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    Found 964 Tuscany Houses for vacation rental

    House • 18 People • 9 7 pets pool wifi
    From
    686 /night
    Min Stay 1 night


    Arezzo, Italy 

    € 686 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Tuscan Wedge


    This elegant Tuscan villa features a separate cottage with a double bedroom, perfect for guests seeking extra privacy. The main home emanates charm, with traditional features and plenty of space for a large family or a group of friends to kick back and relax. The outside boasts a private pool area, along with a lush garden and a covered alfresco dining area, perfect for those Italian feasts. There are also mountain bikes available here, so you can explore the picturesque countryside, while kids will love the outdoor play area. *This home consists of the main building and a separate guest cottage. *A car is recommended here to make the most out of your stay. There's free private parking on the premises. *The swimming pool is fenced and is in operation between April and October. 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. *A well-beha...More Details


    • Booked Available
    House • 30 People • 16 11 pets pool wifi
    From
    1,749 /night
    Min Stay 1 night


    Pisa, Italy 

    € 1,749 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Leaning Into The Season


    The light yellow walls of the mansion, punctuated by deep green windows, looks out onto one of the most beautiful gardens in Tuscany. The fresh greenery expands to 6000 square metres, exuding pure luxury in every inch. The grandeur of the home and size of the garden is perfect for large groups of friends or families.The glorious outdoor space matches whatever energy you want to bring on your Tuscan adventure. For lazy days underneath the summer sun, lounge around the pool with a glass of wine or cool beer. When you need a refreshing break from the heat, take a dip in the pool and soak in the stunning surroundings. For those of you who prefer a more active itinerary, the luscious grounds are filled with sporting facilities. Spend the morning practicing your forehands on the tennis courts before getting a game of five-a-side going on the football pitch. The garden is a utopia of social activity. Inside the sun-kissed walls, the sense of l...More Details


    • Booked Available
    House • 4 People • 2 2 pool wifi
    From
    422 /night
    Min Stay 5 nights


    Arezzo, Italy 

    € 422 /Night (minimum stay 5 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    A Sweet Symphony


    Set amidst the verdant greenery of the Tuscan countryside, this elegant home invites you to experience the timeless charm of Italian living. And from the moment of arrival, the atmospheric presence of the villa feels inspiring. Formerly a church that belonged to an old noble property, the owners have sensitively restored this building into a home that shines with character and poetic beauty. From the traditional features to the art and objects, every detail brings a quality of joy to daily life. And whether you’re gazing at the garden views from the kitchen, sipping coffee on the terrace or soaking in the bathtub, it’s easy to settle in and feel at home here. Stepping outside, you’ll discover an idyllic sanctuary – a natural haven perfectly poised for refreshing morning swims, long lunches and sunset drinks. Take a short stroll and you’ll find the village of Pergo is just fifteen–minutes away – there’s a supermarket here for any basic a...More Details


    • Booked Available
    House • 10 People • 5 3 pets pool wifi
    From
    949 /night
    Min Stay 1 night


    Arezzo, Italy 

    € 949 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    The Daisy Cutter


    This rustic villa caught our eye for its remote location and peaceful countryside surroundings (best enjoyed off the secret terrace accessed from the fifth bedroom). The nearest town of Ambra lies 10km away, so car hire is essential – though there'll be no interruptions here. You'll find plenty of tranquil outside spaces from which to soak up the glorious setting – from the swimming pool, garden and dining area to the tennis court, bocce court and table tennis space (you've also got a well-equipped gym). And, while the traditional interiors might not be to everyone's taste, keen chefs will love the modern kitchen, which makes alfresco cooking a delight. *Due to this home's location, you'll need to hire a car to get around. There's private parking within the grounds for up to three vehicles. The approach road is uneven so please take care upon arrival.*The villa is set over multiple floors with internal stairs. There is one double bedro...More Details


    • Booked Available
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    House • 10 People • 5 5
    From
    4,113 /night
    Min Stay 7 nights


    Monteroni D'Arbia, Italy 

    € 4,113 /Night (minimum stay 7 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Dream of Beauty


