Siena Houses for rent, Rent Furnished or Unfurnished Detached Houses, Villas and Single Family Homes

House in Castellina in Chianti, Italy

€22,806 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Tuscan Moon

Nestled between the pretty hilltop towns of Chianti, this home offers a traditional Italian sanctuary. Enjoy breathtaking views across vineyards while relaxing on the terrace. There’s a private pool for blissful swims and an original stone oven for authentic pizza nights. Inside, you’ll find plenty of space for entertaining with a wine tasting room, a cosy living room and a games room. Your host can also help organise a range of sweet extras – including a private chef, guided tours and walking excursions. And when it comes to explorations further afield, it’s just a short drive to the nearest amenities, while Florence and Siena are also within easy driving distance. *Private parking is available for up to four cars here. *It is possible for the two single beds in bedroom one to be arranged as a double bed on request. *If you’re travelling with little ones, your host can provide a cot for free on request. *The firepl...

House • 6

• 4

• 5,382 ft2 • pets

€

35,637 EUR /Month

Term: Monthly

House in Siena, Italy

€35,637 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Pure Light

Dating back to the 19th-century, this farmhouse offers an abundance of character and timeless Italian charm. You’ll be treated to stunning views across cypress trees and olive groves. There’s also a private pool, a shaded pergola and an authentic stone barbecue for magical meals under the stars. Inside, you’ll find plenty of space to socialise and stretch out across the common areas and bedrooms. There’s also a games room with table tennis for family fun. You will need a car to get around here, but it’s just a short drive to the historic centre of Buonconvento, while Montalcino and Siena are also within easy driving distance. *The swimming pool is available for use from the last Saturday of April to the first Saturday in October. *This home is set across two levels connected by two internal staircases. *If you're travelling with little ones, your host can provide a cot and high chair for free on request. *It is possib...

House • 2

• 1

• 1,561 ft2 • pets

€

5,736 EUR /Month

Term: Monthly

House in Siena, Italy

€5,736 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Ornate Haven

In the hills of Crete Senesi and just a short drive from Siena, this rustic Tuscan farmhouse offers a peaceful retreat with views that stretch all the way to the Torre del Mangia. Traditional stone walls, tiled floors and countryside charm, make this the ultimate Italian home-from-home. Step outside and you'll discover a shaded loggia ideal for alfresco dining, and a private fenced pool, perfect for long summer afternoons in the sun. From setting off on day trips to nearby Chianti vineyards to simply relaxing under the Tuscan sky, this place invites you to slow down and savour the moment. *The home is set in the idyllic Crete Senesi hills, just 5km from Siena, so we would recommend a car for getting around. There is a free parking space in front of the house. *The interior living spaces are located on the first floor, so it may not be ideal for those with limited mobility. *The swimming pool is fenced – great for peace of min...

House • 5

• 4

• 3,229 ft2 • pets

€

19,530 EUR /Month

Term: Monthly

House in Siena, Italy

€19,530 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Jewel

Nestled in the heart of Chianti Classico, this home is an oasis of peace and natural beauty. Surrounded by vineyards, oak trees, and holm oaks, it offers a true Tuscan experience and is an ideal base for anyone looking to get away from it all. Consisting of the main villa and a separate annexe, it gives one couple that extra bit of privacy. Outdoors, you can dine alfresco, kick back with a good book on the sunny terrace, or swim in the private pool. Keen to explore the region? Book a vineyard experience – a must while in the area – or take a day trip to explore the nearby cities of Siena, Florence, or Arezzo. *This home comprises the main villa, sleeping eight, and a separate annexe, sleeping two. *The first-floor bedroom in the villa is accessed via a steep staircase which leads directly into the room with no door. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to re...

House • 4

• 3

• 1,938 ft2 • pool

€

13,128 EUR /Month

Term: Monthly

House in Siena, Italy

€13,128 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Roses of Chianti

With incredible views across the Tuscan countryside, this home sets the tone for a magical Italian getaway. Nestled in the heart of Chianti, you’ll be welcomed by the sweet sounds of nature, a private swimming pool and a serene terrace for sunset drinks and alfresco dining. Inside, the rooms are traditional and family friendly with plenty of space to stretch out across the three floors. Your host is on hand to help organise extras like private chefs and guided tours. Plus, it’s just a short drive to Gaiole in Chianti where you’ll find the nearest restaurants, bars and shops. *Please note the owners live in an apartment at the rear side of the villa with their dog. *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 October. *Well behaved dogs are welcome to join you here, but please note they need to be kept on...

