Italy - Holiday Rentals in Tuscany Italy

Country: Italy (7128) | Region: Tuscany (2161)

Found 2161 Tuscany properties for vacation rental

Houses (964) Apartments (1065) Rooms (44) Country-Houses (1) Farmhouses (7) Townhouses (2) Chalets (1) Cottages (50) Chateau-Castle (25) Properties (2)

Siena, House for rent

House • 20 People • 9

• 9

•

From

€

2,430 /night

Min Stay 3 nights

Siena, Italy

€ 2,430 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Citrus Pavillion

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

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Siena, House for rent

House • 6 People • 3

• 3

•

From

€

615 /night

Min Stay 1 night

Siena, Italy

€ 615 /Night (minimum stay 1 night)

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...More Details

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Siena, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

2,060 /night

Min Stay 1 night

Siena, Italy

€ 2,060 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Beneath The Autumnal Sun

Sitting proudly in the Chianti landscape, surrounded by woods, olive trees and row upon row of vines – this ancient farmhouse is the dream. It’s located in the prestigious setting of the Tolaini organic winery, one of the most esteemed in the area and produces delicious extra virgin olive oil and a fine selection of wines exported worldwide. You can taste a selection of these wines in the estate’s cellars a short distance away.That’s if you can tear yourself away from the gorgeous gardens with their fragrant lemon trees, lavender and rosemary bushes. Fire up the wood oven or barbecue, then dine alfresco under the pergola covered in exquisitely scented jasmine. After lunch, take a dip in the swimming pool with its vistas over the stunning countryside. Inside, a renovation has maintained the charm and character features such as the brick arches and vaulted ceilings. We love the huge dining table, which follows the curved lines of the kitc...More Details

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Florence, Apartment for rent

Apartment • 10 People • 5

• 4

•

From

€

577 /night

Min Stay 7 nights

Florence, Italy

€ 577 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

WiFi

Tower Of Vines

This refurbished stone tower including wooden beam ceilings and terracotta details is in a gorgeously remote location close by to the hamlet of Tignano. The rustic interior makes you feel a million miles away from the hustle and bustle of your usual daily routine. Snuggle up on the sofa next to the antique stone feature wall with a new book or head outside to the garden to while away the afternoon by the glimmering pool. Take a swim in the refreshing water whilst overlooking the beautiful panoramic landscape, followed by a lush glass of red on the sun loungers – we love the details of the vines on the beams, giving that verdantly overgrown foresty feel.The amazing city of Florence is only a drive away, the perfect destination to discover unique hidden gems and delicious eateries to sample some of the finest Italian cuisines. Visit historical landmarks and soak up the culture at the wide variety of museums found around the city. Tuscany ...More Details

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Grosseto, Apartment for rent

Apartment • 14 People • 7

• 7

•

From

€

2,069 /night

Min Stay 1 night

Grosseto, Italy

€ 2,069 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Magic of Aragon

Fall in love with the untouched beauty of the Tuscan coast from this stone brick villa in the southern region of Maremma. Being a traditional Tuscan home, the interior might be dated for some, but it only adds to the authentic cosiness. Especially when the fireplace is crackling. And for that extra touch of relaxation, your own Turkish bath is sure to deliver.The location provides the best of both worlds, where you can spend mornings soaking in the lush hills from beside the pool and afternoons splashing in the sea – the beach is just a short drive away. Or maybe you’d prefer to spend the day taking up your host’s offer of horseback riding, wine tasting, cycling tours, or even trekking. *There's plenty of free parking on the driveway here. We think hiring a car is essential to getting the most out of your stay with the nearest town being 4 miles away.\n *Your host provides a continental breakfast every morning to set you up for the day...More Details