    From its privileged spot in the heart of Crete Senesi, this home opens its doors to classic Tuscan views and timeless Italian charm. Nestled within two acres of private land, you'll find the main house consists of two floors, while the independent annexe has a bedroom and private living area with a mini-fridge. You can also enjoy access to a salt-water pool, Jacuzzi and gym along with a range of personal touches – including private-labelled house wine and a concierge service. From here, leisurely days can be spent in the sweeping gardens or out exploring the region – the historic streets of Siena are just 12 kilometres away, while Montalcino is a twenty-minute drive. *Please note the fifth bedroom is located in the independent annexe which has its own entrance and living area with a mini-fridge.*Daily housekeeping and complimentary toiletries are included in your stay.*It is possible for the twin beds to be arranged as a king-sized bed...More Details


    • Booked Available
    House • 22 People • 10 10
    From
    1,045 /night
    Min Stay 4 nights


    Pisa, Italy 

    € 1,045 /Night (minimum stay 4 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    A Portrait of Life


    There are some homes that are simply made for entertaining. And this beautiful villa in Tuscany invites guests to come together and celebrate in style. Located in the village of Cevoli, there’s an authentic charm to this home that feels inspiring. From the moment you step inside, you’ll want to pause and admire the eclectic styling. Art and objects fill this space with a sense of depth and elegance, transporting you to another time and place. And wherever you find yourself, there’s something beautiful to see. From the ornate bedrooms to the tranquil gardens, every detail of this home enriches the moment – making it the perfect setting for families and friends to enjoy quality time together. Whether your relaxing by the pool or cooking in the kitchen, it’s easy to feel at home here. Days can be spent exploring the Tuscan countryside – wind your way through vineyards and olive groves towards the stunning villages of Volterra, San Gimignan...More Details


    • Booked Available
    House • 14 People • 6 5
    From
    1,573 /night
    Min Stay 1 night


    Pistoia, Italy 

    € 1,573 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Love From Tuscany


    Whether you’re in search of a romantic wedding destination or an immersive Tuscan retreat, this home delivers a dream-worthy solution. From the sweeping countryside views to the private pool (heated upon request), outdoor bar and elegant rooms, every detail has been considered to inspire total relaxation. It’s also extremely well located with the medieval village of Montecatini Alto just a five-minute drive away, and the historic city of Pistoia also within easy driving distance. *Due to this home's location, we recommend having a car to get the most out of your stay – there is also free private parking for up to ten cars. \n *This home is spread across three levels with no internal lift – there are also steps leading down to the pool.\n *Please note the swimming pool is only available from April to October. \n *You won't find a welcome hamper or basic essentials here, so we'd recommend packing some bits and bobs to get you started. ...More Details


    • Booked Available
    House • 16 People • 7 7
    From
    3,994 /night
    Min Stay 3 nights


    Florence, Italy 

    € 3,994 /Night (minimum stay 3 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Glitter - Gold


    Perched atop the hills on the outskirts of Florence, this villa is surrounded by jaw-dropping vistas and is ideal for families, friends, or couples travelling together. The grounds boast a private pool, a fire pit, and no shortage of space for children to play and for groups to dine under the sun. For added luxury, your host can help arrange a variety of experiences for an additional fee, from breakfast on the terrace to in-villa massages. You'll definitely need a car here to make the most of this gorgeous location, with Florence just a short drive away, and all its restaurants, shops, and historical hotspots at your fingertips. *While two of the bathrooms aren't photographed, expect the style and quality to be consistent with the rest of the home.*There is space to park for free on the driveway here. Due to this home's location, we recommend hiring a car to get the most out of your stay.*Climbing stairs may be required at this home.*T...More Details


    • Booked Available
    House • 10 People • 5 5
    From
    4,410 /night
    Min Stay 1 night


    Florence, Italy 

    € 4,410 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Spirit


    Standing boldly amid the rolling hills and meadows of Tuscany, it’s easy to see why this home caught our eye. Not only is it visually striking, but it also boasts great views, a private pool and exceptional service. Breakfast is included in your stay, butler service is available throughout the day and a private chef can be arranged for lunch and evening meals. Tennis lovers will also appreciate the access to the estate courts (just a ten-minute drive away), while those in search of an Italian adventure will love exploring nearby Florence – just a thirty-minute drive away. *Due to this home's location, we recommend having a car to get the most out of your stay – please also note this home is located within a private estate. \n *Daily breakfast is included in your stay, along with butler service (from 8am to 12pm and from 6pm to 10pm).\n *There is also a linen and towel change every three days. \n *There are three levels here with no int...More Details


