Siena Long Term Rentals With Pool, Rent Furnished or Unfurnished Apartments, Houses and Monthly Room rentals

House in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sun of Splendour

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

Radda in Chianti House for rent

House • 4

• 4

• 2,260 ft2 • pets

€

17,304 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€17,304 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Eternal Etruscan

Sit back, relax and soak up the sunshine at this characterful villa in Chianti. It may be a little dated inside, but the twin apartment layout is perfect for families and groups that want their own space. Besides, the garden speaks for itself. Surrounded by vineyards and olive groves, you'll be treated to fantastic views day or night. There's a private pool, a hot tub, and a sauna for ultimate relaxation, while the terrace makes the perfect spot to enjoy an Italian feast. Paths lead down to freshwater springs with natural pools, but if you want to venture out, you'll find Radda in Chianti, Siena, and Florence all within easy driving distance. *This home consists of two apartments, each with its own living area and kitchen. They're connected by an outdoor staircase. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *Two double beds can be converted into twins if needed. *If you...

House • 6

• 6

• 6,781 ft2 • pets

€

61,719 EUR /Month

Term: Monthly

House in Siena, Italy

€61,719 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Golden Tuscan Sun

Traditional charm, stunning views and a private swimming pool – this home has everything you could need for a blissful Italian escape. There are two outdoor seating areas, a barbecue and a pizza oven for delicious evening meals. Inside, the rooms are filled with art along with a range of home comforts to ensure optimum relaxation. Exercise enthusiasts will also appreciate the home gym. Daily housekeeping is included in your stay and your host can help organise a range of extra services – including private chefs and wine tastings. You will need a car to get around here, but it’s just a short drive to the nearest amenities in Sarteano, while Montepulciano, Montalcino and Chianciano Terme are all within easy driving distance. *Housekeeping is included for four hours per day. *Please note this home is set across two floors with stairs. It is also possible for the bedrooms to be arranged with two single beds or as a double on request...

House • 1

• 2

• 753 ft2 • pets

€

6,144 EUR /Month

Term: Monthly

House in Siena, Italy

€6,144 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Tuscan Couplet

We think this cosy little home is the perfect couple's retreat. Step inside and you'll discover rustic details like stone archways, beamed ceilings, and an open fireplace. Outside, the terrace makes a scenic spot to enjoy an alfresco dinner – your host can organise a private chef for a fee. The cherry on top is the private pool, where you can cool off as the sun goes down. With its convenient location near Florence and Siena, this home is the ideal base for exploring the region's rich history, culture, and culinary scene. *There's a double sofa bed here that may be available on request – please speak to your host for more information. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *The pool is only available to use between 1st June and 21st September. *You’ll need a car i...

Apartment • 3 beds

• 3

• 1,615 ft2 • pets

€

31,500 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€31,500 EUR /Month
• Term: Monthly (Furnished)

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 ...

Apartment • 6

• 8

• 6,996 ft2 •

€

51,786 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€51,786 EUR /Month
• Term: Monthly (Furnished)

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...

House • 1

• 1

• 700 ft2 •

€

5,640 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Air Conditioning

WiFi

The Hillside Sanctuary

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

Apartment • 2

• 2

•

€

7,944 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€7,944 EUR /Month
• Term: Monthly (Furnished)

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 ...

House • 11

• 11

• 10,764 ft2 •

€

81,228 EUR /Month

Term: Monthly

House in Siena, Italy

€81,228 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Classico Chianti

This hilltop villa offers panoramas from Monte Amiata to Siena and boasts sweeping vineyard views – what more would you wish from a stay in the Chianti region? Licensed for weddings, it's a magical setting for special occasions – just ask your host for details. The interiors lean traditional, perfect for those who appreciate classic Tuscan charm. That said, you’ll likely want to spend most of your time outdoors – taking dips in the pool, sipping wine on one of the terraces and gathering for alfresco meals – your host can arrange private chefs, too. And with castles, medieval villages, vineyards and thermal spa towns within easy driving distance, you’ll be spoilt for choice here. *This home is spread across a main house and a converted barn. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Two bedrooms have the option to convert the double beds into two singles upon request...

House • 1

• 1

• 700 ft2 •

€

4,104 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Blush

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

Castellina in Chianti House for rent

House • 5

• 4

• 4,844 ft2 •

€

24,423 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€24,423 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Classic Moments

If you’re in search of a rustic retreat in the heart of Chianti Classico, this home delivers a sweet solution. You can enjoy stunning views across olive groves, vineyards and rolling hills. There’s a private pool for leisurely afternoon swims, a shaded pergola for evening meals and a billiard room for family-fun and games. The rooms are spread across the main house and an adjacent annexe – providing plenty of space to stretch out and socialise. You will need a car to get around here, but it’s just a short drive to Castellina in Chianti, while Siena and San Gimignano are both within easy driving distance. *Please note the main house is spread across three floors. You will also find two of the bedrooms are located in the adjacent annexe. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *All fireplaces in this home are ornamental. *The swimming pool is available for use fr...

