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

Apartment in Siena, Italy

€4,200 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Sunlight Embrace

Set in the pretty town of Gaiole, this apartment makes it easy to experience the magic of Tuscany. From here, you can stroll to local restaurants, shops and cafes. It’s also possible to drive to Siena, San Gimignano, Florence and Arezzo for inspiring day trips. And when it comes to total relaxation, this home has everything you could need. There’s a private pool for refreshing drips and three terraces set across different levels. You can also enjoy freshly picked produce from the vegetable patch and there’s a barbecue for alfresco dining. *Please note the apartment is located in the owner’s house. *It’s worth noting some of the furnishings are a little dated here. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Please note the swimming pool is available for use from May to September. *Private parking is available here. Air Conditioning Barbeque Bea...

Apartment • 2 beds

• 2

• 872 ft2 • pool

€

6,360 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€6,360 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Summer

If you’re searching for a rural retreat fit for four, it’s time to stop scrolling. This apartment, set in a restored farmhouse, is an ideal base for a small family or group of friends. With a nod to its age, the traditional interiors blend well with the rustic stone, while the outdoor space is the star of the show. Sun-kissed communal gardens and a shared swimming pool, all making the most of the countryside views – what more could you ask for? When dinner calls, as there’s no oven here, we recommend a trip to nearby San Gimignano for some delicious local cuisine. *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. *Your host can provide a cot for free. You'll need to request it in advance. *You won't find an oven here – though there is a hob. We think the kitchen is bet...

Apartment • 3 beds

• 3

•

€

14,328 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€14,328 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Serenity

Amidst the rolling hills and long stretches of vineyards, you'll be captivated by the peace and serenity of this place from the moment you arrive. Stone clad brickwork and cobbled paths set the scene with a backdrop of the surrounding countryside – painting a picture-perfect view of blissful Tuscan serenity. Inside exposed wooden beams and traditional tiled flooring bring charm to the otherwise modern interiors, and you'll have the choice of eating alfresco or at cooler temperatures from the indoor dining area, when it comes to meal times. Take a dip in the outdoor shared pool, or embark on the day's adventures in and around Tuscany. With golfing, horseback riding, cycle paths and walking trails on offer, if you're the. outdoorsy type – this is the place for you. After a day of exploring feel rest assured in knowing that the bubbling jacuzzi awaits your return – but don't forget to pour yourself a glass of wine before getting in. *...

Apartment • 2 beds

• 2

• 667 ft2 • pool

€

4,752 EUR /Month

Term: Monthly

Apartment in Siena, Italy

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

Swimming Pool

Air Conditioning

WiFi

Tuscan Crush

This charming apartment is located in a beautiful Tuscan village, just a short drive from the famous towers of San Gimignano. Sure, its traditional style may not be to everyone’s taste, and there’s no oven for cooking family feasts, but this home offers an escape from the hustle and bustle of everyday life. Surrounded by countryside, the views from this home are best enjoyed from the communal outdoor space. Sun worshippers – simply take your pick of the loungers or shared pool, and relax. *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. *Your host can provide a cot for free. You'll need to request it in advance. *You won't find an oven here – though there is a hob. We think the kitchen is better suited to prepping lighter bites than large meals. *The traditional d...

Apartment • 2 beds

• 2

• 1,076 ft2 • pool

€

5,016 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€5,016 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Delight

Nestled on a hillside in Chianti with far-reaching views, this ground-floor apartment is part of a small resort. While it does lack natural light in some areas due to its history as a farm building, it’s comfortable and well-equipped for a restful retreat. With two private terraces, you can soak up the Tuscan sun or enjoy some shade, while the communal pool offers the perfect place to cool off – just don’t forget to take in the view. Keen to explore? Hike the Dievole Natural Path from your doorstep, with all trails leading to a wine-tasting cellar and an open terraced restaurant. *We recommend hiring a car to get the most out of your stay. Access is via an unpaved, uneven road – a high-clearance vehicle is recommended. There's on-site parking available here. *This apartment is situated on a small resort with a communal pool, open between May and September. The pool isn't fenced, so if you're bringing children they'll need to be...

