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Italy  Italy - Holiday Rentals in Tuscany Italy
Italy Country: Italy (7128) | Region: Tuscany (2160)
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    Found 2160 Tuscany properties for vacation rental

    Florence, Apartment for rent
    Apartment • 6 People • 2 • 2 • pets wifi
    From
    €
    595 /night
    Min Stay 2 nights


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    Florence, Italy 

    € 595 /Night (minimum stay 2 nights)
  • Pets Allowed
    Air Conditioning
    WiFi

    High as Hope

    Housed in a historical building, just a stone’s throw from the Piazza di Santa Croce, this apartment mixes original architectural fixtures like double-height ceilings with antique furnishings, intricate frescoes and the occasional swipe of colour. We were particularly fond of the Venetian plaster walls and the king-size bed dating back to the 1800s. Mornings begin with breakfast in the rustic kitchen before curling up on the armchair with a book pulled from the shelves and a cup of milky coffee. If the weather is fair, head out onto your private terrace and bask in the golden sunshine. When you’re keen to explore a little, take the ten-minute wander to the iconic Cathedral of Santa Maria del Fiore, followed by a stroll along the River Arno. Once you’ve worked up an appetite, stop by one of the many eateries that surround your home (the gelateria on Via dei Neri is a must for afters.) *This home has a keyless entry system – you’ll ente...More Details


      • Booked Available
    Arezzo, Apartment for rent
    Apartment • 12 People • 6 • 6 • pets pool wifi
    From
    €
    1,074 /night
    Min Stay 1 night


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    Arezzo, Italy 

    € 1,074 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Limestone - Antique

    Situated near Monte San Savino, this farmhouse invites guests to experience an authentic taste of the Tuscan countryside, including a complimentary wine tasting and a visit to the owner's winery. With a large garden and private swimming pool overlooking the vineyards and hills, you'll likely choose to spend much of your time out here taking in the surrounding scenery. Inside, classic designs nod to the home's Italian countryside location through features including an original oven and fireplace. While its traditional styling may not be to everyone's tastes, modern finishing touches ensure comfort and practicality are met here. *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.*One of the twin bedrooms can be set up as a double upon request.*The swimming pool is open from May to September. *A complimentary wine tasting and a visit to the owner's winery a...More Details


      • Booked Available
    Lucca, Apartment for rent
    Apartment • 8 People • 5 • 5 • pets pool wifi
    From
    €
    843 /night
    Min Stay 7 nights


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    Lucca, Italy 

    € 843 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Reap the Harvest

    Many classic Tuscan recipes aren't overly complex but rely on the very best ingredients to reach culinary ecstasy. A similar principle can be seen at play in this villa found in the hills close to Lucca.Part of an estate that dates back to the seventeenth century, the interior is traditional in style, with chequered tiled floors, wooden ceiling beams and fresco-styled paintings hanging on the clay walls. The kitchen is a more modern affair and the chandeliers add a touch of razzle-dazzle.However, the real standout feature has to be the swimming pool surrounded by loungers and umbrellas perfect for dozy afternoons. As the property sits 350 metres above sea level, there's a pretty dreamy view of grapevines and olive farms to be enjoyed from the outdoor space.The nearest town is Ponte a Moriano, which can be reached in five minutes in the car and has a handful of restaurants. The historic city of Lucca is a twenty-minute drive, while the c...More Details


      • Booked Available
    Siena, House for rent
    House • 12 People • 6 • 7 • pets pool wifi
    From
    €
    1,293 /night
    Min Stay 1 night


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    Siena, Italy 

    € 1,293 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Land of Beauty

    Surrounded by olive and cypress trees, this home perfectly embodies the timeless charm of Tuscan living. Dating back to the 15th-century, it began its life as a monastery, transitioned into a farm and now exists as the ideal setting for an immersive Italian escape. Inside, you’ll be welcomed by a wonderful sense of character along with plenty of space to stretch out and enjoy quality time together. There is also a games room, a fitness room and a wine cellar. Outside, you can stroll through the gardens, relax by the private pool and enjoy games of tennis on the private court. You will need a car to get around here, but it’s just 10 kilometres to Siena, while Florence and Arezzo are also within driving distance. *This home consists of a main house with three floors and an adjoining annexe with a laundry room, fitness room and wine cellar.*Due to this home's location, we recommend hiring a car to get the most out of your stay. There is a...More Details


