Italy - Holiday Villa in Siena Italy

Country: Italy (7128) | Region: Tuscany (2161)

Type: Villa-House

Found 37 Siena Houses for vacation rental

Siena, House for rent

House • 14 People • 7

• 6

•

From

€

1,605 /night

Min Stay 7 nights

Siena, Italy

€ 1,605 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Rusticana Retreat

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

Booked

Available

Siena, House for rent

House • 4 People • 2

• 2

•

From

€

601 /night

Min Stay 1 night

Siena, Italy

€ 601 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Chianti Escape

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

Booked

Available

Siena, House for rent

House • 12 People • 6

• 7

•

From

€

1,872 /night

Min Stay 1 night

Siena, Italy

€ 1,872 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Peace in Tuscany

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

Booked

Available

Siena, House for rent

House • 10 People • 5

• 5

•

From

€

850 /night

Min Stay 1 night

Siena, Italy

€ 850 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Light

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

Booked

Available

Siena, House for rent

House • 12 People • 6

• 7

•

From

€

1,293 /night

Min Stay 1 night

Siena, Italy

€ 1,293 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Land of Beauty

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

Booked

Available

Siena, House for rent

House • 15 People • 8

• 4

•

From

€

681 /night

Min Stay 1 night

Siena, Italy

€ 681 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Charming Countryside Villa

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

Booked

Available

Siena, House for rent

House • 8 People • 4

• 4

•

From

€

682 /night

Min Stay 1 night

Siena, Italy

€ 682 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Chianti Belle

This 17th-century villa in the heart of the Chianti countryside offers far-reaching views across the vineyards and olive groves out to Siena. You're within walking distance of Lecchi, as well as being a fifteen-minute drive from Radda in Chianti for dreamy day trips exploring the region. A car is recommended to get the most out of your stay here. Outside, you'll find a well-kept garden lined with cypress trees, as well as a private pool. But our favourite spot has to be up on the dining terrace, which provides some beautiful views over the hilly surroundings and is ideal for alfresco feasts together. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s private parking for up five cars. The drive will be hilly and often uneven at times. *The home consists of a main house and a separate annexe.*The twin beds can be configured as double if required – you’ll need to request this in advance.*A ma...More Details

Booked

Available

Siena, House for rent

House • 6 People • 4

• 3

•

From

€

781 /night

Min Stay 1 night

Siena, Italy

€ 781 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

From the Hilltop

This Tuscan villa offers breathtaking views of the surrounding vineyards from its hilltop position. And while the traditional interiors here may not be everyone’s cup of tea, the multiple living spaces mean there’s always a quiet nook to have some time to yourself. For us, though, the outdoor area really caught our eye. Generous gardens offer plenty of room for little ones to run around and burn off some energy. Meanwhile, the rest of the family can sit poolside, a glass of Chianti in hand, to drink in those vineyard views. *While not all bedrooms are photographed, we expect the style and quality to be consistent with the rest of the home.*We recommend hiring a car to get the most out of your stay. There's 300m of unpaved road to access this home. *The swimming pool is only available for use between April and October.*While your host accepts children under the age of 7 years, there's an unfenced pool and steep staircase to access the v...More Details

Booked

Available

Siena, House for rent

House • 8 People • 4

• 5

•

From

€

1,314 /night

Min Stay 1 night

Siena, Italy

€ 1,314 /Night (minimum stay 1 night)

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. *The swimming pool is...More Details

Booked

Available

Siena, House for rent

House • 6 People • 3

• 3

•

From

€

615 /night

Min Stay 1 night

Siena, Italy

€ 615 /Night (minimum stay 1 night)

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 and high chair for...More Details

Booked

Available

Siena, House for rent

House • 3 People • 1

• 1

•

From

€

241 /night

Min Stay 1 night

Siena, Italy

€ 241 /Night (minimum stay 1 night)

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. *The maximum capacity is two adults and one child who will be sleeping on a sofa bed in the living room. *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 traditional deco...More Details

Booked

Available

Siena, House for rent

House • 12 People • 6

• 6

•

From

€

1,687 /night

Min Stay 1 night

Siena, Italy

€ 1,687 /Night (minimum stay 1 night)

Swimming Pool

WiFi

The White Vine

Looking for the wow factor? This home fits the bill. Each room effortlessly blends Tuscan tradition with contemporary aesthetics – none more so than the living area, with its brick archways, stone walls and beamed ceilings. There's also an annexe offering even more space for groups, containing an additional kitchen and living room, as well as the fifth and sixth bedrooms (one of which is wheelchair-accessible). Outside, the swoon-worthy views from the infinity pool and Jacuzzi are hard to resist. Meanwhile, the shaded pergola is perfect for Aperol Spritzes at sundown. And did we mention daily maid service is included? If you can tear yourself away from this stunning home, Montefollonico is a thirty-minute walk, while Siena is an hour's drive. *Bedrooms five and six are located in the annexe, which has its own living area and kitchen. Bedroom six and its en-suite are both suitable for wheelchair users.*If you're travelling with little o...More Details

