This Italian villa caught our eye for its panoramic views of the Tuscan countryside. There’s plenty to make your holiday memorable here, including both indoor and outdoor pools, a sauna, and a private wine cellar. While the home is perfectly set up for a large group, you can still get privacy when you need it – all of the bedrooms are en-suite and the second floor of the villa has its own entrance, as well as an extra lounge and kitchenette. And when you’re ready to explore, why not book a wine tasting at one of the local vineyards, or take a scenic drive to the picturesque town of San Gimignano – famous for its medieval towers and gelaterias? *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 outdoor swimming pool isn't fenced so children will need to be supervised at all times. The outdoor pool is only available for use between May and Octob...
    More Details

  • House • 5 6   •
    106,869 EUR /Month
    Term: Monthly

    House in Radda in Chianti, Italy 

    €106,869 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Chianti Sangria


    At this rustic villa, rolling vineyards are on your doorstep. We mean that quite literally – the owners are local winemakers, and they offer tastings in the medieval tower-turned-wine bar. They'll also arrange welcome dinners, cooking classes, private chefs, continental breakfasts, and other special touches during your stay. As for the home itself, we think it's pretty spectacular. A private pool, sun-kissed garden, and Chianti views await outside, while the somewhat traditional interior has a few surprises in store – namely, a chef's kitchen, a small gym and a wellness centre boasting a Turkish bath and steamy sauna. Location-wise, Radda is less than 2 kilometres away, and Florence and Siena are great options for day trips. *The fifth bedroom is located in a guest annexe. It has a kitchen, double bedroom and bathroom.*Daily housekeeping (excluding Sundays) is included. Bath towels are changed daily, while pool towels and bed linen...
    More Details

  • House • 5 5 • 4,306 ft2 •
    29,463 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €29,463 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Tuscan Roses


    Located amidst the rolling hills and vineyards of Chianti, this Tuscan oasis makes for a serene retreat. There is plenty of space inside for the whole brood to spread out, thanks to an array of lounges and cosy bedrooms. Sure, the design is traditional, but extras like the welcome hamper and bottle of local wine make it easy to settle in. Out in the landscaped garden, you can splash in the private pool or find a spot to enjoy an alfresco aperitif. Your host can also arrange top-notch services to elevate your stay, from daily housekeeping to guided tours and cooking lessons. *If you're travelling with little ones, your host can provide a cot and high chair upon request. *Daily housekeeping is included with your stay for a maximum of three hours per day. Linen changes will take place every three to four days. *We suggest hiring a car in this location, as it's the easiest way to explore. Private parking is available. *This vi...
    More Details

  • House • 9 9 • 8,266 ft2 •
    47,838 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €47,838 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Citrus Pavillion


    Overlooking vineyards, olive groves, and ancient oak forests, this collection of restored farmhouses offer the ultimate relaxed country retreat. With a refreshingly refurbished interior, saltwater infinity pool, bubbly outdoor jacuzzi, private spa and gym, and enough alfresco dining opportunities to shake a stick at, we are positive that this home offers something for each and every guest. Enjoy poolside sunbathing on plush sun loungers, before taking a dip in the cool, refreshing waters. Mornings are the perfect time to cuddle up on the veranda with a mug of something warm, looking out over rolling hills and lush vistas as the sun begins to warm your day. When the day is just too good to be spent at home, take a walk through the Tuscan countryside, before heading to Radda to sample some of the most refreshing wine and cuisine Chianti has to offer. *Due to the location of this home, we recommend hiring a car to get the most...
    More Details

  • House • 7 7 • 3,660 ft2 •
    27,258 EUR /Month
    Term: Monthly

    House in Radda in Chianti, Italy 

    €27,258 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    The Ode to Beauty


    This traditional Tuscan home opens its doors to the natural beauty of the Chianti region. Nestled amid the trees, the private garden lends itself perfectly to lazy days by the pool. You’ll also find plenty of shady spots, family-friendly rooms and the welcome addition of an independent cottage with its own kitchen and one bedroom. Guests can enjoy a range of extra services here, including wine tastings and private chefs, plus it’s just a short drive to the nearest amenities – Radda in Chianti is 8 kilometres away. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Please also note there is an unpaved, uneven road leading to the house so a high clearance vehicle is recommended. *There is private parking for up to five cars. *This home consists of a main house with six bedrooms, alongside an independent cottage with a kitchen, living room and a bedroom (located on the mezzanine level)...
    More Details