      • Booked Available
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    Castellina in Chianti, Apartment for ren
    Apartment • 4 People • 2 • 2 •
    From
    €
    296 /night
    Min Stay 1 night


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    Castellina in Chianti, Italy 

    € 296 /Night (minimum stay 1 night)
  • 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. *This apartment is on a small estate. You'll have access to an on-site swimming pool and a communal terrace, both shared with other guests. The swimming pool is only available between May and September.*If you're travelling with little ones, your host can provide a free cot and high chair on request. The twin ...More Details


      • Booked Available
    Florence, Apartment for rent
    Apartment • 4 People • 2 • 2 •
    From
    €
    1,898 /night
    Min Stay 1 night


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    Florence, Italy 

    € 1,898 /Night (minimum stay 1 night)
  • Air Conditioning
    WiFi

    Across the Arno

    With spectacular views over the Arno River and the historic monuments beyond it, this stylish apartment ensures a memorable escape. Throw open the windows and spot the iconic sights from the comfort of your own living room. What's more, the open loft layout and its gloriously uncluttered spaces make it perfect for groups of friends or families looking to sprawl out and relax later in the day. Come morning, you'll enjoy sunny cappuccinos on the private balcony, before setting off for a day of sightseeing – you're a few footsteps from the Ponte Vecchio, with countless piazzas, eateries and bars across the water. *You'll be able to check yourself in here *At capacity, one person will be sleeping on a sofa bed in the living room *There's a lift to reach this penthouse apartment on the sixth floor – it's a single-level home once you're up there *Though there isn't a dedicated desk here, the dining table doubles up as a laptop-friendly works...More Details


      • Booked Available
    Lucca, House for rent
    House • 8 People • 4 • 3 •
    From
    €
    805 /night
    Min Stay 7 nights


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    Lucca, Italy 

    € 805 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Hazy Days of Summer

    There's nothing like a private pool to get you into that holiday spirit and at this home in Marina di Pietrasanta, you'll also have the sandy beach just a short walk away. A charming seaside resort with plenty of restaurants and bars to enjoy, you'll have local parks to explore, numerous beaches to play on and surrounding villages to seek out – as well as the big attractions of Lucca (around forty minutes by car) and Pisa (around fifty).Surrounded by a pretty garden, with high hedging for privacy and comfy outdoor seating spots, this home is a stylish choice for a family or small group of friends. Set in a quiet residential area, it's a dreamy escape from reality, with relaxing shades of white and grey, along with farmhouse styling. We love the romantic bedrooms and the delightful covered terrace – perfect for barbecues after a day on the beach. *Although it only sleeps eight, you can speak to your host about the possibility of adding ...More Details


      • Booked Available
    Florence, Apartment for rent
    Apartment • 14 People • 7 • 7 •
    From
    €
    2,341 /night
    Min Stay 1 night


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    Florence, Italy 

    € 2,341 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Olives - Vines

    This home is a Tuscan gem. Situated in the Chianti Classico wine region, this stunning villa sits on twenty acres of rolling hills, olive groves and vineyards. Though this stone villa is part of an exclusive estate, you’ll experience unrivalled privacy in this impressive restored 17th-century farmhouse with as many awe-provoking views inside as out. It’s hard to choose which feature takes centre stage in this house – the infinity pool, the sprawling landscape views, the indoor plunge pool overlooking the hills, or perhaps the vast sandblasted terraces that wrap around the house for prime sunset viewing.From the moment you step inside, this villa will wow you – with its arched doorways, exposed stone walls and elegant furnishings. There’s plenty of room for you and your cohort with multiple living areas to unwind with a good book and sociable spaces to enjoy each other’s company over a glass of sparkling. The flexibility of the space let...More Details


