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

Apartment in Siena, Italy

€20,952 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. *Due to its location, we recommend having a car to get the most out of your stay. Free on-site parking is available.*Weekly housekeeping is included in your stay. *Please note the main house is spread across two floors with no internal lift. *The twin rooms can be arranged as doubles upon re...

Apartment • 3 beds

• 3

•

€

12,240 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€12,240 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tranquil Days

Situated within Montagnola Senese Park, less than thirty minutes from the centre of Siena, this villa is ideal for those wanting to relax in a serene setting. There’s a swimming pool, just 20 metres from the home, with submerged steps for easy access to the water. Plus, there are alfresco dining areas for meals in the sunshine. The interiors are dated but that’s part of the charm. And just so you know, the hosts occupy the upper floor of the home, though they are only around for short periods and will give you plenty of privacy during your stay. *Due to this home's location, we recommend hiring a car to get the most out of your stay. The parking area is located just past the entrance gate to the property.*The swimming pool (open from the last Saturday in April to the first Saturday in October) isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. Your host can also provide a cot and high chair upon r...

Apartment • 1 beds

• 1

•

€

4,032 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,032 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Tuscan Whisper

In the quaint village of Lecchi in Chianti, this semi-detached cottage is part of Montebuoni, a Tuscan hamlet with stunning views of Chianti Classico's vineyards. While the little cottage and its private Mediterranean terrace are all yours, the swimming pools, tennis court and vast gardens are shared with other guests staying on this small resort. Inside, the space presents an authentic Italian countryside set-up with classic designs and contemporary touches to ensure comfort and functionality. It's worth noting that at full capacity – one guest will sleep on the sofa bed in the living room here. You'll find Montebuoni's village centre 4 kilometres away, and day trips to Siena, Florence, and San Gimignano are also easily accessible by car. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises. *The swimming pool, children's pool, tennis courts and laundry f...

Apartment • 2 beds

• 1

•

€

5,064 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€5,064 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sweet Vine

The detached cottage in the Tuscan hills boasts extensive views and a large aromatic garden with a private plunge pool and covered dining terrace. Situated in Montebuoni, a restored estate that recreates the feeling of an authentic Tuscan hamlet, the home sits on a private resort that's surrounded by natural beauty in every direction. While you'll have private use of the plunge pool, you'll also have shared access to the large communal swimming pool, a children's pool and a tennis court of the estate too. The location offers stunning views of Chianti Classico's most prestigious vineyards and is perfect for day trips to Siena, Florence, or San Gimignano. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises. *While you'll have your own private terrace here, the swimming pool, children's pool and tennis courts are shared with other guests staying on the resort...

Apartment • 2

• 1

•

€

5,472 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€5,472 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Chianti Way

This Tuscan cottage can be found amid beautiful gardens with views of the gently rolling hills. The land used to be a vineyard, but has been restored into a resort of cottages and apartments in the style of an authentic Tuscan hamlet – the result is charming. This petite home is rustic and traditional, so the decor won’t be to everyone’s taste – and the steep spiral staircase might prove tricky for some. But beyond that, you can look forward to a shared outdoor pool and tennis court, a hot tub, and a lovely dining terrace. You can stroll into the village of Lecchi in Chianti, and the popular town of Radda in Chianti is just a fifteen-minute drive. *One well-behaved dog under 30kg is welcome to join you for free. *The double beds can be set up as twin beds if preferred – just let your host know when you book. *The communal swimming pool is open from May to October. You’ll also have access to a shared tennis court. *This is a car-free re...

Apartment • 3

• 2

•

€

4,584 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,584 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Palms

This semi-detached villa is located in a Chianti Classico hillside resort called Montefiorile. The villa has a furnished veranda and garden, offering breathtaking views of the Chianti vineyards and olive groves. The ground floor features a lounge diner with a sofa, chairs, TV and dining table for four, and double doors leading to the terrace. There's also a fully equipped kitchen with gas hobs and a free-standing fridge/freezer. The master bedroom has a double bed that can be converted into twin beds, wardrobe, and double doors leading out onto a furnished terrace. Air conditioning is available only in the master bedroom for an extra cost. Additionally, there are two more bedrooms: one with twin beds and another with a single bed. Montefiorile's cottages are placed to reveal vistas from every corner, while the surrounding oak trees give shaded sanctuary from the midday sun. The swimming pool offers the chance of a cooling dip, and night...