Booked

Available

Siena, House for rent

House • 6 People • 3

• 4

•

From

€

446 /night

Min Stay 1 night

Siena, Italy

€ 446 /Night (minimum stay 1 night)

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 the on-site far...More Details

Booked

Available

Siena, House for rent

House • 8 People • 5

• 3

•

From

€

939 /night

Min Stay 1 night

Siena, Italy

€ 939 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Timeless Journey

Tucked away in the Tuscan countryside, this villa waits to welcome you home. Sure, there are some areas lacking natural light, but it’s comfortable and filled with everything needed for a tranquil stay – plus, the outdoor space more than makes up for it. Whether you’re soaking up the Mediterranean climate from the private pool or sun-drenched terraces, you can’t fail to relax here. As a nice extra touch, you’ll find herbs and fruit dotted throughout the garden – don’t forget to pick some to add to your home-cooked meals for a true taste of Italy. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's private parking for three cars here. *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 to September, isn't fenced. If you're bringing children, they'll need to be supervised at al...More Details

Booked

Available

Siena, House for rent

House • 8 People • 5

• 4

•

From

€

709 /night

Min Stay 1 night

Siena, Italy

€ 709 /Night (minimum stay 1 night)

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 double o...More Details

Booked

Available

Siena, House for rent

House • 6 People • 3

• 3

•

From

€

391 /night

Min Stay 1 night

Siena, Italy

€ 391 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscany Finca

While this home is charming inside and filled with everything you need for a comfortable stay, the outdoor space is the cherry on the cake for us. Made for soaking up the Mediterranean climate, you’ll find secret pockets of garden here, so you can socialise or spend a little quiet time by yourself. The private pool offers some respite from the heat, or sun-seekers may prefer to enjoy the rays from the terrace. Keen to explore the local area? Hop on the bikes, don your helmets, and let two wheels take you away. *We recommend a car to get the most out of your stay – there's parking for three cars here. If you walk to the nearby town of Radda (2km away), take care as it's along a main road with no footpath. *Your host can provide a cot and high chair for free upon request.*The swimming pool, open from May to September (weather permitting), isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The owners l...More Details

Booked

Available

Siena, House for rent

House • 18 People • 11

• 9

•

From

€

1,633 /night

Min Stay 1 night

Siena, Italy

€ 1,633 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Vine Vineyard

This gorgeous home boasts its own private pool and breathtaking valley and vineyard views. Ideal for families and large friend groups, there's plenty of space indoors and out. You'll find a games room and a gym, plus a volleyball court and several alfresco dining spots spread over the main house, the extensive gardens, and the separate basement. Wine aficionados can do some tasting in the cellar, and there are ten wineries within 5km. The location is fantastic for enjoying some peace and quiet alongside the picturesque views, but when it comes to exploring you'll find Siena only 15km away, and San Gimignano and Florence are also reachable by car. *Not all bathrooms are photographed, but we expect consistency in style and quality throughout.*There is parking outside for up to six cars. Due to the location, we recommend hiring a car to make the most of your stay.*There is bed space for up to twenty guests, but the maximum guest count is ...More Details

Booked

Available

Siena, House for rent

House • 8 People • 5

• 6

•

From

€

738 /night

Min Stay 1 night

Siena, Italy

€ 738 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Olive - Olive Wood

Surrounded by the rolling vistas of a famous wine estate, this Tuscan villa boasts a spacious private pool, stunning views, and space for alfresco dining. The decor is quite traditional and won't be to everyone's taste, but it's certainly not lacking in charm. Opposite the main home, you'll find a stone barn with a kitchen, dining area and second living room, ideal for family dinners. We recommend hiring a car here, with the city of Siena less than an hour's drive away – the road up to the home is unpaved and uneven though, so it won't be suitable for smaller cars. *Not all bathrooms are photographed, but we expect consistent style and quality throughout this home.*There is space to park for free outside this home for up to four cars. We recommend hiring a car here, and the road up to the home is unpaved and uneven so you'll want a high-clearance vehicle.*Your host can provide a free cot and high chair on request if you're travelling w...More Details