House • 3

• 3

• 1,292 ft2 •

€

7,896 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€7,896 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Beyond the Hills

Situated in the heart of Chianti, this stone farmhouse is in a great spot for visiting some of the region’s many vineyards. Whether you’re admiring the countryside views from the wraparound terrace, cooling off in the private pool, or firing up the pizza oven, it’ll be easy to kick back and relax here. While the decor seems a little dated in places, the home boasts lots of traditional Tuscan touches, like terracotta tiled floors and beamed ceilings. Location-wise, you’re near the market town of Radda, and ever-popular Florence and Siena are just a day trip away. *Your host can provide a cot and high chair for free. You'll need to request them in advance. *The swimming pool is available for use between May and September. The pool isn't fenced so children will need to be supervised at all times. *Two well-behaved dogs, weighing up to 30kg each, are welcome to accompany you. *The twin bedroom can be configured as a double i...

House • 2

• 2

• 1,507 ft2 •

€

4,944 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

WiFi

Sun Beams in Tuscany

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

House • 1

• 1

• 700 ft2 •

€

4,104 EUR /Month

Term: Monthly

House in Siena, Italy

€4,104 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Blush

This cottage overlooks Chianti's vine-covered hills, providing an idyllic background for a romantic Tuscan stay. We love the private terrace – there's no better spot to savour a glass of locally-made wine and soak up the views. Inside, the design is equal parts modern and rustic. The cherry on top is the private hot tub, though you'll also have access to a communal swimming pool shared with the resort's other guests. Keen to get out and explore? Lecchi is less than a 2-kilometre walk through the countryside, while the medieval town of Radda is only a fifteen-minute drive away. *This home is set on a resort with other holiday homes. While you’ll likely bump into other guests during your stay, the patio and hot tub are private. *There's a car park here, but much of the resort is car-free, so you'll need to be able to climb steps to the cottage. It might not be the best option for those with reduced mobility. *You’ll have access...

House • 1

• 1

• 700 ft2 •

€

6,624 EUR /Month

Term: Monthly

House in Siena, Italy

€6,624 EUR /Month
• Term: Monthly (Furnished)

Pets Allowed

Air Conditioning

WiFi

Crisp Chianti

Once a hay barn, now a romantic retreat for two, this villa has tranquillity running through its core. Set on an estate surrounded by vineyards that produce some of the region’s most prestigious wines, it’s not hard to relax here. We love the open-plan concept indoors, while outdoors, the hot tub is just the spot to soak up the sun as you watch the world go by. The heart of the estate is two-and-a-half kilometres away, where you can enjoy castle tours, wine tastings, a bar and a restaurant. Further afield, you’ll find Gaiole a short drive away when you’re ready to explore more of the surrounding area. *This home is set on an estate. Expect to see other guests and/or vineyard workers during your stay. *The hot tub is available for use between 1st May and 15th October. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Due to this home's location, we recommend hiring a ca...

House • 2

• 2

• 861 ft2 •

€

6,192 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Vines - Serenity

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

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...

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...

House • 1

• 1

• 495 ft2 •

€

10,704 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€10,704 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Cottage

This beautifully restored and furnished Tuscan home is the true epitome of an Italian cottage done right. Right in the heart of the Chianti countryside, with the iconically distinctive cypress trees all around, this is the perfect haven for honeymooners looking for a romantic getaway or a solo tripper after a comfortable home close to Florence. The private pool is perfect for a refreshing dip, while the shaded dining areas invite you to savour leisurely meals alfresco. With its blend of traditional features and elegant touches, this home provides a romantic and restful escape. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There is private onsite parking available. Please be aware that the approach road is unpaved and uneven, so a high clearance vehicle is recommended. *This home has two storeys, so it may not be suitable for those with reduced mobility. *The pool is only available f...

House • 14

• 13

• 12,056 ft2 •

€

79,968 EUR /Month

Term: Monthly

House in Siena, Italy

€79,968 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti - Vines

Perched on a Chianti hillside, this expansive estate comprises the main villa and two beautifully restored barns – an ideal setting for large groups, retreats or unforgettable celebrations. From the terraces, you’ll enjoy views that stretch from Monte Amiata to Siena, with vineyards unfolding in every direction. Traditional Tuscan through and through, the interiors might not suit modernists, but for those drawn to character and heritage, it’s a dream. Outside, you’ll find a pool, alfresco dining areas and plenty of quiet corners for aperitivos. Your host can arrange everything from private chefs to wine tastings, too. Plus, with medieval hamlets, castles and thermal spas just a short drive away, there’s no shortage of ways to explore the region. *This home is spread across a main house and two converted barns. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Two bedrooms h...