Apartment • 2

• 2

•

€

5,256 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€5,256 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Delight

Nestled on a hillside in Chianti with far-reaching views, this ground-floor apartment is part of a small resort. While it does lack natural light in some areas due to its history as a farm building, it’s comfortable and well-equipped for a restful retreat. With two private terraces, you can soak up the Tuscan sun or enjoy some shade, while the communal pool offers the perfect place to cool off – just don’t forget to take in the view. Keen to explore? Hike the Dievole Natural Path from your doorstep, with all trails leading to a wine-tasting cellar and an open terraced restaurant. *We recommend hiring a car to get the most out of your stay. Access is via an unpaved, uneven road – a high-clearance vehicle is recommended. There's on-site parking available here. *This apartment is situated on a small resort with a communal pool, open between May and September. The pool isn't fenced, so if you're bringing children they'll need to be supervi...

Apartment • 2

• 2

•

€

4,920 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,920 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tranquil in Tuscany

Located in a peaceful spot in the Chianti countryside, this quaint and charming holiday home is ideal for those who are after a tranquil Tuscan escape. It sits on a complex of other villas, with some great shared facilities that you'll have access to during your stay including an infinity pool that boasts some breathtaking views of the rolling hills in the distance. Inside is traditionally Tuscan, with exposed beams, rustic stonework and terracotta tiled floors, all creating a true place of zen. *This home is situated in a complex with other apartments and villas. You may bump into other guests during your stay.*The swimming pool is only available for use between 1st May and 1st September. It's shared with the complex's other residents.*Due to this home's location, we recommend hiring a car to get the most out of your stay. There is free parking at the home.*Some of the bedroom windows here don't have curtains. If you're hoping to enjo...

Cottage • 1

• 1

•

€

4,320 EUR /Month

Term: Monthly

Cottage in Siena, Italy

€4,320 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Toscana Per Sempre

Housed within a complex of stone buildings that were once a wine and olive oil-producing estate, this home offers Tuscan relaxation in spades. A communal pool, children’s pool and tennis courts await in the shared grounds, while the private terrace with its countryside views is perfect for a celebratory sundowner after a day of fun and exploring. The traditional interiors may not suit those looking for a flashy modern stay, but beamed ceilings and tiled floors add a touch of rural charm here. While you could easily while away the whole day on-site, take a hilly stroll to the nearby village of Lecchi or hop in your car for a day trip to Siena, Florence or San Gimignano. *The swimming pool, children's pool, grounds and tennis courts are shared with the other residents. *The communal swimming pool is only available for use between May and October.*Your host may be able to arrange a cot and high chair for free. You'll need to request them ...

Cottage • 2

• 2

•

€

4,992 EUR /Month

Term: Monthly

Cottage in Siena, Italy

€4,992 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Olive Dawn

Set in a hamlet among vine-covered hills, this home is one of eleven houses, with origins dating back to 1400. There’s a flower and plant-filled private garden and shaded terrace perfect for alfresco meals, while the beautiful large pool is shared – it’s located a short stroll from the home and has incredible views. Inside the cottage, it’s quite traditionally styled, as you’d expect and there’s a fireplace, for when the weather turns cold. With all the wonderful vistas, you may be happy staying put, but that would be a shame, as the charming town of Radda with its narrow cobbled streets, is just a few kilometres away. *The pool area is a short stroll away from the home and it is shared with ten other properties.*The decor here is traditional, so if you like modern, it may not suit.*The chlorine swimming pool is only available for use between 15th May and 30th September.*If you're travelling with little ones, your host can provide a co...

Apartment • 2

• 2

•

€

4,848 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,848 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, we think it ...

House • 4

• 4

•

€

16,368 EUR /Month

Term: Monthly

House in Siena, Italy

€16,368 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

WiFi

Chianti Belle

This 17th-century villa in the heart of the Chianti countryside offers far-reaching views across the vineyards and olive groves out to Siena. You're within walking distance of Lecchi, as well as being a fifteen-minute drive from Radda in Chianti for dreamy day trips exploring the region. A car is recommended to get the most out of your stay here. Outside, you'll find a well-kept garden lined with cypress trees, as well as a private pool. But our favourite spot has to be up on the dining terrace, which provides some beautiful views over the hilly surroundings and is ideal for alfresco feasts together. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s private parking for up five cars. The drive will be hilly and often uneven at times. *The home consists of a main house and a separate annexe.*The twin beds can be configured as double if required – you’ll need to request this in advance.*A ma...

Apartment • 4

• 4

•

€

9,936 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€9,936 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 guests. *The ...