    • Booked Available
    House • 14 People • 6 6
    From
    2,089 /night
    Min Stay 4 nights


    Siena, Italy 

    € 2,089 /Night (minimum stay 4 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Casa Rossa


    Tucked away at the end of a four-kilometre dirt road, Casa Rossa provides guests with complete privacy and serenity for a most relaxing stay in the rolling hills of the Valdichiana. Welcoming up to twelve guests, this is an excellent choice for a group of friends or a family gathering. Casa Rossa boasts a contemporary look that creates both a refreshing contrast to its rural setting and offers guests plenty of modern luxuries, from the sleek kitchen to the indoor fire pit. Step outside and make the most of the expansive lawn, large pool and outdoor dining set up. Although you're about an hour and a half from Florence, you can always create your own Bistecca alla Fiorentina on the barbecue. What a way to spend a vacation. *The fireplace here is just for decoration. You won't be able to use it during your stay. Air ConditioningBarbequeBathtubCentral HeatingDishwasherDryerElectricity AdaptorsEspresso MachineFreezerFridgeGardenHair DryerH...More Details


    • Booked Available
    House • 8 People • 5 3
    From
    939 /night
    Min Stay 1 night


    Siena, Italy 

    € 939 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    A Timeless Journey


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


    • Booked Available
    House • 12 People • 6 5
    From
    1,011 /night
    Min Stay 1 night


    Pisa, Italy 

    € 1,011 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Sunlight Memories


    Dating back to the mid-19th-century, this traditional Tuscan farmhouse has been transformed into a rustic sanctuary. Outside you can enjoy beautiful views, long walks and refreshing swims in the saltwater pool. There is also a herb garden, a barbecue and a shaded terrace – perfect for alfresco dining and evening drinks. Housekeeping can be arranged for an additional fee and your host can provide children’s amenities on request. It’s worth noting you will need a car to get around here, but it’s just a short drive to Volterra (20 kilometres away), while San Gimignano and Siena are also within driving distance. *Due to this location, we recommend hiring a car to get the most out of your stay. There is also private parking.*Please note this home is spread across two floors. It is possible for three of the twin bedrooms to be arranged as double beds or two single beds on request. *The traditional decor here might not be to everyone's taste....More Details


    • Booked Available
    House • 12 People • 6 6
    From
    1,150 /night
    Min Stay 7 nights


    Florence, Italy 

    € 1,150 /Night (minimum stay 7 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    Vines on the Hills


    If you want a holiday home with history, then look no further. This converted sixteenth-century stone watermill still boasts its original medieval staircase and the millstones where bread and pasta were once made. Lazy days can be spent lounging by the saltwater swimming pool, taking a dip in the waterfall at the bottom of the garden, or firing up the pizza oven for an alfresco feast. And as no trip to Tuscany would be complete without sampling some of the locally produced wine, your host can arrange a private wine-tasting session at the home. Location-wise, you’re near the town of Reggello, famous for its olive oil, and ever-popular Florence is within driving distance. *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 isn't fenced and there is a river nearby so children will need to be supervised at all times. *This is a lived-in home...More Details


    • Booked Available
    House • 6 People • 4 2
    From
    488 /night
    Min Stay 1 night


    Arezzo, Italy 

    € 488 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    A Taste of Nature


    This rustic hillside villa boasts gorgeous views from its multi-level garden and private pool. We think it's great for families – the sleeping arrangements have some flexibility, with one of the twin beds able to be converted to a double, and the mosquito screens in every room add some extra practicality. Furry friends are welcome, and your host can provide a free cot and high chair for little ones. Not to mention the location – despite the rolling green landscape, you'll be an easy drive from the Chianti region's charming towns, known for their food and wine. *The road up to this house is even but not paved, and there is space for up to two cars to park.*One well-behaved dog is welcome to accompany you during your stay.*Your host can provide a cot and high chair for free.*The pool is open from May to September.*One of the twin rooms can be converted to a double bed if you request this at the time of booking.*Two bedrooms have their ow...More Details


    • Booked Available
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    House • 13 People • 5 6
    From
    827 /night
    Min Stay 3 nights


    Florence, Italy 

    € 827 /Night (minimum stay 3 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Hillside Escape