House • 5

• 5

• 5,382 ft2 •

€

31,437 EUR /Month

Term: Monthly

House in Siena, Italy

€31,437 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Gaze

Nestled in the heart of the Chianti Classico region, this restored Tuscan farmhouse promises an idyllic escape. Sure, the traditional interiors may not be to everyone’s taste, but this home has all the key ingredients for a relaxing stay. And the cherry on the cake for us is the outdoor space. A private pool, hot tub, sun-drenched terraces and views for miles – what’s not to love? Location-wise, it’s a short 5km drive to Gaiole, where authentic Tuscan eateries and wine tasting await. *While not all bedrooms and bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open between May and October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *The main bedroom is only accessible from outdoors. *One of the bedrooms c...

House • 5

• 7

• 9,688 ft2 •

€

91,119 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€91,119 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Bloom

Breathtaking views, a private pool and an abundance of charm – this home welcomes you to enjoy it all from its privileged spot in Chianti. Outside, you’ll find everything you could need to sit back and savour the beauty of this special location. There’s a terrace for alfresco dining and a little playground for children. Inside, the wine cellar offers the perfect spot for wine tastings, while the steam room and gym cover all your wellness needs. Plus, a welcome dinner is provided, housekeeping is included and a private chef can be arranged on request. It’s also just a short drive to Radda in Chianti, while Sienna and Florence are also within easy reach. *Please note the housekeeper lives in a detached cottage on-site. *A complimentary welcome dinner and daily housekeeping are included in your stay along with daily laundry service and a twice weekly linen change. *The house is set across three floors with stairs. *If you’r...

House • 5

• 5

•

€

15,408 EUR /Month

Term: Monthly

House in Siena, Italy

€15,408 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Valley's Mine

Set amidst rolling Tuscan countryside, this villa promises an escape from it all. With a mix of modern and traditional interiors, there’s something to appeal to all tastes here, and plenty of space for up to ten guests to spread out comfortably. Outdoors, the private pool takes centre stage, while sun-worshippers will be delighted with the expanse of terraced areas and garden from which to soak up the rays. For a day out, nearby Siena is well worth a visit for its beautiful buildings, historic sites and abundance of eateries offering a true taste of Italy. *Due to this home's location, we recommend hiring a car to get the most out of your stay. *The swimming pool is only available for use between 30th April and 1st October, depending on the weather. The pool isn't fenced, so if you're bringing little ones, they'll need to be supervised at all times. *One bedroom is situated in a guest suite, separate from the main home, gi...

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...

Castellina in Chianti House for rent

House • 4

• 3

• 2,239 ft2 •

€

10,344 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

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

Swimming Pool

Pets Allowed

WiFi

Like Sweetness

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

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 ...

House • 5

• 4

• 3,983 ft2 •

€

16,968 EUR /Month

Term: Monthly

House in Siena, Italy

€16,968 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Siena Ceremony

This villa strikes the perfect balance between contemporary and traditional. The terracotta ceilings and floors are original features, but the kitchen and lounge on each level are totally modern – not to mention convenient for larger groups. But it's the sprawling garden that captured our attention. A private swimming pool is a lovely addition during the summer, a separate outbuilding has table tennis and darts, and several seating areas offer spots to relax with a glass of wine – our favourite being the courtyard, ideal for alfresco dining. The nearest village is San Gusmè, but most shops and eateries are in Castelnuovo Berardenga (6 kilometres away). For day trips, head to Siena – just thirty-five minutes by car. *There's a kitchen and lounge on each floor. This makes it a good option for two families travelling together, or friends wanting their own space. *The twin beds in the second bedroom can be pushed together to make a ...

House • 5

• 6

•

€

106,869 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€106,869 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti Sangria

At this rustic villa, rolling vineyards are on your doorstep. We mean that quite literally – the owners are local winemakers, and they offer tastings in the medieval tower-turned-wine bar. They'll also arrange welcome dinners, cooking classes, private chefs, continental breakfasts, and other special touches during your stay. As for the home itself, we think it's pretty spectacular. A private pool, sun-kissed garden, and Chianti views await outside, while the somewhat traditional interior has a few surprises in store – namely, a chef's kitchen, a small gym and a wellness centre boasting a Turkish bath and steamy sauna. Location-wise, Radda is less than 2 kilometres away, and Florence and Siena are great options for day trips. *The fifth bedroom is located in a guest annexe. It has a kitchen, double bedroom and bathroom.*Daily housekeeping (excluding Sundays) is included. Bath towels are changed daily, while pool towels and bed linen...

House • 7

• 7

• 3,660 ft2 •

€

27,258 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€27,258 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Ode to Beauty

This traditional Tuscan home opens its doors to the natural beauty of the Chianti region. Nestled amid the trees, the private garden lends itself perfectly to lazy days by the pool. You’ll also find plenty of shady spots, family-friendly rooms and the welcome addition of an independent cottage with its own kitchen and one bedroom. Guests can enjoy a range of extra services here, including wine tastings and private chefs, plus it’s just a short drive to the nearest amenities – Radda in Chianti is 8 kilometres away. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Please also note there is an unpaved, uneven road leading to the house so a high clearance vehicle is recommended. *There is private parking for up to five cars. *This home consists of a main house with six bedrooms, alongside an independent cottage with a kitchen, living room and a bedroom (located on the mezzanine level)...