  • House • 8 7 • 5,543 ft2 •
    45,507 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €45,507 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Embers - Sunlight


    This Tuscan farmhouse dates back to the 16th century. It’s been restored to maintain its historic charm, with a Leopoldine tower and the original stone and terracotta. The villa and annex – you won’t all be sleeping under the same roof here – sit within 2.6 hectares of parkland in the Tuscan countryside. Admire views of the town of Sinalunga from beside the swimming pool and in the oak-, olive-, and vine-filled garden. There’s an alfresco dining area in the shade of a pergola, with a barbecue and wood-fired stove to cook on. You can easily visit Montepulciano, Siena, and Florence from this rural Tuscan base. *This home consists of the main villa and an annex, so you won’t all be sleeping under the same roof. *Five bedrooms can be set up as doubles or twins – just let your host know which you’d prefer when you book. *The villa is spread over four floors, so it may not be suitable for those with reduced mobility. The swimming ...
    More Details

  • House • 4 2 • 3,229 ft2 •
    20,664 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €20,664 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Love in Tuscany


    Once an old stone barn, this villa has been brought back to life and promises a serene stay in the heart of Tuscany. Sure, the traditional interiors may not be everyone’s cup of tea, but you’ll find all the key ingredients for a comfortable stay here. We love the outdoor space, with sun-kissed terraces, a private pool, and far-reaching views across the hills – what more could you want? Location-wise, San Gimignano is a mere stone’s throw away. A visit to this historic town, with its iconic towers, is a must. *There are steps leading up to the front door here and further steps down to the pool area. It might not be the best option for those with reduced mobility. *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 from the last Saturday in April to the first Saturday in October, isn't fenced. If you're bringing children, t...
    More Details

  • House • 5 4 • 3,541 ft2 •
    21,816 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €21,816 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Golden Meadow


    Nestled in the heart of Italy's Chianti region, this traditional Tuscan farmhouse, which was once a working mill, oozes character and charm. With wooden beams, exposed stone walls, and terracotta tiles rustic appeal is aplenty here. Outside, you'll find a sprawling garden complete with a saltwater pool surrounded by ancient oak trees and rows of vines. Comprising a main house that sleeps eight plus a separate ground-floor annexe that sleeps two, this property is ideal for groups of friends or family seeking peace and privacy in the Chianti countryside. *The saltwater infinity pool is only available for use between the last Saturday in April and the first Saturday in October. It isn't fenced Air Conditioning Balcony Barbeque Bathtub Carbon Monoxide Detector Central Heating Child Friendly Coffee Maker Cooking Essentials Cot / Crib Dishwasher Dryer Espresso Machine Fire Extinguisher Firep...
    More Details

  • Advertisement
    House • 4 4 • 3,122 ft2 •
    19,032 EUR /Month
    Term: Monthly

    House in Radda in Chianti, Italy 

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

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Vines - Vistas


    Nestled in the heart of the Chianti region, this charming cottage seamlessly blends traditional and modern styles. Surrounded by vineyards, olive groves, and oak forests, with views of the valley and distant castles, you can’t fail to relax here. And while we love the interiors, the outdoor space just about steals the top spot. There's so much to enjoy with a private pool, sun-kissed terraces, and multiple alfresco dining areas. Keen to explore the area? You’re within easy reach of Radda, Gaiole, Siena and Florence here. *The main farmhouse is next to this home, which the owners use occasionally on weekends. However, they won't disturb you, always using a separate entrance and avoiding the pool area. *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 high chair u...
    More Details

  • House • 4 4 • 4,306 ft2 •
    20,076 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €20,076 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Elsa's Outlook


    Nestled in the heart of Tuscany, this villa offers breathtaking views of the Val d'Elsa. A former barn dating back to 1620, expect to find plenty of character touches inside – we're talking 5-metre high ceilings, wooden beams, and even fossil shells contained in the external walls. Outside, the panoramic terrace is perfect for alfresco wining and dining. There's also a heated pool, where you can float the afternoon away and admire the scenery. Explore nearby medieval towns like San Gimignano, indulge in local delicacies with private chefs and cooking classes – your host can arrange them for a fee – and create unforgettable memories in this Tuscan paradise. *Not all the bedrooms and bathrooms are photographed but expect consistency in quality and style. *Upon request, two single bedrooms in the basement can be available instead of the fourth double bedroom. Your host can also provide a free cot and high chair. *This villa has ...
    More Details

