Italy - Holiday Rentals in Siena Italy

Country: Italy (7129) | Region: Tuscany (2161)

Found 185 Siena properties for vacation rental

Houses (37) Apartments (143) Rooms (1) Townhouses (1) Cottages (3)

Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

361 /night

Min Stay 4 nights

Siena, Italy

€ 361 /Night (minimum stay 4 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Getaway

Nestled in a Tuscan country estate, this pet-friendly home offers the best of both worlds – a private terrace for alfresco dining and the option to share breakfast with your neighbours at the buffet. After snoozing by the communal pool, why not join a truffle hunt? Or rent a bike and cycle through the area. Maybe sipping local sundowners in the on-site bar will inspire a next-day trip to medieval Montepulciano, so you can see where that regional wine comes from. *For those with reduced mobility, this is a ground-level home.*There’s free parking here. Due to this home's location, we recommend hiring a car to get the most out of your stay.*If you're travelling with little ones, your host can provide cots with bedding, high chairs, plastic bowls, and plates for free. You'll need to request them in advance.*The swimming pool is shared with the building's other residents. It is open between 8.30am and 8pm, and it is only available for use b...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

363 /night

Min Stay 4 nights

Siena, Italy

€ 363 /Night (minimum stay 4 nights)

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 1st April an...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

372 /night

Min Stay 4 nights

Siena, Italy

€ 372 /Night (minimum stay 4 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Tuscan Vineyard

Set on a farm, parts of which are more than 200 years old, you’ll find this apartment, which is light and bright thanks to the large arched windows. Outside, as you’d hope for – there are gorgeous vistas over the Tuscan countryside and instead of a farm pond, there’s now a beautiful shared pool, which is a short walk through the communal gardens. When you fancy exploring the area – go for a hike in the Val di Chiana, discover the medieval hilltop town of Montepulciano, or spend the day at one of the beaches at Lake Trasimeno. *Your host operates several villas here, so the exact view, layout and furnishings might differ slightly from the photos. However, the overall quality should remain the same.*If you're travelling with little ones, your host can provide a cot, high chair and children's dinnerware for free. You'll need to request them in advance.*This home is located within a resort, with a shared pool and communal grounds. Expect t...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

285 /night

Min Stay 4 nights

Siena, Italy

€ 285 /Night (minimum stay 4 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Alighieri

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

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

353 /night

Min Stay 4 nights

Siena, Italy

€ 353 /Night (minimum stay 4 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Tuscan Farmhouse

This home is part of a resort set between the gorgeous valleys of Val d'Orcia and the Val di Chiana. The decor isn't the most exciting, but you can't beat this picturesque location. An easy drive from quaint villages and the city of Siena, it's the perfect starting point for exploring Tuscany. Spread over two floors, the first floor is dedicated to the large master suite, and we're big fans of the private terrace – perfect for enjoying a glass of wine at sunset. There's a communal swimming pool and solarium for relaxing during summer, and a wine bar and restaurant for trying some of the region's best wines. Your host can also help arrange a plethora of exciting activities, including truffle hunting, wine tastings and cooking classes. *This home is part of a complex, but guests said there's still plenty of privacy.*Guests reported that the kitchen here wasn't well stocked. We'd recommend bringing a few bits and bobs to get you started. ...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

406 /night

Min Stay 1 night

Siena, Italy

€ 406 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tuscan Vineyard

Set in the heart of Tuscany, this home, featuring traditional Tuscan colours and exposed beams, has a lovely location on a 200-year-old former farm. There's a shared outdoor swimming pool and wine bar to enjoy at this resort. At the apartment, large arched doors open out to a private terrace with stunning views of the Tuscan countryside, while inside, whitewashed walls and beams keep the stylish interiors light and fresh. When you feel like exploring the area, the historic towns and villages of Val d'Orcia are within easy reach. *There are fourteen homes at this resort, all with mod cons such as geothermal heating/cooling systems. You may be able to book them together to accommodate larger groups – please ask for more information.*The pool and wine bar are communal.*If you have a car, there's free parking here. Air ConditioningBarbequeChild FriendlyCoffee MakerDishwasherDryerFireplaceFreezerFridgeGardenIronJuicerKettleKitchenKitchen U...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