Booked

Available

Siena, House for rent

House • 11 People • 6

• 7

•

From

€

2,075 /night

Min Stay 1 night

Siena, Italy

€ 2,075 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Olive Garden

Charming and traditional, this Tuscan villa sits in a serene spot near San Casciano Dei Bagni, and is ideal for those looking to get away from it all and enjoy some relaxing days amongst nature. Featuring a main house and a separate annexe, this home is ideal for large groups who'd occasionally like to split up and enjoy more privacy. The interiors are dreamy and elegant, with a neutral colour scheme that invokes a sense of calm. This vibe carries through to the outside of the home, where you'll find a gorgeous private pool that you can soak in while you stare out at the stunning views that surround you here. *While the home can sleep up to twelve people, the maximum occupancy is eleven guests.\n *The house is made up of the main house and a separate annexe.\n *For those with reduced mobility, there's a ground floor bedroom and bathroom here.\n *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervis...More Details

Booked

Available

Siena, House for rent

House • 26 People • 13

• 13

•

From

€

3,958 /night

Min Stay 1 night

Siena, Italy

€ 3,958 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Marbled with Flowers

Ten minutes from Sarteano town and an easy drive from Montepulciano, this charming Tuscan estate has its own outdoor pool and wellness facilities. The gym and spa are well-equipped, with a heated indoor pool, Finnish sauna and professional exercise equipment. Made up of a main home and an annexe, there's plenty of room for large groups to spread out, and for kids and pets to tire themselves out in the garden. You'll have privacy and countryside views, plus it's a great base to explore the Val d'Orcia and Valdichiana regions by car. *Not all bedrooms and bathrooms are photographed, but we expect consistency in style and quality throughout.\n *We highly recommend hiring a car to make the most of your stay.\n *This home is made up of a main house which sleeps sixteen guests, and an annexe which sleeps a further ten.\n *Several of the bedrooms can be configured as twins or doubles by pushing the beds together. The bedrooms in the annexe ar...More Details

Booked

Available

Siena, House for rent

House • 10 People • 5

• 5

•

From

€

932 /night

Min Stay 1 night

Siena, Italy

€ 932 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Valley's Mine

Set amidst rolling Tuscan countryside, this villa promises an escape from it all. With a mix of modern and traditional interiors, there’s something to appeal to all tastes here, and plenty of space for up to ten guests to spread out comfortably. Outdoors, the private pool takes centre stage, while sun-worshippers will be delighted with the expanse of terraced areas and garden from which to soak up the rays. For a day out, nearby Siena is well worth a visit for its beautiful buildings, historic sites and abundance of eateries offering a true taste of Italy. *Due to this home's location, we recommend hiring a car to get the most out of your stay.\n *The swimming pool is only available for use between 30th April and 1st October, depending on the weather. The pool isn't fenced, so if you're bringing little ones, they'll need to be supervised at all times. \n *One bedroom is situated in a guest suite, separate from the main home, giving two...More Details

Booked

Available

Siena, House for rent

House • 12 People • 6

• 6

•

From

€

2,020 /night

Min Stay 1 night

Siena, Italy

€ 2,020 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

On Tuscan Hill

Tuscan charm abounds at this rustic villa near Sarteano. Even with dated interiors, every room here conveys cosiness – picture arched stone walls, wood and terracotta ceilings, book-lined shelves, and a traditional fireplace. Outside, dappled terraces, a football field, and a private swimming pool will keep both grown-ups and little ones entertained. What's more, the rural location puts you within striking distance of Tuscany's old-world villages and rolling hills. Sarteano and Cetona are just minutes away, while Perugia and Siena are about an hour's drive and make good options for day trips. *While not all bedrooms and bathrooms are photographed, we expect the style and quality to be consistent with the rest of the home. As this villa is traditionally decorated and somewhat dated, the design may not suit everyone's tastes.\n *There are two ground-floor bedrooms and bathrooms here, ideal for guests with limited mobility.\n *The pool is...More Details

Booked

Available

Siena, House for rent

House • 27 People • 14

• 14

•

From

€

5,453 /night

Min Stay 1 night

Siena, Italy

€ 5,453 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Art of Tuscany

With a team of staff on-hand to help at this decadent home, you won't have to lift a fingertip during your stay. Spread across a main house, guest house and suite, you also won't have to compromise on space. The swimming pool, Roman baths, and sauna ensure relaxation. When you're not traversing the hundreds of acres on bicycle or horseback, the on-site observatory allows you to admire the stars. We think some of the decor is a little dated, and it might not be to everyone's taste. But whether you're throwing a wedding, a yoga or tai chi retreat, or you're simply looking for a scenic escape to the Tuscan countryside, this home has it all. *This home consists of a main house (sleeping nineteen), a guest house (sleeping six), and a guest suite (sleeping two). Each has a combination of living rooms, bathrooms, and bedrooms. Some bedrooms may only have external access. Several beds can be configured as twins or doubles on request.\n *Not al...More Details

