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

Apartment in Siena, Italy

€24,129 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Rosemary - Quill

Just like the romantic notion of Tuscany we've all gleaned from books and films over the years, this beautiful, rustic farmhouse stands on an enormous estate, filled with centuries-old olive groves and famed for its high-quality olive oil. Peaceful and secluded, yet only five minutes from the town, it's the quintessential Tuscan retreat – complete with a new pool and a huge private garden dotted with cypress trees, shady oaks and olive trees. Stone-built in the 18th century and packed with character thanks to its terracotta floors and exposed timber ceilings, it's a charming and comfortable home that's been through a careful restoration recently. We love the living room, with its fireplace and archways, but there are modern touches here too – most notably in the contemporary kitchen and the metal staircases. Bedrooms and bathrooms are typically spacious and elegant, and most have views to die for. And there's a unique reading roo...

House • 4

• 4

• 4,306 ft2 • pets

€

20,076 EUR /Month

Term: Monthly

House in Siena, Italy

€20,076 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Elsa's Outlook

Nestled in the heart of Tuscany, this villa offers breathtaking views of the Val d'Elsa. A former barn dating back to 1620, expect to find plenty of character touches inside – we're talking 5-metre high ceilings, wooden beams, and even fossil shells contained in the external walls. Outside, the panoramic terrace is perfect for alfresco wining and dining. There's also a heated pool, where you can float the afternoon away and admire the scenery. Explore nearby medieval towns like San Gimignano, indulge in local delicacies with private chefs and cooking classes – your host can arrange them for a fee – and create unforgettable memories in this Tuscan paradise. *Not all the bedrooms and bathrooms are photographed but expect consistency in quality and style. *Upon request, two single bedrooms in the basement can be available instead of the fourth double bedroom. Your host can also provide a free cot and high chair. *This villa has ...

House • 5

• 4

• 3,541 ft2 • pets

€

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...

Apartment • 2 beds

• 2

• 753 ft2 • pool

€

8,496 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€8,496 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Hills

This hilltop haven is perfect for those looking for a quiet, calm and restful stay in Tuscany. The villa can be found thirteen minutes outside of Asciano, with its medieval centre, amid stunning rolling countryside that catches the eye from every angle. The villa has been restored from an elegant country house, so it retains lots of lovely Tuscan charm ¬– think heavy wood beams, terracotta accents and a classic stone facade. The layout is quirky, with two loft spaces housing the bedrooms – the plus side to all the stairs is that the views are incredible. The countryside that surrounds this home is lush and green, with plenty of nearby routes for hikers to get stuck into. It’s also very close to Chianti country, so you might like to seek out a vineyard tour, or at the very least pick up a bottle to enjoy on the terrace one evening. In terms of day trips, you can’t do better than driving thirty-five minutes to Sien...

House • 8

• 9

• 3,229 ft2 • pool

€

55,146 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

WiFi

Sunlight Symphony

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

Apartment • 3

• 3

•

€

26,376 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€26,376 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Just outside the charming village of Sarteano, this cosy villa is surrounded by woodland and rolling Tuscan countryside. We love the arched window looking out over the garden – the perfect spot to curl up on a plushy sofa with a good book. To cool down, take a long swim in the pool before drying off for an aperitif on the terrace, just one of the many outdoor lounging areas. Indulge in long lunches under the shade of the greenery before a round of table tennis on the lawn. If you’re looking to add a touch of luxury to your holiday, the spa resorts of Chianciano Terme, Bagno Vignoni, and Bagni San Filippo are just half an hour away. Wine connoisseurs might enjoy a trip to Montepulciano to wash down a cheese tasting in Pienza. Art lovers will no doubt take the hour’s drive to Siena or Arezzo for a day drip. No matter what little adventures you decide to go on, be sure to stop and smell the flowers in the garden and feel the soft grass bet...

