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

Apartment in Siena, Italy

€19,176 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Sunflowers - Sangiovese

Treat yourself to a relaxing stay at this rustic villa in the heart of Chianti, one of the Old World’s best known wine regions. Fully renovated in 2016, this authentic Italian home will delight even the most discerning guest with its characterful design features – think wooden ceilings and gargantuan stone fireplaces – and comprehensive selection of modern amenities. There’s no shortage of activities to keep you busy here – whether it’s relaxing by the pool, playing board games by the fire, or perfecting your forehand on the private tennis court – but we wouldn’t blame you if all you wanted to do was sit back and take in the view. Settle into one of the chairs in the garden and gaze out at the Tuscan hills while your private chef gets to work in the kitchen. When you’re ready to eat, gather everyone round whichever dining table takes your fancy – there are plenty of options here – and enjoy a leisurely lunch under the midday sun...

House • 5

• 5

•

€

37,716 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Emerald Hills

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

House • 2

• 2

• 1,292 ft2 • pets

€

7,392 EUR /Month

Term: Monthly

House in Siena, Italy

€7,392 EUR /Month
• Term: Monthly (Furnished)

Pets Allowed

WiFi

Chianti Lake

Tucked away amid the picturesque Chianti Hills, this charming villa offers a peaceful escape. It’s on an agriturismo with five villas and direct access to a beautiful lake where you can swim and sunbathe. Vineyards, olive groves, and forest surround this home – dining alfresco on the patio gives you the chance to admire stunning views. The villa is a simple home-from-home, with an open-plan living and dining space at its heart. You can walk to Gaiole in Chianti and hop in the car to visit nearby castles and wineries – what more could you ask for? *There’s free parking at this home. We recommend hiring a high-clearance vehicle as access to this home is via an unpaved, uneven road. *Well-behaved pets are welcome to join you during your stay. *This home is within an estate with five villas and the owner’s home. There’s also a small restaurant and bar. *Access to the lake, which is shared with other residents, is via a steep ...

Apartment • 5 beds

• 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...

Radda in Chianti House for rent

House • 3

• 2

• 1,507 ft2 • pool

€

11,640 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€11,640 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Vineyard Sunset

Nestled in the Tuscan countryside with a private pool, serene outdoor space and views across Chianti’s vineyard-laced hills – what’s not to love about this home? Comfortable for a family or group of friends, inside, you’ll find a seamless blend of traditional and modern. And, when you fancy a spot of sightseeing or some authentic Italian cuisine, you can walk to the hilltop town of Radda, just two minutes away, or for jaunts further afield, hop in the car for a day trip to Florence or Siena. *There's no air conditioning here, but fans are provided for guests' comfort. *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 mid-October, isn't fenced. Children will need to be supervised at all times. *There are steps to access this home. It may not be the best option for those with reduced mobility. *We recommend hiring a car to get t...

House • 5

• 5

•

€

52,101 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Air Conditioning

WiFi

Jade Hamlet

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

Apartment • 3

• 2

• 1,399 ft2 •

€

3,816 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€3,816 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Light of Forever

Deep in the heart of Tuscany, this apartment welcomes you to experience the magic of Italian living. You’ll be welcomed by stunning views across the rolling hills. There’s also a shared swimming pool and a private terrace for alfresco dinging and drinks. The apartment is set across two floors and the rooms are traditional, cosy and well suited to families. You will need a car to get around here, but it’s just a short drive to the nearest amenities in Radicondoli, while Siena and Volterra are also within driving distance. *Please note this home is located within a private estate and the swimming pool is shared with the neighbouring guests. It’s also worth noting the pool is available for use from the 1st May to the 30th September. *The laundry room is also shared with the neighbouring guests. *If you’re travelling with little ones, your host can provide a cot for free on request. *Private parking is available he...

House • 2

• 2

• 1,507 ft2 •

€

4,944 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

WiFi

Sun Beams in Tuscany

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

Apartment • 5

• 5

• 2,691 ft2 •

€

19,866 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€19,866 EUR /Month
• Term: Monthly (Furnished)

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 l...