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Arezzo, Apartment for rent

Apartment • 12 People • 6

• 5

•

From

€

792 /night

Min Stay 3 nights

Arezzo, Italy

€ 792 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Lavender Lawns

Retaining its original exposed stone structure and terracotta thatched roof, this villa stands tall just outside the small village of Alberoro. Spend mornings relaxing on the lush lawns by the private pool, where sprigs of lavender lend an air of tranquillity. Fire up the gas barbecue for an alfresco lunch in the courtyard, with striking views over the rural landscapes of the Aretine Val di Chiana and its surrounding villages. Large white umbrellas cover the many outdoor seating areas here, to shade you from the Mediterranean sun as you enjoy the views. Inside, this rustic home has luxurious touches throughout, including beautiful bathrooms with painted walls, blue velvet sofas, a 12-seater wrought iron dining table and a piano. As well as two separate living rooms, there's a light-filled library with comfy sofas, and a games room with foosball and a poker table. If you can tear yourself away, you’ll be just a short drive away from the ...More Details

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Tuscany, Apartment for rent

Apartment • 10 People • 5

• 4

•

From

€

428 /night

Min Stay 7 nights

Tuscany, Italy

€ 428 /Night (minimum stay 7 nights)

Swimming Pool

WiFi

The Madonna Rose

Surrounded by rolling hills, vineyards and olive groves, this traditional Tuscan farmhouse invites you to slow down and experience the beauty of Italian living. And in true Italian style, it’s the small details that matter here. Like the traditional features and elegant styling that enriches the space with warmth and depth. From preparing coffee in the kitchen to sitting on the balcony, this is the kind of home that inspires quality moments together. Watch the sunrise across the Chiana Valley from the garden followed by breakfast on the terrace – this is a wonderful place to savour the natural beauty of the location. You could spend days lounging by the pool, walking through the countryside or exploring some of the iconic towns and villages in this region. The medieval and renaissance town of Montepulciano is an eleven–minute drive away. This is a wonderful place to admire the architecture, thermal baths and exceptional red wine. As the...More Details

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Tuscany, Apartment for rent

Apartment • 5 People • 1

• 1

•

From

€

230 /night

Min Stay 1 night

Tuscany, Italy

€ 230 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Florentine Feel

This holiday home is immersed in the countryside of Florence, just forty minutes from the historic city. Despite its proximity to one of Italy’s most popular tourist spots, it’s a tranquil base, perfect for those seeking rest and relaxation. We love the private pool and the veranda, which is ideal for barbecues and sipping local wine. The views are magnificent, as the home is surrounded by lush greenery. The home itself is traditional and rustic, with exposed beams and tiled floors. The sleeping arrangements aren’t the most private, with two guests on a sofa bed and the other three sharing the bedroom. Still, this home has charm in abundance so we think it’s a good shout for families. *One well-behaved pet is welcome to join you, with prior approval from your host.*There’s a free parking space at this home. We recommend hiring a car to get the most out of your stay.*At full occupancy, two guests will be sleeping on a sofa bed in the li...More Details

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Florence, Apartment for rent

Apartment • 5 People • 2

• 2

•

From

€

612 /night

Min Stay 1 night

Florence, Italy

€ 612 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Tuscan Heirloom

This Tuscan eco-retreat offers a blend of medieval charm and contemporary sustainability. The communal pool that serves the four apartments is an eco-sustainable lake – it's surrounded by plants that naturally purify the water. Renewable energy is used throughout, and 80% of the ingredients in the optional breakfast are organic. There are modern conveniences, too, from electric vehicle charging to a courtesy iPad to help you discover local activities and eateries. A furry friend is welcome to join you, and the rolling Tuscan countryside is right on your doorstep. *Although you'll have your own private outdoor area, the swimming pool and lobby are communal. *Due to this home's location, we recommend hiring a car to make the most of your stay. EV chargers are available to use for all models of cars during your stay.*Your host can provide a cot for free if you're travelling with little ones.*One of the bedrooms is on the ground floor, and...More Details

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San Casciano dei Bagni, Apartment for re