314 /night

Min Stay 1 night

Siena, Italy

€ 314 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Rosemary Pit

Located in the heart of Tuscany, this resort apartment is well-placed for excursions across Italy's most famous region. While the home's interior is simple and certainly not the most luxurious in our collection, the creamy colours and windows mean it's awash in sunlight. The communal pool, open during warmer months, is the real highlight here, offering plenty of spots to enjoy the sun and views of rolling Tuscan hills. Resort living also means you can arrange a cooked breakfast and organise trips through the reception. Nearby, you can find the charming villages of Val d'Orcia. *Your host operates several apartments here, so the exact view, layout and furnishings might differ slightly from the photos. However, the overall quality should remain the same.*The pool is shared with the resort's other residents. It is unheated, so is unavailable in colder months. It also isn't fenced, so little ones need to be supervised at all times. *The ba...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

232 /night

Min Stay 3 nights

Siena, Italy

€ 232 /Night (minimum stay 3 nights)

Air Conditioning

WiFi

A Dream of Tuscany

Standing in the historic centre of medieval Poggibonsi, this home puts the centre of Tuscany at your fingertips. A short distance from Florence and Siena, you can venture out into the region's world-famous rolling hills for wine tasting from here, making it an ideal base for lovers of good food and drink. At home, the authentic Tuscan style, complete with frescoes, wooden beams and handcrafted furniture, make for a scenic backdrop as you relax in the evenings. And while the bathtub being in a bedroom might be inconvenient, it's still a perfect spot for unwinding. *The second bedroom and bed are quite small with limited storage space. However, the room has everything you need for a comfortable night's sleep. *Given the home's central spot, expect to hear some street noise throughout your stay. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *The hot tub bath is in the main bedroom and no...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

419 /night

Min Stay 1 night

Siena, Italy

€ 419 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tuscan Lavender

Set within the grounds of a 200-year-old farm estate, surrounded by rolling Tuscan hills, the setting is picture-perfect. One of thirteen homes set apart across the complex, within the vast communal grounds, you'll find a swimming pool and on-site bar for sundowners. While the interiors of this home may not be as characterful as the farmhouse's exteriors, you'll love the sense of space. The home is spread across two floors, and there's a private terrace for barbecues. Location-wise, you're perfectly placed to explore Tuscany. The historic towns of Val d'Orcia and the famous cities of Florence, Perugia, Siena and Arezzo are all within easy reach. *While the third bedroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home.*A well-behaved dog is welcome to accompany you during your stay.*There is ample parking space within the grounds for two cars.*This apartment complex consists of fourteen lod...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

282 /night

Min Stay 1 night

Siena, Italy

€ 282 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Pops of Flowers

Situated in the beautiful Val d'Orcia in Tuscany, this 200-year-old farm is the setting for fourteen lovely homes. There's a communal outdoor swimming pool to enjoy during the hot summer days and a wine bar where breakfast is served. The apartment itself has oodles of Tuscan charm and a private terrace area for watching the sunset with an aperitif. If you can tear yourself away, explore the gorgeous cities of Florence, Perugia, Siena, Arezzo and Orvieto, which can be reached by car. *While one bathroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home.*There are fourteen homes at this resort, all with mod cons such as geothermal heating/cooling systems. You may be able to book the other homes together to accommodate larger groups – please ask for more information. The pool and wine bar are communal.*If you have a car, there's free parking here. Air ConditioningBarbequeChild FriendlyCoffee M...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

453 /night

Min Stay 1 night

Siena, Italy

€ 453 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Italian Charm

With a lovely setting on the borders of Val d'Orcia and Val di Chiana, this home, on a former 200-year-old farm, is perfect for a Tuscan break. There's a large shared outdoor swimming pool for hot summer days and a wine bar where breakfast can also be served. Or, if you'd like some alone time, make a beeline for your private terrace. When you feel like exploring the area, the beautiful and cultural cities of Florence, Perugia, Siena and Arezzo can be reached by car. *The apartment is on two levels, but there are two bedrooms and bathrooms on the ground floor.*There are fourteen homes at this resort, all with mod cons such as geothermal heating/cooling systems. You may be able to book the other homes together to accommodate larger groups – please ask your host for more information. The pool and wine bar are communal.*If you have a car, there's free parking here. Air ConditioningBarbequeChild FriendlyCoffee MakerDishwasherDryerFreezerFr...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