Apartment • 5

• 4

• 3,229 ft2 •

€

22,155 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€22,155 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

One of the Greats

Nestled away in the countryside outside the idyllic hilltown of San Gimignano, this extraordinary villa combines exquisite interior design and a sprawling collection of amenities to make for an address that is sure to win over even the most discerning of guests. As you walk about the house for the first time, you might find it difficult to single out a favourite room. There's a timeless elegance to the dining room surrounded by floor-to-ceiling windows and centred around a grand piano, while the neighbouring kitchen is surprisingly modern in style and is sure to excite those with a culinary calling. And that's before we've even got around to the impressive grounds. On summer days, the swimming pool surrounded by leafy vegetation is sure to beckon, but there's also a wealth of peaceful spots out on the various terraces. As if that wasn't enough, guests are also blessed with a tennis court, which can be found about 500m fro...

House • 2

• 2

• 1,023 ft2 •

€

9,120 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

WiFi

Landscape Artist

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

Apartment • 7

• 7

• 4,628 ft2 •

€

19,104 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€19,104 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Tuscan Legacy

This stunning villa is surrounded by 32 hectares of woods, olive groves, and vineyards. It benefits from a fantastic location close to Tuscany, Umbria and Lazio, making it perfect for families and friends wanting to explore more of Italy. You can reach Siena in forty-five minutes and Rome in ninety – you’ll have your pick when it comes to exciting day-trips. There’s plenty to keep you occupied at the villa, too, with a private pool, barbecue, and billiards. Two guests will be sleeping in an adjacent cottage, which is ideal for a couple seeking more privacy. *We recommend hiring a car to get the most out of your stay. Your host can provide parking on request. *One well-behaved pet is welcome to join you, with prior approval from your host. *The pool is open from 1st May to 15th October. *This home is spread between the main house and an adjacent cottage with a studio layout. *The janitor lives in the former barn next ...

Radda in Chianti House for rent

House • 3

• 2

• 1,938 ft2 •

€

11,544 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€11,544 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Vine

In the heart of Chianti Classico, this charming old stone villa offers a haven for wine enthusiasts. Surrounded by vineyards producing world-renowned wines, you can easily explore local wineries and historic towns like Radda. If you’re not sampling the local grapes, back home, you’ll find everything needed for a comfortable stay. Granted, there’s no air conditioning here, but with sun-dappled terraces, panoramic views and a private pool, you’re sure to be drawn outdoors anyway. Locally, a trip to Radda is a must, reached easily in under ten minutes in the car. *There's no air conditioning here. It could get a little hot during the summer. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from May until September, isn't fenced. Children will need to be supervised at all times. *The twin bedroom can be set up as a double upon request. *We...

Apartment • 5

• 5

•

€

67,578 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€67,578 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sunflower Hill

This home, composed of three suites and two cottages, sits on an exclusive estate just 1 kilometre from the historic centre of Montepulciano. It’s in a breathtaking spot overlooking a vineyard-filled valley, with the marvellous views visible from inside and out – the living room boasts floor-to-ceiling arched windows. The outside space is stunning, with a private pool and gardens filled with fragrant roses, fruit trees, and even a vegetable patch. We love the rustic touches that sit alongside modern amenities – you get the best of both worlds here. *This home is composed of three suites and two cottages, so you won’t all be sleeping under the same roof. *There are stairs to climb at this home, so it may not be suitable for those with reduced mobility. *While not every bedroom or bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *Well-behaved pets are welcome to j...

Apartment • 5

• 6

•

€

25,872 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€25,872 EUR /Month
• Term: Monthly (Furnished)

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...

Apartment • 6

• 6

•

€

29,820 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€29,820 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Palatial Peasant

It might sound impossible but we think the perfect Tuscan villa should manage to give off both a peasant and a palatial vibe at the same time. You know the kind of thing: a rambling country house that despite its impressive size – dozens of high ceilinged rooms, imposing archways, ideally a swimming pool out in the capacious grounds – still gives the impression that its occupants might just be out in their orchard picking olives. That description certainly applies to this gorgeous family-friendly villa: a classic example of super-relaxed luxury. Located in the Tuscan countryside, it’s surrounded by forests and within an hour’s drive of tourist favourites like Siena, Florence, Lucca, Pisa and Assisi. Inside you’ll find a country kitchen with a rustic dining table to seat 12 * Heating and electricity come as an extra charge * The pool is in use from April to October *City taxes are not included in the price of the stay and will...

