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Italy Country: Italy (10548) | Region: Tuscany (3343)
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    Found 74 Pisa holiday homes for rent

    Apartment • 20 People • 9 9 pets pool wifi
    From
    1,391 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,391 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Grapes of Love


    Set in rural Tuscany, this traditional home presents a peaceful getaway to a family or large group of friends. Just a short drive from the sandy Tuscan coastline and within proximity of Volterra and San Gimignano – guests can balance exploring the surrounding locale with some leisure and relaxation at the villa. You'll find a private swimming pool, expansive gardens and a large terrace – ideal for alfresco Italian meals in the sunshine. Of course, with country views like these – you'll want to spend as much time as possible outside and re-connecting with nature. However, if you're visiting during the colder months, the villa's classic designs will bring you an authentic taste of Tuscany. *While not all of the bathrooms are photographed, expect the style and quality to be consistent with the rest of the home.\n *The home is spread across two floors with no lift, so it may not be suited to those with limited mobility. \n *Due to the ...More Details


    • Booked Available
    Apartment • 12 People • 6 6 pets pool wifi
    From
    1,538 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,538 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Valley of the Vines


    Nestled in the picturesque Tuscan countryside, this converted farmhouse boasts a private pool overlooking the hills and a sunny terrace, perfect for alfresco meals or relaxing on the comfortable daybed. The home comprises a villa sleeping eight and a self-contained annex for four, so it’s a great choice for groups wanting to share outdoor spaces while having a bit of extra privacy inside. When it comes to location, you’re in a great spot for exploring, with the traditional village of Palaia nearby and the city of Pisa, with its famous leaning tower, just 15 kilometres away. *This home comprises a villa and an annex, both with their own bedrooms, bathrooms, kitchen or kitchenette, and lounge, rented as one. *While one of the bathrooms isn’t photographed, expect the style and quality to be consistent with the rest of the home. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. ...More Details


    • Booked Available
    House • 4 People • 2 2 pool wifi
    From
    1,225 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,225 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    An open space in a sixteenth-century building, in the hilly outskirts of Florence that, at time 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 Conditioning Amazon Prime Balcony Balcony / Patio Bathrobes Bicycles Black-Out Blinds Blender Buzzer / Wireless Intercom Carbon Monoxide Detector Central Heating Coffee Maker Cooking Essentials Cot / Crib Dishwasher Dryer Electricity Adaptors Espresso Machine Extra Pillows and Blankets Fan Fire Extinguisher First Aid Kit Free...More Details


    • Booked Available
    Apartment • 12 People • 6 6 pets pool wifi
    From
    948 /night
    Min Stay 1 night

    Pisa, Italy 

    € 948 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Time in Tuscany


    Surrounded by unspoilt Tuscan countryside, within driving distance of Volterrà, this villa suits families and groups of friends. It’s all about outdoor living here, thanks to the dining terrace and private swimming pool. When it’s time to head inside, however, you’ll find all the usual home comforts, plus two sitting rooms providing plenty of space for the whole group to stretch out. Just so you know, bed linen isn’t included in the cost and will need to be ordered before arrival. *Due to this home's location, we recommend hiring a car to get the most out of your stay. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *While some of the bedrooms and bathrooms aren’t photographed, expect the style and quality to be consistent with the rest of the home. Air Conditioning Child Friendly Freezer Fridge Iron Kitchen Oven Patio / Terrace Pets Allowed Stove Swimming Pool TV Wi-fi...More Details


    • Booked Available
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    Apartment • 8 People • 3 3 pool wifi
    From
    365 /night
    Min Stay 1 night

    Pisa, Italy 

    € 365 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Peaceful Pontedera


    You’ll find this rustic Tuscan farmhouse in the rural surroundings of Pontedera in Pisa. While the interiors may feel a little dated, the home has everything a family or group of friends needs for a relaxing stay in the Italian countryside. There’s plenty of outdoor communal space here – complete with a private swimming pool, barbecue, shaded dining area, and large terrace – perfect for those days in the sun. Situated just a short drive from Lucca, Pisa, Siena, and Florence – you can easily explore what the region has to offer. *The traditional decor here might not be to everyone's taste. It feels a little dated.\n *While the kitchen and additional bathrooms aren’t photographed, expect the style and quality to be consistent with the rest of the home.\n *At full occupancy, two guests will be sleeping on the sofa bed in the living area.\n *There are steps leading down to the unfenced swimming pool. If you're bringing little ones, they'l...More Details


    • Booked Available
    Apartment • 10 People • 4 5
    From
    946 /night
    Min Stay 1 night