Apartment • 2

• 1

•

€

4,032 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,032 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Dreams

Set within the Montefienali resort in the upland forest of Chianti, this cottage offers tranquil views of the Italian countryside – best enjoyed from your private outside dining terrace, complete with seating and a barbecue. Inside, the home is rustic and traditional so the decor won’t be to everyone’s taste. But beyond that, you'll have shared access to the garden and outdoor swimming pool. You'll also have marked walking trails and vineyards to wander where you can stop off for wine tasting nearby, as well as the towns of Castelnuovo Beredenga and Gaiole just 15km away. You will need to hire a car here and the drive will be hilly and uneven at times. *Your host allows pets at no extra cost here. We advise you to seek their approval first. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free parking on-site parking. The road leading up to the house is steep and uneven. *The second bedroom is s...

Apartment • 1

• 1

•

€

3,840 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€3,840 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

WiFi

The Chianti Garden

With stunning views of the valley, this ground-floor apartment in this countryside resort has its own outdoor dining area where you may spot passing deer and other animals. There’s a shared swimming pool, a short stroll away too (though there are numerous wooden steps down to it). Inside this home, the décor is quite traditional and simple, but with so much on offer in the area, will you actually spend much time indoors? The resort boasts 10 kilometres of marked trails for hiking through the woods and vineyards of Fietri, while the pretty towns of Castelnuovo Beredenga and Gaiole are both 15km away via winding roads. *Due to this home's location, we recommend hiring a car to get the most out of your stay - there's parking here, but please note the final kilometre of the approach road is narrow, paved and has 100 metres of a steep 25% slope.*Florence Airport is 85 kilometres away. The nearest restaurant is 5 kilometres away, and the nea...

Apartment • 1

• 1

•

€

5,904 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€5,904 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Retreat

Situated on a small resort, this first-floor apartment is perfect for a romantic getaway. Sure, it’s not filled with bells and whistles and the simple style may not be to everyone’s taste, but it has everything you need for a comfortable stay. The private balcony is a lovely touch, with views over the central piazza and chapel – just the spot for a glass of Chianti to while away the evening hours. Fancy sunbathing? Head to the communal pool. Bordered by loungers, you can soak up the sun from in or beside the water. *We recommend hiring a car to get the most out of your stay. There's on-site parking available here. *This apartment is situated on a small resort with a communal pool, open between May and September to October (weather dependent). The pool isn't fenced, so if you're bringing children they'll need to be supervised at all times. *Well-behaved dogs up to 30kg are welcome to join you for your stay.*There's no air conditioning a...

Siena House for rent

House • 4

• 3

•

€

18,744 EUR /Month

Term: Monthly

House in Siena, Italy

€18,744 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

From the Hilltop

This Tuscan villa offers breathtaking views of the surrounding vineyards from its hilltop position. And while the traditional interiors here may not be everyone’s cup of tea, the multiple living spaces mean there’s always a quiet nook to have some time to yourself. For us, though, the outdoor area really caught our eye. Generous gardens offer plenty of room for little ones to run around and burn off some energy. Meanwhile, the rest of the family can sit poolside, a glass of Chianti in hand, to drink in those vineyard views. *While not all bedrooms are photographed, we expect the style and quality to be consistent with the rest of the home.*We recommend hiring a car to get the most out of your stay. There's 300m of unpaved road to access this home. *The swimming pool is only available for use between April and October.*While your host accepts children under the age of 7 years, there's an unfenced pool and steep staircase to access the v...

House • 4

• 5

•

€

27,594 EUR /Month

Term: Monthly

House in Siena, Italy

€27,594 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Chianti Essence

Surrounded by vineyards and olive groves, this charming stone villa welcomes families to explore Chianti. Drive to the lively market town of Gaiole and Brolio Castle, or admire the Tuscan countryside of Castellina in Chianti. The home itself features ample outdoor seating. Everything from the poolside sun loungers to a shaded alfresco dining table gives you the space to unwind. The swimming pool will go over well with the entire family, and the sprawling garden is a treat for little ones. With one bedroom found in the annexe, it also gives a couple, teenagers or grandparent a little more privacy. *One bedroom and one bathroom are located in the annexe. It can only be accessed via an external staircase and isn't connected to the main house.*If you're travelling with little ones, your host can provide a free cot and high chair on request.*The swimming pool is only available to use between 1st April and 30th October. *The swimming pool is...