House • 2

• 2

• 1,292 ft2 •

€

7,728 EUR /Month

Term: Monthly

House in Siena, Italy

€7,728 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Hillside Harvest

Nestled on a hilltop estate surrounded by vineyards, this home is one of six on the site of a former medieval castle. You'll share access to the grounds and swimming pool with other guests, but there's a private patio where you can enjoy an alfresco glass of wine. It's also got plenty of character inside – think arched doorways, terracotta floors, and beamed ceilings. Location-wise, you're just a quick car ride from Radda and Gaiole. Whether you're keen to visit the local wineries or venture further afield to Siena or Florence, this is a prime spot to explore the Chianti countryside. *Upon request, the double bed can convert into two singles, while the twin bedroom can convert into a double. *This home sits on a hilltop estate with other apartments and cottages. You'll share access to the grounds and swimming pool. However, the patio is private. *A car is necessary as the home is on top of a steep hill and walking to the near...

House • 2

• 2

• 969 ft2 •

€

5,112 EUR /Month

Term: Monthly

House in Siena, Italy

€5,112 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Grapevine

This cosy home is among a hamlet of villas perched on the edge of San Regolo. Alongside a small garden and a private terrace, you'll share access to the swimming pool with other guests – it's perfect for afternoon dips. The interiors are dated but charming, with a large eat-in kitchen that's the heart of the home. With Arezzo, Siena, and Gaiole in Chianti all within easy reach, exploring Tuscany is a no-brainer. You'll need a car here, but private parking is included – that's all our boxes ticked. *This villa is on a resort with other holiday apartments. You'll share access to the grounds and swimming pool, but the small garden and terrace are private to this home. *Both double beds can be converted into twin beds if requested when booking. *Please note that there isn't a proper lounge here. However, there is a sofa in the kitchen. *The communal swimming pool is available to use between May and October. *If you're trave...

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 • 1

• 1

• 506 ft2 •

€

3,792 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€3,792 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Maestro's Retreat

Located in the heart of San Quirico d'Orcia, this apartment has romance written all over it. Inside, the Tuscan character beckons you to cosy up with your loved one after exploring the town's historic squares and local eateries. The kitchen is small but well-appointed, and though the living area lacks natural light, the private terrace more than makes up for it. Boasting views of the village church and the rolling hills in the Val d'Orcia, we can't think of a more idyllic setting to enjoy a glass of wine and a sunset meal for two. *The home is on the second floor with no lift access. *While we love this home's Tuscan character, the living area lacks natural light. *The kitchen is compact and a little short on prep space, but it has everything you need to rustle up meals. *Free on-street parking is available within walking distance. There are also two public lots nearby with charging stations for electric vehicles and bik...

Apartment • 9

• 9

•

€

54,621 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€54,621 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Lullaby

Situated in southern Tuscany, offering sweeping views of the rolling hills and vineyards, this villa is the perfect location for a peaceful holiday. The town of Radicofani is a ten-minute drive away, home to restaurants, shops and supermarkets, while sleepy San Casciano dei Bagni is reached in twenty. The abode features modern amenities including a sauna, private pool, and a tennis court – though the ground is uneven, so it won’t be suitable for serious players. There’s also a covered gazebo for alfresco dining and a comfortable seating area from where you can watch the sunset. *Due to the location of this home, we recommend hiring a car for ease of getting around. You’ll find parking 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. *For those with reduced mobility, there's a ground floor bedroom and bathroom here. *Some of the twin bed...

Apartment • 4

• 3

•

€

8,880 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€8,880 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

A Fine Vintage

Surrounded by olive groves and vineyards, the surrounding landscape of this home in the Chianti Hills is as idyllic as you might imagine and the living quarters are equally as rustic. The main stone tower dates back to the 17th century, while the farmhouse is covered almost completely in foliage. The interiors of both buildings overflow with historic character, with wooden ceiling beams and terracotta tiling playing host to traditional fireplaces, vintage furnishings and ornate bed frames. It's only the sleek bathrooms that lean on the contemporary side. Step outside and you'll find terraces that look out over the bucolic Tuscan countryside, as well as a swimming pool surrounded by loungers, an alfresco dining area and a barbecue. In addition, there's a well-kept garden in which you can find a shady spot to while away sunny afternoons. Although the location certainly feels isolated, there are plenty of quaint town...