House • 2

• 2

• 969 ft2 •

€

6,792 EUR /Month

Term: Monthly

House in Siena, Italy

€6,792 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Tuscan Hills

Tucked away on the edge of San Regolo village, this is a perfect pad for two couples or a small family on an Italian stay. Sure, its traditional interiors may not be to everyone’s taste, but the outdoor space will be a popular spot with all. The private terrace is just the place for an alfresco family meal, while the communal pool promises some respite from the heat. Locally, we recommend a trip to Brolio Castle. This charming estate serves up a wine-tasting room, castle, and restaurant serving authentic Tuscan food – there’s something for everyone here. *This home is set on a hamlet alongside neighbouring homes. Expect to bump into other guests during your stay. *You'll have access to the on-site swimming pool here. It's shared with the hamlet's other residents. *The shared pool, open between May and October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *If you're travelling wit...

House • 6

• 6

•

€

34,503 EUR /Month

Term: Monthly

House in Siena, Italy

€34,503 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Cypress Skies

This stunning Tuscan villa is set amid rolling hills and cypress trees, offering breathtaking views of Pienza and the Val d’Orcia. The large garden blends seamlessly with the surrounding wheat fields, while the inviting pool and sun-drenched solarium promise total relaxation. Inside, rustic charm meets authentic tradition with terracotta floors, exposed beams, and restored antique furniture. A spacious hall on the ground floor is ideal for weddings or special events, with space for up to one hundred people. In addition to the upstairs bedrooms, there’s a fully equipped one-bedroom apartment in a separate annex. We'd recommend hiring a car, plus it's also worth noting the host doesn't accept group stays with guests under the age of twenty-three. It's otherwise the perfect place for a peaceful, unforgettable escape in the heart of Tuscany. *This home doesn’t accept group bookings for guests under the age of twenty-three. *Due to t...

Apartment • 3

• 3

• 1,615 ft2 •

€

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 • 3

• 3

• 2,045 ft2 •

€

15,912 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€15,912 EUR /Month
• Term: Monthly (Furnished)

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. *The Air Conditioning is only available in the bedrooms. *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...

Apartment • 5

• 6

• 3,767 ft2 •

€

20,208 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€20,208 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Green in Bloom

Boasting traditional Tuscan charm, this countryside villa welcomes up to ten guests, making it an excellent choice for a family or group of friends looking for a restful getaway. Inside, there’s plenty of space for the group to spread out, then come together for meals in the garden. The private pool is sure to be a hit, and the covered terrace is an ideal spot to enjoy a tipple or two. Buonconvento is the closest village, but if you’d like to explore further afield, Siena is easily reached by car. *Due to the location of this home, we recommend hiring a car for ease of getting around. Parking is available on the premises. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. It is open from May until October. *While one of the bedrooms and some of the bathrooms aren’t photographed, expect the style and quality to be consistent with the rest of the home. *If you need ...

Apartment • 1

• 1

• 484 ft2 •

€

3,576 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€3,576 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Breeze

Nestled in the Tuscan countryside, surrounded by vineyards and olive trees, this apartment promises a true escape from it all. Ideal as a couple’s bolthole, while there’s no oven here and the traditional interiors may not be everyone’s cup of tea, the outdoor space is sure to be a hit with all. Shared with the building’s other residents, the gardens offer panoramic views of the surrounding countryside, while the communal pool is the perfect spot to relax under the Tuscan sun. *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. *Your host can provide a cot for free. You'll need to request it in advance. *You won't find an oven here – though there is a hob. We think the kitchen i...

House • 4

• 3

• 1,938 ft2 •

€

15,072 EUR /Month

Term: Monthly

House in Siena, Italy

€15,072 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

From the Hilltop

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

Radda in Chianti Apartment for rent

Apartment • 6

• 7

•

€

34,692 EUR /Month

Term: Monthly

Apartment in Radda in Chianti, Italy

€34,692 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Classico

High up in the hills of Chianti sits this magnificent eighteenth-century residence, flanked by olive groves, rose gardens and lemon trees. The sublime archway structures harken back to the traditional Italian palazzo, and the interiors – prizing terracotta tiles and antique furniture – have a distinctly regal feel. With grounds that sprawl out over multiple hectares and rolling hills surrounding you, you’ll feel like royalty staying here. The dining room is prime for opulent banquets, while the arched patio and the poolside area will answer all of your relaxation needs. When the sun heats up, head down the terracotta steps for a cool swim under the Mediterranean sun. Even better, you’ll be surrounded by the lush vineyards and beautiful food of the Chianti region. What more could you want? *You'll need a car to explore this area. There's free parking on site *The pool is open from the end of April to the beginning of October<...