House • 9

• 9

• 8,266 ft2 •

€

47,838 EUR /Month

Term: Monthly

House in Siena, Italy

€47,838 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Citrus Pavillion

Overlooking vineyards, olive groves, and ancient oak forests, this collection of restored farmhouses offer the ultimate relaxed country retreat. With a refreshingly refurbished interior, saltwater infinity pool, bubbly outdoor jacuzzi, private spa and gym, and enough alfresco dining opportunities to shake a stick at, we are positive that this home offers something for each and every guest. Enjoy poolside sunbathing on plush sun loungers, before taking a dip in the cool, refreshing waters. Mornings are the perfect time to cuddle up on the veranda with a mug of something warm, looking out over rolling hills and lush vistas as the sun begins to warm your day. When the day is just too good to be spent at home, take a walk through the Tuscan countryside, before heading to Radda to sample some of the most refreshing wine and cuisine Chianti has to offer. *Due to the location of this home, we recommend hiring a car to get the most...

House • 5

• 5

• 2,949 ft2 •

€

40,950 EUR /Month

Term: Monthly

House in Siena, Italy

€40,950 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti Glow

Nestled amidst vineyards and olive groves, this villa offers an unforgettable retreat in the heart of Chianti Classico. Set on a winery, it’s no surprise that there are plenty of outdoor spots just made for sipping a glass of wine at the end of a busy day. Add in a private pool and far-reaching countryside views, and this home ticks a lot of our holiday boxes. Ideal for larger groups, we also love how this home flows over three separate buildings, with the cottage and annexe alongside the main villa – perfect for those wanting to holiday together, yet still enjoy some privacy. *This home consists of the main villa (sleeping six), a separate cottage (sleeping two), and an annexe (sleeping two). *The villa is situated on a winery but is private. That said, expect to see staff working at the vineyard from time to time. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Th...

Apartment • 4

• 4

• 2,734 ft2 •

€

10,056 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€10,056 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Tuscany Magic

Step into a piece of history here – once the dwelling of wandering priests a millennium ago, now transformed into holiday homes. Each villa boasts its own terrace, inviting you to savour alfresco meals and unwind with a glass of Chianti overlooking the Tuscan hills. Start your day with a friendly tennis match on the communal courts, and unwind poolside post-match. With no air-conditioning, it may feel a little warm during the summer months, but there are plenty of shaded spots when you need respite. Embark on cultural escapades to Siena, or hike the Dievole Natural Path, winding up at a winery, where you can enjoy a tasting at the cellar's restaurant. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking here. *This villa is part of a collection of several cottages. Though you'll have a private terrace, you'll share the gardens, tennis court, and pool with the other guest...

Apartment • 9

• 9

•

€

54,621 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€54,621 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Lullaby

Situated in southern Tuscany, offering sweeping views of the rolling hills and vineyards, this villa is the perfect location for a peaceful holiday. The town of Radicofani is a ten-minute drive away, home to restaurants, shops and supermarkets, while sleepy San Casciano dei Bagni is reached in twenty. The abode features modern amenities including a sauna, private pool, and a tennis court – though the ground is uneven, so it won’t be suitable for serious players. There’s also a covered gazebo for alfresco dining and a comfortable seating area from where you can watch the sunset. *Due to the location of this home, we recommend hiring a car for ease of getting around. You’ll find parking available on the premises. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *For those with reduced mobility, there's a ground floor bedroom and bathroom here. *Some of the twin bed...

Apartment • 9

• 6

•

€

52,941 EUR /Month

Term: Monthly

Apartment in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Tulip Moment

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

Apartment • 8

• 8

• 6,458 ft2 •

€

32,445 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€32,445 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sweet, Sweet Tuscany

Nestled within a private estate, this traditional Tuscan farmhouse offers beautiful views and the ideal setting for a romantic Italian escape. Outside, lazy days can be spent strolling through olive groves, lounging by the private pool (open seasonally) and sipping drinks on the terrace. Inside, some of the furnishings are a little dated, but there’s plenty of character and an abundance of space across the eight bedrooms – one of which is located in a separate apartment and includes its own kitchen. You will need a car to explore further afield, but it’s just 2 kilometres to the historic centre of Montefollonico, with easy access to Lake Trasimeno. *Pets are welcome here *Due to its location, we recommend having a car to get the most out of your stay. Free on-site parking is available. *A complimentary housekeeping service is included in your stay. *The air conditioning is only available in the bedrooms. *Please note ...