      • Booked Available
    Lucca, Apartment for rent
    Apartment • 10 People • 5 • 5 •
    From
    €
    1,089 /night
    Min Stay 3 nights


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    Lucca, Italy 

    € 1,089 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Distant Horizon

    Making full use of its elevated hillside position, this villa is built tall across three floors and two levels of terraces. Windows line the walls that face out across the wide-open plains of Versilia with its patchwork of sparkling lakes, woodlands and terracotta-tiled towns. Nearby wooded hillsides lead your eye out to the distant mountains rising beyond. Whether you’re swimming in the infinity pool, lounging on the outdoor sofas or gazing out of the panoramic windows, this mesmerising view greets you from all angles. Inside, you’ll find bright and breezy living areas with a feminine feel – think floats of white chiffon, expanses of champagne marble, and white linen curtains fluttering in the breeze. Gardens and patio areas surround the villa, with discreet hedge screens making it feel private despite its neighbours. The large heated whirlpool hot tub is elevated above the swimming pool and backed by a lounge area – perfect for social...More Details


      • Booked Available
    Siena, Apartment for rent
    Apartment • 8 People • 4 • 2 •
    From
    €
    342 /night
    Min Stay 1 night


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    Siena, Italy 

    € 342 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Tuscan Days

    The shared swimming pool takes centre stage at this Italian home. Surrounded by vineyards and olive trees, you’ll be treated to views of the Tuscan hills from the poolside. You’ll also have your own private garden area with a table and chairs – the perfect spot to enjoy an alfresco espresso in the morning or a sundowner in the evening. The traditional decor inside won’t be to everyone’s tastes, but we love the beamed ceilings and imposing fireplace here. The home is surrounded by 300 hectares of unspoiled nature, so there are plenty of opportunities for hiking on your doorstep, and if you want a slice of history, the medieval town of San Gimignano is within easy driving distance. *While one of the bedrooms isn’t photographed, expect the style and quality to be consistent with the rest of the home.*You'll have access to the on-site swimming pool here. It’s shared with the building's other guests. The pool is only available for use betwe...More Details


      • Booked Available
    Florence, Apartment for rent
    Apartment • 6 People • 3 • 3 •
    From
    €
    787 /night
    Min Stay 2 nights


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    Florence, Italy 

    € 787 /Night (minimum stay 2 nights)
  • Air Conditioning
    WiFi

    Vecchio Views

    Imagine being able to look out at one of the world’s most famous bridges without having to wrestle against crowds of people for the best viewing spot. Being able to get out of bed in the morning and enjoy the views before the city stirs. Or watching the sunset over Ponte Vecchio with an evening cocktail from the comfort of the sofa. Just try not to get too distracted by the views outside to miss how beautiful the home itself is. Panelled walls, marble bathrooms and a glittering chandelier are just some of the standout features in this central Florentine home. The blue and white interiors are not only aesthetically pleasing, but promote a sense of serenity in an otherwise bustling city. You’re perfectly placed to enjoy the best that Florence has to offer, with all the main historical sites just a short walk away, including the Duomo, the Boboli Gardens and the Uffizi Gallery less than five minutes away. Air conditioning will keep you fee...More Details


      • Booked Available
    Arezzo, Apartment for rent
    Apartment • 14 People • 7 • 9 •
    From
    €
    732 /night
    Min Stay 1 night


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    Arezzo, Italy 

    € 732 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Arezzo Air

    This beautiful villa is tucked away in the heart of Tuscany, surrounded by lush, rolling countryside. Despite its rural setting on the edge of the Casentino Forest and Verna Park, the shops and restaurants of the ancient city of Arezzo are only a fifteen-minute drive away. The views from this home are mesmerising, and can be admired from the veranda, terrace, and pool. There’s also a Jacuzzi and a steam room, so you can easily unwind. The covered terrace features a pizza oven and barbecue, perfect for relaxed evenings dining under the stars. *We recommend hiring a car to get the most out of your stay. There’s plenty of parking here. *Well-behaved pets are welcome to join you during your stay. *There are stairs to climb at this home, so it may not be suitable for those with reduced mobility. *The tennis court is shared between this home and a villa around 200 metres away.*Your host can provide two cots for little ones on request. *This...More Details