    Pisa, Italy 

    € 946 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Tales of Tuscany


    Pack your bags and make your way to this beautiful hideaway in the San Miniato region in Italy. Enter through the gates and up the grand, stone-paved driveway to a peach-orange typically Tuscan villa with wooden shutters. You’ll immediately want to drop everything to explore the green expanse, jump straight into the infinity pool and stretch out to catch some rays on the plush outdoor armchairs. High-beamed ceilings, arched entryways, terracotta floors and tiled bathrooms give the sense of traditional Italy. This is the kind of home where chandeliers light the formal dining room, baths come with claw feet, and fireplaces are crowned with antique trinkets. This is the perfect opportunity to try your hand at pizza making with the kitchen’s wood-burning oven, and there’s an old-fashioned pasta maker in the alcove for an Italian feast like nonna used to make. Show off your culinary skills as you gather around for a meal at the long, wooden ...More Details


    • Booked Available
    Apartment • 14 People • 8 9
    From
    1,489 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,489 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Olive - The Roses


    Maintaining its original stone structure, this refurbished farmhouse is a traditional gem in the middle of emerald green hills. Split into three apartments – two on the ground floor, the other upstairs – as well as a separate annexe, this flexible home offers a choice of independent spaces to suit a group. Swim a few laps of the private pool surrounded by centuries-old olive groves, cypresses and rose bushes, and just take in the tranquillity of the setting. Later, take a walk in the organic vegetable garden to pick fresh produce for lunch. A large outdoor table shaded by white umbrellas makes for the perfect spot to dine with views of the Tuscan landscape. In the evening, have cocktails in the moonlit garden, or head indoors to relax on the plush white sofas in the main living room. We love the stunning chandeliers, vintage beds and faux fur rugs that lend this rustic home an air of luxury. *There are no restaurants within walking di...More Details


    • Booked Available
    Apartment • 10 People • 5 5
    From
    1,433 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,433 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Twin Set - Pearls


    Don’t be thrown by the neon pool umbrellas – everything else about this villa is pure class. Set in two square kilometres of gardens, with manicured lawns, fragrant herbs and towering cypress trees, it’s an imposing Tuscan country home, with two wings and a separate annexe. Found in Casino di Terra in Pisa province, its style could be described as “typically Tuscan”, with its whitewashed walls and terracotta tiles, bare stonework and exposed beams, making for a relaxing, traditional vibe. The two wing set-up makes it great for two families to share, especially as there’s a good mixture of double and single beds (including three rooms where you can choose to zip them together or separate them to suit). Throw in the pool area, with its outdoor shower and nighttime illumination, stone barbecue and a poolside portico for outdoor dining in all weathers, and you’ve got the makings of a seriously nice Italian holiday. *The pool is open for ...More Details


    • Booked Available
    Apartment • 14 People • 4 5
    From
    1,472 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,472 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Old Watchtower


    Explore Tuscany in a true, romantic fashion at this countryside home. Stone walls, beamed ceilings, traditional furniture, and a grand fireplace come together to create a cosy and warm atmosphere, welcoming you from the moment you arrive. Inside, you'll find a huge kitchen (perfect for practising gnocchi-making skills with your loved ones), billiard table and vast entertaining space, with an array of charming en-suite bedrooms at the top of the terracotta staircase. Outside, there's a beautiful portico for alfresco lunches and dinners, and a stunning swimming pool lined in sky-blue tiles – it even has its own hydromassage area. Kids will spend endless hours entertaining themselves with the slide and swing set, while adults can climb the external stone staircase to sip sundowners on the small terrace where the old watchtower once was. *The owner, a discreet lady who oversees the maintenance on the days agreed with guests, stays in an a...More Details


    • Booked Available
    Apartment • 14 People • 7 6
    From
    1,741 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,741 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Da Vinci in Love


    Sitting proudly amongst the Tuscan hills, this fine villa looks out across olive groves and vineyards, as well as an ancient hilltop fort. Equidistant between the provinces of Florence and Pisa, there is a wealth of cultural gems to explore, including the nearby town Vinci (of Leonardo fame). The grounds and gardens are extensive and beautiful, interspersed with olive trees and sweet-scented Mediterranean herbs. The immaculate swimming pool is set over three levels, with the Jacuzzi cascading down into the infinity pool and then on into a shallower children’s pool. Inside the handsome villa, with its classic shuttered windows and scalloped terracotta roof tiles, you’ll find a cool and calm retreat from the Tuscan sun. Exposed brickwork and natural tones of sand and honeyed stone create a calming atmosphere, and there is lovely antique furniture throughout. *Toilet paper is not provided here, so you'll need to bring your own. Air Co...More Details


