Siena Pet Friendly Long Term Rentals, Rent Furnished Apartments, Houses and Monthly Room rentals

Apartment in Siena, Italy

€19,803 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Put Your Loving Arms Around Me\t

Immerse yourself in tranquillity at this 15th-century Tuscan farmhouse, surrounded by 60 hectares of private land. Spend idyllic days lounging by the pool listening to the birdsong. Then cook up a delicious feast in the wood-burning oven with ingredients from the estate's organic vegetable garden, and enjoy the fruits of your labour under the shade of the pergola. After lunch, have a stroll amongst the fragrant flowers in the garden, or if you're feeling more energetic, have a game of football on the pitch.On chillier days, gather around one of the fireplaces – there are a wealth of character features here, such as the old wooden beams and terracotta floor tiles with their lovely patina. We love the vistas over the countryside from the bedrooms – our favourite is the room in the beautiful tower or perhaps the one with the four-poster bed – it's difficult to decide. Out and about, there's plenty to explore by walking, on horseback, bike ...

House • 5

• 5

•

€

20,328 EUR /Month

Term: Monthly

House in Siena, Italy

€20,328 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Well Garden

A traditional Tuscan farm stay, surrounded by olive groves and truffle country, this stone villa is as practical as it is beautiful. With plenty of space for a large group to spread out, there are three living spaces, each with a kitchen, allowing for added flexibility.Here, the name of the game is relaxation, and it's not hard to do in such a peaceful setting. In a quiet, rural area with incredible views of the lush green hills, you'll have country walks and cycling routes on your doorstep, and pretty grounds to explore – plus it's just a walk through the woods to the nearby village.Inside, two entrances each lead to a living area and kitchen. Traditionally styled and oozing Tuscan charm, you'll have tiled floors, chestnut beams and fireplaces, along with archways and shuttered windows. Each section has a large dining table so you can all eat together and each of the five bedrooms upstairs boasts its own bathroom so nobody draws the sh...

Siena, Sarteano

Apartment • 4 beds

• 5

•

€

15,888 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€15,888 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sunshine Burst

You’ll find this rustic villa set among Tuscany’s rolling hills and endless countryside. Inside, there’s a warm ambience thanks to the terracotta tiles, homespun furnishings and farmhouse-style kitchen. If you’ll be spending time outside, we bet you’ll be relaxing by the private pool with a refreshing beverage in hand. Spend afternoons dipping in and out of the water before sitting down to an Italian-inspired feast at the alfresco dining table. If exploring sounds like a good idea, take the short drive to charming Chiusi for a stroll around the honey-hued streets and an espresso in a traditional cafe. Should a day trip be on the cards, travel north to Arezzo – visit the hilltop cathedral, Basilica di San Domenico and the imposing Medicean Fortress. Return to your abode in the early evening for a glass of wine or two on the terrace followed by a night of blissful sleep in the comfortable bedrooms. *Due to the location of this home, we r...

Siena Apartment for rent

Apartment • 16 beds

• 16

•

€

47,292 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€47,292 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Sweetest Life

Staying at this sprawling Tuscan estate is like having your own ancient borgo (small village). Hectares of grounds are dotted with cypress trees, dense woodland, ancient olive groves and gardens blossoming with flowers. You could get your daily steps in just wandering the grounds. Following a woodland path, you’ll find the private swimming pool in complete seclusion, lined with loungers and shaded by towering trees. There are seating areas aplenty and spots to dine outdoors. For a real celebration, a banqueting table can be set up in the flower-filled courtyard.The villa itself is set around a traditional courtyard-style with a separate annexe housing some of the bedrooms. It’s a vision of Tuscan tradition – wooden ceilings, tiled floors and antique furniture in every room. The huge dining table can fit the whole group for breakfasts and the chrome, the professional kitchen could rival that of a Michelin-starred restaurant. Bedrooms are...

Apartment • 4

• 4

•

€

22,368 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€22,368 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Oleander Breeze

Sweeping views of the Tuscan countryside and rustic interiors are the hallmarks of this traditional farmhouse. We loved the terracotta tiles, chestnut-wood ceiling beams and antique furnishings, not to mention the turret, dating back to the late medieval period. The inviting living space with squashy leather sofas is the perfect place to unwind on cooler days but when the sun’s shining, head outside for meals on the terrace, enveloped in the scent of oleander and rosemary. Spend lazy afternoons dipping in and out of the pool and snoozing on a lounger – or if you’d prefer to explore a little, take a stroll along the bucolic lanes that surround your home. A short drive to the west places you in Montepulciano, a charming town famous for its Vino Nobile red wine. Spot the Punch and Judy figure atop the Torre di Pulcinella before picking out a quaint cafe for a refreshing beverage and a bite to eat. *Due to the location of this home, we rec...