      • Booked Available
    Lucca, Apartment for rent
    Apartment • 8 People • 4 • 4 •
    From
    €
    1,214 /night
    Min Stay 1 night


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    Lucca, Italy 

    € 1,214 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Chestnut Charm

    Wrapped in floral beauty, this charming villa sits in the rolling hills of the Lucchesia. With a restored history, this home oozes class through the unique blend of exposed beams, terracotta floors and marble worktops – it’s hard to imagine that it was once a storage and drying room for chestnuts. The elegant rooms are decorated with antiques yet tastefully furnished for a contemporary touch and when bedtime calls, you’ll find yourself effortlessly drifting off into a peaceful night’s sleep with each bedroom populated with comfy cushions and cosy beamed ceilings. As the sun rises, venture outside and you’ll be greeted with the scent of aromatic herbs, sweet flowers and zesty orange trees. The vine-covered pergola is where you can enjoy a breakfast spread alfresco, surrounded by loved ones, after which, you can enjoy a refreshing dip in the private pool with sprawling views of Tuscany. When you need a little respite from the sun, sneak o...More Details


      • Booked Available
    Siena, Apartment for rent
    Apartment • 4 People • 2 • 2 •
    From
    €
    166 /night
    Min Stay 1 night


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    Siena, Italy 

    € 166 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    A Little Piece of History

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


      • Booked Available
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    Grosseto, Apartment for rent
    Apartment • 4 People • 2 • 2 •
    From
    €
    312 /night
    Min Stay 1 night


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    Grosseto, Italy 

    € 312 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Valley View Villa

    This home is part of a development of independently-owned cottages in the countryside that borders the Pescinello natural park. It’s a tranquil place to stay, ideal for those seeking an Italian stay that’s off the beaten track. The views are breath-taking, and each home – built from traditional Tuscan stone – has its own furnished outside space. Here, you can cook on the stone barbecue and dine alfresco. There’s also a communal outdoor pool. You’ll need a car to explore – we recommend driving 20 kilometres to Saturnia’s hot springs. *Due to the location of this home, hiring a car is essential. There’s free on-site parking.*This home is part of a resort of independently-owned cottages. The swimming pool is shared with the other homes, and is available from May to September. *The bedrooms can set be set up as twins or doubles – just let your host know which you’d prefer when you book. *Your host can provide a cot and high chair for littl...More Details


      • Booked Available
    Florence, Apartment for rent
    Apartment • 6 People • 2 • 1 •
    From
    €
    378 /night
    Min Stay 1 night


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    Florence, Italy 

    € 378 /Night (minimum stay 1 night)
  • WiFi

    Cielo Bianco

    Sitting just a five-minute walk from Piazza Massimo D'Azeglio, this pared-back, comfortable apartment puts you in a prime spot from which to explore Florence’s most celebrated sights. Inside, a white, minimalist aesthetic sets a stylishly modern scene in the open-plan living area, where tall windows offer leafy views and ample natural light. Make yourself comfortable on the inviting sofa with a glass of Italian wine or head into the kitchen area where a table beckons intimate meals when you’re not out sampling the local restaurant scene. Upstairs, the two bedrooms offer all the romance of falling asleep under the stars with their pretty skylights, while the bathroom’s rainfall tower shower is ready to get days off on the right, relaxing foot. When it comes to sightseeing, soak up some history and culture at the Leonardo Da Vinci Museum or at the Accademia Gallery – both a fifteen-minute walk away – and make a beeline for the famous Ca...More Details


      • Booked Available
    Florence, House for rent
    House • 6 People • 2 • 5 •
    From
    €
    427 /night
    Min Stay 1 night


