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

House in Siena, Italy

€39,081 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Lavender - Jasmine

Tucked away amid gentle hills in the picturesque Val d’Orcia, this home is perfect for large groups. The traditional Tuscan villa and its annex have been elegantly restored, blending rustic charm with modern amenities like a professional kitchen. The jasmine-, rosemary-, and lavender-filled garden features two private swimming pools and a furnished terrace with a pergola – perfect for alfresco dining – overlooking Montalcino. Siena is just a thirty-minute drive away, and you can reach the lively borgo of Buonconvento in no time. Beautiful and peaceful, this home offers a stay to remember. *Your host can provide a cot and high chair for little ones. *The swimming pools are open from the last Saturday in April until the first Saturday in October. *This home is split between two buildings so you won’t all be sleeping under the same roof. *The fireplace is ornamental. *There are stairs to climb at this home so it may not...

House • 5

• 5

• 2,799 ft2 • pool

€

38,472 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€38,472 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti Sunset

Nestled in the Chianti countryside between Siena and Florence, this home has serenity running through its core. Sat atop a hill, surrounded by olive groves and vineyards (the site is actually an active organic winery), it’s impossible not to relax here. Inside, this traditional home has been respectfully renovated to offer a homely retreat which is ideal for families and groups of all sizes, while the outdoor space is sure to be a hit with all. A private pool, sun-drenched terraces and alfresco dining opportunities – including a wood-fired pizza oven for authentic Italian cuisine – what’s not to love? *The owners live on-site with their two friendly dogs, who you may see during your stay – please don't feed them. If you have severe allergies to pets, this home may not be best suited to you. *Three of the five bedrooms can be set up as super kings or twins on request. *Your host can provide a cot and high chair for free. You'...

House • 5

• 5

•

€

37,716 EUR /Month

Term: Monthly

House in Siena, Italy

€37,716 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Emerald Hills

Formerly an olive mill, this Tuscan villa combines rustic charm with modern design elements. Just outside the small hamlet of Iesa, the villa is nestled in the serene Tuscan hills, surrounded by verdant countryside. Downstairs you will find the original stone olive mill, alongside chestnut beams, exposed stone, and terracotta tiling across the house. This preserved charm is compounded by contemporary bathrooms, and a sunroom with floor to ceiling windows, where you can admire the oil painting of a view. On cooler nights, gather here with a drink in hand for a movie or to play some music. Outside there is a table which seats ten, for al fresco dinners before a spot of stargazing. No detail is spared here. From the food and drinks hamper waiting for you in the kitchen on arrival, laden with complimentary wine, olive oil, fruit and cooking supplies, to the range of activities available to book through your host, whether it be horse...

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...

House • 6

• 7

• 5,813 ft2 • pets

€

36,435 EUR /Month

Term: Monthly

House in Siena, Italy

€36,435 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Land of Beauty

Surrounded by olive and cypress trees, this home perfectly embodies the timeless charm of Tuscan living. Dating back to the 15th-century, it began its life as a monastery, transitioned into a farm and now exists as the ideal setting for an immersive Italian escape. Inside, you’ll be welcomed by a wonderful sense of character along with plenty of space to stretch out and enjoy quality time together. There is also a games room, a fitness room and a wine cellar. Outside, you can stroll through the gardens, relax by the private pool and enjoy games of tennis on the private court. You will need a car to get around here, but it’s just 10 kilometres to Siena, while Florence and Arezzo are also within driving distance. *This home consists of a main house with three floors and an adjoining annexe with a laundry room, fitness room and wine cellar. *The tennis court can transform into a basketball court. Rackets are available to use. *D...