    The sprawling grounds of this Tuscan villa are home to woodland walks where you can spot birds, a big private pool for cooling dips and lots of different places to dine and unwind out in nature. Inside, the traditional decor won’t be for everyone – the kitchen feels a little dated, but it’s got everything you need for big group meals, and the ramshackle collection of sofas and armchairs is homely. There’s a ground-floor bedroom and bathroom adapted for accessibility, but the rest of the bedrooms are up a twisting stone staircase. Location-wise, it’s in the Chianti hills, surrounded by vineyards, and Florence is just a few kilometres away. *The living areas, a double bedroom and an accessible bathroom are all on the ground floor, so this place may suit those with limited mobility.*At capacity, two guests will be on single beds sharing with a double bed. Three guests will be in a triple room.*The traditional decor won't be to everyone's ...More Details


    • Booked Available
    House • 22 People • 11 11
    From
    1,419 /night
    Min Stay 1 night


    Arezzo, Italy 

    € 1,419 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Sweet Vita


    Overlooking vineyards, rolling hills and woodland, this private estate sits like a gateway to the natural beauty of Tuscany. There are two villas here, one of which dates back to 1700 while the other is a traditional Tuscan farmhouse – together they set the tone for a restorative retreat or intimate celebration. You’ll also find two private pools, a barbecue and multiple terraces to relax and savour the unique charm of this location. From here, it's just a 250-metre stroll to a winery and restaurant – perfect for sampling local produce. And for explorations further afield, it's just a ten-minute drive to the hilltop city of Arezzo. While not all of the rooms are photographed, expect the style and quality to be consistent with the rest of the home.\n *Please note this home consists of two independent villas each with its own swimming pool. The first villa sleeps 12 guests and has two floors connected by external stairs. The second villa...More Details


    • Booked Available
    House • 8 People • 3 4
    From
    505 /night
    Min Stay 1 night


    Tuscany, Italy 

    € 505 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Home and Garden


    This Italian home boasts panoramic views of the Pistoia hills from the poolside. Comprising a main house and barn rented as one, you’ll have four living rooms to spill out into here. With a pool table, table football, and archery, there’s plenty to keep the kids happy, and outdoor meals will be easy thanks to two alfresco dining tables, a barbecue, and an outdoor oven. The layout here won’t suit everyone – the home is spread over several floors and one of the staircases is open – and the traditional decor won’t be to everyone’s tastes, but it’s a great option for those seeking a house with personality. Location-wise, you’re in the village of Massa e Cozzile, with Lucca, Pisa, and Versilia within driving distance for day trips. *This home comprises a main house and a barn, rented as one. At full occupancy, three guests will be sleeping on two sofa beds in the living area.*The swimming pool is only available for use between 15 May and 30...More Details


    • Booked Available
    House • 17 People • 8 6
    From
    649 /night
    Min Stay 1 night


    Arezzo, Italy 

    € 649 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Tuscan Song


    If you’re in search of a traditional Tuscan escape, this home delivers a great solution. Just 10 kilometres from Cortona, this rustic sanctuary consists of three independent apartments (each with its own entrance) – making it a great option for groups and families. It’s worth noting some of the furnishings are a little dated, but you will find a peaceful garden, a private pool and a large terrace with a barbecue. Your host can also help organise a range of extra services, including cooking classes and spa treatments. From here, it’s just a short drive to local amenities, while majestic cities like Arezzo and Siena are also within easy reach. *Please note this home is spread across three floors and consists of three apartments. Each floor has its own kitchen and entrance. There is also an adjoining annexe with a dining room.\n *While not all of the rooms are photographed, expect the style and quality to be consistent with the rest of th...More Details


    • Booked Available
    House • 8 People • 4 3
    From
    468 /night
    Min Stay 1 night


    Siena, Italy 

    € 468 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Beyond the Vines


    Basking in the Tuscan countryside, this home promises an escape from the daily routine. Sure, some of the bedrooms are a little bit of a squeeze, and the kitchen isn’t the biggest, but the home offers everything needed for a restful stay. Besides, with rolling countryside vistas and a private pool to cool off in, much of your time will be spent outdoors. Perfectly placed to explore the local areas by car, we’d recommend a trip to Pienza, just fifteen minutes away, to sample their famous Pecorino cheese. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's private parking available here.\n *As there is no air conditioning available here, it could get a little hot during the summer.\n *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance.\n *The swimming pool, open between 1st June and 30th September, isn't fenced. If you're bringing...More Details