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    Florence, Italy 

    € 427 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Grapes of Tuscany

    This Tuscan villa caught our eye for its incredible views of the surrounding countryside, best enjoyed from the poolside or sheltered balcony. Keen chefs will love the barbecue and pizza oven, which make alfresco cooking a breeze, and the chlorine-free pool will be a hit with adults and children alike. While it’s not the most luxurious home in our collection and feels a little dated in places, the stand-out views, peaceful setting, and tranquil outdoor seating areas mean it still has lots to offer. Located near the village of Cerreto Guidi, you’re perfectly placed for hiking the Tuscan hills or visiting one of the many vineyards that the region is known for. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request them in advance.*The swimming pool is only available for use between April and September. The pool isn't fenced so children will need to be supervised at all times. C...More Details


      • Booked Available
    Siena, Apartment for rent
    Apartment • 16 People • 10 • 9 •
    From
    €
    1,144 /night
    Min Stay 3 nights


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    Siena, Italy 

    € 1,144 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Texture Like Sun

    A hideaway in the Tuscan countryside, this beautiful home has an air of old Italy about it, without sacrificing modern comforts. Surrounded by the gold and green hills, it's a home for those who want to take a break from the everyday and bring the entire family along to do it with. With two houses and a sprawling garden, there is definitely enough room to accommodate everyone. In the mornings, step outside for an espresso before taking a refreshing dip in the pool. Relax under the Italian sun on one of the loungers — or retreat to the covered pergola with a good book. Inside, the home has retained many of its original features, including wood-beamed ceilings, an open stone hearth in the living room, and tall, arched windows looking out over the grounds. Sunflower-yellow walls throughout are sure to put a smile on your face. When golden hour hits, step outside to take in views of the Tuscan countryside, golden-hued and changing by the se...More Details


      • Booked Available
    Florence, Apartment for rent
    Apartment • 14 People • 7 • 8 •
    From
    €
    2,778 /night
    Min Stay 7 nights


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    Florence, Italy 

    € 2,778 /Night (minimum stay 7 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    A Little Romance

    This deluxe villa sits in the Chianti hills with some of Tuscany’s prettiest cities within day-tripping distance – Florence, Siena and Arezzo. Vineyards dot the verdant hills around you and you can admire the view from the cool of the infinity pool. Patios and terraces fill the outside space for meals in the Tuscan sun. Despite the original features of the old farmhouse, the interior is surprisingly modern – just what you want in the kitchen and bathrooms. The bonus? An indoor pool with hydro-massage, creating a spa stay for those that really want to unwind. *This home is split over two levels, so it may not be suitable for those with limited mobility.*A daily cleaning service is included. Linen is changed weekly and towels are changed every other day.*Your host welcomes small pets here. Let them know in advance if you are bringing a four-legged friend.*Your host can provide a high chair for infants, just ask.*In a remote location, hav...More Details


      • Booked Available
    Siena, Apartment for rent
    Apartment • 6 People • 3 • 3 •
    From
    €
    845 /night
    Min Stay 7 nights


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    Siena, Italy 

    € 845 /Night (minimum stay 7 nights)
  • Pets Allowed
    Air Conditioning
    WiFi

    Vista a Montepulciano

    One of two three-bedroom apartments set within a traditional Tuscan farmhouse, it offers a welcome respite from the hustle and bustle of everyday life, overlooking the hilltop town of Montepulciano.Despite its recent renovation, your hosts have done their utmost to maintain the period features that made this villa so special in the first place, so the original archways, exposed beams and wooden windows remain. However, stylish contemporary furnishings and a sleek kitchen bring it firmly up to date. All en-suite bedrooms complete the interior offering, each with views over the medieval town of Montepulciano, while guests staying in the main suite benefit from direct access to the balcony. *Some of the outdoor spaces are shared with the other apartment in the building*The villa is set over three levels, so it may not be suitable for those with limited mobility*We'd recommend a car to fully explore the area – there's ample on-site parking...More Details


      • Booked Available
    Siena, House for rent
    House • 3 People • 1 • 1 •
    From
    €
    241 /night
    Min Stay 1 night