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...

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...

Apartment • 6

• 7

• 4,521 ft2 •

€

60,753 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€60,753 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Paradise

This recently restored country home, nestled in the heart of the wilds of Tuscany, offers the perfect escape for those seeking luxurious tranquillity, with astounding views, entertainment and opportunities for adventure. Get a taste of the Tuscan life with an on-site winery and views out over lush vistas and spanning farmland. Relax in ultimate comfort by the pool, catching the perfect holiday tan, while others man the barbecue, cooking up a storm of delicious local delicacies by the alfresco dining area. Younger guests will have the time of their lives playing out on the lawn, making a splash in the azure infinity pool, and hiding out in the games room and library, while adults make the most of the peace and comfort this beautiful home has to offer. If you can bring yourself to venture out of your front door, there are ample places to explore, whether your preference is to grab your walking boots and go for an adventurous countr...

Sovicille Apartment for rent

Apartment • 2

• 1

• 883 ft2 •

€

3,888 EUR /Month

Term: Monthly

Apartment in Sovicille, Italy

€3,888 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

A Rustic Reverie

For a taste of authentic Tuscan living, this holiday home is a great choice. This apartment is one of six, renovated from a 15th-century structure by a historically conscious architect. The result of the renovation is an apartment that boasts classic Tuscan design with modern amenities and comfort – you can dine beneath wooden beams and stay cool thanks to the terracotta tiles. Outside, a pretty patio boasts a wood-fired pizza oven and alfresco seating. After a day spent in the sunshine, it’s delightful to sit in the shade of the trees and sip local wine while the aroma of pizza fills the air. This is a restful home on the outskirts of the village of Brenna, which is just five minutes away on foot. If you need to cool down, you might stroll five minutes to Stazione Balneare Merse where you can swim from the river beach. Of course, the apartment is also in a great location for exploring Tuscany, whether you fancy touring ...

Apartment • 2

• 3

•

€

13,512 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€13,512 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Yellow Climbing Rose

On a five-hectare private park is where you’ll find this magnificent 1920s stone house. The fact it was originally used as a farm shed gives you a hint of the rustic charm to come, and it doesn’t disappoint when you walk through the door. Timbered ceilings and terracotta tiled floors frame endearing spaces with an old-world feel. Outside is nothing short of glorious, with various seating areas placed to take full advantage of the surrounding olive groves and bountiful orchard. Grab a cup of tea and nestle yourself down amongst the flowers of the botanical garden, or head over to the infinity pool for a cooling dip – wherever you are in the garden, the rolling Tuscan views will take your breath away. When it’s time for dinner, follow the meandering path down to the dining terrace and prepare for a star show as they begin to appear one by one over the mountain tops. *This home has a separate annexe with double sofa bed *The pool i...

Castellina in Chianti Apartment for rent

Apartment • 5

• 2

• 2,368 ft2 •

€

10,440 EUR /Month

Term: Monthly

Apartment in Castellina in Chianti, Italy

€10,440 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Stuff of Dreams

With a truly picturesque location in the Chianti hills, this rustic villa is the ideal choice for anybody that has fantasised at any point about eloping to Tuscany for a short while — which is surely most people, right? Thanks to the elevated position, the address benefits from sweeping views of the countryside and these can be admired while dining on the terrace or gliding through the swimming pool, which is shared with the other four houses in the tiny village. Once you step through the home's large vaulted entrance — formerly the property's stables — you'll be greeted with an interior heavy on period features, including the fireplace, wooden ceiling beams and antique furnishings. The walls are covered in a great variety of artwork, while the four-poster beds add an extra touch of grandeur. When it comes to days out, you're firmly in wine territory here and there are local vineyards to visit not too far from the h...