Apartment • 14 People • 7

• 6

•

From

€

2,525 /night

Min Stay 1 night

San Casciano dei Bagni, Italy

€ 2,525 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Romance of Tuscany

In six hectares of beautiful Tuscan countryside, this 18th-century estate is a rustic sanctuary. Outside, you can take leisurely strolls through the garden, lounge by the pool (heated upon request) and forage for fresh veggies in the vegetable garden. It’s also possible to organise a range of extra services here, including private chefs and massage treatments. And while this is the ideal setting for pure relaxation, you’ll also find plenty to explore. From here, it’s just 1.5km to the village of San Casciano dei Bagni, while nearby towns like Perugia and Assisi are also within driving distance. *Due to this home's location, we recommend hiring a car to get the most out of your stay – there is also free private parking for up to six cars. *Please note this home is best suited to 14 adults and 2 children.*Daily cleaning is included in your stay (excluding Sunday). *Guests can also enjoy a welcome dinner at the private restaurant next to...More Details

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Livorno, Apartment for rent

Apartment • 9 People • 5

• 5

•

From

€

1,403 /night

Min Stay 1 night

Livorno, Italy

€ 1,403 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Ocean Airstream

Modern, bright and ideally positioned on the edge of the Livorno seafront, this apartment more than lives up to its gorgeous location. Wood features, stylish industrial touches and a very neutral and calming colour palette create a distinctly contemporary, beachy feel in the main living area. Large glass walls invite floods of natural light inside, while the softer textures of the pouffes and furr rugs keep things cosy. We love the use of stone and marble, particularly the clean black lines, artistic lighting and granite backsplash in the open-plan kitchen and dining area that makes for a sleek, minimalist space to enjoy a quick meal. Through to the master bedroom, where earthy brown tones, hemp furnishings, animal artwork and a circular bed combine for a shabby chic room with plenty of visual interest. Wake up to green views of the luscious palm-lined garden and distant sea views through the floor-to-ceiling windows, before washing up ...More Details

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Florence, Apartment for rent

Apartment • 4 People • 2

• 2

•

From

€

216 /night

Min Stay 1 night

Florence, Italy

€ 216 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Casa Luminosa

Seeking a classically Italian – yet comfortably modern – home for four in Tuscany? Look no further than this charming apartment, located in rural Rignano sull'Arno. The bright and welcoming space has access to a glorious swimming pool, manicured lawns and impeccable views of the undulating hills that stretch into the distance. Sounds pretty hard to resist.A bright and generous living area welcomes you, equipped with muted and minimal furnishings that contribute a calming ambience. The contemporary kitchen encourages extravagant cooking sessions – why not try your hand at making your own pasta? Enjoy your creations at the sleek dining table, with the French doors thrown open and the Tuscan air wafting in.There are plenty of sleepy villages to explore in this part of the country. Your closest, Leccio, is just five minutes away and home to a selection of shops where you can pick up holiday necessities. If you fancy a day trip, Florence is ...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

459 /night

Min Stay 1 night

Siena, Italy

€ 459 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Tuscany Retreat

Surrounded by Tuscan countryside, this apartment is a comfortable base from which to explore the region. Spread over two floors, the kitchen’s fully-equipped and there’s a fireplace in the living room, which is ideal if you're visiting during the winter. Guests staying here have access to a communal pool and a wine bar. Plus, on-site reception staff are happy to assist with questions or queries. The rural location means you’ll need a car if you intend on exploring – Torrita di Siena is within easy driving distance. *Due to this home's location, we recommend hiring a car to get the most out of your stay.*Well-behaved pets are welcome to accompany you during your stay.*Bed linens are changed every four days, while towels are changed every day.*While the third bedroom isn’t photographed, expect the style and quality to be consistent with the rest of the home.*The communal swimming pool isn't fenced. If you're bringing little ones, they'll...More Details

