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

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...

Castellina in Chianti House for rent

House • 5

• 5

• 2,691 ft2 • pool

€

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 ...

Apartment • 8 beds

• 6

• 3,229 ft2 • pets

€

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 • 4 beds

• 4

• 3,229 ft2 • pool

€

28,350 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€28,350 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Tuscan Vine

Escape to this Tuscan house that offers a rural setting and traditional features. Located just outside one of Chianti’s oldest hamlets, Vertine, this villa is ideally situated for exploring the quaint villages and wineries – speak to your host if you’d like to arrange a tour. From playing boules, basketball or billiards, to relaxing in the hot tub and sauna after a day by the pool, this home offers an idyllic setting to unwind with family and friends. When it comes to mealtimes, not only will you find two kitchens, but you can cook organic produce straight from the garden and enjoy fresh eggs from your host’s hens. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking here. Please note, the last 500m of the road leading up to this villa is unpaved but in good condition. *This home is spread over three levels and may not suit guests with limited mobility. *The traditiona...

House • 8

• 9

• 3,229 ft2 • pool

€

55,146 EUR /Month

Term: Monthly

House in Siena, Italy

€55,146 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Sunlight Symphony

This traditional Tuscan farmhouse is nestled in the hills of Chianti. From here, you can enjoy beautiful views across vineyards, long days by the private pool and rejuvenating soaks in the hot tub. There’s also a terrace, a barbecue and a pizza oven for blissful Italian meals. Inside, the rooms offer a simple and peaceful sanctuary for families and groups looking to stretch out and socialise. You’ll find one of the bedrooms is located in an independent annexe – perfect for those seeking a little extra privacy. And when it comes to explorations further afield, it’s a short drive to the nearest amenities as well as Siena and Arezzo. *Please note one of the bedrooms is located in the independent annexe. *If you're travelling with little ones, your host can provide a cot and two high chairs for free on request. *The swimming pool is available for use from May to September. Barbeque Child Friendly Coffee Maker C...

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

• 700 ft2 •

€

6,576 EUR /Month

Term: Monthly

House in Siena, Italy

€6,576 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Delight

With sweeping Chianti countryside views, a private pool, sun-kissed terraces and alfresco dining opportunities, it’s easy to see why this home caught our eye. Sure, the traditional style may not be to everyone’s taste, and there’s no oven here, but when staying in Italy you should be treating yourself to authentic Italian meals out anyway. With that in mind, you’ll find Monti village within walking distance, boasting a restaurant and bar, or you can hop in the car and head to Siena where a wider selection of eateries awaits. *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 between mid-May and mid-September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *One well-behaved dog (up to 30kg) is welcome to accompany you during your stay. *You won't find an oven here – though ther...

Castellina in Chianti Apartment for rent

Apartment • 2

• 1

• 861 ft2 •

€

4,776 EUR /Month

Term: Monthly

Apartment in Castellina in Chianti, Italy

€4,776 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Dreamers

This apartment is a comfortable base from which to explore all that Tuscany has to offer. Siena, around 27 kilometres away, is an ideal day trip destination, while the small town of Castellina in Chianti is just a short drive away. The home’s rustic interior design won’t be to everyone’s taste as the place feels a little dated in parts, but access to a communal swimming pool and barbecue area certainly makes up for it. If you’d like to make your mornings extra special, your host provides breakfast for an additional fee. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Parking is available on the premises. *Heating and the use of Air Conditioning are charged extra upon consumption. *The communal swimming pool (open from the 1st of May to the 1st of October) isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *Your host can also provide a high c...

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 • 6

• 6

•

€

22,911 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€22,911 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Antipasti on the Patio

Just 11km outside of Siena, nestled on a hilltop in the Tuscan countryside, you'll find this idyllic villa. It's a gorgeous spot with over a thousand square metres of grounds to explore, and plenty of space for your friends and family to roam. The home itself is vast, with charming Italian interiors that combine high-end luxury with comfort and cosiness – think chandeliers, sumptuous fabrics, and terracotta tiles. There's a gym with views over the valley, where you can work up a sweat, and an outdoor wood-burning oven for you to refuel yourself alfresco. Outside, there's a covered loggia that extends the entire length of the villa, along with a vegetable patch where you can pick fresh ingredients. There's also a fabulous swimming pool, complete with an outdoor shower, as well as a hot tub for long, revitalising soaks. Exploring the splendid Tuscan landscapes is easy from here – visit picturesque villages, working vineyard...

