Italy - Holiday Apartments in Siena Italy

Country: Italy (7128) | Region: Tuscany (2160)

Type: Apartment | Pool: yes

Found 132 Siena Apartments for vacation rental

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 • 14 People • 7

• 6

•

From

€

969 /night

Min Stay 3 nights

Siena, Italy

€ 969 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Rolling In Olives

This traditional farmhouse, buried deep in the Tuscan hills, offers guests a taste of everything this area is known for – picturesque mountain views, pretty vineyards and lush olive groves. Sat in the heart of 'Chiantishire', you’re surrounded by idyllic villages like Castellina and Radda, and perfectly placed to explore this world-renowned wine region. Back at the home, you’ll find everything you need for the quintessential Tuscan trip, with a glimmering pool overlooking the rolling hills, plenty of seating areas dotted around the lush green gardens and a sun-kissed patio, plus enough space to make sure a large group can sprawl out and unwind. Set across two buildings, both interiors exude rustic charm with beamed ceilings and stone archways. Furnished with plenty of Italian passion, there are comfy sofas, a huge dining table and an authentic kitchen. Fire up the barbecue and wait for the meat to grill while indulging in a sundown aper...More Details

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Siena, Apartment for rent

Apartment • 7 People • 3

• 3

•

From

€

247 /night

Min Stay 1 night

Siena, Italy

€ 247 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Touch of Tuscany

Surrounded by vineyards and olive trees in the Tuscan countryside, this apartment ensures a restful stay for a family or a group of friends. We loved the traditional features, particularly the exposed stone walls and the timber beams. Outside, there’s a dining table and chairs for alfresco lunches and a communal swimming pool for keeping cool in the summer. You’ll need to hire a car for stress-free exploring – the medieval city of Siena is less than an hour’s drive away. *Due to the location of this home, we recommend hiring a car for ease of getting around. *At capacity, one guest will sleep on the sofa bed in the living space.*Please note that only one of the bathrooms has a window. *If you’ll be staying with a little one, your host can provide a cot upon request. *The communal swimming pool is open from the 26th of May to the 30th of September. Air ConditioningBarbequeCentral HeatingCoffee MakerCot / CribFreezerFridgeGardenHair Dr...More Details

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Siena, Apartment for rent

Apartment • 2 People • 1

• 1

•

From

€

246 /night

Min Stay 1 night

Siena, Italy

€ 246 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Retreat

Situated on a small resort, this first-floor apartment is perfect for a romantic getaway. Sure, it’s not filled with bells and whistles and the simple style may not be to everyone’s taste, but it has everything you need for a comfortable stay. The private balcony is a lovely touch, with views over the central piazza and chapel – just the spot for a glass of Chianti to while away the evening hours. Fancy sunbathing? Head to the communal pool. Bordered by loungers, you can soak up the sun from in or beside the water. *We recommend hiring a car to get the most out of your stay. There's on-site parking available here. *This apartment is situated on a small resort with a communal pool, open between May and September to October (weather dependent). The pool isn't fenced, so if you're bringing children they'll need to be supervised at all times. *Well-behaved dogs up to 30kg are welcome to join you for your stay.*There's no air conditioning a...More Details

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Siena, Apartment for rent

Apartment • 3 People • 1

• 1

•

From

€

168 /night

Min Stay 1 night

Siena, Italy

€ 168 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Tuscan Whisper

In the quaint village of Lecchi in Chianti, this semi-detached cottage is part of Montebuoni, a Tuscan hamlet with stunning views of Chianti Classico's vineyards. While the little cottage and its private Mediterranean terrace are all yours, the swimming pools, tennis court and vast gardens are shared with other guests staying on this small resort. Inside, the space presents an authentic Italian countryside set-up with classic designs and contemporary touches to ensure comfort and functionality. It's worth noting that at full capacity – one guest will sleep on the sofa bed in the living room here. You'll find Montebuoni's village centre 4 kilometres away, and day trips to Siena, Florence, and San Gimignano are also easily accessible by car. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises. *The swimming pool, children's pool, tennis courts and laundry f...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 • 4 People • 2

