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

House in Siena, Italy

€15,840 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Chianti Grape

If you’re looking for an escape from it all, this could be the home for you. Set on a private road deep in the woods, this Chianti villa has tranquillity running through its core. We love the seamless blend of modern furniture with the traditional building here, but the outdoor space is our biggest winner. Sun-kissed terraces, a hot tub, a private pool, alfresco dining areas – what’s not to love? If you can tear yourself away, it’s a mere ten-minute drive to the wine-making town of Gaiole, which is well worth a visit. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool isn't fenced and there are open-sided stairs here. If you're bringing children, they'll need to be supervised at all times. *The second bedroom is on the mezzanine level and semi-open to the space below, so privacy is limited. *Due to this home's location, we recommend hiring a car to get ...

House • 8

• 7

• 5,543 ft2 • pets

€

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 ...

Castellina in Chianti Apartment for rent

Apartment • 1 beds

• 1

• 646 ft2 • pets

€

4,416 EUR /Month

Term: Monthly

Apartment in Castellina in Chianti, Italy

€4,416 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

A Taste of the Hills

Cosy and quaint, this typically Tuscan apartment is part of a pretty collection of homes, all set inside some historic stone buildings that feel charming and characterful. As such, you'll find terracotta tiled floors, farmhouse-style furniture and exposed stonework, all creating a snug and serene vibe. Staying here means you'll get access to some fantastic shared facilities on site, including a seating terrace with some spectacular views out to the surrounding countryside, as well as an outdoor pool that's ideal for hanging around on hot days. *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, but this semi-detached home has a private entrance and gardens. *The shared pool i...

Radda in Chianti Apartment for rent

Apartment • 5 beds

• 6

•

€

22,575 EUR /Month

Term: Monthly

Apartment in Radda in Chianti, Italy

€22,575 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Wild Roses

Tucked away in the Tuscan countryside, this idyllic villa promises plenty of rest, relaxation and rustic charm. Famous for its rolling hills, acres of vineyards and quaint, historic hamlets, there's no better spot to explore all this region has to offer. Both Florence – an hour away – and Siena – a thirty-minute drive away – are great options for day trips, though it will be hard to pull yourself away from the serene gardens back at home. Enjoy your morning espresso on the cosy outdoor sofa, go for a relaxing swim in the pool and soak up the sun on the poolside lounge chairs. Surrounded by olive trees, rose bushes and dense woodland, you'll feel a sense of calm wash over you as you take it all in. Even inside, the bright, classically styled rooms feel warm and welcoming. Whether you're whipping up meals in the mint-green kitchen – which are best enjoyed alfresco – or snoozing in the comfy elegant bedrooms, you'll love calling this hidea...

House • 9

• 8

• 4,305 ft2 • pets

€

37,002 EUR /Month

Term: Monthly

House in Siena, Italy

€37,002 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Tuscany Grace

Surrounded by rolling hills and lush trees as far as the eye can see, this Italian villa in the Lucciola Bella Nature Reserve offers picture-perfect seclusion. Split into five apartments – including an annexe and one suitable for guests with disabilities – it's a dream escape, whether for relaxation or celebrations. Inside, it's as charmingly rustic as you could hope, while outside there's a pool and plenty of space to dine and unwind. A car is essential for reaching amenities, but the idyllic location is totally worth it. *This home consists of five apartments spread out over two floors and across two buildings. *A car is recommended, due to the rural location. *Two baby cots and two high chairs are available on request, free of charge. *The pool is open from 1st May to 30th October. *The villa has five covered parking spaces. *The villa is suitable for hosting weddings. *One apartment in the main building is sui...

Siena Apartment for rent

Apartment • 2

• 2

• 872 ft2 •

€

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...

House • 2

• 2

• 1,023 ft2 •

€

9,120 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

WiFi

Landscape Artist

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

Siena Apartment for rent

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...

House • 3

• 1

•

€

6,264 EUR /Month

Term: Monthly

House in Siena, Italy

€6,264 EUR /Month
• Term: Monthly (Furnished)

Pets Allowed

Air Conditioning

WiFi

Tuscan Hideout

Tucked away in a hidden corner of Tuscany, this striking home is a dream for architecture lovers and tranquillity seekers alike. Designed by Carlo Chiappi, it blends modernist principles with natural textures, creating a seamless harmony between indoors and out. Floor-to-ceiling windows flood the space with light, framing the beauty of the rolling countryside like art. Perfect for exploring the charms of Monticiano, it's a retreat that offers pure, unspoilt peace wrapped in architectural brilliance. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *For those with reduced mobility, there are two ground-floor bedrooms and a bathroom here. *There’s free parking on the premises. Air Conditioning Barbeque Blender Carbon Monoxide Detector Central Heating Cleaning Products Coffee Maker Cooking Essentials Dishwasher Drying Rack Extra Pillows and Blanket...

Siena Apartment for rent

Apartment • 5

• 7

•

€

23,457 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€23,457 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 scen...