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Siena, Apartment for rent

Apartment • 12 People • 6

• 6

•

From

€

1,405 /night

Min Stay 7 nights

Siena, Italy

€ 1,405 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Passion Flower

This isn’t the kind of home that sits discreetly in the Tuscan countryside, rather it radiates like the summer sun inviting you to bask in its warmth. And with its location between Florence and Siena, this is the perfect setting to savour the authentic beauty of Italian living. From the olive groves and vineyards to the luminescent interiors, every detail of this home engages the senses. It’s a wonderful place for families and friends to socialise, relax and simply enjoy the charm of this setting. Days can be spent moving seamlessly between the indoor and outdoor spaces – swimming in the pool, taking long strolls through the countryside and gathering around the table for homemade pizza (prepared in your very own wood–oven).No doubt the spectacular views will inspire you to explore. Florence is just a fifty–minute drive while Siena is thirty–minutes away. Wherever the day takes you, this home is a sanctuary made to experience the joy and...More Details

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Lucca, House for rent

House • 5 People • 2

• 2

•

From

€

487 /night

Min Stay 7 nights

Lucca, Italy

€ 487 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

WiFi

Under The Olive Tree

Beautifully appointed, this rural cottage is undoubtedly one of the more romantic and charming homes in our Italian selection. Overlooking the stunning Tuscan archipelago and coast below, you'll be swimming under the olive trees, sipping vino in the hot tub, and dining alfresco long into the warm evenings, all while taking in breathtaking vistas over the valleys and green fields. This home conquers indoor-outdoor living, with shutters and doors opening up the interior to the sprawling garden, patio and furnished terraces – we simply couldn't think of a better place to relax and align with the slow pace of nature. Inside, the country-style kitchen allows you to prepare simple meals under the wooden beams, while keeping warm by the crackling fire – there's even a small cellar for you to taste the local wines and typical products of the area. Beyond this homey paradise, the little village of Metato is full of life's simple joys and pleasu...More Details

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Massa Carrara, Apartment for rent

Apartment • 8 People • 3

• 3

•

From

€

426 /night

Min Stay 1 night

Massa Carrara, Italy

€ 426 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Vino with a View

For an authentic taster of traditional Tuscan life, look no further than this ancient farmhouse. With glorious views of the surrounding farmlands and countryside beyond, the setting couldn’t be more picturesque if it tried – and thanks to the sparkling pool, there’s always a place to cool down after soaking up that scorching Italian sun.For those that love a spot of al fresco dining, the private terrace is sure to bag a big thumbs up. Sit up to the shaded dining table and tuck into a fresh Italian feast complete with pizza, pasta and of course, a large glass of wine. Suitably satisfied, retreat to the hot tub for a bubbly soak.There’s plenty of reasons to stay put, but the nearby lake is a must–visit, so if you do feel like heading out, be sure to pay a visit to this hydra paradise. *Livestock animals are sometimes present in the surrounding fields*A once weekly bed linen change is included in the cost of your stay*At full occupancy, ...More Details

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Siena, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

932 /night

Min Stay 1 night

Siena, Italy

€ 932 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Oleander Breeze

Sweeping views of the Tuscan countryside and rustic interiors are the hallmarks of this traditional farmhouse. We loved the terracotta tiles, chestnut-wood ceiling beams and antique furnishings, not to mention the turret, dating back to the late medieval period. The inviting living space with squashy leather sofas is the perfect place to unwind on cooler days but when the sun’s shining, head outside for meals on the terrace, enveloped in the scent of oleander and rosemary. Spend lazy afternoons dipping in and out of the pool and snoozing on a lounger – or if you’d prefer to explore a little, take a stroll along the bucolic lanes that surround your home. A short drive to the west places you in Montepulciano, a charming town famous for its Vino Nobile red wine. Spot the Punch and Judy figure atop the Torre di Pulcinella before picking out a quaint cafe for a refreshing beverage and a bite to eat. *Due to the location of this home, we rec...More Details

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Castellina in Chianti, Apartment for ren

Apartment • 2 People • 1

• 1

•

From

€

181 /night

Min Stay 1 night

Castellina in Chianti, Italy

€ 181 /Night (minimum stay 1 night)

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. *This home is located within a larger complex of apartments and villas. Expect to bump into other guests during your stay. *The seating terrace and swimming pool are shared with the building's other residents. The pool is only available for use between 1st May and 1st September. It isn't fenced, so children will need to be supervised at all times.*Due to this home's location, we recommend hiring...More Details