House • 11

• 9

• 9,257 ft2 •

€

35,784 EUR /Month

Term: Monthly

House in Siena, Italy

€35,784 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Vine Vineyard

This gorgeous home boasts its own private pool and breathtaking valley and vineyard views. Ideal for families and large friend groups, there's plenty of space indoors and out. You'll find a games room and a gym, plus a volleyball court and several alfresco dining spots spread over the main house, the extensive gardens, and the separate basement. Wine aficionados can do some tasting in the cellar, and there are ten wineries within 5km. The location is fantastic for enjoying some peace and quiet alongside the picturesque views, but when it comes to exploring you'll find Siena only 15km away, and San Gimignano and Florence are also reachable by car. *Not all bathrooms are photographed, but we expect consistency in style and quality throughout. *There is parking outside for up to six cars. Due to the location, we recommend hiring a car to make the most of your stay. *There is bed space for up to twenty guests, but the maximum gue...

House • 6

• 4

• 5,382 ft2 •

€

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 • 6

• 6

• 8,611 ft2 •

€

35,448 EUR /Month

Term: Monthly

House in Siena, Italy

€35,448 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

The White Vine

Looking for the wow factor? This home fits the bill. Each room effortlessly blends Tuscan tradition with contemporary aesthetics – none more so than the living area, with its brick archways, stone walls and beamed ceilings. There's also an annexe offering even more space for groups, containing an additional kitchen and living room, as well as the fifth and sixth bedrooms (one of which is wheelchair-accessible). Outside, the swoon-worthy views from the infinity pool and Jacuzzi are hard to resist. Meanwhile, the shaded pergola is perfect for Aperol Spritzes at sundown. And did we mention daily maid service is included? If you can tear yourself away from this stunning home, Montefollonico is a thirty-minute walk, while Siena is an hour's drive. *A complimentary daily housekeeping service is included with your stay. *Bedrooms five and six are located in the annexe, which has its own living area and kitchen. Bedroom six and its en-suit...

House • 6

• 6

•

€

35,238 EUR /Month

Term: Monthly

House in Siena, Italy

€35,238 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Casa Rossa

Tucked away at the end of a four-kilometre dirt road, Casa Rossa provides guests with complete privacy and serenity for a most relaxing stay in the rolling hills of the Valdichiana. Welcoming up to twelve guests, this is an excellent choice for a group of friends or a family gathering. Casa Rossa boasts a contemporary look that creates both a refreshing contrast to its rural setting and offers guests plenty of modern luxuries, from the sleek kitchen to the indoor fire pit. Step outside and make the most of the expansive lawn, large pool and outdoor dining set up. Although you're about an hour and a half from Florence, you can always create your own Bistecca alla Fiorentina on the barbecue. What a way to spend a vacation. *The fireplace here is just for decoration. You won't be able to use it during your stay. Air Conditioning Barbeque Bathtub Central Heating Dishwasher Dryer Electricity Adaptors Espresso M...

House • 6

• 6

•

€

34,503 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Cypress Skies

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

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 • 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 • 5

• 5

• 4,306 ft2 •

€

29,463 EUR /Month

Term: Monthly

House in Siena, Italy

€29,463 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Roses

Located amidst the rolling hills and vineyards of Chianti, this Tuscan oasis makes for a serene retreat. There is plenty of space inside for the whole brood to spread out, thanks to an array of lounges and cosy bedrooms. Sure, the design is traditional, but extras like the welcome hamper and bottle of local wine make it easy to settle in. Out in the landscaped garden, you can splash in the private pool or find a spot to enjoy an alfresco aperitif. Your host can also arrange top-notch services to elevate your stay, from daily housekeeping to guided tours and cooking lessons. *If you're travelling with little ones, your host can provide a cot and high chair upon request. *Daily housekeeping is included with your stay for a maximum of three hours per day. Linen changes will take place every three to four days. *We suggest hiring a car in this location, as it's the easiest way to explore. Private parking is available. *This vi...