• 1

•

From

€

270 /night

Min Stay 7 nights

Siena, Italy

€ 270 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

WiFi

Life in Sepia

Surrounded by acres of lush gardens, walls cloaked in traditional, touches of mahogany – this charming home is perfect for a Tuscan getaway. Not to mention the glittering pool in the garden, the ideal spot to lounge all day while listening to the chirps of birds in the trees. When you want to take a break from the baking sun, step inside and you'll instantly be cooled down by the terracotta tiled floors and high, wood-beamed ceilings. Evenings spent around the outdoor table are pretty special, too. Relax with an aperitif under the pergola while the barbecue works on dinner, playing a card game or two.You'll love waking up to the fresh, crisp air of the Tuscan countryside with trees that seem to span for miles. When you want to get out and explore, nature lovers will enjoy the plenty of hikes and cycle routes around the area. And you're less than a twenty-minute drive away from Parco Fluviale Alta Val D'Elsa, a spectacular river park of ...More Details

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Siena, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

927 /night

Min Stay 1 night

Siena, Italy

€ 927 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

I Dream of Chianti

This former defence watchtower dating back to the 10th century has been beautifully reimagined into a corker of a family home. Within the palatial grounds, there's a ping-pong table, pool table, table-football set, and a children's playground to keep little ones busy and a private secluded pool and sauna for some adult relaxation time. It's worth noting a river runs through the grounds, so if you're travelling with little ones, you'll need to keep a watchful eye on them at all times. Location-wise, you're just a short drive from the bustling Chianti towns of Gaoile (3km) and Radda (7km). Or plan a day trip to Siena – you'll be there in less than an hour. *While the fifth 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 join you, but you’ll need to request with your host in advance.*There is ample space for parking.*The home’s owner lives next door i...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

405 /night

Min Stay 1 night

Siena, Italy

€ 405 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

An Ode to Serenity

Surrounded by the Tuscan countryside, this villa suits a small family or two couples looking for a restful escape. Outside, there’s a terrace for relaxing or dining and a hot tub – the perfect place to unwind at sundown. And if you’d like to explore, Gaiole in Chianti is the closest village, just a short drive away. The best part, however, is the home's location on a wine-producing estate, and your host can provide a complimentary tour of the winery and tasting session during your stay. *Due to the location of this home, we recommend hiring a car for ease of getting around. One parking space is available on the premises.*Please note, the road leading to the home is unpaved.*If you’ll be staying with a little one, your host can provide a cot and high chair upon request.*One of the double beds can be arranged as two singles upon request. Air ConditioningBalcony / PatioBarbequeDishwasherFree ParkingFridgeHair DryerHot TubKitchenKitchen U...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

166 /night

Min Stay 1 night

Siena, Italy

€ 166 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

A Little Piece of History

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

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Siena, Apartment for rent

Apartment • 9 People • 4

• 3

•

From

€

393 /night

Min Stay 1 night

Siena, Italy

€ 393 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

A Tuscan Dream

Located in the heart of the Chianti region, famous for its vineyards and unspoilt countryside, this traditional villa suits any family or group of friends. There’s never a dull moment here thanks to the games room, badminton net and swimming pool, but when you’re ready to put your feet up, there’s a large terrace for enjoying refreshments in the shade. The rural location means having a car is essential here. Siena is a thirty-minute drive away if you’re keen to take a day trip. Prefer to stay local? There’s a winery on your doorstep. *Due to the location of this home, we recommend hiring a car for ease of getting around. *The futon in one of the bedrooms is better suited for two children. If you’ll be staying with a little one, your host can provide a cot and a high chair upon request.*The swimming pool is open from the 27th of April to the 2nd of November and is occasionally shared with the owner who discreetly lives on the premises.*...More Details

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Siena, Apartment for rent

Apartment • 2 People • 1

• 1

•

From

€

423 /night

Min Stay 1 night

Siena, Italy

€ 423 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Olive Branch Beauty

A vision of romance in the Chianti countryside, this villa for two offers plenty more than just breathtaking views over a patchwork of vineyards and olive groves. A private infinity pool will ease you into holiday bliss, and the alfresco dining area is ideal for tucking into an intimate Italian meal prepared by your hosts. The home’s insides are full of rustic charm, with beamed ceilings and picture windows offering vistas over the rolling hills. When you’re ready to tear yourself away, you’ll find the village of Lecchi, just 2 kilometres away, while the beautiful medieval town of Radda is a twenty-minute drive. *There are four internal steps up to the kitchen, as well as exterior steps to the furnished patio. It may 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 and bring your own cot linen.*Due ...More Details

