Chianti Long Term Rentals, Rent Furnished Apartments, Houses and Monthly Room rentals

Room in Greve in Chianti, Italy

€1,247 EUR /Month
• Term: Monthly (Furnished)

Room in the Chianti hills

We welcome you in a quiet, historical place, surrounded by gorgeous hillsides of vineyards and olive groves, interspersed with farmhouses, turreted castles and fortresses and ancient hamlets: this is the typical Chianti landscape, possibly the best-known of all of Tuscany. We are located above Greve in Chianti in the heart of Tuscany, between two great cities of the Renaissance: Florence & Siena. From the town of Greve in Chianti, we are on the road winding through the hills that connects the Greve Valley from the Pesa Valley, here is the Pieve di San Cresci. The relaxed atmosphere of Chianti and the splendid historic building, from the 10th century, form an exciting combination. We run a residency for artists, a very creative community! The space allows guests to live and work surrounded by history, nature, and local traditions. Wifi internet connection has been tested by numerous guests who have stayed and worked here and who hav...

Radda in Chianti Room for rent

Room • 2

• 2

•

€

1,900 EUR /Month

Term: Monthly

Room in Radda in Chianti, Italy

€1,900 EUR /Month
• Term: Monthly (Furnished)

WiFi

Romanita bella

Features: • Internet Access • Laundry • Garden • Parking Pets at the property: Name: type:Dog lives indoor: 1 My mother Romanita , me Antonella , my son Federico and our beloved boxer Pina, pets are also welcome Local Amenities: Shopping Centre Local Bus Stop Park Health Club Restaurant...

House • 7

• 6

• 4305 ft2 • pets

€

28,623 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€28,623 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

An Italian Tale

This former lookout tower once guarded the passage between Florence and Siena. Today, it exists as a calm sanctuary offering idyllic views, a private pool and serene grounds. The rooms are spread across the main house and two independent apartments – making this a great option for groups looking to stretch out and socialise. All of the bedrooms have air conditioning and it’s a sweet option for families with plenty to explore in the surroundings. You will need a car to get around here, but it’s just 3 kilometres to Castellina in Chianti, while Siena is just a forty-minute drive away. *Please note this home is spread across a main house for six guests, a guest house for four guests and a pool house for four guests. *The housekeeper also lives on site but will respect total privacy. *If you're travelling with little ones, your host can provide a high chair for free upon request. *The swimming pool is only available from May to Septembe...

House • 5

• 5

• 2799 ft2 • pool

€

38,178 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€38,178 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Chianti Sunset

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

House • 6

• 3

• 4305 ft2 • pets

€

20,160 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€20,160 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Hilltop Dream

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

House • 5

• 7

• 9688 ft2 •

€

90,363 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€90,363 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Bloom

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

House • 3

• 2

• 1507 ft2 •

€

14,640 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€14,640 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Vineyard Sunset

Nestled in the Tuscan countryside with a private pool, serene outdoor space and views across Chianti’s vineyard-laced hills – what’s not to love about this home? Comfortable for a family or group of friends, inside, you’ll find a seamless blend of traditional and modern. And, when you fancy a spot of sightseeing or some authentic Italian cuisine, you can walk to the hilltop town of Radda, just two minutes away, or for jaunts further afield, hop in the car for a day trip to Florence or Siena. *There's no air conditioning here, but fans are provided for guests' comfort. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool, open from May until mid-October, isn't fenced. Children will need to be supervised at all times. *There are steps to access this home. It may not be the best option for those with reduced mobility. *We recommend hiring a car to get the most out of ...

Castellina in Chianti House for rent

House • 4

• 3

• 2239 ft2 •

€

10,992 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€10,992 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Like Sweetness

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

House • 3

• 2

• 1938 ft2 •

€

8,952 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€8,952 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Tuscan Vine

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

House • 3

• 2

• 861 ft2 •

€

6,144 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€6,144 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Chianti Valley

Nestled amid the rolling hills and lush greenery of the Chianti countryside, this villa offers a tranquil escape to rural Italy. The stone house is as traditional as can be, with terracotta floors, wood-beamed ceilings, and arched doorways. Outside, you’ll find two terraces boasting wonderful views stretching over the valley to the nearby towns of Panzano and Radda – both great options for day trips. There’s also a swimming pool. Rustic and charming, this villa is an oasis in Chianti. *Access to this home is via an unpaved road – we recommend hiring a high-clearance vehicle. There’s free parking here. *The swimming pool is open from May to September. The homeowner and their family may use the pool when you’re not using it. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. A twin bedroo...

House • 5

• 5

• 4628 ft2 •

€

21,168 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€21,168 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Tuscan Moon

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

House • 4

• 4

• 3122 ft2 •

€

18,984 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€18,984 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 upon reque...

House • 5

• 4

• 4844 ft2 •

€

23,772 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€23,772 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 from the last ...