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    Siena, Italy 

    € 241 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Hillside Sanctuary

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


      • Booked Available
    Florence, Apartment for rent
    Apartment • 37 People • 18 • 18 •
    From
    €
    6,482 /night
    Min Stay 1 night


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    Florence, Italy 

    € 6,482 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Where You Feel Most Alive

    Shake hands with luxury at this stunning private estate, nestled in the hills of the Tuscan countryside. Made up of three villas separated by high hedgerows, this home has all you need for a perfect getaway amongst the cypresses and olive groves of Tuscany and the lush vineyards of Chianti. Go for a dip in one of the private pools, no matter the weather – both indoor pools come complete with heated waters, stunning views and their own bars. Cook up a storm in the outdoor kitchen and dine alfresco as the sun sets over the hills, and enjoy drinks while lounging on the outdoor seating or in the hammock. No matter which of the three villas you decide to make yours for the holiday, you'll be sure to have the stay of a lifetime. Enjoy plenty of home comforts with that extra touch of luxury – get pampered by the Jacuzzi jets in one of the bedroom tubs, or fly high in a helicopter above the impressive estate and see the sweeping sights of Tusca...More Details


      • Booked Available
    Florence, Apartment for rent
    Apartment • 12 People • 5 • 5 •
    From
    €
    889 /night
    Min Stay 7 nights


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    Florence, Italy 

    € 889 /Night (minimum stay 7 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Brunelleschi's Eye

    This 17th-century villa is fifteen minutes from the historic centre of Florence. Once you’ve had your fill of the bustling city centre, the Uffizi and the crowded Duomo Square, it’s a delight to retreat to this ancient residential area on the edge of the city. A private pool occupies one of the natural garden terraces and the dining patios and outdoor lounges overlook the domes and towers of the Florence skyline. Those who enjoy alfresco dining can take advantage of the summer kitchen and stone grill. The decor harks back to the old world (some might say dated), and there are three comfy living rooms and a full kitchen inside. *The laundry facilities are in a separate garden cottage along with a WC.*Your host can provide a cot, high chair and changing table for infants, just ask.*The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *You're on the very edge of Florence, but having a...More Details


      • Booked Available
    Siena, Apartment for rent
    Apartment • 6 People • 3 • 3 •
    From
    €
    833 /night
    Min Stay 3 nights


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    Siena, Italy 

    € 833 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

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


      • Booked Available
    Arezzo, Apartment for rent
    Apartment • 8 People • 4 • 4 •
    From
    €
    1,056 /night
    Min Stay 1 night


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    Arezzo, Italy 

    € 1,056 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Orange Sun

    Enjoy a fairytale setting when you stay on this Tuscan estate, nestled amid scenery said to have inspired da Vinci's paintings. Designed by a famous architect, we love how this home retains its traditional character with an ancient fireplace and a loggia overlooking the communal square. On-site, there's also a seasonal pool to share with your neighbours, a restaurant, and a concierge to help you plan tours. Fancy a road trip? Florence and Arezzo are less than an hour away by car. *While some of the bathrooms aren't photographed, expect the style and quality to be consistent with the rest of the home.*You'll have access to the on-site restaurant and swimming pool here. They're shared with the estate's other residents. That said, the pool is only available for use between 1st May and 30th September.*There’s free parking for up to two cars on-site. Due to this home's location, we recommend hiring a car to get the most out of your stay.*If...More Details


      • Booked Available
    Lucca, Apartment for rent
    Apartment • 8 People • 4 • 3 •
    From
    €
    500 /night
    Min Stay 3 nights