399 /night

Min Stay 1 night

Siena, Italy

€ 399 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tuscany's Holy Grail

You can take your pick from Tuscany's best bits with a stay at this modern apartment. The historic towns of Val d'Orcia and the famous cities of Florence, Perugia, Siena, Arezzo, and Orvieto are all within easy reach. Set within the grounds of a 200-year-old farm estate, while little of the historic charm remains inside the home, the fuss-free interiors are well-suited to a family holiday. Outside, the private veranda with an alfresco dining set-up is tailor-made for evening meals. While over on the grounds, there's a communal swimming pool which you'll share with the thirteen other lodgings and an on-site bar to grab breakfast and obligatory sundowners. *A well-behaved dog is welcome to accompany you during your stay.*There is ample parking space within the grounds for two cars.*This apartment complex consists of fourteen lodgings, with a shared outdoor swimming pool that is available for guests to use between the opening date of 1st ...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

459 /night

Min Stay 1 night

Siena, Italy

€ 459 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tuscany Retreat

Surrounded by Tuscan countryside, this apartment is a comfortable base from which to explore the region. Spread over two floors, the kitchen’s fully-equipped and there’s a fireplace in the living room, which is ideal if you're visiting during the winter. Guests staying here have access to a communal pool and a wine bar. Plus, on-site reception staff are happy to assist with questions or queries. The rural location means you’ll need a car if you intend on exploring – Torrita di Siena is within easy driving distance. *Due to this home's location, we recommend hiring a car to get the most out of your stay.*Well-behaved pets are welcome to accompany you during your stay.*Bed linens are changed every four days, while towels are changed every day.*While the third bedroom isn’t photographed, expect the style and quality to be consistent with the rest of the home.*The communal swimming pool isn't fenced. If you're bringing little ones, they'll...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 1

•

From

€

361 /night

Min Stay 1 night

Siena, Italy

€ 361 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Transparent Skies

Located on the border between the Val d'Orcia and the Val di Chiana in Tuscany, this 200-year-old farm has been transformed into a small resort village with fourteen homes. There’s a beautiful shared outdoor swimming pool to enjoy during the hot Tuscan summers and a wine bar for when you fancy a tipple (breakfast is also served here if you wish). Out and about, explore famous cities such as Florence, Perugia, Siena, Arezzo and Orvieto which can be easily accessed by car. *While one bathroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home.*There are fourteen homes at this resort, all with mod cons such as geothermal heating/cooling systems. You may be able to book them together to accommodate larger groups – please ask for more information.*The pool and wine bar are communal.*If you have a car, there's free parking here. Air ConditioningBarbequeChild FriendlyCoffee MakerDishwasherDryerDVD ...More Details

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Siena, Apartment for rent

Apartment • 14 People • 7

• 7

•

From

€

2,810 /night

Min Stay 7 nights

Siena, Italy

€ 2,810 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sunlight On The Hills

If you’re in search of a rustic getaway, head to this 18th-century home overlooking the Chianti hills. It was the former residence of a noble Florentine family who have left their fashionable mark, along with a range of impressive features. Inside, the rooms are elegant, traditional and family-friendly with plenty of space across the seven bedrooms to rest and recharge. Outside, there are stunning views across the hills which you can admire from the private pool, or whilst lounging under the trees. It’s also just 14 kilometres from Siena, with San Gimignano and Florence both near enough for inspiring day trips. *Due to this home's location, we recommend hiring a car to get the most out of your stay – there is also free parking. *This home is spread across two floors with no internal lift – there are three bedrooms and bathrooms located on the ground floor. *Please note the housekeeper and staff live in a separate building within the gr...More Details

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Siena, Townhouse for rent

Townhouse • 8 People • 5

• 4

•

From

€

1,055 /night

Min Stay 6 nights

Siena, Italy

€ 1,055 /Night (minimum stay 6 nights)