Castellina in Chianti House for rent

House • 5

• 5

• 2,691 ft2 •

€

13,632 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€13,632 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Orgins

From the countryside views to the traditional character inside, there's no denying that this home is unmistakably Tuscan. It's situated among a working vineyard, offering access to the estate's communal pool and a shared garden. The cottage itself has its own terrace, ideal for relaxing in the fresh air while sharing a bottle of Chianti wine. Some rooms are a tad dated, but there's ample space to relax. When you're ready to venture out, an array of wineries and picturesque villages are within driving distance. Florence, Sienna, and Arezzo are also about an hour away for adventures further afield. *This home is on a family farm with another cottage, a main house, and a barn. You'll share access to the garden and swimming pool with other guests. *The communal swimming pool is open from May to September and is about 50 metres away from this home. *There's a bedroom and bathroom on the ground floor. This room's double bed can be ...

Castellina in Chianti House for rent

House • 4

• 3

• 2,239 ft2 •

€

10,344 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€10,344 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Like Sweetness

If you’re looking to experience the natural beauty of Chianti, this home delivers a charming solution. You’ll be welcomed by stunning views across the surrounding vineyards and there’s a private swimming pool for leisurely dips. Inside, the rooms are traditional, family-friendly and full of character. Your host is on hand to help organise sweet extras like private chefs, walking excursions and guided tours. Plus, it’s just a short drive to the nearest amenities while Siena is also within easy driving distance. *Please note the owners live next door with a dog and a cat – you may see them during your stay. *It is possible for the two single beds in the second bedroom to be arranged as a double bed on request. *Please note the swimming pool is open from May to September. *If you’re travelling with little ones, your host can provide a cot for free on request. *Private parking is available for up to three cars. *One w...

Siena Townhouse for rent

Townhouse • 2

• 2

• 775 ft2 •

€

5,280 EUR /Month

Term: Monthly

Townhouse in Siena, Italy

€5,280 EUR /Month
• Term: Monthly (Furnished)

Pets Allowed

Air Conditioning

WiFi

Chianti Classic

If you fancy living like a Tuscan local, this chic townhouse in the heart of Radda will be right up your street. Set across three floors, it’s an ideal base for two couples, with the bedrooms on separate floors and the living area in between, allowing plenty of opportunity for privacy, or to come together to socialise. Location-wise, you’re in for a treat. Wander into town to pick up some freshly baked bread, or dine out daily at one of the many authentic Italian eateries nearby – there’s something for everyone here. *This home is set across three floors. It may not be the best option for those with reduced mobility. *One well-behaved dog (up to 30kg) is welcome to accompany you during your stay. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *This house is set in a pedestrianised area. Public parking is available off-premises. Air Conditioning Balcony Chil...

House • 4

• 4

•

€

29,169 EUR /Month

Term: Monthly

House in Siena, Italy

€29,169 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Vittoria

This home is a handsome retreat in the heart of Val di Chiana. Outside, you can enjoy stunning views across olive trees and vineyards while lounging by the private pool. There are plenty of shaded areas for lazy afternoon reading sessions, while the terrace lends itself perfectly to evening drinks. The rooms are set across three independent cottages – all of which feature a kitchen and living room. It’s worth noting you will need a car to get around here, but it’s just a short drive to the village of Sinalunga where you’ll find restaurants and shops. It’s also the ideal base for exploring nearby Siena, Arezzo and Montepulciano. *Please note the rooms are set across three independent cottages – two cottages have one double bedroom, and one has two bedrooms. Each house includes a living area, a fully equipped kitchen and a private bathroom. *You may meet the owners and their staff during your stay. *Complimentary toiletries ar...