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Florence, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

1,067 /night

Min Stay 3 nights

Florence, Italy

€ 1,067 /Night (minimum stay 3 nights)

Air Conditioning

WiFi

Sixth Sense

In Italian construction, the 'piano nobile' refers to the storey of a building — typically the first — on which the nobility would reside, therefore being designed to get the most favourable living conditions. This apartment in a fifteenth-century building is a prime example of how this looks in practice. High ceilings and large windows (through some of which the Duomo can be spotted) make the interior feel bright and inviting, while being positioned above street level means that it's a little more peaceful than elsewhere in the building. While there are some period features — the fresco ceilings and the imposing oak front door — the apartment has been modernised in the ensuing six hundred years or so. The parquet flooring, marble bathrooms and mid-century style furniture in deep blues and greens are today's emblems of fine taste. When you're ready to go exploring, you don't have far to go — Basilica di San Lorenzo and Riccardi Medici P...More Details

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Arezzo, House for rent

House • 8 People • 4

• 5

•

From

€

755 /night

Min Stay 1 night

Arezzo, Italy

€ 755 /Night (minimum stay 1 night)

Swimming Pool

WiFi

Tuscan Villa

This elegant stone villa is nestled rather picturesquely amidst rolling hills and vineyards in the Tuscan countryside, approximately a thirty-minute drive from Arezzo. You’ll enjoy stunning scenery here, especially since you’ll have a large garden at your disposal. The swimming pool is an added perk – with no other buildings in the vicinity, you’ll have total privacy. The inside is all about the stone walls and traditional features, with plenty of room for a large family or a group of friends to make themselves at home. Note that a car is necessary in order to reach the nearest shop and explore the area. *We think a car is necessary here to make the most out of your stay. There's free private parking on the premises. *The swimming pool is in operation between May and September. Pool towels are provided here by the host. *If you're travelling with little ones, your host can provide a cot and high chair for free upon request. Balcony / ...More Details

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Siena, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

490 /night

Min Stay 3 nights

Siena, Italy

€ 490 /Night (minimum stay 3 nights)

Air Conditioning

WiFi

Brother Sun

Sitting within a stone building dating back to the 17th century, this apartment in the hill town of Montalcino mixes Tuscan tradition with contemporary amenities to make for an address that you're unlikely to forget after a visit.Along with the wooden ceiling beams and handsome brick flooring, you'll find comfy leather sofas, a glass dining table sat underneath an equally eye-catching chandelier and a kitchen with a wealth of surface space for whipping up something spectacular.However, the standout feature sits just outside — step onto the home's roof terrace and guests are rewarded with the verdant Val d'Orcia, a UNESCO World Heritage Site. Up here, there's a table for alfresco feasts and a pair of loungers for soaking up the sunshine.The local town may be small, but there are plenty of restaurants, bars and shops selling locally grown produce to keep you occupied. A little further afield, the spas of Bagno Vignoni take twenty-five min...More Details

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Viterbo, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

525 /night

Min Stay 3 nights

Viterbo, Italy

€ 525 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Living In Colour

A marigold marvel against the sapphire sky and green lawn that surrounds it, this home in Italy’s Lazio region looks portrait-perfect in all its colourful glory. Inside, arched stained glass doorways combine with an effusion of art, artisanal ceramics, exposed beam ceilings and terracotta tiles to create a kaleidoscope of colours and textures that dazzle as the sunlight pours through the chestnut wood windows and French doors on each side. Wake up in the comfortable bedrooms, enjoy your morning coffee on the terrace or catch up on some work – if you must – in the elegant, book-lined office. Spend the afternoon taking cool dips in the pool, soaking up the sun in the hammock and letting your competitive side out in a game or two of ping pong. With a playhouse and slide in the large garden too, there’s more than enough to keep all ages entertained. After a day of lounging in your own private oasis or driving ten minutes to Civita Castellan...More Details