  • House • 9 10 • 5,382 ft2 •
    39,081 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €39,081 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Lavender - Jasmine


    Tucked away amid gentle hills in the picturesque Val d’Orcia, this home is perfect for large groups. The traditional Tuscan villa and its annex have been elegantly restored, blending rustic charm with modern amenities like a professional kitchen. The jasmine-, rosemary-, and lavender-filled garden features two private swimming pools and a furnished terrace with a pergola – perfect for alfresco dining – overlooking Montalcino. Siena is just a thirty-minute drive away, and you can reach the lively borgo of Buonconvento in no time. Beautiful and peaceful, this home offers a stay to remember. *Your host can provide a cot and high chair for little ones. *The swimming pools are open from the last Saturday in April until the first Saturday in October. *This home is split between two buildings so you won’t all be sleeping under the same roof. *The fireplace is ornamental. *There are stairs to climb at this home so it may not...
    More Details

  • House • 4 3 • 4,300 ft2 •
    42,189 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €42,189 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    The Vine Song


    Accessible via an unpaved, cypress-lined road and perched on sloping, vineyard-covered hills, this stylish stone villa is Tuscany at its best. Whether you’re here for an intimate wedding or a big family holiday, the place will set your heart pounding. The interiors have preserved the grace of earlier ages while adding the essential modern cons and amenities. Exposed wood beam ceilings, tiled floors covered with vibrant carpets, and gorgeous vintage furniture make you feel at home, yet so far away from the current era. The master bedroom comes with a four-poster bed, and overall, all sleeping quarters exude a pampering feel accentuated by the gorgeous period furniture. We love the huge dining room, the walls of which are lined with well-stocked bookshelves. After a hearty meal, grab a book, amble outside to the sundeck and lose yourself in another world. When the warmth overwhelms you, take a cooling dip in the massive pool. In the eveni...
    More Details

  • House • 5 5   •
    37,716 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €37,716 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Emerald Hills


    Formerly an olive mill, this Tuscan villa combines rustic charm with modern design elements. Just outside the small hamlet of Iesa, the villa is nestled in the serene Tuscan hills, surrounded by verdant countryside. Downstairs you will find the original stone olive mill, alongside chestnut beams, exposed stone, and terracotta tiling across the house. This preserved charm is compounded by contemporary bathrooms, and a sunroom with floor to ceiling windows, where you can admire the oil painting of a view. On cooler nights, gather here with a drink in hand for a movie or to play some music. Outside there is a table which seats ten, for al fresco dinners before a spot of stargazing. No detail is spared here. From the food and drinks hamper waiting for you in the kitchen on arrival, laden with complimentary wine, olive oil, fruit and cooking supplies, to the range of activities available to book through your host, whether it be horse...
    More Details

  • House • 1 1 • 700 ft2 •
    4,104 EUR /Month
    Term: Monthly

    House in Siena, Italy 

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

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Chianti Blush


    This cottage overlooks Chianti's vine-covered hills, providing an idyllic background for a romantic Tuscan stay. We love the private terrace – there's no better spot to savour a glass of locally-made wine and soak up the views. Inside, the design is equal parts modern and rustic. The cherry on top is the private hot tub, though you'll also have access to a communal swimming pool shared with the resort's other guests. Keen to get out and explore? Lecchi is less than a 2-kilometre walk through the countryside, while the medieval town of Radda is only a fifteen-minute drive away. *This home is set on a resort with other holiday homes. While you’ll likely bump into other guests during your stay, the patio and hot tub are private. *There's a car park here, but much of the resort is car-free, so you'll need to be able to climb steps to the cottage. It might not be the best option for those with reduced mobility. *You’ll have access...
    More Details