Swimming Pool

Air Conditioning

WiFi

A Magic Touch

This gorgeous house is nestled within the medieval hilltop village of Castelmuzio. The vibrant garden features cypress, fig, pomegranate and local flowers, with its own plunge pool and spaces for sunbathing and alfresco dining. There are three main suites, plus a single bedroom that shares an entrance and en-suite with one of the double rooms, making it ideal for families. It's a twenty-minute drive to the autostrada A1, and we do recommend hiring a car here if you're hoping to take a trip to the cities of Siena or Florence. *Due to this home's location, we recommend hiring a car to make the most of your stay.*Not all bathrooms are photographed here, but we expect consistency in style and quality throughout this home.*All bedrooms in this home are upstairs with no lift, so climbing stairs will be required here.*Bedrooms 2 and 3 are both interconnected with single rooms with which they share en-suite bathrooms.*The ceilings in some area...More Details

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Siena, Apartment for rent

Apartment • 10 People • 5

• 6

•

From

€

608 /night

Min Stay 7 nights

Siena, Italy

€ 608 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Green in Bloom

Boasting traditional Tuscan charm, this countryside villa welcomes up to ten guests, making it an excellent choice for a family or group of friends looking for a restful getaway. Inside, there’s plenty of space for the group to spread out, then come together for meals in the garden. The private pool is sure to be a hit, and the covered terrace is an ideal spot to enjoy a tipple or two. Buonconvento is the closest village, but if you’d like to explore further afield, Siena is easily reached by car. *Due to the location of this home, we recommend hiring a car for ease of getting around. Parking is 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.*While one of the bedrooms and some of the bathrooms aren’t photographed, expect the style and quality to be consistent with the rest of the home.*If you need to pick up provisions during your stay, there’s a sm...More Details

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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

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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

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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

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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

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Siena, Apartment for rent

Apartment • 8 People • 4

• 6

•

From

€

1,640 /night

Min Stay 3 nights

Siena, Italy

€ 1,640 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Kisses

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

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Siena, Apartment for rent

Apartment • 14 People • 7

• 7

•

From

€

1,166 /night

Min Stay 3 nights

Siena, Italy

€ 1,166 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Old Watermill

You’ll find this stunning twelfth-century watermill set among dappled woodland and 1.5 acres of flourishing gardens in the rambling Tuscan countryside. The owners, Marco and Alessandro, spent years lovingly renovating the home, restoring its timber beams, stone walls and terracotta flagstone floors while incorporating antique and custom pieces to create a warm, rustic ambience. If you’re spending time outside, we bet you’ll be relaxing under a parasol by the saltwater infinity pool – it’s built inside the trench that supplied the mill with water over 800 years ago. After a sun-soaked morning, head into the woods for secret spots and the best views of the rolling landscape. When you’re feeling peckish, indulge in Italian feasts out on the patio – or if you don’t feel like cooking, you’re only a five-minute drive from the gorgeous restaurants in Montepulciano. As the evening draws in, take a bottle of wine produced from grapes grown in th...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

467 /night

Min Stay 3 nights

Siena, Italy

€ 467 /Night (minimum stay 3 nights)

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...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

600 /night

Min Stay 3 nights

Siena, Italy

€ 600 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

With its backdrop of rolling hills and its flourish of flowers signposting your welcome, this stone villa on the outskirts of Cetona in Tuscany is a vision of rural relaxation waiting to show you just how delicious slow living can be. Inside, exposed beams and tiled floors await you, with the main living area boasting a large hearth and country views for you to enjoy at your leisure. The farmhouse kitchen is a veritable snapshot of Tuscan traditionalism, while upstairs, three comfortable bedrooms wait to cradle you into a serene sleep. From the first floor, walk out on the geranium framed balcony for views of the lush green grounds, then walk down the stone steps to explore them up close. Here, a sunchair-lined pool invites plenty of dips in its refreshing waters while taking in views of medieval Cetona perched on its hilltop, reachable by car in five minutes. After a day luxuriating in the sun or exploring Cetona’s piazzas and palazzos...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