House • 6

• 7

• 5167 ft2 •

€

15,600 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€15,600 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Farmhouse Serenity

This renovated farmhouse sits within 460 hectares, in a dominant position in the hills of Chianti. It’s surrounded by vineyards and olive groves, and boasts far-reaching views across the countryside, but is just 5 kilometres from Castellina in Chianti and 20 kilometres from Siena. The farmhouse has been renovated to return it to its original splendour – you can look forward to traditional features like wood beams and terracotta tiles. Outside, there’s a pool to swim in, a lush garden, and a loggia with a barbecue, perfect for alfresco dining. *Access to this home is via a 300-metre dirt road. We recommend hiring a car to get the most out of your stay. There’s free parking here. *Your host can provide a cot and high chair for little ones. *There are stairs to climb at this home, so it may not be suitable for those with reduced mobility. There’s a twin bedroom on the ground floor. *While not every bedroom or bathroom has been photograph...

House • 6

• 5

•

€

148,113 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€148,113 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Stonehaven

The ultimate Tuscan getaway starts at this villa in Radda. Boasting a private pool, a gym and wellness area, and scenic views of the surrounding vineyards, you'll have everything you need here to unwind in style. We love the mix of contemporary design and historic elements like vaulted ceilings and stone archways. Even more, we adore the complimentary extras, such as tastings in the wine cellar, welcome dinners, and a continental breakfast buffet. When you're not relaxing at home, why not spend the day exploring? Castello di Brolio, Siena, and other Tuscan gems are all within driving distance. *While not every bedroom is photographed, expect the style and quality to be consistent with the rest of the home. The sixth bedroom may be in an annexe on the ground floor – please speak to your host for more information. *A welcome dinner on the first Monday night is included with your stay. You'll also have a complimentary wine tasting in the...

House • 5

• 5

• 9687 ft2 •

€

54,390 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€54,390 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

Dream of Light

With a serene garden, beautiful views and a private pool, this home welcomes you to slow down and savour the magic of Italian living. There’s a wellness area with a Turkish bath and a sauna, as well as a wine cellar – making it easy to settle in and unwind. Upon arrival you’ll be treated to a light dinner and wine tasting, and your host is on hand to help organise a range of extras – including spa treatments and private chefs. You will need a car to get around here, but it’s just a short drive to the nearest shops and restaurants in Radda in Chianti, while Siena and San Gimignano are also within easy driving distance. *Daily housekeeping and breakfast are included in your stay (excluding Sunday). *A light welcome dinner is provided on Monday and wine tasting wine is offered on Wednesday. *Please note one of the bedrooms is located in the ground floor annexe. *The main house is set across three levels with a lift and stairs. *The hea...

Apartment • 7

• 6

• 3122 ft2 •

€

19,584 EUR /Month

Term: Monthly

Apartment in Radda in Chianti, Italy

€19,584 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Ceperano is a charming Tuscan farmhouse that has been restored to a high standard and can accommodate up to 14 guests. The property is situated in the heart of the Chianti region, surrounded by olive groves and vineyards, providing a tranquil retreat for families or groups of friends. The farmhouse features four apartments, each offering comfortable traditional furnishings, with three separate kitchens to cater for all dining preferences. Ceperano boasts several furnished terraces and a bamboo-shaded pergola with stunning views, perfect for al fresco dining. The private pool is set in a fenced lawned area, ideal for children playing nearby while adults relax on loungers. Five bedrooms offer flexible sleeping arrangements as they can be either doubles or twins, with plenty of bathrooms throughout the property. Ceperano is within walking distance of the lively town of Radda and an easy day trip from Siena, Florence and San Gimignano. *T...

Apartment • 2

• 1

• 861 ft2 •

€

4,152 EUR /Month

Term: Monthly

Apartment in Radda in Chianti, Italy

€4,152 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

The Light of Living

Amidst the vineyards of Chianti, this apartment is a peaceful sanctuary where days can be spent lounging by the shared pool or out exploring the region. It’s just a short (albeit steep) walk to the village of Radda and it’s possible to walk to Volpaia where you’ll find a castle winery and restaurant. Your host is on hand to provide recommendations and you’ll find all the essentials you could need to relax and switch off. There is also a private terrace – perfect for alfresco dining as the sun sets. *Please note the swimming pool is shared with the neighbouring residents. It is also available for use from May to September. *Guests have access to the children’s play area, ping pong table and table football. *It is possible for the double beds to be arranged as two single beds on request. *Your host can provide a high chair for children on request. *Pool towels are also available on request. *Well behaved pets are welcome to join yo...