  • House • 7 6 • 4,305 ft2 •
    30,954 EUR /Month
    Term: Monthly

    House in Radda in Chianti, Italy 

    €30,954 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    An Italian Tale


    This former lookout tower once guarded the passage between Florence and Siena. Today, it exists as a calm sanctuary offering idyllic views, a private pool and serene grounds. The rooms are spread across the main house and two independent apartments – making this a great option for groups looking to stretch out and socialise. All of the bedrooms have air conditioning and it’s a sweet option for families with plenty to explore in the surroundings. You will need a car to get around here, but it’s just 3 kilometres to Castellina in Chianti, while Siena is just a forty-minute drive away. *Please note this home is spread across a main house for six guests, a guest house for four guests and a pool house for four guests. *The housekeeper also lives on site but will respect total privacy. *If you're travelling with little ones, your host can provide a high chair for free upon request. *The swimming pool is only available from May...
    More Details

  • House • 7 6 • 2,906 ft2 •
    20,880 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €20,880 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Sun of Splendour


    If you’re in search of a traditional Italian stay in a beautiful location, this home delivers a great solution. Nestled in a private garden overlooking the Chianti countryside, you’ll be welcomed by stunning views and a private pool with a Jacuzzi. The main house consists of three independent apartments (each with its own kitchen), while an additional annexe provides a cosy space for two guests. It’s worth noting some of the furnishings and decor are a little dated, but you will find plenty of character. Plus, you can explore some of Tuscany’s most beautiful sights. From here, it’s just a thirty-minute drive to Siena, while San Gimignano and Monteriggioni are also within driving distance. *Please note the main house consists of three independent apartments that are not internally connected. There is also an independent annexe with a double room, bathroom and kitchen. *The traditional decor here might not be to everyone's taste....
    More Details

  • House • 1 1 • 700 ft2 •
    5,640 EUR /Month
    Term: Monthly

    House in Siena, Italy 

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

  • Swimming Pool
    Air Conditioning
    WiFi

    The Hillside Sanctuary


    Housed in a restored stone barn, this cottage places you in the heart of Chianti with views of rolling fields, vineyards and valleys as far as the eye can see. The home benefits from a beautifully elevated position, so you can soak up the rural setting from the private outside pool, garden and lovely dining area. On top of that, the kitchen and bedroom both have direct access to the garden and patio. Inside, the home is traditional so the interiors are rustic – which might not be to everyone's taste. Beyond that, you'll need a car to explore the region, however, the market town of Gaiole is just a short drive away, with Siena and Florence well within reach. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free on-site parking but be prepared for an uneven drive at times. *The swimming pool is only available for use from mid-April to mid-October. The pool isn't fenced so children will nee...
    More Details

  • House • 5 5 • 9,687 ft2 •
    89,313 EUR /Month
    Term: Monthly

    House in Radda in Chianti, Italy 

    €89,313 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Dream of Light


    With a serene garden, beautiful views and a private pool, this home welcomes you to slow down and savour the magic of Italian living. There’s a wellness area with a Turkish bath and a sauna, as well as a wine cellar – making it easy to settle in and unwind. Upon arrival you’ll be treated to a light dinner and wine tasting, and your host is on hand to help organise a range of extras – including spa treatments and private chefs. You will need a car to get around here, but it’s just a short drive to the nearest shops and restaurants in Radda in Chianti, while Siena and San Gimignano are also within easy driving distance. *Daily housekeeping and breakfast are included in your stay (excluding Sunday). *A light welcome dinner is provided on Monday and wine tasting wine is offered on Wednesday. *Please note one of the bedrooms is located in the ground floor annexe. *The main house is set across three levels with a lift and stairs...
    More Details

  • House • 5 5   •
    52,101 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €52,101 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Jade Hamlet


    Located in the heart of Tuscany, this expansive villa spans fifty hectares and is ideally suited for families or groups of friends. A tasteful blend of traditional features and luxurious interiors include impressive stone fireplaces, rustic wooden beams, and French doors. Enjoy alfresco dining for up to twenty guests, or spend your day lounging by the heated infinity pool, accompanied by the sound of the nearby river. With such a serene setting, it’s easy to forget that the Chianti region — with its wealth of places to see and things to do — lies just beyond the door. *While the bedrooms and bathrooms aren't photographed, expect the style and quality to be consistent with the rest of the home. *The fifth and final king-size bedroom is built into the original tower of the homestead. It's accessed via a preserved wooden staircase and offers 360-degree views of the property. *Three-hour morning cleaning is included daily with e...
    More Details