House • 4

• 4

•

€

29,169 EUR /Month

Term: Monthly

House in Siena, Italy

€29,169 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Vittoria

This home is a handsome retreat in the heart of Val di Chiana. Outside, you can enjoy stunning views across olive trees and vineyards while lounging by the private pool. There are plenty of shaded areas for lazy afternoon reading sessions, while the terrace lends itself perfectly to evening drinks. The rooms are set across three independent cottages – all of which feature a kitchen and living room. It’s worth noting you will need a car to get around here, but it’s just a short drive to the village of Sinalunga where you’ll find restaurants and shops. It’s also the ideal base for exploring nearby Siena, Arezzo and Montepulciano. *Please note the rooms are set across three independent cottages – two cottages have one double bedroom, and one has two bedrooms. Each house includes a living area, a fully equipped kitchen and a private bathroom. *You may meet the owners and their staff during your stay. *Complimentary toiletries ar...

House • 6

• 7

• 3,444 ft2 •

€

28,917 EUR /Month

Term: Monthly

House in Siena, Italy

€28,917 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Peace in Tuscany

With idyllic views stretching across vineyards, olive groves and rows of cypresses, it’s not hard to see why this home caught our eye. Dating back to the 18th-century, the house has since been restored into a restorative retreat – one that will leave you feeling refreshed from the moment of arrival. Outside, you can soak in the natural beauty while swimming in the pool or relaxing in the shade. It’s worth noting that some of the furnishings are a little dated, but you will find plenty of rustic charm and family-friendly rooms. Housekeeping is available for an additional fee and children’s amenities can be arranged on request. And for adventures further afield, it’s just 4 kilometres to Montepulciano, while Cortona and Siena are also within driving distance. *There is free private parking for up to four cars here. *Please note this home is spread across three floors. One of the bedrooms and bathrooms is adapted for guests with re...

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 • 4

• 4

• 6,458 ft2 •

€

24,948 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€24,948 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti Hillside

At the top of a winding private road, past the beautiful orchards and fields of cypress trees typical of the Chianti region, this hilltop villa awaits. Over 500 years old and beautifully restored, this remarkable home offers plenty of home comforts both indoors and out – two living rooms, a spacious kitchen and four bedrooms each with an ensuite bathroom are evident inside, while multiple outdoor living spaces, a pool and a large private garden feature prominently outside. Local wineries, scenic hikes and historic villages are all around, waiting for you when you’re ready to venture out – or if you’re up for a longer journey, Siena and Florence are both an hour’s drive away. *This home is not suitable for infants or children under ten years old. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Please note, the approach road to reach the home is unpaved and uneven with many steep uphill pe...

Castellina in Chianti House for rent

House • 5

• 4

• 4,844 ft2 •

€

24,423 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€24,423 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Classic Moments

If you’re in search of a rustic retreat in the heart of Chianti Classico, this home delivers a sweet solution. You can enjoy stunning views across olive groves, vineyards and rolling hills. There’s a private pool for leisurely afternoon swims, a shaded pergola for evening meals and a billiard room for family-fun and games. The rooms are spread across the main house and an adjacent annexe – providing plenty of space to stretch out and socialise. You will need a car to get around here, but it’s just a short drive to Castellina in Chianti, while Siena and San Gimignano are both within easy driving distance. *Please note the main house is spread across three floors. You will also find two of the bedrooms are located in the adjacent annexe. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *All fireplaces in this home are ornamental. *The swimming pool is available for use fr...

House • 7

• 6

• 4,305 ft2 •

€

23,268 EUR /Month

Term: Monthly

House in Siena, Italy

€23,268 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Rusticana Retreat

This villa captures the rustic charm of old Italy. Surrounded by 40 hectares of land boasting olive groves, vineyards, orchards, and meadows with grazing horses, it’s an idyllic escape into the Tuscan countryside. A country road leads to the UNESCO hamlet of Castiglione d'Orcia. The garden is home to a rustic outdoor cooking station, a large, shaded table, and a full outdoor lounge. There’s a touch of modernity to the private, heated pool and you’ll find a sauna hidden amid the trees. The main villa is split across two levels and is a vision of old-world Italy and there is a separate annexe with further bedrooms, a second full kitchen and an open-plan living room. *This home consists of a main villa and an annexe with its own full kitchen. *Split across two levels, this place may not suit those with limited mobility. *Access is by a kilometre-long country track which is quite narrow and bumpy. *The swimming pool is only av...