    • Booked Available
    House • 8 People • 3 2
    From
    474 /night
    Min Stay 2 nights


    Florence, Italy 

    € 474 /Night (minimum stay 2 nights)
  • Pets Allowed
    Air Conditioning
    WiFi

    Vintage Vines


    Enchanting doesn't even begin to describe this old farmhouse in the heart of Tuscany. At first glance, we were captivated by the apple red shutters, ivy-clad stone walls and serene country setting, but once we stepped inside, we fell even more in love with the romantic, welcoming and rustic interior. Wooden ceilings adorned with beams, traditional antique furniture, elegant bedrooms – this home has charm in abundance, and, what's more, there's plenty of space to spread out and get comfortable. Our favourite part was the pretty garden. Day or night, the beautiful views across the hills paint the perfect backdrop for your stay. Dig into alfresco meals underneath the shady pergola and savour a glass of wine as the day slowly fades on the outdoor sofa – your host leaves a local bottle of vino, fresh flowers and a cake for you to enjoy. Once the chill sets in, gather around the brick fire pit and enjoy a laughter-packed evening underneath th...More Details


    • Booked Available
    House • 8 People • 4 4
    From
    756 /night
    Min Stay 1 night


    Arezzo, Italy 

    € 756 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Chapel of Tuscany


    This Tuscan villa is perfect for those seeking a tranquil country retreat – set amidst the rolling green hills of the Arezzo province, the place offers lovely views and plenty of privacy. The outdoors boasts a large swimming pool and a hot tub, as well as a lush garden and an alfresco dining area. The interior is all about that rustic charm – while some of the furnishings and the overall style may be a bit old-fashioned, we love the authentic character of this home. Bear in mind that a car is necessary here in order to explore the area and reach the shops and restaurants in the town of Gaiole. *A car is recommended here to make the most out of your stay. There's free private parking on the premises for two cars as well as an EV charge point.*The driveway leading up to this home is unpaved. *Please note that this home is spread across two floors with no internal lift.*The swimming pool is fenced and is in operation between May and Sept...More Details


    • Booked Available
    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


    • Booked Available
    House • 6 People • 3 3
    From
    1,285 /night
    Min Stay 1 night


    Tuscany, Italy 

    € 1,285 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Olive Book


    Nestled in the heart of the Tuscan countryside, this tranquil retreat is comprised of two separate cottages, making it a great choice for those seeking privacy. Not that you won’t have plenty of opportunities for some together times too – the garden features a swimming pool and a large patio, perfect for communal feasts and evenings of drinks. You’ll need a car to explore the surrounding area and reach the beautiful towns of Cortona, Montepulciano and Arezzo. *This complex comprises two independent cottages. The two homes share a swimming pool and garden area. \n *We recommend hiring a car to get the most out of your stay. There's free private parking on the premises. \n *Please note that there are stairs to climb in both cottages, meaning this may not be an ideal choice for guests with reduced mobility. \n *Well-behaved pets may be able to join you during your stay – please confirm details with your host at the time of booking. Air C...More Details


    • Booked Available
    House • 10 People • 5 5
    From
    876 /night
    Min Stay 1 night


    Arezzo, Italy 

    € 876 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tuscan Shadows


    Set high in the Tuscan hills, this villa has everything you need for a carefree stay. With a private pool and two terraces, you'll probably spend most of your time in the garden. The hot tub is the icing on the cake – it's the best spot to admire those sweeping views. While the traditional interior isn't as impressive, there's no shortage of space. The fifth bedroom is in a separate cottage, complete with a lounge and kitchenette – perfect for grandparents or a couple wanting extra privacy. A car is a must here, but you'll be within driving distance of Arezzo (25km), Cortona (13km), and the small village of Castiglion Fiorentino (5km). *The fifth bedroom is in an independent cottage. It also has a kitchenette, a living area, and a private entrance.*The first floor is divided into two separate areas, with no connecting door between them. *If you're travelling with little ones, your host can provide a free cot and high chair on request.*...More Details


    • Booked Available
    House • 6 People • 4 3
    From
    781 /night
    Min Stay 1 night