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Pistoia, House for rent

House • 6 People • 3

• 1

•

From

€

235 /night

Min Stay 7 nights

Pistoia, Italy

€ 235 /Night (minimum stay 7 nights)

Swimming Pool

Pets Allowed

WiFi

Spinning Around the Sun

Whereas most homes give you a single terrace if you're lucky, this Tuscan property spoils you with outdoor spaces. As well as a lounge given some shade by a large parasol, there's also a separate deck with an alfresco dining table and a stone barbecue, plus another area that holds a swimming pool.Although we're betting you'll be spending most of your time in the open air, the interior is also pleasing to the eye as well. Through the arched doorways, guests will be greeted by a rustic interior, complete with cooling tiles on the floor, patterned walls in the kitchen and lots of botanical-themed artwork dotted about the place.The local village of Vellano can be reached in around ten minutes' stroll and has a couple of restaurants for when you get peckish. Further afield, there are Tuscan towns that can be reached in under an hour's drive, such as Montecatini Terme, Lucca and Pistoia. If you're up for a slightly longer journey, Florence is...More Details

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Florence, House for rent

House • 37 People • 18

• 20

•

From

€

7,650 /night

Min Stay 1 night

Florence, Italy

€ 7,650 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Chianti Farm

Consisting of three separate stone villas, this is a beautiful home located in the Chianti wine region of Tuscany, between Florence and Siena. The village of Panzano is just a short walk away, where you can find supermarkets and a weekly market. Each villa has its own garden with a swimming pool and its own kitchen, living and dining room. So, the group can spread out and enjoy some privacy before gathering together in the vast outdoor spaces. Outside you’ll find a hot tub for four people, several terraces including a covered dining area with tables and chairs and a state-of-the-art barbecue. Each villa is a little slice of luxury, but one stands out with an indoor swimming pool and spa in the basement. *This home consists of three separate villas each with its own private swimming, sharing 20 acres of grounds.\n *Daily cleaning (6 hours a day) is included with a stay here and linen is changed weekly.\n *Four of the double bedrooms can...More Details

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Castellina in Chianti, Apartment for ren

Apartment • 9 People • 5

• 4

•

From

€

1,079 /night

Min Stay 1 night

Castellina in Chianti, Italy

€ 1,079 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

The Valley

You can arrive in style at this palatial farmhouse fringing the hilltop commune of Castellina (2.7km) - there's a private helipad should you need it. Set within easy driving distance of Siena, San Gimignano and Florence for day trips, and with the bustling restaurants of Castellina close by, it’s an excellent base to explore Tuscany. There are plenty of reasons to linger at home, too – starting with those monumental views from the wraparound loggia for alfresco dining. Kids will love you for the private pool, gently sloping lawns for a runabout and table tennis. Meanwhile, adults can factor in some downtime in the private sauna. *The approach to the house is on an unpaved, uneven lane and a high-clearance vehicle is recommended. There is ample private parking outside and a private helipad. It’s worth noting there is an electric fence in the wider grounds which prevents intrusions from wild animals. *The swimming pool is for seasonal us...More Details

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Florence, Apartment for rent

Apartment • 6 People • 3

• 2

•

From

€

1,158 /night

Min Stay 2 nights

Florence, Italy

€ 1,158 /Night (minimum stay 2 nights)

Air Conditioning

WiFi

The Impressionist's Pad

This sprawling apartment was once a Florentine palace and monastery dating back to 1880. Stylish and practical in equal measure, we love the large living area, which boasts charming traditional details, sky-high ceilings, and gorgeous artwork. It's not just all character here, though – the sleek kitchen has everything you need for meal prep, while the main bathroom boasts a soaker tub ideal for unwinding. But it's the location that really stands out. You're a short stroll away from all Florence has to offer. We're talking 300 metres from San Marco Square, 500 metres from the Accademia Gallery, and 800 metres from the famous Duomo. *The air conditioning may only be available in the bedrooms.*This home is in a central spot, and you may hear some noise from the road. The interiors also echo a tad due to the high ceilings.*You won't need a car in Florence. All the main landmarks are within walking distance, and a train station is nearby fo...More Details