Castellina in Chianti House for rent

House • 5

• 5

• 4,628 ft2 •

€

22,806 EUR /Month

Term: Monthly

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

• 6

• 3,875 ft2 •

€

22,239 EUR /Month

Term: Monthly

House in Siena, Italy

€22,239 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Forever Light

This Tuscan home is set within a peaceful garden just outside the small town of Sarteano. Offering tranquility and privacy, it’s the perfect setting for a slow Italian escape. There’s a private pool for refreshing swims, a terrace with a barbecue and outdoor games for family fun. Inside, the rooms are set across two independent apartments – making this a great option for groups looking to stretch out and spend quality time together. You will need a car to get around here, but it’s just a short drive to the nearest amenities, while some of the most beautiful spots of Tuscany and Umbria are within easy reach. *Please note this home consists of two independent apartments. They are not connected internally. *It is possible for the bedrooms with single beds to be arranged as doubles on request. *If you're travelling with little ones, your host can provide a cot and high chair for free on request. *Please note the fireplace is ...

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 • 7

• 7

•

€

21,588 EUR /Month

Term: Monthly

House in Siena, Italy

€21,588 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Olive - the Vine

Pictures don't do this elegant farmhouse justice. Ideal for dream weddings, romantic getaways or family holidays, this home offers a private chef and helicopter transfers, amongst other optional luxuries. The wine cellar is stocked with the area's finest wines, and the pool and expansive gardens are perfect for congregating under the sun. You'll definitely want a car here – while this home provides peace and privacy, it's an excellent location for exploring central Italy. Montepulciano is 5km away, and places like Siena, Arezzo, Florence and Rome are easily reached by car or train. *Not all bathrooms are photographed, but expect consistent quality *There's space to park outside for free. Due to the location, we recommend hiring a car. *It's spread over two floors, and all bedrooms are upstairs. Three bedrooms are on a mezzanine level, while the other four are upstairs. *A bi-weekly complimentary housekeeping service is inc...

House • 7

• 7

• 4,036 ft2 •

€

21,384 EUR /Month

Term: Monthly

House in Siena, Italy

€21,384 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Summer Harvest

Nestled among hills dotted with olive groves and vineyards, this villa makes a comfortable base for large groups and family gatherings. Inside, you'll find two sitting rooms, two kitchens, and an array of cosy bedrooms. There's even more room to stretch out in the sprawling garden. Nothing beats an afternoon dip in the pool, followed by a game of table tennis. Come evening, enjoy a glass of the finest locally-made wine and watch the Tuscan sunset from the terrace. When you fancy getting out and about, the town of Vagliagli is just around the corner. Further afield, Siena and Florence make excellent options for day trips. *All seven bedrooms have flexible sleeping arrangements. Each bed can convert into either two singles or one double – please let your host know your preference. *This home is spread across three floors. Both the ground floor and first floor have kitchens, while the first and second levels each have a living area...

House • 8

• 7

• 5,381 ft2 •

€

21,084 EUR /Month

Term: Monthly

House in Siena, Italy

€21,084 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Panorama

Nestled in the rolling hills of Montepulciano, this villa ticks all the right boxes for a heavenly Tuscan holiday. With seven bedrooms set over the main house and a neighbouring annexe, there’s space for all your favourite people to stay, alongside seven bathrooms to make mornings much easier. Outside, the stunning pool is the centrepiece of the lush grounds, which feel peaceful and secluded despite being only a short drive from town. Just bring a good book and good company and you’ll have all you need for an idyllic Italian break. *The accommodation is spread across the main house and a neighbouring annexe. *One of the bedrooms is on the mezzanine level and semi-open to the space below, so privacy is limited. *If you're travelling with little ones, your host can provide two cost and two high chairs for free. You'll need to request them in advance. *The swimming pool is available from 1st May to 30th September. *The swi...