Apartment • 2

• 1

• 753 ft2 •

€

9,264 EUR /Month

Term: Monthly

Apartment in Castellina in Chianti, Italy

€9,264 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Cheers to Chianti

You've got all the perks of a private home combined with the palatial shared grounds of a hamlet at this apartment complex nestled between the Chianti villages of Panzano and Castellina. The views of the rolling hills and iconic cypress trees are delightful from the estate's shared swimming pool. But if you're after more privacy, the panoramas from the apartment's private terrace are just as impressive. Besides a restaurant in the neighbouring village of Piazza, there are no local amenities to walk to. You'll need a car to explore but prepare for a hilly, uneven drive at times. *Due to the unpaved, uneven access roads and uphill segments, a high clearance vehicle is recommended, and the roads may be better suited to experienced drivers. *This home is part of a collection of eight cottages and apartments within communal grounds. The swimming pool and parking area are shared, but this semi-detached home has a private entrance and garden...

Apartment • 2

• 1

• 1475 ft2 •

€

8,208 EUR /Month

Term: Monthly

Apartment in Castellina in Chianti, Italy

€8,208 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Grape Juice

Situated on the first floor of a traditional Tuscan stone building, this apartment puts you right at the heart of rural Tuscany, surrounded by glorious rosemary bushes, grape vineyards and olive groves. Here, you'll enjoy access to the site's fantastic communal facilities, including a terrace area with seating where you can gaze out at the countryside views, plus an outdoor swimming pool that's surrounded by loungers for afternoon naps. Inside, you'll find traditional Tuscan decor that makes the home feel warm and welcoming. *Due to the unpaved, uneven access roads and uphill segments, a high clearance vehicle is recommended, and the roads may be better suited to experienced drivers. *This home is part of a collection of eight cottages and apartments within communal grounds. The swimming pool and parking area are shared, but this semi-detached home has a private entrance and gardens. *The shared pool is for seasonal use from May to Oc...

House • 4

• 3

• 1830 ft2 •

€

13,032 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€13,032 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 little ones, ...

Apartment • 2

• 2

• 1399 ft2 •

€

7,848 EUR /Month

Term: Monthly

Apartment in Castellina in Chianti, Italy

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

Swimming Pool

Pets Allowed

WiFi

Chianti Rosemary

Sitting on the hillside in Chianti's countryside, this apartment is part of a small collection of cottages and apartments. Typically Tuscan, the interior may be a tad dated – and you'll have to share laundry facilities – but it'll suit those craving a bit of character. You'll also have access to all the on-site amenities, including a communal terrace for alfresco dining and a shared swimming pool open from May to September. We highly suggest hiring a car here, as you'll want to get out and about to explore the local area. Vineyards, charming hamlets, and sightseeing hotspots like Florence and Castellina are all within easy reach. *Due to the unpaved, uneven access roads and uphill segments, a high clearance vehicle is recommended, and the roads may be better suited to experienced drivers. *This home is part of a collection of eight cottages and apartments within communal grounds. The swimming pool and parking area are shared, but this...

Apartment • 1

• 1

• 646 ft2 •

€

4,344 EUR /Month

Term: Monthly

Apartment in Castellina in Chianti, Italy

€4,344 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

A Taste of the Hills

Cosy and quaint, this typically Tuscan apartment is part of a pretty collection of homes, all set inside some historic stone buildings that feel charming and characterful. As such, you'll find terracotta tiled floors, farmhouse-style furniture and exposed stonework, all creating a snug and serene vibe. Staying here means you'll get access to some fantastic shared facilities on site, including a seating terrace with some spectacular views out to the surrounding countryside, as well as an outdoor pool that's ideal for hanging around on hot days. *Due to the unpaved, uneven access roads and uphill segments, a high clearance vehicle is recommended, and the roads may be better suited to experienced drivers. *This home is part of a collection of eight cottages and apartments within communal grounds. The swimming pool and parking area are shared, but this semi-detached home has a private entrance and gardens. *The shared pool is for season...

House • 4

• 4

• 2637 ft2 •

€

20,055 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€20,055 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

The Olive Tint

Overlooking the Tuscan countryside from its hillside position, this rustic villa boasts some incredible views – best celebrated from the outside dining area and elegant infinity pool. We think it's a great fit for families with a lovely private garden as well as flexible sleeping arrangements – the twin beds can be converted into doubles upon request. Keen cooks will love the modern chef's kitchen for preparing alfresco suppers – though if you feel like dining out, the nearby village of Volpaia and the market town of Radda are both just a short drive away. You will need to hire a car to get around here, and the drive will often be hilly and uneven. *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. Be prepared for hilly and often uneven roads. *The twin beds can be configured as double if required – you’ll need to request this in advance. *The swimming pool is only a...

House • 3

• 3

• 1292 ft2 •

€

7,392 EUR /Month

Term: Monthly

House in Radda in Chianti, Italy

€7,392 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 if required –...