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Siena, Apartment for rent

Apartment • 15 People • 7

• 7

•

From

€

2,884 /night

Min Stay 1 night

Siena, Italy

€ 2,884 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tuscan Treasure

Sitting pretty on sixty-five hectares of rolling countryside, this 16th-century villa has been renovated into a luxury retreat with designer touches. Even though an indoor pool, gym, wine cellar and billiard room ups the ante inside, the outdoors is where this home truly shines. Admire the views from the sprawling garden. You'll also find a private pool with ample poolside seating and a shaded veranda for alfresco dining. Location-wise, it's within driving distance of thermal spas, Siena, Florence and several other art cities. And for more active guests, Lucciola Bella Nature Reserve has various hiking trails. *There’s free covered parking available.*At full occupancy, one guest will be sleeping on the sofa bed in the tower.*This home is spread across three floors, so you'll have to be able to climb stairs here, but there is a guest house with a ground-floor bedroom and bathroom. *The outdoor swimming pool is only available for use bet...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

918 /night

Min Stay 1 night

Siena, Italy

€ 918 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Rustic Idyll

It's homes like this that give Tuscany its reputation as a blissful place which to retreat for a week or three. The surrounding landscape of vineyards and rolling hillsides is as picturesque as you could possibly imagine, while the home itself is bursting with character.Much of this is down to its long history. Built at the end of the 18th century as a mill, it was converted into a farmhouse before becoming the handsome getaway you see today. This heritage is writ large across the interior, with stone archways, wooden ceiling beams and terracotta tiles underfoot a treat for those that melt at the sight of rustic design – which includes us. The more contemporary features – including the freestanding bathtub and modern kitchen – have been tastefully added to retain this inimitable charm.Outside, it's a slightly different story. The hot tub and swimming pool in the middle of the garden are comparatively recent additions to the address but ...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

608 /night

Min Stay 1 night

Siena, Italy

€ 608 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Princess of Chianti

This enchanting home in the Chianti region of Tuscany is set on a tiny hamlet near Gaiole and dates back to the 14th century. Offering picturesque views of Chianti woodland and vineyards, dare we say, it feels like somewhere straight out of a fairytale. Spread over three floors, all with uninterrupted views, the home reveals a blend of traditional and modern designs, creating an authentically Italian countryside vibe wherever you are in the villa. Fitness buffs can stay active at the home gym, yet with views like these, you'll likely spend much of your time outside in the garden. Here, a private swimming pool overlooks the valley, alongside an alfresco dining area and plenty of places to sunbathe. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises for two cars. *A maid service is included three times per week here. *The pool is open between May and Septe...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 • 6 People • 3

• 2

•

From

€

357 /night

Min Stay 1 night

Siena, Italy

€ 357 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

Wine in the Hills

This delightful holiday home is located in the beautiful countryside of Tuscany. It’s just a ten-minute drive to the Pietraporciana Nature Reserve and fifteen minutes to the Sarteano Civic Archaeological Museum, so there’s plenty to see and do nearby. The home boasts wonderful views over a valley and Mount Amiata, which can be admired from the private pool and garden. Your host offers free wine tastings in the homeowner’s family wine cellar – what more could you ask for from a Tuscan escape? *One well-behaved pet is welcome to join you during your stay, with prior approval from your host. *There’s free parking at this home. We recommend hiring a car to get the most out of your stay. *The pool is open from 1st May to 14th October. *Your host can provide a cot for little ones. *Your host can arrange a wine tasting for you at the owner’s family’s wine cellar in the historic centre of Cetona. *There are stairs to climb at this home so it m...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 • 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 • 3 People • 2