House • 7

• 5

•

€

50,169 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Air Conditioning

WiFi

Super Tuscan

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

Sovicille Apartment for rent

Apartment • 7

• 7

•

€

19,782 EUR /Month

Term: Monthly

Apartment in Sovicille, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Tuscan Farm

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

Sovicille Apartment for rent

Apartment • 2

• 2

• 915 ft2 •

€

4,368 EUR /Month

Term: Monthly

Apartment in Sovicille, Italy

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

Swimming Pool

Pets Allowed

WiFi

Bellissima Casa

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

Radda in Chianti House for rent

House • 4

• 4

• 6,458 ft2 •

€

24,948 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€24,948 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti Hillside

At the top of a winding private road, past the beautiful orchards and fields of cypress trees typical of the Chianti region, this hilltop villa awaits. Over 500 years old and beautifully restored, this remarkable home offers plenty of home comforts both indoors and out – two living rooms, a spacious kitchen and four bedrooms each with an ensuite bathroom are evident inside, while multiple outdoor living spaces, a pool and a large private garden feature prominently outside. Local wineries, scenic hikes and historic villages are all around, waiting for you when you’re ready to venture out – or if you’re up for a longer journey, Siena and Florence are both an hour’s drive away. *This home is not suitable for infants or children under ten years old. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Please note, the approach road to reach the home is unpaved and uneven with many steep uphill pe...

Apartment • 2

• 1

• 592 ft2 •

€

7,848 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€7,848 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Vines of the Vineyard

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

Siena Cottage for rent

Cottage • 2

• 2

• 1,076 ft2 •

€

4,752 EUR /Month

Term: Monthly

Cottage in Siena, Italy

€4,752 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Olive Dawn

Set in a hamlet among vine-covered hills, this home is one of eleven houses, with origins dating back to 1400. There’s a flower and plant-filled private garden and shaded terrace perfect for alfresco meals, while the beautiful large pool is shared – it’s located a short stroll from the home and has incredible views. Inside the cottage, it’s quite traditionally styled, as you’d expect and there’s a fireplace, for when the weather turns cold. With all the wonderful vistas, you may be happy staying put, but that would be a shame, as the charming town of Radda with its narrow cobbled streets, is just a few kilometres away. *The pool area is a short stroll away from the home and it is shared with ten other properties on the estate. *The decor here is traditional, so if you like modern, it may not suit you. *The swimming pool is only available between 15 May and 30 September. *If you're travelling with little ones, your host can...

Apartment • 9

• 8

• 6,814 ft2 •

€

102,627 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€102,627 EUR /Month
• Term: Monthly (Furnished)

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. *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. *The swimming pool is open from May to mid-October. The pool is closed from a...

House • 7

• 6

• 4,305 ft2 •

€

17,568 EUR /Month

Term: Monthly

House in Siena, Italy

€17,568 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Cypress

Set on an 8-hectare estate surrounded by cypress trees and vineyards, this 18th-century villa is a dream spot for a Tuscan retreat. While the villa has been renovated, it still offers plenty of traditional charm, with inviting spaces made for gathering – think a cosy living room with a fireplace, board games and books. Outside, there’s a large pool, a shaded lounge and a dining area – your host can also arrange fridge fills to make dining in that little bit easier. And with medieval villages such as Radda and Castellina within easy driving distance, you’re all set to explore the Chianti hills. *The swimming pool is only available for use between May and mid-October. The opening hours are from 8:30am to 8:30pm. *While this home is spread across two floors, there are two ground-floor bedrooms and bathrooms. *If you're travelling with little ones, your host can provide a high chair for free. You'll need to request it in advance....

Apartment • 2

• 2

• 861 ft2 •

€

8,376 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€8,376 EUR /Month
• Term: Monthly (Furnished)

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...

House • 5

• 5

• 4,306 ft2 •

€

29,463 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Air Conditioning

WiFi

Tuscan Roses

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

House • 7

• 5

• 2,982 ft2 •

€

15,528 EUR /Month

Term: Monthly

House in Siena, Italy

€15,528 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Tuscan Cypresses

Nestled amid the rolling hills and vineyards of Tuscany, this beautiful home is a tranquil escape perfect for families and groups of friends. It’s spread between a cottage and three apartments, so couples and small groups can enjoy their privacy – when they’re not dining together outside or admiring the views from the private pool. This home perfectly blends modern furniture and comforts with traditional Tuscan features like terracotta floors and old hearths. From here, you can easily visit Siena, Florence, Radda, and Gaiole. The Chianti Sculpture Park is also close by. *The swimming pool is available from May to October. *There’s parking for four cars here, with one covered space and three uncovered. Access to the villa is via an unpaved road. *This home comprises three apartments and a cottage so you won’t all be sleeping under the same roof. *Four of the bedrooms can be set up as twins or doubles Barbeque Bathtu...

Apartment • 2

• 2

• 753 ft2 •

€

6,600 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€6,600 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Marble - Olives

Tucked away in the countryside, surrounded by vineyards and olive trees, this apartment is the rural retreat you’ve been searching for. Sure, its traditional style may not suit everyone. In addition, the kitchen is basic – so don’t expect to be whipping up huge family feasts. That said, it’s all the more reason to indulge in delicious local cuisine – just head to San Gimignano. And, with a communal swimming pool and gardens, this home is the perfect place for basking under the Tuscan sun in pure peace. *While the bathrooms aren’t photographed, expect the style and quality to be consistent with the rest of the home. *There's no lift here. You'll need to be able to climb stairs to reach the entrance of the home. *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. *Single bed...