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 • 3

• 3

• 1,076 ft2 •

€

11,016 EUR /Month

Term: Monthly

House in Siena, Italy

€11,016 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscany Finca

While this home is charming inside and filled with everything you need for a comfortable stay, the outdoor space is the cherry on the cake for us. Made for soaking up the Mediterranean climate, you’ll find secret pockets of garden here, so you can socialise or spend a little quiet time by yourself. The private pool offers some respite from the heat, or sun-seekers may prefer to enjoy the rays from the terrace. Keen to explore the local area? Hop on the bikes, don your helmets, and let two wheels take you away. *We recommend a car to get the most out of your stay – there's parking for three cars here. If you walk to the nearby town of Radda (2km away), take care as it's along a main road with no footpath. *Your host can provide a cot and high chair for free upon request. *The swimming pool, open from May to September (weather permitting), isn't fenced. If you're bringing children, they'll need to be supervised at all times. <...

Radda in Chianti House for rent

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 • 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...

House • 6

• 6

•

€

53,886 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Time

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

Apartment • 6

• 6

•

€

22,911 EUR /Month

Term: Monthly

Apartment in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Antipasti on the Patio

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

Apartment • 1

• 1

• 818 ft2 •

€

10,320 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€10,320 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

A Memorable Vintage

This chic couple’s retreat is perfect for immersing yourself in the Tuscan lifestyle. Set on a winery, with a tour and tasting session included in your stay, you can truly savour what this region is all about. Modern interiors rub shoulders with tradition here, so relaxation comes easily. And where better than the outdoor space? Views of the rolling hills, a private pool, sun-drenched terraces and alfresco dining – it ticks all the boxes. Locally, you can enjoy Italian feasts in the charming town of Gaiole, a short walk away. *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, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *This home is set within the grounds of a winery. A tour of the winery and a tasting session is included in the booking. *The fireplace in this home is purely decora...

Apartment • 2

• 2

• 861 ft2 •

€

4,656 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,656 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Vino on the Terrace

Part of a 13th-century estate-turned-resort, this apartment makes the most of its scenic location in Chianti. Alongside a private terrace, you'll have access to a communal hilltop swimming pool, shared laundry room, and walking trails through the nearby vineyards. The design is definitely traditional, but we're fond of the rustic character – in fact, anything more contemporary would feel out of place in this storybook setting. Speaking of location, pack comfortable shoes. Not only is the apartment set over two levels, but the hilly environment means you'll do lots of climbing. A car is also a must since villages like Gaiole, Radda, and Castelnuovo Beredenga are within driving distance. *This apartment is on an estate with other homes. It's set on a hill, so expect to climb quite a lot of steps. *The washing machine is in a communal laundry room. *The traditional design may not suit everyone. Although it feels dated in parts, ...

Apartment • 2

• 2

• 1,292 ft2 •

€

9,456 EUR /Month

Term: Monthly

Apartment in Siena, Italy

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

Swimming Pool

Air Conditioning

WiFi

An Ode to Serenity

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

House • 2

• 2

• 1,076 ft2 •

€

6,816 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

A Toast to the Tuscan Sun

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

Apartment • 5

• 5

• 2,691 ft2 •

€

19,866 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€19,866 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

I Dream of Chianti

This former defence watchtower dating back to the 10th century has been beautifully reimagined into a corker of a family home. Within the palatial grounds, there's a ping-pong table, pool table, table-football set, and a children's playground to keep little ones busy and a private secluded pool and sauna for some adult relaxation time. It's worth noting a river runs through the grounds, so if you're travelling with little ones, you'll need to keep a watchful eye on them at all times. Location-wise, you're just a short drive from the bustling Chianti towns of Gaoile (3km) and Radda (7km). Or plan a day trip to Siena – you'll be there in less than an hour. *While the fifth bedroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home. *A well-behaved dog is welcome to join you, but you’ll need to request with your host in advance. *There is ample space for parking. *The home’s owner l...

Apartment • 2

• 2

•

€

7,944 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€7,944 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Alighieri

This converted Tuscan home provides a great base to explore one of Italy’s most iconic areas from. Though the interior perhaps lacks a bit of cosiness, it is well-kept and provides you with all you need for a comfortable stay, including a fully-equipped kitchen and a nice open-plan dining area which leads onto a private terrace. Guests can also make use of the resort’s facilities, such as the shared outdoor pool and rooftop. Make the most of the area by sampling some of its famous wines and visiting the picturesque towns. *While one of the bathrooms isn’t photographed, we expect the style and quality to be consistent with the rest of the home.\u2028 *The decor may have been updated and differ slightly from the photos.\u2028*Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking on-site. *You won't find a welcome hamper or basic essentials here, so we'd recommend packing ...

