Siena Apartments for rent With Pool, Rent Furnished or Unfurnished Flats, Penthouses and Condos

Apartment • 2 beds

• 2

• 700 ft2 • pool

€

4,200 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,200 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Sunlight Embrace

Set in the pretty town of Gaiole, this apartment makes it easy to experience the magic of Tuscany. From here, you can stroll to local restaurants, shops and cafes. It’s also possible to drive to Siena, San Gimignano, Florence and Arezzo for inspiring day trips. And when it comes to total relaxation, this home has everything you could need. There’s a private pool for refreshing drips and three terraces set across different levels. You can also enjoy freshly picked produce from the vegetable patch and there’s a barbecue for alfresco dining. *Please note the apartment is located in the owner’s house. *It’s worth noting some of the furnishings are a little dated here. *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 September. *Private parking is available here. Air Conditioning Barbeque Bea...

Apartment • 2 beds

• 1

• 969 ft2 • pool

€

4,632 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,632 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

WiFi

Tuscan Song

If you’re in search of a traditional Italian escape with plenty of character, this apartment delivers a wonderful solution. Nestled in an old farmhouse, you’ll find snug rooms, original features and all the basics you could need to make it your own. There’s also a private terrace with a barbecue and you’ll have access to a shared swimming pool. You will need a car to get around here, but it’s a great base for exploring the Chianti countryside with Galenda, Florence and Siena all within driving distance. *This apartment is located in a farmhouse with a shared swimming pool. The swimming pool is available for use from 1st June to 30th September. *At full occupancy, two guests will be sleeping on the sofa bed in the living room. *Please note the apartment is set across two levels with steps. *The traditional decor here might not be to everyone's taste. It feels a little dated in parts. *If you're travelling with lit...

Apartment • 2 beds

• 2

• 1,345 ft2 • pets

€

7,800 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€7,800 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sweet Tuscan Dreams

This apartment makes it easy to experience the timeless charm of Tuscany. Nestled within a private estate, you’ll find a communal pool and peaceful gardens with a barbecue and alfresco dining area – perfect for leisurely evening meals. The apartment is simple, fresh and well suited to families in search of ease and comfort in a fantastic location. From here, you can stroll to a traditional restaurant and it’s possible to drive to Siena and Florence for day trips. Your host is also on hand to help organise a range of extras – including private chefs and guided tours. *Please note this home is set within a private estate. There is a communal swimming pool which is available for use from May to September. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *Well behaved pets are welcome to join you here. *Parking is available for up to two cars. Air Conditioning B...

Apartment • 5 beds

• 5

• 4,305 ft2 • pool

€

62,013 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€62,013 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Savour the Tuscan Sun

This beautiful 450-year-old villa boasts a majestic setting in Tuscany. Its Radda in Chianti location puts you within easy reach of vineyards and historic towns and villages, whether you plan on exploring by car, on foot, or by bike. You can look forward to breathtaking views of the rolling hills *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. *There’s free parking here. We recommend hiring a car to get the most out of your stay. -Hour Security Air Conditioning Balcony Barbeque Bathrobes Bathtub Beach / Pool Towels Black-Out Blinds Breakfast Included Cafetiere Carbon Monoxide Detector Ceiling Fans Child Friendly Cleaning Products Coffee Maker Cooking Essentials Desk Dishwasher Dryer Drying Rack Electricity Adaptors Espresso Machine Exercise Equipment Extra Pillows and Blankets Fan Fenced Garden...

Apartment • 6 beds

• 6

• 5,382 ft2 • pets

€

51,660 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€51,660 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Tranquil Tuscan Retreat

Situated in the Val D’Orcia, with stunning views of Montalcino, this home has an idyllic, secluded setting. There’s a pool to cool off from the Tuscan weather, as well as a barbecue, a wood-burning oven, and several relaxation areas. Ideal for families or friends, the accommodation consists of the main house and a one-bed guest barn. We love the mix of modern with the kitchen and the character features such as the barrel-vaulted ceiling in the dining room. Location-wise, you’ll be near Buonconvento, described as one of the most beautiful villages in Italy. *This home is set over two levels and consists of a five-bedroom main house and guest barn with one bedroom and an en-suite. *For those with reduced mobility, there's a ground-floor bedroom and bathroom here. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The bedrooms have air conditioning. *There's no tumble dry...