Apartment • 3

• 3

•

€

14,592 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€14,592 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Princess of Chianti

This enchanting home in the Chianti region of Tuscany is set on a tiny hamlet near Gaiole and dates back to the 14th century. Offering picturesque views of Chianti woodland and vineyards, dare we say, it feels like somewhere straight out of a fairytale. Spread over three floors, all with uninterrupted views, the home reveals a blend of traditional and modern designs, creating an authentically Italian countryside vibe wherever you are in the villa. Fitness buffs can stay active at the home gym, yet with views like these, you'll likely spend much of your time outside in the garden. Here, a private swimming pool overlooks the valley, alongside an alfresco dining area and plenty of places to sunbathe. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free parking on the premises for two cars. *A maid service is included three times per week here. *The pool is open between May and Septe...

House • 3

• 3

•

€

14,760 EUR /Month

Term: Monthly

House in Siena, Italy

€14,760 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Mulberry - Olive

Full of charm, we love this home’s history. It’s hard to imagine its olive press past, save for the very obvious reminder in the living area. But to add to its appeal, it’s flexible when it comes to sleeping arrangements, too. With a main house sleeping four and a cottage sleeping two, a stay here affords one couple a bit more privacy, with each home even boasting its own terrace. Ready to mingle? Sink into the warm waters of the hot tub or cool off in the pool, the choice is yours. *This home is made up of the main villa, sleeping four, and a separate cottage, sleeping two. The cottage has a kitchenette but doesn't have an oven and is only suitable for food preparation. *The twin bedroom in the main house can be set up as a double. You'll need to request this at the time of booking.*Well-behaved dogs up to 30kg are welcome to join you for your stay. *If you're travelling with little ones, your host can provide a cot and high chair for...

House • 1

• 1

•

€

5,784 EUR /Month

Term: Monthly

House in Siena, Italy

€5,784 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Hillside Sanctuary

Housed in a restored stone barn, this cottage places you in the heart of Chianti with views of rolling fields, vineyards and valleys as far as the eye can see. The home benefits from a beautifully elevated position, so you can soak up the rural setting from the private outside pool, garden and lovely dining area. On top of that, the kitchen and bedroom both have direct access to the garden and patio. Inside, the home is traditional so the interiors are rustic – which might not be to everyone's taste. Beyond that, you'll need a car to explore the region, however, the market town of Gaiole is just a short drive away, with Siena and Florence well within reach. *The maximum capacity is two adults and one child who will be sleeping on a sofa bed in the living room. *Due to this home's location, you'll need a car to get the most out of your stay. There’s free on-site parking but be prepared for an uneven drive at times. *The traditional deco...

Cottage • 3

• 2

•

€

9,144 EUR /Month

Term: Monthly

Cottage in Siena, Italy

€9,144 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Chianti Hill

Peace and placidity await you at this authentically Tuscan bungalow. It sits in a serene countryside spot in Radda in Chianti, just a short stroll from some lovely shops and restaurants in the heart of the village, while also being a drive away from Florence and Arezzo for delightful day trips spent exploring their historic streets. We love the outdoor areas of this home – there's a private pool for blissful swims in the sunshine, and the covered terrace makes a wonderful place for sipping on cocktails at sunset. *Well-behaved dogs under 30kg are welcome to accompany you during your stay.*The swimming pool is only available for use between mid-April and mid-October, weather permitting. It isn't fenced, so if you're bringing little ones, they'll need to be supervised at all times. *The twin beds here can be converted to a double bed upon prior request.*Due to this home's location, we recommend hiring a car to get the most out of your st...

Siena, Montepulciano

House • 6

• 6

•

€

35,427 EUR /Month

Term: Monthly

House in Siena, Italy

€35,427 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. *Bedrooms five and six are located in the annexe, which has its own living area and kitchen. Bedroom six and its en-suite are both suitable for wheelchair users.*If you're travelling with little o...

Apartment • 2

• 2

•

€

9,720 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€9,720 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. *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 double beds can be arranged as two singles upon request. Air ConditioningBalcony / PatioBarbequeDishwasherFree ParkingFridgeHair DryerHot TubKitchenKitchen U...

House • 3

• 4

•

€

10,704 EUR /Month

Term: Monthly

House in Siena, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tuscan Memories

This rustic stone villa is located just a short stroll from the historic centre of Gaiole, surrounded by world-class vineyards and sun-drenched olive groves. The traditional building has been thoughtfully restored and now boasts contemporary decor alongside many of its original features. And outside you’ll find plenty of serene spots to soak up the countryside views, from a private pool to an alfresco dining terrace. Because of the layout of this home and garden, we think it’s best suited to groups of friends or families with older children. *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 is only available for use between May and September. The pool isn't fenced so children will need to be supervised at all times. *While babies and children are welcome, this home isn't recommended for toddlers.*While the owner lives in the on-site far...