House • 8

• 4

• 2,368 ft2 •

€

12,144 EUR /Month

Term: Monthly

House in Siena, Italy

€12,144 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Charming Countryside Villa

This Tuscan villa is perfect for large groups. With a main house and separate annex rented as one home, each with its own living area, kitchen/dining area, and bathrooms, you can holiday together while still enjoying your own space. While the traditional decor may not be to everyone’s tastes, we’re sure everyone will appreciate the outdoor space – with spectacular views across the Tuscan countryside, a private pool, and alfresco dining, what's not to like? Location-wise, you’re 9 kilometres from Casciano di Murlo for shops and restaurants, 6 kilometres from the natural hot springs of Terme di Petriolo where you can enjoy a soak, and 30 kilometres from historic Siena. *This home comprises a main villa sleeping 11 and an annex sleeping four, rented as one property. Both buildings have their own living area, kitchen/dining area, and bathrooms. *While not all of the bedrooms and bathrooms are photographed, expect the style and quali...

House • 5

• 4

• 3,229 ft2 •

€

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...

Radda in Chianti House for rent

House • 4

• 4

• 3,122 ft2 •

€

19,032 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€19,032 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Vines - Vistas

Nestled in the heart of the Chianti region, this charming cottage seamlessly blends traditional and modern styles. Surrounded by vineyards, olive groves, and oak forests, with views of the valley and distant castles, you can’t fail to relax here. And while we love the interiors, the outdoor space just about steals the top spot. There's so much to enjoy with a private pool, sun-kissed terraces, and multiple alfresco dining areas. Keen to explore the area? You’re within easy reach of Radda, Gaiole, Siena and Florence here. *The main farmhouse is next to this home, which the owners use occasionally on weekends. However, they won't disturb you, always using a separate entrance and avoiding the pool area. *The swimming pool, available from May to October, isn't fenced. If you're bringing children, they'll need to be supervised at all times. *If you're travelling with little ones, your host can provide a free cot and high chair u...

House • 3

• 2

• 1,722 ft2 •

€

7,608 EUR /Month

Term: Monthly

House in Siena, Italy

€7,608 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti Views

Set on a Chianti hillside, this home promises a serene retreat away from the hustle and bustle of everyday life. Sun worshipers will adore the private terrace, and there’s also a communal infinity pool here, perfect for when you need to cool off in the heat of the day. When you’re ready to explore, you’ll find the local villages of Lecchi and San Sano nearby. Alternatively, take to the Dievole Natural Path – twenty-seven kilometres of trails that lead to the Dievole wine-tasting cellar and open terraced restaurant. *This home is set on a resort alongside neighbouring homes. Expect to bump into other guests during your stay. *There's no air conditioning available here. It could get a little hot during the summer. *There's a communal swimming pool here, open between May and September. The pool isn't fenced, so children must be supervised at all times. *Due to this home's location, we recommend hiring a car to get the most o...

Radda in Chianti House for rent

House • 4

• 3

• 1,830 ft2 •

€

13,896 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€13,896 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Stone

You'll find this stone villa in the Chianti countryside. Radda and Castellina are both 5 kilometres away, so you'll be well-positioned to explore the area's vineyards and villages. Florence is also driveable in an hour if you have day trips in mind. That said, with a private pool and sun-kissed garden to enjoy back home, we don't blame you if you'd rather stay put. The villa itself is well-equipped, though the traditional style may not suit everyone. Two downstairs bedrooms open straight onto the garden, while the two upstairs have air conditioning and en-suite bathrooms. Rustic charm abounds indoors and out – think wooden beams, stone walls, and a covered terrace ideal for dining on Italian classics. *While this home can sleep up to eight people, the maximum occupancy is six guests. *Only the two upstairs bedrooms have air conditioning. All other rooms, including the lounge, have ceiling fans. *If you’re travelling with litt...

House • 4

• 3

• 1,938 ft2 •

€

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...