Siena Apartment for rent

Apartment • 3

• 2

•

€

15,000 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€15,000 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Chic

In the heart of Chianti sits this stunning holiday home, perched up on a hill and featuring gorgeous views over the surrounding Siena landscape. It’s a classic stone villa with charming interiors and characterful features, such as ornate light fittings, retro tiled floors and elegant furniture. We love the lovely living area that has a fireplace that you can cosy up to on chilly evenings and the lavish dining space that’s great for feasting on pizzas and pasta dishes. You’ll be even more impressed with the outside, where you’ll find a beautiful outdoor pool where you can have an invigorating swim as the sun comes up, as well as loads of sitting areas to relax and admire the views out over the olive groves and vineyards around you.When you want to head out, you’ll find yourself perfectly located for exploring Siena, as well as the medieval villages of Vagliagli, Radda and Gaiole where you’ll find an idyllic atmosphere and picturesque sig...

Apartment • 3

• 3

•

€

22,032 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€22,032 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 the address but ...

Apartment • 6

• 6

•

€

29,253 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€29,253 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Yellow Harvest Moon

With a traditional farmhouse style and situated within some of the most beautiful landscapes that this part of the Tuscan countryside has to offer, this warm, welcoming, and characterful home is perfect for anyone looking to slow down and experience the simple pleasures of life in an idyllic location. Nestled in the shadow of Montepulciano, the home is ideally placed for those with a penchant for hiking and biking, not to mention those hoping for a taste of 'la dolce vita' by exploring sleepy local villages and typically Tuscan towns. Here you will find a relaxed atmosphere and plenty of great food (and loads of lovely local bars in which to sit and enjoy a glass or two of regional wine).The home itself is finished in a wealth of natural materials, including plenty of stone and wood, lending to the sense that the farmhouse is entirely at home in its beautiful environment, while luxurious touches such as the marble fireplace create an ef...

Apartment • 5

• 5

•

€

19,971 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€19,971 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Between the Vineyards

Standing proud in the Tuscan countryside, this terracotta-bricked villa is one to remember. What struck us most wasn’t the size of the villa, it wasn’t even the azure swimming pool, it was the 3000+ square feet of lush gardens that surrounds it. You’re on your own private land here, encircled by rows of healthy vines, with views stretching out to the horizon. With so much greenery around you, you might feel a million miles from anything, but the famously beautiful town of Montepulciano is just under a mile away.Families and groups of friends will love making use of the vast outdoor space, playing games on the grass and enjoying the scenery from a sun lounger. Let the blissful hours melt by, doing little else but reading, swimming, and relaxing. If you get itchy feet, take a gentle stroll around the gardens, before savouring a glass of local wine on the veranda – you can pick it up from the famous nearby winery, Poliziano’s. When the su...

Siena, Chianti

Apartment • 5

• 7

•

€

24,717 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€24,717 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Moonlight Moments

Surrounded by flourishing trees with sweeping views across the hills of Chianti, every detail of this home sings with the natural beauty of Tuscany. From the rustic interiors to the antique furnishings and personal touches, the owners have retained the authentic spirit of this traditional country home. And while its foundations date back to 1900, it now exists as a contemporary sanctuary – a private space to lose yourself in the timeless magic of Italian living. Stroll through the verdant garden, spend lazy mornings sipping coffee in the shade, take cooling dips in the pool and savour delicious Italian meals – served straight from the barbecue. By night, the soft glow of sunset transforms the terrace into the perfect setting for intimate candlelit meals and stargazing, while the sauna (available on request) provides an idyllic spot to relax before slipping into bed. Beyond this rural haven, it’s just a short scenic drive to the medieval...

Apartment • 9

• 9

•

€

54,432 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€54,432 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. *There's private parking on the premises*The kitchen has been designed to a professional standard and is well equipped*There is wifi throughout the property so remote working is possible – but there isn't a designated office space*The pool is open from late Apri...