Apartment • 2

• 2

• 678 ft2 •

€

4,776 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,776 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Sunset Over the Hills

This charming apartment is located in the heart of the Tuscan countryside, just a short drive from the famous towers of San Gimignano. The traditional interiors may not be everyone’s cup of tea, and there’s no oven here, but it’s a cosy home, perfect for a small family or two couples. The shared outdoor area makes the most of the Mediterranean climate, with ample space for lounging in the sun, and a pool to cool off in. Prefer some privacy? This home has a private terrace, too – just the spot for sipping chianti as the sun sets. *While not all bathrooms are 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 home entrance. *You'll have access to the communal swimming pool and gardens here, shared with the building's other residents. *The swimming pool is only available for use between 26th May and 30th Septemb...

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 • 3

• 3

• 1,270 ft2 •

€

7,968 EUR /Month

Term: Monthly

Apartment in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Getaway

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

Apartment • 2

• 2

• 1,292 ft2 •

€

9,456 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€9,456 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

An Ode to Serenity

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

Apartment • 2

• 1

• 969 ft2 •

€

4,632 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,632 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Tuscan Song

If you’re in search of a traditional Italian escape with plenty of character, this apartment delivers a wonderful solution. Nestled in an old farmhouse, you’ll find snug rooms, original features and all the basics you could need to make it your own. There’s also a private terrace with a barbecue and you’ll have access to a shared swimming pool. You will need a car to get around here, but it’s a great base for exploring the Chianti countryside with Galenda, Florence and Siena all within driving distance. *This apartment is located in a farmhouse with a shared swimming pool. The swimming pool is available for use from 1st June to 30th September. *At full occupancy, two guests will be sleeping on the sofa bed in the living room. *Please note the apartment is set across two levels with steps. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *If you're travelling with lit...

Apartment • 9

• 6

•

€

52,941 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€52,941 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Tulip Moment

Located in the Tuscan countryside, this traditional villa offers plenty of privacy thanks to its rural location. The home is set across three levels and split into the main house and a separate annex, which is ideal for a couple or small family who need their own space. Boasting all of the amenities you could ever want, inside you’ll find a wine cellar, Jacuzzi and Turkish bath and workspace, whilst outside you won't be short of things to do thanks to a private pool, tennis court and football pitch. In addition to all of this, just fifty metres from the house a private gym and sauna await. *This home comprises of two separate buildings – the main house and a separate annex with two double ensuite bedrooms. If the guest count is below 14, the annex with not be available for use. *Your host allows pets at no extra cost but we recommend seeking their approval before arrival. *The housekeeper lives on-site in a room on the groun...

House • 2

• 2

• 1,292 ft2 •

€

6,840 EUR /Month

Term: Monthly

House in Siena, Italy

€6,840 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Dream

Set in the picturesque village of San Sano, this home offers the best of both worlds – easy access to amenities and a quiet space to retreat to and relax. You won’t tire of the vineyard views here. Best enjoyed, we think, over a bottle of Chianti on the terrace or from the private pool. You’ll also find a lovely alfresco dining spot, though it’s a mere one-minute walk to the nearest restaurant, so eating out is sure to be on the menu. And when you’re keen to venture further afield, a trip to Siena is a must. *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 cot and high chair for free. You'll need to request them in advance. *The swimming pool, open between May and September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The single beds in the second bedroom can be set up as double on requ...