Apartment • 9

• 9

•

€

53,403 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€53,403 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Masterpiece

This incredible Tuscan villa dates back to the 1600s and has been lovingly transformed into an organic and eco-sustainable farm. The landscape surrounding this home is impressive too – especially from the panoramic pool – as it's situated in Val d'Orcia, a UNESCO World Heritage Site. Spread over two floors, the space includes a fully-equipped kitchen and plenty of outdoor dining space, as well as BBQ facilities and a wood-burning oven for alfresco cooking. If any guests have mobility issues, three of the en-suite bedrooms on the ground floor are easily accessible from outside. We recommend a car to explore the area with ease – the Medieval village of Trequanda is just 5km away. *The swimming pool is available to use between 15th April and 25th October. *Please note that wi-fi is only available in the common areas. *There's private parking on the premises. *The kitchen has been designed to a professional standard and is wel...

House • 7

• 8

• 4,844 ft2 •

€

18,864 EUR /Month

Term: Monthly

House in Siena, Italy

€18,864 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Brunello Beauty

This villa has space for the whole family to spread out and get comfortable. With a games room and a private pool, there's never a dull moment here – and that's not even counting the many terraces where alfresco dining will no doubt be on the cards. Inside, you'll find a kitchen, dining room, and a living area on each floor. Nearly every room boasts exquisite views of the Brunello vineyards and surrounding countryside. You're also in a great position to explore the Val d'Orcia. Siena, Montepulciano, and Bagno Vignoni are all within driving distance. *This home has two kitchens, lounges, and dining areas – there's one on each floor. *Two double beds can covert into singles, and the set of single beds can covert into a double with prior notice. Please request your preference when booking. *Your host provides a cot and high chair for little ones upon request. *The swimming pool is available to use between mid-May and Septembe...

Apartment • 8

• 8

• 6,458 ft2 •

€

32,445 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€32,445 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sweet, Sweet Tuscany

Nestled within a private estate, this traditional Tuscan farmhouse offers beautiful views and the ideal setting for a romantic Italian escape. Outside, lazy days can be spent strolling through olive groves, lounging by the private pool (open seasonally) and sipping drinks on the terrace. Inside, some of the furnishings are a little dated, but there’s plenty of character and an abundance of space across the eight bedrooms – one of which is located in a separate apartment and includes its own kitchen. You will need a car to explore further afield, but it’s just 2 kilometres to the historic centre of Montefollonico, with easy access to Lake Trasimeno. *Pets are welcome here *Due to its location, we recommend having a car to get the most out of your stay. Free on-site parking is available. *A complimentary housekeeping service is included in your stay. *The air conditioning is only available in the bedrooms. *Please note ...

House • 4

• 2

• 3,229 ft2 •

€

20,664 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Love in Tuscany

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

Apartment • 1

• 1

• 818 ft2 •

€

10,320 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€10,320 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

A Memorable Vintage

This chic couple’s retreat is perfect for immersing yourself in the Tuscan lifestyle. Set on a winery, with a tour and tasting session included in your stay, you can truly savour what this region is all about. Modern interiors rub shoulders with tradition here, so relaxation comes easily. And where better than the outdoor space? Views of the rolling hills, a private pool, sun-drenched terraces and alfresco dining – it ticks all the boxes. Locally, you can enjoy Italian feasts in the charming town of Gaiole, a short walk away. *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 to September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *This home is set within the grounds of a winery. A tour of the winery and a tasting session is included in the booking. *The fireplace in this home is purely decora...

Castellina in Chianti Apartment for rent

Apartment • 2

• 2

• 1,399 ft2 •

€

7,968 EUR /Month

Term: Monthly

Apartment in Castellina in Chianti, Italy

€7,968 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Chianti Rosemary

Sitting on the hillside in Chianti's countryside, this apartment is part of a small collection of cottages and apartments. Typically Tuscan, the interior may be a tad dated – and you'll have to share laundry facilities – but it'll suit those craving a bit of character. You'll also have access to all the on-site amenities, including a communal terrace for alfresco dining and a shared swimming pool open from May to September. We highly suggest hiring a car here, as you'll want to get out and about to explore the local area. Vineyards, charming hamlets, and sightseeing hotspots like Florence and Castellina are all within easy reach. *Due to the unpaved, uneven access roads and uphill segments, a high clearance vehicle is recommended, and the roads may be better suited to experienced drivers. *This home is part of a collection of eight cottages and apartments within communal grounds. The swimming pool and parking area are shared, bu...