House • 5

• 3

•

€

19,719 EUR /Month

Term: Monthly

House in Siena, Italy

€19,719 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

A Timeless Journey

Tucked away in the Tuscan countryside, this villa waits to welcome you home. Sure, there are some areas lacking natural light, but it’s comfortable and filled with everything needed for a tranquil stay – plus, the outdoor space more than makes up for it. Whether you’re soaking up the Mediterranean climate from the private pool or sun-drenched terraces, you can’t fail to relax here. As a nice extra touch, you’ll find herbs and fruit dotted throughout the garden – don’t forget to pick some to add to your home-cooked meals for a true taste of Italy. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's private parking for three cars here. *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 between May to September, isn't fenced. If you're bringing children, they'll need to be supervised at al...

Apartment • 2

• 2

•

€

7,944 EUR /Month

Term: Monthly

Apartment in Siena, Italy

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

Swimming Pool

Air Conditioning

WiFi

Tuscan Idyll

Offering views of the surrounding hills and the owner's vineyard, this eco-friendly villa is set within the Chianti countryside. While the interior is fairly subdued and the unpaved road leading here isn't the best drive, this home promises a paradisal outdoor living space. You'll find a poolside dining area and a hot tub in the garden, plus you can enjoy fresh produce from the chicken coop and vegetable patch. Exploring Tuscany? Gaiole is two kilometres away, and Radda is eight. *This is an eco-friendly home that runs on solar power. Due to this home's remote location, you might find that the phone and wi-fi signals are sometimes patchy.*There's a sofa bed in the living area for more flexible sleeping arrangements.*The swimming pool is available for use between April and the end of November. There's a separate changing room for the hot tub, plus a bar fridge.*If you're travelling with little ones, your host may be able to arrange a co...

Apartment • 4

• 4

•

€

21,861 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€21,861 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Tuscan Vine

Escape to this Tuscan house that offers a rural setting and traditional features. Located just outside one of Chianti’s oldest hamlets, Vertine, this villa is ideally situated for exploring the quaint villages and wineries – speak to your host if you’d like to arrange a tour. From playing boules, basketball or billiards, to relaxing in the hot tub and sauna after a day by the pool, this home offers an idyllic setting to unwind with family and friends. When it comes to mealtimes, not only will you find two kitchens, but you can cook organic produce straight from the garden and enjoy fresh eggs from your host’s hens. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking here. Please note, the last 500m of the road leading up to this villa is unpaved but in good condition.*This home is spread over three levels and may not suit guests with limited mobility.*The traditional decor here...

Apartment • 2

• 2

•

€

3,984 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€3,984 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

A Little Piece of History

Once an old watermill, this apartment sits within an estate of cottages, just a stone's throw from Siena. Prepare meals in the kitchen, or head to the communal terrace to grill dishes on the barbecue. The designs are somewhat dated, and at full occupancy, one guest will be sleeping on the mezzanine, but with a shared pool, garden and multiple spots to enjoy the beauty of this rural setting, you’ll likely spend most of your time outside. Your host can guide you to the area's hidden gems, from picturesque freshwater swimming spots to the Royal Golf La Bagnaia course. With the charming town of Sovicille nearby and easy access to Florence, every day holds a new adventure. *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 apartment is part of a collection of seven cottages – you'll share the gardens, laundry room, pool and terrace with the other guests. There is an old...

Apartment • 6

• 5

•

€

31,416 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€31,416 EUR /Month • Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Hills

Perched upon a private hilltop in the Chianti hills, the setting of this villa estate is hard to beat. Designed to make the most of those next-level views from all angles, the home has a private pool area and an alfresco dining terrace to soak in the vistas, and inside, a second-floor lounge with far-reaching panoramas. You're in good company here with a castle estate just 2.5km away offering tours, wine tasting and fine dining. Beyond that, the Chianti towns of Gaiole (8.5km) and Castelnuovo Berardenga (11.5km) are an afternoon well spent. Or plan a day trip to Siena, a scenic 20km drive away. *While the sixth bedroom isn’t photographed, we expect the style and quality to be consistent with the rest of the home. Some of the double bedrooms can be converted into twins – just request with your host in advance.*It’s worth noting the approach to the house is on an unpaved lane, and a high-clearance vehicle is recommended. There is ample s...