House • 7

• 6

• 2,906 ft2 •

€

20,880 EUR /Month

Term: Monthly

House in Siena, Italy

€20,880 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sun of Splendour

If you’re in search of a traditional Italian stay in a beautiful location, this home delivers a great solution. Nestled in a private garden overlooking the Chianti countryside, you’ll be welcomed by stunning views and a private pool with a Jacuzzi. The main house consists of three independent apartments (each with its own kitchen), while an additional annexe provides a cosy space for two guests. It’s worth noting some of the furnishings and decor are a little dated, but you will find plenty of character. Plus, you can explore some of Tuscany’s most beautiful sights. From here, it’s just a thirty-minute drive to Siena, while San Gimignano and Monteriggioni are also within driving distance. *Please note the main house consists of three independent apartments that are not internally connected. There is also an independent annexe with a double room, bathroom and kitchen. *The traditional decor here might not be to everyone's taste....

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...

Sovicille House for rent

House • 6

• 6

• 4,306 ft2 •

€

20,592 EUR /Month

Term: Monthly

House in Sovicille, Italy

€20,592 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Siena on My Mind

Families will love this stone villa. Featuring a main house, a studio apartment, and a separate cottage, you'll have plenty of space to chill out together or enjoy some quiet time alone. Everyone will adore the garden. Summer afternoons call for dips in the private pool. When evening rolls around, tuck into an Italian feast on one of the covered terraces. The views are something special, overlooking the beautiful hillsides and vineyards of Val di Merse. When you're ready to explore, it's an easy jaunt to the nearby towns of Sovicille or Rosia or twenty minutes by car to Siena. *This home consists of a main house with four bedrooms, a first-floor studio apartment, and a separate cottage for two. Both the apartment and cottage have their own kitchenettes. The main house has a full-sized kitchen and dining area. *Unfortunately, infants and children under the age of 6 aren't allowed here. *Two of the double beds can be converted ...

House • 6

• 6

• 4,000 ft2 •

€

20,400 EUR /Month

Term: Monthly

House in Siena, Italy

€20,400 EUR /Month
• Term: Monthly (Furnished)

Pets Allowed

Air Conditioning

WiFi

There's nothing more magical and romantic than the sight of an ancient hilltop Tuscan town, surrounded by rolling hills and cypress trees, and here it's what you'll be waking up to each morning. Set just outside the walls of Montepulciano, surrounded by vineyards and olive trees, this traditional farmhouse has been lovingly modernised by your host to create a perfect, authentic experience of life in this beautiful region. Divided into two apartments, each with three good-size bedrooms, it's easily connected to form a really spacious single home. Set on three levels, you'll have all the character features you'd hope for – terracotta floors, arched windows and heavily beamed ceilings – while much of the home has been updated to offer modern kitchens and luxurious ensuite bathrooms. At the front is a large lawn suitable for kids to play on or adults to sit and read, while the rear patio faces that incredible view of the town. <br...

House • 6

• 3

• 4,305 ft2 •

€

20,349 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€20,349 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Hilltop Dream

With breathtaking views across the Chianti countryside, this home will captivate you from the moment of arrival. There’s also a private pool, a peaceful garden and a pergola with a barbecue – perfect for alfresco dining. Inside, the rooms are set across two floors and offer plenty of character along with home comforts. You might never want to leave this hilltop sanctuary, but it’s just 2 kilometres to Radda in Chianti where you’ll find shops, restaurants and bars. It’s also possible to drive to Siena and San Gimignano. *Private parking is available for up to four cars. *This home is spread across two floors with stairs. Please also note bedrooms five and six have small double beds which are best suited to one adult or two children. *If you're travelling with little ones, your host can provide two cots and two high chairs for free. You'll need to request them in advance. *Please note the swimming pool is available fo...