Apartment • 8

• 9

• 6,997 ft2 •

€

44,814 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€44,814 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Hilltop Sanctuary

Stop scrolling and pack your bags if you’re seeking an unforgettable retreat to rural Tuscany. Here, you’ll be surrounded by the rolling hills of Montepulciano, three hectares of sprawling gardens, an orchard and a vegetable plot. With eight bedrooms, all of which are en-suite, this is a perfect spot for a large family getaway. Outside, soak up the Tuscan sun by the pool, or enjoy an alfresco meal prepared with your produce pickings on the covered terrace. And after a day exploring the local vineyards, you can sink into the Jacuzzi tub under the stars. *Due to this home's location, we recommend hiring a car to get the most out of your stay – there's parking here. *Though this home is spread over three floors and may not suit those with limited mobility, there is a ground-floor bedroom and en-suite. *One of the twin bedrooms has an independent entrance and en-suite bathroom – perfect for guests seeking extra privacy. Another s...

Apartment • 3

• 3

• 2,260 ft2 •

€

18,336 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€18,336 EUR /Month
• Term: Monthly (Furnished)

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. *The home is split into three indoor levels and three outdoor terraced lev...

House • 8

• 7

• 5,543 ft2 •

€

45,507 EUR /Month

Term: Monthly

House in Siena, Italy

€45,507 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Embers - Sunlight

This Tuscan farmhouse dates back to the 16th century. It’s been restored to maintain its historic charm, with a Leopoldine tower and the original stone and terracotta. The villa and annex – you won’t all be sleeping under the same roof here – sit within 2.6 hectares of parkland in the Tuscan countryside. Admire views of the town of Sinalunga from beside the swimming pool and in the oak-, olive-, and vine-filled garden. There’s an alfresco dining area in the shade of a pergola, with a barbecue and wood-fired stove to cook on. You can easily visit Montepulciano, Siena, and Florence from this rural Tuscan base. *This home consists of the main villa and an annex, so you won’t all be sleeping under the same roof. *Five bedrooms can be set up as doubles or twins – just let your host know which you’d prefer when you book. *The villa is spread over four floors, so it may not be suitable for those with reduced mobility. The swimming ...

Apartment • 2

• 2

• 861 ft2 •

€

5,304 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€5,304 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Chianti Way

This Tuscan cottage can be found amid beautiful gardens with views of the gently rolling hills. The land used to be a vineyard, but has been restored into a resort of cottages and apartments in the style of an authentic Tuscan hamlet – the result is charming. This petite home is rustic and traditional, so the decor won’t be to everyone’s taste – and the steep spiral staircase might prove tricky for some. But beyond that, you can look forward to a shared outdoor pool and tennis court, a hot tub, and a lovely dining terrace. You can stroll into the village of Lecchi in Chianti, and the popular town of Radda in Chianti is just a fifteen-minute drive. *One well-behaved dog under 30kg is welcome to join you for free. *The double beds can be set up as twin beds if preferred – just let your host know when you book. *The swimming pool and jacuzzi are communal. The pool is open from May to October. You’ll also have access to a share...

Apartment • 6

• 5

• 3,100 ft2 •

€

37,149 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€37,149 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Hills

Perched upon a private hilltop in the Chianti hills, the setting of this villa estate is hard to beat. Designed to make the most of those next-level views from all angles, the home has a private pool area and an alfresco dining terrace to soak in the vistas, and inside, a second-floor lounge with far-reaching panoramas. You're in good company here with a castle estate just 2.5km away offering tours, wine tasting and fine dining. Beyond that, the Chianti towns of Gaiole (8.5km) and Castelnuovo Berardenga (11.5km) are an afternoon well spent. Or plan a day trip to Siena, a scenic 20km drive away. *While the sixth bedroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home. Some of the double bedrooms can be converted into twins – just request with your host in advance. *It’s worth noting the approach to the house is on an unpaved lane, and a high-clearance vehicle is recommended. There is...