• 1

•

From

€

280 /night

Min Stay 1 night

Siena, Italy

€ 280 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Vines of the Vineyard

Lounge by the lavender-edged 18-metre lap pool with its beautiful views of the forested hills and distant hilltop village of Castagnoli. You can’t see the pool from the house, as it's 70 metres down a track, past the owner's villa – but once there, it’s a sight to behold. Or relax on your terrace or balcony in the private garden. It’s the perfect spot for an Italian feast cooked on the barbecue or rustle up something in the kitchen on the first floor with its marble worktops. If you need to top up on ingredients, then Gaiole, 4 kilometres away, has a selection of shops, as well as restaurants, while the nearest village, Barbischio, 1 kilometre away, has a superb trattoria. *This home is on the first and second floors.*Unfortunately, this home is not suitable for infants or children under 6 years old. Guests should also note there's an open staircase here.*The swimming pool is only available for use between May and October. The chlorine...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

241 /night

Min Stay 1 night

Siena, Italy

€ 241 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Bishop's Garden

This charming apartment is located in the beautiful Tuscan countryside, in a quiet village along the Via Francigena. San Gimignano is just 8 kilometres away, and the home is surrounded by gentle hills, vineyards, and olive trees – it’s a peaceful base for a family break but you’ll still be within easy reach of restaurants and shops. We love the views outside, and the shared swimming pool. Inside, you’ll find 19th-century furniture, including a stunning wooden bed in the main bedroom. *There’s free parking here. We recommend hiring a car to get the most out of your stay. *The shared swimming pool is open from 26th May to 30th September. *Your host can provide a cot for little ones on request. *Each apartment in this complex has a garden space with a table and chairs. *There are stairs to climb to reach the entrance to this home, so it may not be suitable for those with reduced mobility. Air ConditioningBarbequeCentral HeatingChild Fri...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 1

•

From

€

187 /night

Min Stay 1 night

Siena, Italy

€ 187 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Where Time Stops

Situated on the outskirts of the charming town of Poggibonsi, this rustic apartment is an idyllic escape for a small family or two couples looking to spend some time in Tuscany. We loved the traditional features, particularly the timber ceiling beams and the terracotta tiles. Outside, there’s a private terrace for enjoying home-cooked dinners or an evening glass of wine. You also have access to a communal swimming pool and a tennis court. For those keen to explore, Florence is an ideal day trip destination, less than an hour’s drive away. *Due to the location of this home, we recommend hiring a car for ease of getting around. Parking is available on the premises. *If you’ll be staying with a little one, your host can provide a cot and high chair upon request.*Guests staying here have access to a communal swimming pool (open from the 18th of May to the 18th of September) and a tennis court. BarbequeCentral HeatingCoffee MakerCot / Cri...More Details

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Siena, Apartment for rent

Apartment • 12 People • 6

• 8

•

From

€

2,392 /night

Min Stay 3 nights

Siena, Italy

€ 2,392 /Night (minimum stay 3 nights)

Swimming Pool

Air Conditioning

WiFi

Botticelli's Primavera

Just driving up to this fabulous Tuscan home is a pleasure in itself. Surrounded by manicured lawns, tall cypress trees and rolling hills, it's an imposing place in a secluded setting. Within the private estate of Arceno, it comprises a main stone-built villa and an Annesso – a historic barn converted into a separate intimate home. The main house is dominated by its central courtyard, while the lush gardens are home to a stunning pool and outdoor dining spots. We love the thought of gathering the whole gang around the long dining tables for lazy lunches of lemon ravioli and chilled white wine, lasting far into the afternoon. Inside, this home is elegant and comfortable, with period features, antique furniture and grand reception rooms. The concierge service makes things even easier, providing items ranging from the basic (oil and selected toiletries) to the delectable (spirits and house wine). One of the best ways to acquaint yourself w...More Details

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Siena, Apartment for rent

Apartment • 18 People • 9

• 8

•

From

€

3,841 /night

Min Stay 1 night

Siena, Italy

€ 3,841 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Rose of Time

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

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Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

331 /night

Min Stay 1 night

Siena, Italy

€ 331 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tuscan Idyll

Offering views of the surrounding hills and the owner's vineyard, this eco-friendly villa is set within the Chianti countryside. While the interior is fairly subdued and the unpaved road leading here isn't the best drive, this home promises a paradisal outdoor living space. You'll find a poolside dining area and a hot tub in the garden, plus you can enjoy fresh produce from the chicken coop and vegetable patch. Exploring Tuscany? Gaiole is two kilometres away, and Radda is eight. *This is an eco-friendly home that runs on solar power. Due to this home's remote location, you might find that the phone and wi-fi signals are sometimes patchy.*There's a sofa bed in the living area for more flexible sleeping arrangements.*The swimming pool is available for use between April and the end of November. There's a separate changing room for the hot tub, plus a bar fridge.*If you're travelling with little ones, your host may be able to arrange a co...More Details