House • 4

• 4

• 2,045 ft2 •

€

15,720 EUR /Month

Term: Monthly

House in Siena, Italy

€15,720 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Chianti Belle

This 17th-century villa in the heart of the Chianti countryside offers far-reaching views across the vineyards and olive groves out to Siena. You're within walking distance of Lecchi, as well as being a fifteen-minute drive from Radda in Chianti for dreamy day trips exploring the region. A car is recommended to get the most out of your stay here. Outside, you'll find a well-kept garden lined with cypress trees, as well as a private pool. But our favourite spot has to be up on the dining terrace, which provides some beautiful views over the hilly surroundings and is ideal for alfresco feasts together. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s private parking for up five cars. The drive will be hilly and often uneven at times. *The home consists of a main house and a separate annexe. *The twin beds can be configured as double if required – you’ll need to request this in a...

House • 6

• 6

•

€

53,886 EUR /Month

Term: Monthly

House in Siena, Italy

€53,886 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Time

This contemporary villa is a stunning base for an Italian escape. It’s just a sixteen-minute drive from San Gimignano, with a winery only ten minutes away. The villa looks out over the surrounding hills and boasts views of San Gimignano and its historic towers. The outside space is beautiful, with a heated infinity pool at its heart. There’s also a great spot for alfresco dining on the terrace. Inside, the villa is timeless. It’s comfortable and stylish, a beautiful home-from-home with all the amenities you could wish for – there’s even a sauna. *One well-behaved dog is welcome to join you during your stay. *Your host can provide a cot and high chair for little ones. *There’s free parking and an electric vehicle charging point here. *While not every bedroom or bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *The minimum booking age for this home is 18. ...

Apartment • 7

• 6

•

€

19,968 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€19,968 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Rolling In Olives

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

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 • 4

• 6

• 4,520 ft2 •

€

40,698 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€40,698 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Kisses

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

House • 6

• 6

•

€

47,166 EUR /Month

Term: Monthly

House in Siena, Italy

€47,166 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

On Tuscan Hill

Tuscan charm abounds at this rustic villa near Sarteano. Even with dated interiors, every room here conveys cosiness – picture arched stone walls, wood and terracotta ceilings, book-lined shelves, and a traditional fireplace. Outside, dappled terraces, a football field, and a private swimming pool will keep both grown-ups and little ones entertained. What's more, the rural location puts you within striking distance of Tuscany's old-world villages and rolling hills. Sarteano and Cetona are just minutes away, while Perugia and Siena are about an hour's drive and make good options for day trips. *While not all bedrooms and bathrooms are photographed, we expect the style and quality to be consistent with the rest of the home. As this villa is traditionally decorated and somewhat dated, the design may not suit everyone's tastes. *There are two ground-floor bedrooms and bathrooms here, ideal for guests with limited mobility. *The p...

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 • 2

• 2

• 1,076 ft2 •

€

6,816 EUR /Month

Term: Monthly

House in Siena, Italy

€6,816 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Toast to the Tuscan Sun

Wrapped in Tuscan countryside, this home is an ideal base for friends or a small family seeking a serene retreat to relax. Dine out under the sun on the private terrace, or head to the communal pool or tennis court for something a bit more active – the choice is yours. Within walking distance you’ll find the charming villages of Lecchi and San Sano, or for trips further afield, hop in the car – you can reach mediaeval Radda in a mere fifteen minutes. *This home is set on a resort alongside neighbouring homes. Expect to bump into other guests during your stay. *You'll have access to a swimming pool, open between April and October, a children's pool and a tennis court here. They're shared with the resort's other residents. *The swimming pools aren't fenced. Children will need to be supervised at all times. *There's no air conditioning here. It could get a little hot in the summer. *One well-behaved dog (up to 30kg) is ...