Apartment • 5

• 5

•

€

27,951 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€27,951 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

A Tuscan Rhapsody

Peaceful Tuscan retreats don’t get much better than this. This stunning home – spread between the main villa and an annex – is a special base in Italy, tucked amid the Tuscan Hills yet within easy reach of the art and culture of nearby Montepulciano and Pienza. This is a refined, stylish home designed to blend the antique and the modern. You can look forward to the villa’s original beamed ceilings and stone walls as well as a steel kitchen and contemporary features. We love the alfresco dining setup and the private infinity pool – it’s a breathtaking spot for admiring sunsets over Val D’Orcia. *This home is split between the main villa and an annex, connected via a courtyard. *While not every bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *This home is spread over two floors so it may not be suitable for those with reduced mobility – the bedrooms are accessible via...

Apartment • 5

• 5

•

€

67,578 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€67,578 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sunflower Hill

This home, composed of three suites and two cottages, sits on an exclusive estate just 1 kilometre from the historic centre of Montepulciano. It’s in a breathtaking spot overlooking a vineyard-filled valley, with the marvellous views visible from inside and out – the living room boasts floor-to-ceiling arched windows. The outside space is stunning, with a private pool and gardens filled with fragrant roses, fruit trees, and even a vegetable patch. We love the rustic touches that sit alongside modern amenities – you get the best of both worlds here. *This home is composed of three suites and two cottages, so you won’t all be sleeping under the same roof. *There are stairs to climb at this home, so it may not be suitable for those with reduced mobility. *While not every bedroom or bathroom has been photographed, we expect the style and standard to be consistent with the rest of the home. *Well-behaved pets are welcome to j...

Apartment • 4

• 3

•

€

23,058 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€23,058 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Siena Charm

The quintessential Tuscan villa, this hillside four bedroom home looks out over the verdant Val d'Orcia. Ideal for families or friend groups seeking an authentic taste of Italian country life, the house sleeps eight and offers plenty of space for work, rest and play. More active guests can explore the sweeping grounds, play table tennis in the second living area, or cool off in the shared pool. Meanwhile, those seeking tranquillity can settle on a sun lounger, dine out on the terrace, or refine their cooking in the eye-catching wooden kitchen. The historic city of Siena lies 10km away, where the hectic Il Palio horse race turns the streets into a bustling festival twice a summer. *You'll have access to the swimming pool here. It's shared with other guests staying nearby. *Due to this home's location, we recommend hiring a car to get the most out of your stay. Free parking is available. *If you're travelling by plane, Florence...

Apartment • 7

• 4

•

€

13,368 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€13,368 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Forest - The Sea

Retreat into nature at this Tuscan villa, perched on a hillside overlooking the Etruscan Coast. Lounge in the shade of ancient oak trees, admire the view from the picturesque swimming pool, or hop in the car to explore the countryside and coastline. Inside, you’ll find a home that’s full of character, with a charming living and dining area and a country-style kitchen for cooking up a feast. There are also seven comfortable bedrooms and four bathrooms, offering plenty of room to spread out and making this an ideal place for a family holiday or sharing with friends. *Due to this home's location, we recommend hiring a car to get the most out of your stay. *The house is accessed via a well-maintained 3km dirt road. *There’s free parking on the driveway. *The wi-fi here doesn't reach all rooms, so you may find yourself without signal in some areas of the home. *At full occupancy, one guest will be sleeping on a pull-out bed....

Apartment • 4

• 4

• 2,152 ft2 •

€

120,309 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€120,309 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti Castle

High on a Tuscan hillside, this enchanting castle retreat offers jaw-dropping views across Chianti’s rolling vineyards and olive groves. Surrounded by nature and centuries of history, it’s a place to slow down, sip local wine produced at the home, and savour the peace. With an independent wing of the castle to yourself, along with a private pool and a hot tub, you'll have three floors to spread out across. Inside, you’ll find rustic charm with elegant touches, a large kitchen for leisurely meals, and cosy living spaces to unwind. You’ll need a car to explore nearby towns, and two of the bedrooms are on the snug side. But with views like this, you won’t want to spend too much time indoors anyway. This is Tuscany at its timeless best. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s free parking for up to two cars on the driveway. *The swimming pool isn't fenced. If you're bringing ...