    Siena, Italy 

    € 781 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    From the Hilltop


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


    • Booked Available
    House • 12 People • 6 7
    From
    1,293 /night
    Min Stay 1 night


    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
    House • 12 People • 6 6
    From
    1,706 /night
    Min Stay 5 nights


    Grosseto, Italy 

    € 1,706 /Night (minimum stay 5 nights)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    This clifftop villa caught our eye for its views across the Tyrrhenian Sea. Located in the coastal town of Punta Ala, you’ll have direct access to the water, via steep private steps from the garden (the trek back up isn’t for the faint-hearted). There are two living rooms here (although the design may not be everyone's cup of tea), and all of the bedrooms are en-suite, so it’s a great option for a group. We love the outdoor spaces most of all – you’ll have a choice of spots to enjoy a morning espresso, alfresco lunch, or sundowner while admiring the panoramas. Location-wise, you'll find a beach, a golf course, and Punta Ala Marina all within a few minute's drive. *If you're travelling with little ones, your host can provide a cot for free. You'll need to request it in advance. *This is a lived-in home. You should expect some of the host's personal belongings to be present during your stay.*The three baths have showerheads but no shower...More Details


    • Booked Available
    House • 4 People • 2 2
    From
    1,335 /night
    Min Stay 3 nights


    Pisa, Italy 

    € 1,335 /Night (minimum stay 3 nights)
  • Swimming Pool
    Air Conditioning
    WiFi

    A sixteenth-century villa in the hilly outskirts of Florence that, at times, has been both a stables and a nightclub, Thermae is one of the most spectacular places we’ve seen in Italy. Its restoration has been a labour of love for the host, Giovanni, and the way that he’s incorporated technology into the original structure is simply impressive. There’s too much to describe here, but know that everything's been taken care of. And if we did have to choose one thing that stood out, it might have to be the pool, hidden away in the vaults, and only accessible through a trapdoor. tbc Air ConditioningAmazon PrimeBalconyBalcony / PatioBathrobesBicyclesBlack-Out BlindsBlenderBuzzer / Wireless IntercomCarbon Monoxide DetectorCentral HeatingCoffee MakerCooking EssentialsDishwasherDryerElectricity AdaptorsEspresso MachineExtra Pillows and BlanketsFanFire ExtinguisherFirst Aid KitFree Parking On PremisesFree Parking On StreetFreezerFridgeHair Drye...More Details


    • Booked Available
    House • 20 People • 9 7
    From
    604 /night
    Min Stay 1 night


    Arezzo, Italy 

    € 604 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Tuscan Views


    This traditional Tuscan home is located in the stunning Chianti hills. Made up of two stone farmhouses rented as one, it’s a great choice for a family reunion or group getaway. You’ll be doubling up on living rooms, kitchens, and dining rooms so there’s plenty of space for everyone, and two of the bedrooms have three beds – perfect for families or children. While the rustic decor inside won’t appeal to everyone, we think the outdoor space, with its panoramic views, private pool, and alfresco dining terrace, will be a crowd-pleaser. Location-wise, you’ll find a shop and a restaurant 1 kilometre away, and for day trips, the Medieval town of Arezzo is a 25-kilometre drive. *This home comprises two farmhouses, each with its own bedrooms, bathrooms, living room, kitchen, and dining room, rented as one.*The swimming pool is only available for use between 27 April and 19 October. The pool isn't fenced so children will need to be supervised at...More Details


    • Booked Available
    House • 8 People • 4 4
    From
    921 /night
    Min Stay 1 night


    Pisa, Italy 

    € 921 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Fall Into Dreams


    Nestled in the Pisan hills, this Tuscan home is ideal for a rural retreat. While the interior lacks natural light in places, it’s a comfortable and well-equipped home for up to eight guests with the added bonus of en-suites for all the bedrooms. And, step outdoors and you’ll see why this home caught our eye. With views of the surrounding countryside, there are sunny and shady spots aplenty to relax and enjoy the Mediterranean climate, along with a private pool to cool off and barbecue for alfresco dinners. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's private parking available here. \n *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.\n *The swimming pool, open between 1st May and 30th September, isn't fenced. If you're bringing children, they'll need to be supervised at all times. \n *Air conditioning ...More Details


    • Booked Available
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