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Viterbo, Apartment for rent

Apartment • 2 People • 1

• 1

•

From

€

124 /night

Min Stay 1 night

Viterbo, Italy

€ 124 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Olive - Vine

This compact home is nestled in the Italian countryside, with rolling hills as far as the eye can see. One of four apartments within a traditional stone house and cottage, the building is steeped in history – it was once a Benedictine Monastery and still has a consecrated 13th-century chapel. While the apartment is small, you’ll have plenty of outdoor space to enjoy here, including a private patio for alfresco dining and a shared pool surrounded by loungers. And when you’re ready to explore the surrounding area, the lakeside town of Bolsena, and the hilltop towns of Orvieto and Montefiascone, are all within a thirty-minute drive. *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.*This is one of four apartments so you’ll have direct neighbours here.*The swimming pool is shared with guests in the other apartments. The pool is only available for use between ...More Details

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Florence, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

3,844 /night

Min Stay 3 nights

Florence, Italy

€ 3,844 /Night (minimum stay 3 nights)

Air Conditioning

WiFi

Wildfire Gallery

Nestled in the heart of Florence, this sleek and stylish penthouse offers simple luxury. The art adorning the walls, an outdoor lounge with comfy seating and a water feature, and the option of a private chef elevates this home. With fast wi-fi and a dedicated workspace, plus a communal gym, your Italian holiday can coincide with productivity. While free parking isn't available, you won't need a car here – step outside onto the narrow winding streets of Florence, minutes away from Cattedrale di Santa Maria del Fiore and Piazza della Signoria. *This home is on a single floor, with private access via lift*Your host can provide a cot here, but you may need to bring your own high chair if travelling with little ones*There's a chance you may hear some noise from neighbours during your stay*At full capacity, there may not be enough seats for everyone at the dining table*You'll have access to a shared gym with professional machines*There is a ...More Details

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Available

Siena, Apartment for rent

Apartment • 32 People • 16

• 16

•

From

€

2,252 /night

Min Stay 1 night

Siena, Italy

€ 2,252 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Sweetest Life

Staying at this sprawling Tuscan estate is like having your own ancient borgo (small village). Hectares of grounds are dotted with cypress trees, dense woodland, ancient olive groves and gardens blossoming with flowers. You could get your daily steps in just wandering the grounds. Following a woodland path, you’ll find the private swimming pool in complete seclusion, lined with loungers and shaded by towering trees. There are seating areas aplenty and spots to dine outdoors. For a real celebration, a banqueting table can be set up in the flower-filled courtyard.The villa itself is set around a traditional courtyard-style with a separate annexe housing some of the bedrooms. It’s a vision of Tuscan tradition – wooden ceilings, tiled floors and antique furniture in every room. The huge dining table can fit the whole group for breakfasts and the chrome, the professional kitchen could rival that of a Michelin-starred restaurant. Bedrooms are...More Details

Booked

Available

Arezzo, Apartment for rent

Apartment • 4 People • 2

• 1

•

From

€

364 /night

Min Stay 3 nights

Arezzo, Italy

€ 364 /Night (minimum stay 3 nights)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

When it comes to Tuscan idylls, this home ticks all the boxes. Set amongst Cortana’s rolling green hills, this renovated 19th century house is full of quiet corners and scenic spots waiting to welcome you into a world of rest and relaxation. Rural romance at its most beautiful, its stone exterior and wooden shutters give way to an intimate, rustic interior full of original features, exposed beams, brick archways and terracotta tiled floors. The soft mint-coloured bedrooms also have a feeling of elegant farmhouse simplicity with their wrought iron bed frames, floral accents and wood-framed windows. Here it’s the gardens, though, that are the most awe worthy. Stroll around the grounds and you’ll find a series of sunny spots and shaded nooks to while away the hours. Spend the afternoon taking dips in the pool’s cool waters then head to the viewing point at sunset to watch the sky turn amber and pink against the silhouetted hills. Enjoy a g...More Details

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Tuscany Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

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