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    Lucca, Italy 

    € 500 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Pastoral Dream

    Fulfil all your Tuscan dreams at this hilltop villa. Surrounded by lush gardens with incredible views over the rolling countryside, you'll have a hard time summoning up the will to leave and explore the local area. Set over three floors, there are plenty of spaces to unwind, including in front of the traditional Tuscan fireplace in the living room. Head upstairs to the secluded reading room for an ideal place to settle in with a book, enjoying the warm breeze from an open window. In the kitchen, the Carrara marble shelves and antique pantry lend an authentic air, with modern amenities hidden out of sight. After you've rustled up a dish even the best Italian chef would be proud of, dine on the terrace in the shade of the climbing plants and trees – there's also a barbecue for a memorable meal. You won't be able to resist a dip in the swimming pool, shaded as it is by ancient olive trees, but there are also sun loungers if you'd like to m...More Details


      • Booked Available
    Siena, Apartment for rent
    Apartment • 4 People • 2 • 2 •
    From
    €
    285 /night
    Min Stay 4 nights


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    Siena, Italy 

    € 285 /Night (minimum stay 4 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Alighieri

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


      • Booked Available
    Radda in Chianti, Apartment for rent
    Apartment • 6 People • 3 • 3 •
    From
    €
    615 /night
    Min Stay 3 nights


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    Radda in Chianti, Italy 

    € 615 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Stonehill Vines

    This grand stone villa looks the perfect part in a region known for its Renaissance history and castles. Located on a gentle hillside slope, this 16th century home sings of rural Tuscany. With its two floors connected by an external staircase, you can easily dip in and out of its beautiful beamed main room and bedrooms and into the gorgeous sunshine. Outside, a covered dining pergola, panoramic terrace, and raised pool garden offer views from every angle, celebrating country living amidst the home’s surrounding woodlands, olive trees, and endless rows of vines. Taste Tuscany's infamous Chianti grapes with an inclusive tour and guided tasting at the Castello d’Albola and explore the hills’ rustic trails and hidden paths on horseback. Discover the nearby ‘road of the castles’ and live out your own royally decadent stay at this home that’s a true feast for the senses. *All the beds can be separated or pushed together to make singles or do...More Details


      • Booked Available
    Florence, Apartment for rent
    Apartment • 4 People • 2 • 2 •
    From
    €
    572 /night
    Min Stay 2 nights


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    Florence, Italy 

    € 572 /Night (minimum stay 2 nights)
  • Air Conditioning
    WiFi

    Palazzo Pitti Retreat

    In the heart of Florence's trendy Oltrarno neighbourhood, this charming apartment is ideal for friends and families. Located on the top floor, both bedrooms have their own en-suites and there's a small balcony with space to stand out and enjoy the fresh air. The central location means you can expect some outside noise and one of the bathrooms is very small, but you'll have everything you need for a comfortable stay and the location is great for sightseeing. You'll be right across the road from the beautiful Palazzo Pitti and Boboli Gardens, and public transport is nearby for getting around. *Service animals may be welcome here, but speak to your host about this before booking – regular pets aren't permitted. *This home is in an apartment building in a central location, so you can expect to hear some outside noise during your stay. *Some cleaning and maintenance are provided here by your host. *One of the bathrooms in this home is very...More Details


      • Booked Available
    Grosseto, House for rent
    House • 6 People • 3 • 3 •
    From
    €
    269 /night
    Min Stay 7 nights


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    Grosseto, Italy 

    € 269 /Night (minimum stay 7 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Views Of The Vineyard

    If you want to go off the beaten track for your Tuscan adventures, then this home is a great pick for you. Located in the Maremma region, it's a quiet spot surrounded by vines where you can truly kick back and relax in style. The cosy interiors will make you feel at home right away – think warming colours, plush fabrics, and rich wood details. It's the ideal place to enjoy some respite from the heat, but we think you'll want to spend most of your time soaking up the sunshine outside. Mix a round of Aperol Spritzes at the outdoor bar, before settling down on a lounger to catch some rays. Take a dip in the swimming pool if you need to cool down, and when evening rolls around you can fire up the barbeque for a delicious grilled feast in the fresh air. The sleepy hilltop village of Montemassi is just a five-minute drive away, where you can visit the ancient gates, churches, and castle. Walkers are in luck, as the Nel mezzo alla Maremma hiki...More Details


      • Booked Available
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