Booked

Available

Siena, House for rent

House • 8 People • 4

• 3

•

From

€

468 /night

Min Stay 1 night

Siena, Italy

€ 468 /Night (minimum stay 1 night)

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.\n *As there is no air conditioning available here, it could get a little hot during the summer.\n *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance.\n *The swimming pool, open between 1st June and 30th September, isn't fenced. If you're bringing...More Details

Booked

Available

Siena, House for rent

House • 17 People • 7

• 7

•

From

€

1,129 /night

Min Stay 7 nights

Siena, Italy

€ 1,129 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Olive - the Vine

Pictures don't do this elegant farmhouse justice. Ideal for dream weddings, romantic getaways or family holidays, this home offers a private chef and helicopter transfers, amongst other optional luxuries. The wine cellar is stocked with the area's finest wines, and the pool and expansive gardens are perfect for congregating under the sun. You'll definitely want a car here – while this home provides peace and privacy, it's an excellent location for exploring central Italy. Montepulciano is 5km away, and places like Siena, Arezzo, Florence and Rome are easily reached by car or train. *Not all bathrooms are photographed, but expect consistent quality*There's space to park outside for free. Due to the location, we recommend hiring a car.*It's spread over two floors, and all bedrooms are upstairs. Three bedrooms are on a mezzanine level, while the other four are upstairs.*The swimming pool is open from 15th May to 30th September. It is surr...More Details

Booked

Available

Siena, House for rent

House • 6 People • 3

• 3

•

From

€

434 /night

Min Stay 1 night

Siena, Italy

€ 434 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Latin Flower

Tucked away in the Tuscan countryside, this home promises a tranquil escape. While the villa’s owners live in an annexe in the basement of this home, they won’t disturb you during your stay unless you call on them with a question. So, you can sit back, relax, and soak up the Mediterranean climate from the sun-kissed terraces or dine alfresco as you enjoy the rural vistas. And while there’s no air conditioning here, the private pool is just the spot to cool off in the Italian heat. *While not all bathrooms are photographed, we expect the style and quality to be consistent with the rest of the home.\n *The owners live in an annexe in the basement. They won't disturb you but are on hand to help if needed. \n *Due to this home's location, we recommend hiring a car to get the most out of your stay. \n *There's no air conditioning available here. It could get a little hot during summer.\n *If you're travelling with little ones, your host can...More Details

Booked

Available

Siena, House for rent

House • 14 People • 7

• 6

•

From

€

2,907 /night

Min Stay 4 nights

Siena, Italy

€ 2,907 /Night (minimum stay 4 nights)

Swimming Pool

Air Conditioning

WiFi

Little Hills

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

Booked

Available

Siena, House for rent

House • 14 People • 6

• 6

•

From

€

2,739 /night

Min Stay 4 nights

Siena, Italy

€ 2,739 /Night (minimum stay 4 nights)

Swimming Pool

Air Conditioning

WiFi

Farmhouse Modern

Built in the eighteenth century, this former farmhouse combines rural living with the best of the modern world. Boasting sweeping views of the Val D’Orcia from the infinity pool, we can’t imagine a more perfect place to hang out as the hot Italian sun makes its way across the horizon. Enjoy alfresco dining on the lush patio, fire up the pizza oven for an authentic Italian experience or prepare wonderful meals with ultra-fresh fruit and veg straight from the garden and the famous Chianti wine in the contemporary kitchen inside. Several living areas allow the group to spread out, and have all been immaculately styled and designed – think sleek fireplaces and dazzling modern art against white-wash wooden ceilings and exposed stone walls. Bedrooms are just as stylish and some come with direct garden access and luxurious free-standing tubs. If you want to keep on top of your fitness game, there’s a gym on the first floor with a glorious pict...More Details

Booked

Available

Siena, House for rent

House • 14 People • 6

• 6

•

From

€

2,089 /night

Min Stay 4 nights

Siena, Italy

€ 2,089 /Night (minimum stay 4 nights)

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 ConditioningBarbequeBathtubCentral HeatingDishwasherDryerElectricity AdaptorsEspresso MachineFreezerFridgeGardenHair DryerH...More Details

Booked

Available

Siena, House for rent

House • 10 People • 5

• 5

•

From

€

1,660 /night

Min Stay 3 nights

Siena, Italy

€ 1,660 /Night (minimum stay 3 nights)

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 riding...More Details

Booked

Available

Page 1 of 2

« Prev Page

Siena Villa rentals

Advertise your property for Free.

Our unique distribution network reaches millions of visitors each and every month.
Create your Free account here!

Homes for rent in Siena Holiday rentals Italian vacation rentals of Detached House and Villas, Single Family Homes - Short term lettings

Found 37 Siena Houses for vacation rental

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

Siena Houses for rent