833 /night

Min Stay 3 nights

Siena, Italy

€ 833 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Just outside the charming village of Sarteano, this cosy villa is surrounded by woodland and rolling Tuscan countryside. We love the arched window looking out over the garden – the perfect spot to curl up on a plushy sofa with a good book. To cool down, take a long swim in the pool before drying off for an aperitif on the terrace, just one of the many outdoor lounging areas. Indulge in long lunches under the shade of the greenery before a round of table tennis on the lawn. If you’re looking to add a touch of luxury to your holiday, the spa resorts of Chianciano Terme, Bagno Vignoni, and Bagni San Filippo are just half an hour away. Wine connoisseurs might enjoy a trip to Montepulciano to wash down a cheese tasting in Pienza. Art lovers will no doubt take the hour’s drive to Siena or Arezzo for a day drip. No matter what little adventures you decide to go on, be sure to stop and smell the flowers in the garden and feel the soft grass bet...More Details

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Siena, Apartment for rent

Apartment • 6 People • 2

• 3

•

From

€

710 /night

Min Stay 3 nights

Siena, Italy

€ 710 /Night (minimum stay 3 nights)

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 is open f...More Details

Booked

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Siena, Apartment for rent

Apartment • 12 People • 6

• 5

•

From

€

1,001 /night

Min Stay 3 nights

Siena, Italy

€ 1,001 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Green Stables

This refurbished farmhouse is essentially two homes in one, perfect for two families travelling together. Both segments of the house have three bedrooms, each with direct access to the lush garden. In the living room, floor-to-ceiling windows lead out to the courtyard and lawns, where there’s a private pool and a pond – ideal for game fishing (provided that the fish is thrown back into the water). The interiors pay homage to the home’s initially intended purpose, as a clubhouse for horse riders to relax in, with paintings of horses adorning the walls, and furnishings that have an old-world charm. Despite the antique bed frames and Moroccan rugs, the home itself feels modern, particularly the suspended fireplace in the heart of the living room, and the sleek kitchen flanked by iron columns and picture-frame windows. Your neighbours are of the equine variety, and with stables next door, guests can book horseback riding lessons, and take a...More Details

Booked

Available

Siena, Apartment for rent

Apartment • 10 People • 5

• 6

•

From

€

1,113 /night

Min Stay 3 nights

Siena, Italy

€ 1,113 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sage and Rosemary

Surrounded by 10 hectares of land, featuring olive groves, lush woods and picturesque vineyards, this home is the perfect introduction to the Tuscan countryside. From the terrace, you can take in the view of the region’s rolling hills, with the hilltown of Poggibonsi rising up in the distance. As you wander through the gardens, breathe in the scent of the lavender, sage and rosemary plants. It’s easy to relax here, whether you’re going for a leisurely swim in the pool, taking some time out in the whirlpool tub or relaxing with a sundowner on the outdoor sofas. Typically Tuscan on the outside, with red-shuttered windows and a terracotta roof, this villa adds a dash of opulence to the occasion inside. From the bright living room with its arched French windows framing the view, to sparkling candelabra above the long, dark-wood dining table. Bedrooms and bathrooms have traditional touches – hand painted wardrobes, vibrat vintage tiling, and...More Details

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Available

Siena, Apartment for rent

Apartment • 16 People • 10

• 9

•

From

€

1,144 /night

Min Stay 3 nights

Siena, Italy

€ 1,144 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Texture Like Sun

A hideaway in the Tuscan countryside, this beautiful home has an air of old Italy about it, without sacrificing modern comforts. Surrounded by the gold and green hills, it's a home for those who want to take a break from the everyday and bring the entire family along to do it with. With two houses and a sprawling garden, there is definitely enough room to accommodate everyone. In the mornings, step outside for an espresso before taking a refreshing dip in the pool. Relax under the Italian sun on one of the loungers — or retreat to the covered pergola with a good book. Inside, the home has retained many of its original features, including wood-beamed ceilings, an open stone hearth in the living room, and tall, arched windows looking out over the grounds. Sunflower-yellow walls throughout are sure to put a smile on your face. When golden hour hits, step outside to take in views of the Tuscan countryside, golden-hued and changing by the se...More Details

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Found 185 Siena properties for vacation rental

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