Siena Cottage for rent

Cottage • 2

• 2

• 1,076 ft2 •

€

5,664 EUR /Month

Term: Monthly

Cottage in Siena, Italy

€5,664 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Chianti Sunrise

Nestled in a private estate overlooking the Chianti hills, this cottage sets the tone for a magical Italian stay. There’s a private terrace and outdoor seating for alfresco dining, while the rooms make it easy to switch off and unwind. You can enjoy access to the shared swimming pool and there are plenty of spots where you can sit back and admire the views. It also makes a great base for exploring this beautiful region. From here, its a short drive to the local villages of Lecchi and San Sano, while Siena and Florence are also within driving distance. *Private parking is available here. Please note there is an unpaved, uneven track leading to the house so a high clearance car is recommended. *This home is set within a private estate. Please note the swimming pool is shared with neighbouring guests. *The pool is available for use from May to September. *It is possible for the two single beds in the second bedroom to be arr...

House • 10

• 11

• 6,619 ft2 •

€

192,339 EUR /Month

Term: Monthly

House in Siena, Italy

€192,339 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

A Truffled Retreat

This Italian villa caught our eye for its panoramic views of the Tuscan countryside. There’s plenty to make your holiday memorable here, including both indoor and outdoor pools, a sauna, and a private wine cellar. While the home is perfectly set up for a large group, you can still get privacy when you need it – all of the bedrooms are en-suite and the second floor of the villa has its own entrance, as well as an extra lounge and kitchenette. And when you’re ready to explore, why not book a wine tasting at one of the local vineyards, or take a scenic drive to the picturesque town of San Gimignano – famous for its medieval towers and gelaterias? *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 outdoor swimming pool isn't fenced so children will need to be supervised at all times. The outdoor pool is only available for use between May and Octob...

Apartment • 7

• 7

• 4,736 ft2 •

€

32,172 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€32,172 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Soul Of Wine

To say this luxury handcrafted stone villa took our breath away, well, that's an understatement. This place is enchanting with its vistas over a patchwork of Chianti Classico vineyards, olive groves, and oak forests. Relax by the pool or have a stroll around the vegetable garden and take in the fragrance of the Mediterranean herbs. Our favourite spot has to be the spa area with a sauna, Turkish bath, shower and relaxation zone to one side and pizza oven to the other. Inside, you'll find typical Tuscan features, such as traditional terracotta floors and a country-style kitchen. With its multiple living rooms, this home is perfect for a large family or group of friends. Off one of the dining areas is a snug that converts into a bedroom with an ensuite bathroom – ideal for guests with limited mobility. We adore the local travertine stone bathrooms throughout this villa too. Out and about, you'll find woodland streams and netw...

Apartment • 3

• 3

• 2,647 ft2 •

€

21,462 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€21,462 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Olive Stone

Enjoying a secluded spot in the Chianti countryside, this traditional stone villa is packed with things to keep you entertained. The gardens are a delight, where olive groves provide a spot for a shady stroll, and vineyards tumble down the hillside around you. Set up for a lazy lunch beneath the pergola – there’s dining for the whole group here. Shared between a handful of stone villas on the same estate, there’s a swimming pool at the bottom of the garden. Inside, whitewashed wooden ceilings speak of days gone by and there’s a traditional Tuscan farmhouse vibe throughout. Terracotta floors keep things cool underfoot and bedrooms and bathrooms are all super spacious. The kitchen in jolly aquamarine-blue is more than big enough to handle the hustle and bustle of a busy breakfast time too. Exploring the area, you’ll find the charming village of Lecchi to be a six-minute drive away where the ruins of an ancient castle await. ...

Apartment • 2

• 1

•

€

3,696 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€3,696 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Casa Rosana

Perched on the hills overlooking the Val d 'Orcia, this traditional farmhouse is immersed in the timeless beauty of the Tuscan countryside. And with its location just a short drive from the charming medieval town of San Quirico, you’ll find everything you could need to experience the beating heart of Italian living. Dating back to 1619, this atmospheric building has been thoughtfully restored into a sanctuary – the perfect setting for a restorative retreat. Anchored around a shared garden with spectacular views across the sweeping landscape, this is the kind of space that feels instantly inspiring. And the uplifting tone extends into this cosy first-floor apartment. From the traditional features to the rustic simplicity of the styling, there’s an abundance of character and warmth here. Days can be spent relaxing on the terrace, hiking, horseback riding, mountain biking and sampling delicious local products from the next-...