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 ...

Apartment • 2

• 2

• 753 ft2 •

€

8,496 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€8,496 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Hills

This hilltop haven is perfect for those looking for a quiet, calm and restful stay in Tuscany. The villa can be found thirteen minutes outside of Asciano, with its medieval centre, amid stunning rolling countryside that catches the eye from every angle. The villa has been restored from an elegant country house, so it retains lots of lovely Tuscan charm ¬– think heavy wood beams, terracotta accents and a classic stone facade. The layout is quirky, with two loft spaces housing the bedrooms – the plus side to all the stairs is that the views are incredible. The countryside that surrounds this home is lush and green, with plenty of nearby routes for hikers to get stuck into. It’s also very close to Chianti country, so you might like to seek out a vineyard tour, or at the very least pick up a bottle to enjoy on the terrace one evening. In terms of day trips, you can’t do better than driving thirty-five minutes to Sien...

Apartment • 7

• 4

•

€

13,368 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€13,368 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Forest - The Sea

Retreat into nature at this Tuscan villa, perched on a hillside overlooking the Etruscan Coast. Lounge in the shade of ancient oak trees, admire the view from the picturesque swimming pool, or hop in the car to explore the countryside and coastline. Inside, you’ll find a home that’s full of character, with a charming living and dining area and a country-style kitchen for cooking up a feast. There are also seven comfortable bedrooms and four bathrooms, offering plenty of room to spread out and making this an ideal place for a family holiday or sharing with friends. *Due to this home's location, we recommend hiring a car to get the most out of your stay. *The house is accessed via a well-maintained 3km dirt road. *There’s free parking on the driveway. *The wi-fi here doesn't reach all rooms, so you may find yourself without signal in some areas of the home. *At full occupancy, one guest will be sleeping on a pull-out bed....

House • 2

• 2

• 861 ft2 •

€

6,192 EUR /Month

Term: Monthly

House in Siena, Italy

€6,192 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Vines - Serenity

Wrapped in vineyards and olive groves, this cosy villa in the heart of the Chianti countryside promises a serene escape from daily life. It’s not the biggest inside, but it’s more than comfortable for a family, and with the Tuscan sun shining, everyone will naturally be drawn to the outdoor space. We love the private pool and choice of sunny and shaded spots to relax, all whilst soaking up the far-reaching views. Location-wise, hop in the car and you can reach Lecchi in three minutes or Radda in ten. Peppered with restaurants, they’re both perfect options when you crave authentic Italian cuisine. *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 to September, can be fenced upon request. Speak to your host for more details. *The twin bedroom can be set up as a double upon request. You'll need to let your host know at the time of booking. ...

Radda in Chianti Apartment for rent

Apartment • 5

• 6

• 1,615 ft2 •

€

19,104 EUR /Month

Term: Monthly

Apartment in Radda in Chianti, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Memories

With rolling Chianti hills all around, this traditional villa couldn't feel more Tuscan if it tried. Comprised of a main house and three en-suite bedroom cottages, it's perfect for a large family getaway. While the bathrooms could do with an update, and some of the interiors feel dated, it's all beautifully cared for. Kids will love you for the private pool with dive board –? a fifty-metre flip-flop from the main house. There's also a bocce court and a ping-pong table, and you're welcome to pick fresh vegetables and eggs from the gardens and chicken coop. Location-wise, you're just 5 kilometres from the traditional Chianti towns of Radda and Castellina. *There is ample private parking outside the villa. *The swimming pool is a fifty-metre walk from the villa. It is for seasonal use from May to October, weather permitting. There is a pool house with an additional shower room and an honesty bar. Guests can help themselves and pay ...