  • House • 2 2 • 1,023 ft2 •
    9,120 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €9,120 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    WiFi

    Landscape Artist


    In years gone by, this building in the countryside surrounding Siena was a farmhouse. Today, however, those paying a visit to the address will find a really rather dreamy Tuscan getaway. We're willing to wager the first things that guests notice upon arrival is the invitingly blue swimming pool that sits in the middle of the garden, which in turn, is surrounded by beautiful views of Val d'Orcia — a UNESCO World Heritage Site, no less. The panorama is no less spectacular from underneath the home's shady verandah, either. Inside, there are traditional aspects, like the wooden ceiling beams and terracotta tiling underfoot, but the white walls and furnishings add a contemporary flourish, too. It must be said that the kitchen is modest in size, but there's also a barbecue in case you fancy cooking alfresco. There is a recently added sauna, minipool and chromotherapy hot tub for those looking to fully relax. If yo...
    More Details

  • House • 4 5 • 2,153 ft2 •
    20,013 EUR /Month
    Term: Monthly

    House in Siena, Italy 

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

  • Swimming Pool
    Air Conditioning
    WiFi

    The Chianti Essence


    Surrounded by vineyards and olive groves, this charming stone villa welcomes families to explore Chianti. Drive to the lively market town of Gaiole and Brolio Castle, or admire the Tuscan countryside of Castellina in Chianti. The home itself features ample outdoor seating. Everything from the poolside sun loungers to a shaded alfresco dining table gives you the space to unwind. The swimming pool will go over well with the entire family, and the sprawling garden is a treat for little ones. With one bedroom found in the annexe, it also gives a couple, teenagers or grandparent a little more privacy. *One bedroom and one bathroom are located in the annexe. It can only be accessed via an external staircase and isn't connected to the main house. *If you're travelling with little ones, your host can provide a free cot and high chair on request. *The swimming pool is only available to use between 1st April and 30th October. It isn't ...
    More Details

  • House • 8 4 • 2,368 ft2 •
    12,144 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €12,144 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Charming Countryside Villa


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

  • House • 2 2 • 1,507 ft2 •
    4,944 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €4,944 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    WiFi

    Sun Beams in Tuscany


    Within easy day-trip-reach of Siena, this charming apartment offers a tranquil base amid the picturesque hills and vineyards of Tuscany. Once a haven for travelling priests, this restored home exudes history and character. It’s been converted into delightful individual holiday homes, each with a furnished outside space where you can dine alfresco and drink in the view. You’ll have access to the shared pool and tennis court and will have 27 kilometres of hiking and cycling trails right on your doorstep. Don’t forget your walking boots. *We recommend hiring a high-clearance car as access to this home is via an unpaved road. There’s free parking here. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *You’ll have access to the resort’s shared facilities, including a tennis court and pool. *The shared swimming pool is available from Easter to October. *The twin beds can be...
    More Details

  • House • 3 2 • 1,722 ft2 •
    7,608 EUR /Month
    Term: Monthly

    House in Siena, Italy 

    €7,608 EUR /Month
    • Term: Monthly (Furnished)

  • Swimming Pool
    Air Conditioning
    WiFi

    Chianti Views


    Set on a Chianti hillside, this home promises a serene retreat away from the hustle and bustle of everyday life. Sun worshipers will adore the private terrace, and there’s also a communal infinity pool here, perfect for when you need to cool off in the heat of the day. When you’re ready to explore, you’ll find the local villages of Lecchi and San Sano nearby. Alternatively, take to the Dievole Natural Path – twenty-seven kilometres of trails that lead to the Dievole wine-tasting cellar and open terraced restaurant. *This home is set on a resort alongside neighbouring homes. Expect to bump into other guests during your stay. *There's no air conditioning available here. It could get a little hot during the summer. *There's a communal swimming pool here, open between May and September. The pool isn't fenced, so children must be supervised at all times. *Due to this home's location, we recommend hiring a car to get the most o...
    More Details

  • Advertisement
    Page 1 of 5
    « Prev Page
    Next Page »
      Siena Detached Home rentals
    Advertise your property for Free.
    Our unique distribution network reaches millions of visitors each and every month.
    Create your Free account here!