House • 9

• 8

• 4,305 ft2 •

€

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...

House • 5

• 4

• 3,541 ft2 •

€

21,816 EUR /Month

Term: Monthly

House in Siena, Italy

€21,816 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Golden Meadow

Nestled in the heart of Italy's Chianti region, this traditional Tuscan farmhouse, which was once a working mill, oozes character and charm. With wooden beams, exposed stone walls, and terracotta tiles rustic appeal is aplenty here. Outside, you'll find a sprawling garden complete with a saltwater pool surrounded by ancient oak trees and rows of vines. Comprising a main house that sleeps eight plus a separate ground-floor annexe that sleeps two, this property is ideal for groups of friends or family seeking peace and privacy in the Chianti countryside. *The saltwater infinity pool is only available for use between the last Saturday in April and the first Saturday in October. It isn't fenced Air Conditioning Balcony Barbeque Bathtub Carbon Monoxide Detector Central Heating Child Friendly Coffee Maker Cooking Essentials Cot / Crib Dishwasher Dryer Espresso Machine Fire Extinguisher Firep...

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...

House • 2

• 2

• 861 ft2 •

€

8,904 EUR /Month

Term: Monthly

House in Siena, Italy

€8,904 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

This stone villa ticks all the boxes for a Tuscan getaway. A former barn, the interiors have been given a modern makeover – though it's certainly not lacking in traditional character. When the sun is shining, make a beeline to the garden. Enjoy a dip in the private pool, stretch out on the sun loungers, or fire up the barbecue and dine alfresco on the terrace. Location-wise, the quaint village of Campiglia is just a few hundred metres away. Also nearby are Colle Val d'Elsa, Siena, and Volterra if you're in the mood for a day trip. *One well-behaved dog may be welcome to join you upon request. *The twin beds can be converted into a double on request. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool is available to use between May and September. Please speak to your host for the exact opening and closing dates. *You’ll need a car in this location. On-...

House • 3

• 3

• 1,292 ft2 •

€

10,032 EUR /Month

Term: Monthly

House in Siena, Italy

€10,032 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Terracotta - Vine

Tucked away in the Tuscan countryside, this villa is just the spot to switch off and relax. We love the seamless blend of traditional and modern and the opportunity to find space for socialising or solitude. The outdoor space is sure to be a firm favourite – with a private pool, sun-kissed terraces, ample opportunity for alfresco dining and far-reaching views, it’s not hard to see why this home caught our eye. When you’re ready to explore, the local village of San Sano has a restaurant and small grocery store, or you can hop in the car for a trip to Siena. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from June until September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *Two of the bedrooms can be set up as doubles or twins upon request. *We recommend hiring a car to get the most out of your stay. ...

House • 2

• 1

• 915 ft2 •

€

4,872 EUR /Month

Term: Monthly

House in Siena, Italy

€4,872 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Farmhouse Fair

This charming apartment is on the ground floor of a renovated farmhouse in the Italian countryside. It’s surrounded by vast gardens with a shared swimming pool, and you’ll have private outside space too – what’s better than dining alfresco on holiday? Enjoy views of the surrounding hills while you cook on the barbecue or whip up pasta dishes in the well-equipped kitchen. This comfortable home is ideal for a family seeking a restful escape in a rural setting. You’ll be close to San Gimignano and Siena, giving you great options for day-trips. *The swimming pool is shared with the other residents. It’s open from 1st May to 30th September. *There’s free parking at this home. *Your host can provide a cot for little ones. *The laundry facilities are shared here. Barbeque Carbon Monoxide Detector Central Heating Child Friendly Coffee Maker Cot / Crib Fenced Property Fire Extinguisher Free Parkin...

House • 3

• 2

• 1,938 ft2 •

€

11,544 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€11,544 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Vine

In the heart of Chianti Classico, this charming old stone villa offers a haven for wine enthusiasts. Surrounded by vineyards producing world-renowned wines, you can easily explore local wineries and historic towns like Radda. If you’re not sampling the local grapes, back home, you’ll find everything needed for a comfortable stay. Granted, there’s no air conditioning here, but with sun-dappled terraces, panoramic views and a private pool, you’re sure to be drawn outdoors anyway. Locally, a trip to Radda is a must, reached easily in under ten minutes in the car. *There's no air conditioning here. It could get a little hot during the summer. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from May until September, isn't fenced. Children will need to be supervised at all times. *The twin bedroom can be set up as a double upon request. *We...