Castellina in Chianti, Siena

House • 3

• 2

• 1830 ft2 •

€

9,312 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€9,312 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Dreaming of Chianti

After a day touring world-class vineyards, this home is the perfect place to unwind with a glass of Chianti. Sure, there’s no air conditioning here, and the traditional interiors may not be to everyone’s taste, but there’s no denying the beauty of the outdoor space. And, where better to cool off in the Tuscan heat, than the private pool? If you’re not dining alfresco and soaking up the countryside views, take the short drive to Quercegrossa for some authentic Italian food with the locals. *The owners live next door to the villa and have a dog and a cat, and there's an apartment that they occasionally use for family and guests. The apartment doesn't overlook the villa – it overlooks the pool slightly from a distance – they don't use the swimming pool and won't disturb you during your stay. *There's no air conditioning here. *The swimming pool, open between May and September weather permitting, isn't fenced. Children must be supervise...

Apartment • 5

• 3

• 2045 ft2 •

€

17,400 EUR /Month

Term: Monthly

Apartment in Radda in Chianti, Italy

€17,400 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Pets Allowed

WiFi

Chianti Calm

You’ll find this restored farmhouse in the heart of Chianti, surrounded by vineyards and olive groves. Spread across a main house and a separate cottage, this place is perfect for a group of ten to get together while still having plenty of space to spread out. The home is semi-detached, but the garden, swimming pool, dining terrace, and sun loungers are all yours. The rural location means a car is essential here, especially if you intend on exploring the surrounding towns and villages. We recommend visiting Siena, less than an hour's drive away. *Due to the location of this home, we recommend hiring a car. Please note, access to the property is via an unpaved road. *This is a semi-detached home – the neighbouring villa is occupied by local residents. *The outdoor space is for your exclusive use only. *The swimming pool (open from May to September) isn't fenced. If you're bringing little ones, they'll need to be supervised at all tim...

Apartment • 5

• 6

• 1615 ft2 •

€

18,744 EUR /Month

Term: Monthly

Apartment in Radda in Chianti, Italy

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

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Chianti Memories

With rolling Chianti hills all around, this traditional villa couldn't feel more Tuscan if it tried. Comprised of a main house and three en-suite bedroom cottages, it's perfect for a large family getaway. While the bathrooms could do with an update, and some of the interiors feel dated, it's all beautifully cared for. Kids will love you for the private pool with dive board –? a fifty-metre flip-flop from the main house. There's also a bocce court and a ping-pong table, and you're welcome to pick fresh vegetables and eggs from the gardens and chicken coop. Location-wise, you're just 5 kilometres from the traditional Chianti towns of Radda and Castellina. *There is ample private parking outside the villa. *The swimming pool is a fifty-metre walk from the villa. It is for seasonal use from May to October, weather permitting. There is a pool house with an additional shower room and an honesty bar. Guests can help themselves and pay upon c...

Apartment • 2

• 2

• 1938 ft2 •

€

13,320 EUR /Month

Term: Monthly

Apartment in Castellina in Chianti, Italy

€13,320 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

A Little Bit of Chianti

This stone-built villa in the heart of Chianti boasts stunning views of the valley and vine-clad hillsides from almost every room. Perfect for two couples wanting to holiday together without crowding each other, each en-suite bedroom feels self-contained, with a kitchenette for morning cuppas. Meanwhile, the free-flowing living spaces downstairs and a private pool with a view are all about socialising. Fringing one of the main Chianti towns, Castellina (a 7-minute drive), there are bars and restaurants close by for evenings out, and you’re just a short drive from Siena and Florence (both less than an hour away). *There is ample private parking outside the home. It’s worth noting the approach to the house is on an unpaved lane. *A cot and high chair are available for little ones. *There are stairs within this home which may be unsuitable for guests with restricted mobility. *The private pool is for seasonal use, from May to October, we...

House • 4

• 5

• 2691 ft2 •

€

10,584 EUR /Month

Term: Monthly

House in Castellina in Chianti, Italy

€10,584 EUR /Month
• Term: Monthly (Furnished)

Swimming Pool

Air Conditioning

WiFi

This charming cottage is tucked away on an authentic working vineyard, beside a family farmhouse. It’s just 1 kilometre from Castellina in Chianti, and within driving distance of Sam Gimignano, Siena, and Florence – you’ll have plenty of options for day trips. There’s a sloped garden with a furnished terrace and a shared swimming pool, and exquisite views of the Chianti countryside to be enjoyed from almost every angle. The cottage feels typically Tuscan, with its terracotta tiles and wooden beams. It’s a comfortable holiday home in an idyllic setting. *There’s free parking at this home. *This home is spread over two floors so it may not be suitable for those with reduced mobility. *If you're travelling with little ones, your host can provide a free cot and high chair upon request. *The swimming pool is shared between the other homes on the property. It’s open from May-September. Air Conditioning Barbeque Bathtub Child Friendly Cot...