Apartment • 2

• 2

• 990 ft2 •

€

7,680 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€7,680 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Pops of Flowers

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

Radda in Chianti House for rent

House • 7

• 6

• 4,305 ft2 •

€

30,954 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€30,954 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

An Italian Tale

This former lookout tower once guarded the passage between Florence and Siena. Today, it exists as a calm sanctuary offering idyllic views, a private pool and serene grounds. The rooms are spread across the main house and two independent apartments – making this a great option for groups looking to stretch out and socialise. All of the bedrooms have air conditioning and it’s a sweet option for families with plenty to explore in the surroundings. You will need a car to get around here, but it’s just 3 kilometres to Castellina in Chianti, while Siena is just a forty-minute drive away. *Please note this home is spread across a main house for six guests, a guest house for four guests and a pool house for four guests. *The housekeeper also lives on site but will respect total privacy. *If you're travelling with little ones, your host can provide a high chair for free upon request. *The swimming pool is only available from May...

Radda in Chianti House for rent

House • 5

• 5

• 9,687 ft2 •

€

89,313 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€89,313 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Dream of Light

With a serene garden, beautiful views and a private pool, this home welcomes you to slow down and savour the magic of Italian living. There’s a wellness area with a Turkish bath and a sauna, as well as a wine cellar – making it easy to settle in and unwind. Upon arrival you’ll be treated to a light dinner and wine tasting, and your host is on hand to help organise a range of extras – including spa treatments and private chefs. You will need a car to get around here, but it’s just a short drive to the nearest shops and restaurants in Radda in Chianti, while Siena and San Gimignano are also within easy driving distance. *Daily housekeeping and breakfast are included in your stay (excluding Sunday). *A light welcome dinner is provided on Monday and wine tasting wine is offered on Wednesday. *Please note one of the bedrooms is located in the ground floor annexe. *The main house is set across three levels with a lift and stairs...

Apartment • 8

• 6

• 3,229 ft2 •

€

57,309 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€57,309 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Toasted Oak

You might think it doesn't get much better than a swimming pool, a garden in bloom and panoramic views of the Italian countryside, but this home's heritage is what caught our eye. The villa has stood within the Montagnola nature reserve for over a thousand years, and though it has been modernised since, it has kept hold of a lot of the original charm. Surrounding apartments means it isn't always private, especially around the shared pool, but the home is a retreat for big groups and a good base when you're exploring Siena, San Gimignano, or beyond. Having breakfast included is a nice touch, especially when it's alfresco. *We suggest hiring a car for ease – there's free parking here. *You'll have access to the swimming pool and garden here. They're shared with the building's other residents. *At full occupancy, two guests will be sleeping on the sofa bed in the living area. *Breakfast is included here, but you'll also find ...

Apartment • 1

• 1

•

€

8,856 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€8,856 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Located just outside Cetona in Tuscany, this picturesque home is the perfect place to find peace and tranquility amidst the region’s renowned rolling hills and forests. A renovated stone mill, its romance is clear the moment you step inside. From its beamed ceilings, traditional kitchen and bright study that leads out in the garden, this compact but comfortable villa feels like an intimate country hideaway made for the sole purpose of your relaxation. And then there’s the bedroom with its forest palette, green gothic headboard and access to the terrace. Wake up and head outside for your morning coffee under a shady oak tree, then while away the hours in the pool or discover the babbling brook just beyond the home’s canopy of trees. The medieval town of Cetona with its sandy-hued piazza and palazzo is also just five minutes away by car. After a day luxuriating by the pool or exploring the nearby sights, come back home for a glass of wine...

House • 7

• 7

• 4,209 ft2 •

€

49,287 EUR /Month

Term: Monthly

House in Siena, Italy

€49,287 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Hilltop Aria

Rustic charm meets modern luxury in this hilltop Tuscan home. Boasting fantastic views of Montalcino, we think the garden is the perfect spot to enjoy the sunshine and fresh air. Entertain yourself with a dip in the private pool, play a game on the bocce court, or tuck into an Italian feast on the terrace. Step inside and you'll find seven en-suite bedrooms and a living space brimming with traditional character. Siena, Buonconvento, and other picturesque towns are within driving distance, making it easy to explore. There's also the option to arrange wine tastings, private dining, horseback riding, and other experiences – it's no wonder this home caught our eye. *While not all bedrooms and bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *There's a private suite on the ground floor ideal for guests with reduced mobility. *We suggest hiring a car in this location. Private park...