Apartment • 14

• 13

•

€

58,422 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€58,422 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Titiro Toscano

Located in the Tuscan countryside, this impressive estate is an excellent choice for a couple of large families looking for an easygoing stay. Set across a main building and two guest houses, the residence, dating back to the 1600s, has been carefully restored and boasts fantastic views of Val d’Orcia. Although the traditional interiors may not be to everyone’s taste, the space is functional and perfectly suited to group dining and relaxing. Need a hand planning activities? Your host provides a wide range of experiences from truffle hunting to wine tasting – all on your doorstep. *Due to the location of this home, we recommend hiring a car to get the most out of your stay*This home is spread across a main building and two residences*Your host can provide a cot and high chair for free upon request*Wifi is only available in the communal spaces*Pets are allowed upon request*You'll need to bring your own toiletries with you to use during y...

Siena, Chianti

Apartment • 3

• 2

•

€

12,840 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€12,840 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Medieval Lullabies

Situated in a small complex amid the Tuscan countryside, this pet-friendly home centres around a 13th-century tower. With a grand fireplace and stone arches awaiting inside, there's no better base for a fairytale holiday. While it's three to a bedroom upstairs and better suited to tight-knit families, the outdoor space gives everyone room to spread out. During the summer, your downtime will be spent enjoying poolside barbecues and lazing on the lawn. Maybe the historic setting will inspire a trip to the medieval town of San Gimignano. *For those with reduced mobility, there's a ground floor bedroom and bathroom here*Your host can provide a cot and high chair for free upon request*There's a walk-in wardrobe in the main bedroom*The swimming pool is only available for use between 1st May and 30th September*There’s free covered parking for up to two cars – due to the location of this home, we recommend hiring a car to get the most out of y...

Siena, Grosseto Region

Apartment • 6

• 7

•

€

73,038 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€73,038 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 country ramble...

Siena, Chianti

Apartment • 8

• 5

•

€

19,908 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€19,908 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Verdant Valley

This elegant home in Tuscany is in a dreamy spot in a valley, in a countryside setting that leads to absolute relaxation. The villa is full of character, with antique furniture and wooden beams, in addition to mesmerising views. The outside space is lush and pretty. Roses and lavender have been planted alongside a wealth of trees, making the garden feel like an oasis. In the morning, sip coffee at the table under the gazebo, admiring the views and planning your day. If you’re anything like us, you won’t be able to resist a dip in the hedge-lined swimming pool for long. Dry off on a sun lounger with a good book, or start a table tennis tournament with your friends. In the evening, set up outside at the long dining table. You might like to arrange for a local chef to come and cook for you – that way you can enjoy a cocktail hour on the terrace before dining as the sun sets beyond the valley. The villa is only a ten-minute walk along the r...

Siena, Province

Apartment • 1

• 1

•

€

6,888 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€6,888 EUR /Month • Term: Monthly (Furnished)

Pets Allowed

Air Conditioning

WiFi

Honey - Fig

Nestled in the heart of Montalcino, just steps from the main square and cathedral, this renovated townhouse offers an idyllic location with breathtaking views to boot. Inside, it delivers authentic charm and contemporary comforts – think high ceilings and striking timber beams alongside stylish artwork and state of the art amenities. From heated floors to a built-in steam bath, every detail of this home beckons you to unwind in the splendour of your surroundings. After a restful slumber in the king-sized bed, fire up the Moka pot for espressos at the breakfast bar before a morning stroll through the town. The kitchen is fully-equipped for home cooking, but no trip to Tuscany would be complete without sampling the local cuisine. Lucky for you, there's an array of family-owned cafes and eateries practically at your doorstep. Boasting stunning views of Montalcino's iconic towers and the verdant hills of the Val D'Orcia, we're completely in...

Apartment • 2

• 1

•

€

3,936 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€3,936 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Rustica

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

Siena, Sarteano

Apartment • 6

• 5

•

€

38,892 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€38,892 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Tuscan Green

This marvellous villa, nestled in the verdant countryside, will rise to every occasion. With plenty of space for up to twelve guests, it's the ideal gateway to the wonders of Tuscany – or, if you'd prefer to just chill out, you can press pause and relax in style. There's plenty of character here – from the oil paintings to the wooden ceilings and tiled floors, lovers of all things traditional will find plenty of features to admire. The cosy living room is the perfect place to find some peace and quiet, while the games room is ideal for a competitive game of pool with your guests. The fun continues outside, where you can stretch out on a sun lounger then take a dip in the pool when the heat gets too much. And, come evening, you can gather your guests around the alfresco dining table for a delicious feast – don't forget some local red wine. It would be easy to never leave this little patch of heaven, but if you want to get out and about t...