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Siena, Apartment for rent

Apartment • 4 People • 2

• 1

•

From

€

164 /night

Min Stay 7 nights

Siena, Italy

€ 164 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Rustica

Step back in time to a simpler Italy, where this stone-built home invites you to delight in life's small pleasures. Whether it's the unique texture of a stone-built wall, or a soft breeze breaking through the Tuscan heat and gently rustling the trees. Experience the light, sky and undulating hills that stretch for miles in sharp focus – once you get used to this way of living, you'll never want to leave.Split your sunshine time between the vast swimming pool, shared with your neighbours, and the private dining table where you can spend hours exchanging stories over cheese boards and white wine. Inside the apartment, original features and antique furniture create a comfortable, nurturing space. Put your phone on silent mode, get out a classic novel and feel the relaxation sink in. *If you're staying in the summer months, it's worth noting that there's no air conditioning here*Pets are allowed at this home, so feel free to bring your fur...More Details

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Siena, Apartment for rent

Apartment • 48 People • 25

• 21

•

From

€

2,137 /night

Min Stay 1 night

Siena, Italy

€ 2,137 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Lady Rose

Nestled amid a medieval country estate, this home welcomes guests to enjoy its sprawling gardens, private pool, tennis court and beautiful views. There are 11 individual apartments here, each offering a wonderful sense of privacy, peace and rustic charm. It’s also a great base from which to explore the region. From here, it’s just 25 kilometres to Siena, while the nearest shops and restaurants can be found in Monteroni d’Arbia and Asciano – both just a short drive away. *This home is split across 11 apartments, with each apartment sleeping between 2 and 6 guests – please speak with your host to request a full breakdown.\n *Please also note this home is located within a private estate – the facilities such as the tennis court, bikes, boccia ground and children’s playground are all shared. \n *Weekly housekeeping is included in your stay.\n *The swimming pool is only available for use from the 14th of April to the 22nd of October.\n *The...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

510 /night

Min Stay 1 night

Siena, Italy

€ 510 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tranquil Days

Situated within Montagnola Senese Park, less than thirty minutes from the centre of Siena, this villa is ideal for those wanting to relax in a serene setting. There’s a swimming pool, just 20 metres from the home, with submerged steps for easy access to the water. Plus, there are alfresco dining areas for meals in the sunshine. The interiors are dated but that’s part of the charm. And just so you know, the hosts occupy the upper floor of the home, though they are only around for short periods and will give you plenty of privacy during your stay. *Due to this home's location, we recommend hiring a car to get the most out of your stay. The parking area is located just past the entrance gate to the property.*The swimming pool (open from the last Saturday in April to the first Saturday in October) isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. Your host can also provide a cot and high chair upon r...More Details

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Available

Siena, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

191 /night

Min Stay 1 night

Siena, Italy

€ 191 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Flavours of Tuscany

Fancy relaxing in the Tuscan sunshine, surrounded by nature? This could be the home for you. With a shared outdoor space boasting a communal pool and plenty of loungers, embracing the Mediterranean lifestyle comes easily here. The apartment itself is traditional in style and has a basic kitchen – it’s also worth noting that one of the beds in the twin room is suited to a child. When it comes to exploring the local area, wine connoisseurs will love the nearby vineyards, while a trip to San Gimignano to see the towers – known as mediaeval skyscrapers – is a must. *While not all bathrooms are photographed, expect the style and quality to be consistent with the rest of the home.*One of the beds in the twin bedroom is only suitable for a child. *You'll have access to the communal swimming pool and gardens here. They're shared with the building's other residents.*The swimming pool is only available for use between 26th May and 30th September...More Details

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Available

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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Apartments for rent in Siena Holiday rentals Italian vacation rentals of Flats and Penthouses, Condos - Short term lettings

Found 132 Siena Apartments for vacation rental

Siena, Italy

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Siena, Italy

Siena, Italy

Siena, Italy

Siena, Italy

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Siena, Italy

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Siena, Italy

Siena, Italy

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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

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