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 ...

Apartment • 3

• 3

• 2,045 ft2 •

€

15,912 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€15,912 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. *The Air Conditioning is only available in the bedrooms. *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...

Apartment • 1

• 1

• 667 ft2 •

€

3,936 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€3,936 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 court an...

Apartment • 2

• 1

• 753 ft2 •

€

5,640 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€5,640 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 court are shared with other guests staying on...

Apartment • 2

• 2

• 861 ft2 •

€

5,304 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€5,304 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 swimming pool and jacuzzi are communal. The pool is open from May to October. You’ll also have access to a share...

Apartment • 2

• 2

• 1,076 ft2 •

€

5,016 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€5,016 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...

Apartment • 2

• 2

• 1,722 ft2 •

€

6,024 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€6,024 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'r...

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 • 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 • 1

• 1

• 646 ft2 •

€

3,744 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€3,744 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...

Apartment • 3

• 3

• 2,260 ft2 •

€

18,336 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€18,336 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. *The home is split into three indoor levels and three outdoor terraced lev...

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...

Apartment • 2

• 2

• 861 ft2 •

€

8,376 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€8,376 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...

Apartment • 4

• 4

• 3,229 ft2 •

€

28,350 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€28,350 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 traditiona...

Apartment • 2

• 2

• 861 ft2 •

€

4,104 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€4,104 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 i...

Apartment • 6

• 5

• 3,100 ft2 •

€

37,149 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€37,149 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...

Apartment • 4

• 4

• 3,229 ft2 •

€

19,488 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€19,488 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti Beauty

This Tuscan home is a bit special. It’s situated in the medieval hamlet of Vertine, close to the market towns of Gaiole in Chianti – just 2 kilometres away – and Radda, which is 7 kilometres away. The richness of the area’s history is reflected in the home’s decor, which includes frescoes, wooden beams, and antique furniture. Outside, you can admire views of the hamlet’s main square, as well as vistas of the rolling Chianti hills. The private pool has hydrotherapy jets, so you can unwind as you take in the marvellous views. We also love the covered terrace, which is a great spot for dining alfresco. *Your host can provide a cot and high chair for little ones. *There’s free parking at this home. We recommend hiring a car to get the most out of your stay. *The twin beds can be pushed together and set up as a double bed if preferred. Just let your host know. *Air conditioning is only found throughout the first floor. *Gu...

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 • 3

• 2

• 2,583 ft2 •

€

10,416 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€10,416 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Chianti Soul

This restored two-storey stone-built home has a hillside location, so it has wonderful vistas (just don’t bring your sports car as the access road is very steep). You can enjoy the glorious views from the two terraces, the pool, and even the bedrooms. There’s an open fireplace here too for cosy evenings, two lounges and an atmospheric dining room for Italian feasts. Go wine and olive oil tasting locally, and stock up on goodies, or simply go for walks among the olive groves and foothills. The town of Gaiole is 1 kilometre away, while charming Radda is 12 kilometres from this lovely home. *For those with reduced mobility, there's a ground-floor bedroom and bathroom. *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. At a depth of 1.2 metres, the non-chlorine pool is too deep for non-swimming children. *Bedroom ...

Apartment • 2

• 1

• 592 ft2 •

€

7,848 EUR /Month

Term: Monthly

Apartment in Siena, Italy

€7,848 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Vines of the Vineyard

Lounge by the lavender-edged 18-metre lap pool with its beautiful views of the forested hills and distant hilltop village of Castagnoli. You can’t see the pool from the house, as it's 70 metres down a track, past the owner's villa – but once there, it’s a sight to behold. Or relax on your terrace or balcony in the private garden. It’s the perfect spot for an Italian feast cooked on the barbecue or rustle up something in the kitchen on the first floor with its marble worktops. If you need to top up on ingredients, then Gaiole, 4 kilometres away, has a selection of shops, as well as restaurants, while the nearest village, Barbischio, 1 kilometre away, has a superb trattoria. *This home is on the first and second floors. *Unfortunately, this home is not suitable for infants or children under 6 years old. There's an open staircase here. *Only the first floor and master bedroom have AC. *The swimming pool is only available for ...