    • Booked Available
    Apartment • 8 People • 4 4
    From
    1,164 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,164 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Asian Fusion


    Buried deep in the rolling hills of Tuscany, with idyllic rural views stretching as far as the eye can see, this villa in Montecatini Val di Cecina is achingly beautiful inside and out. Combining stone walls and wooden beams with modern furnishings and stylish decor, this one offers a unique stay experience with plenty of luxury touches to boot. We particularly love the contemporary modular sofa, artistic lighting and Asian wall art that blends with the handmade wood and antique fireplace to create a well-balanced, zen space to relax after an explorative day driving up and down the winding hillside roads. Cook up a storm in the sleek kitchen, before tucking into a big group meal in the dining room with funky decorative details – like the wooden bookshelves and Asian-influenced objects. But while we adore the interiors, our favourite spot has to be down by the glistening pool. Whether you're enjoying an alfresco lunch on the covered ...More Details


    • Booked Available
    Apartment • 18 People • 9 10
    From
    2,458 /night
    Min Stay 1 night

    Pisa, Italy 

    € 2,458 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Hillside Vines


    In the undulating Tuscan countryside, this villa sits atop a hill, right on the ancient oil and wine route through olive groves and vineyards. It’s a fifteen-minute drive from Volterra, a medieval walled town with plenty of farm-to-table restaurants and old churches to explore. And Siena is just under an hour’s drive for a day trip. Panoramic views take centre stage outdoors, where raised terraces can provide shaded spots for meals outside. From a poolside lounger, you can admire the forest-clad hills around you, before slipping into the turquoise pool to cool off from the sun. Aperitivo is best served on the first-floor terrace, where comfy seating looks out over the countryside. The villa may have the stone facade and arched windows of a traditional Tuscan farmhouse, but the wall of glass in the living and dining room is a testament to the 21st century. There’s more than enough room for the group to spread out and dine together at t...More Details


    • Booked Available
    Apartment • 14 People • 7 5
    From
    1,003 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,003 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Tranquility - Joy


    If you're seeking tranquillity, this elegant country house is perfect. Having undergone a refined renovation, it's a successful mix of the traditional and the modern, with its contemporary comforts alongside exposed stone walls and wooden beams. Relax in the pretty garden bordered by a hedge for privacy – we adore the vistas over the tapestry of fields in the distance from the swimming pool. Later, fire up the brick-built barbecue and enjoy an alfresco lunch in the portico or the second dining area under the shade of a pergola. This home is ideal for a group of friends or family who want privacy as upstairs are two mini-apartments connected internally to the main house but with a separate entrance from the mezzanine floor. On the ground floor, there's also a suite with independent access – here, you'll find a kitchenette and bathroom, as well as a bedroom. Situated in the Val di Cecina, you'll find unspoilt countryside, dotted with ...More Details


    • Booked Available
    Apartment • 14 People • 8 8
    From
    1,360 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,360 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Amor Dimora Toscana


    This private, Tuscan villa is situated in the heart of the Val di Cecina and is surrounded by beautiful scenery. A restored farmhouse that offers private bathrooms with each of its bedrooms, and a large communal area that is perfect for big family or friend reunions. While the professional kitchen is where you can cook delicious Italian cuisine to be enjoyed in the charming gazebo with its elegant dining area. During the day, you can lounge by the south-facing pool on the upper terrace of the garden which is cloaked by the silver of a grove of olive trees. Take in the panoramic views from the comfort of a shaded sunbed, or descend the Roman steps into the cool waters of the pool. Explore the shops, restaurants, piazzas, cafés, 12th-century Romanesque church, elegant 19th-century buildings, and the remains of fortresses in the historic town centre, just a fifteen-minute walk away. This property is also part of an organic farm estate...More Details


    • Booked Available
    Apartment • 2 People • 1 1
    From
    171 /night
    Min Stay 1 night

    Pisa, Italy 

    € 171 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Queen of Hearts


    Dressed in sumptuous velvet furnishings, with classic styling throughout, this traditional apartment overlooks picturesque views of the Tuscany hillside. Located on the first floor, the apartment boasts optimal storage space, opulent high ceilings and shared access to the complex's pool and terrace area. While traditional designs create an atmospheric space, modern amenities ensure comfort and practicality in every part of the home. We particularly love the contrast between the sleek kitchen and plush living area. After a day of exploring the surrounding scenes of the Tuscan countryside or nearby sought-after city stops such as Lucca, Florence and Pisa – come back to soak up the sunset views over the valley. From here, there's no better feeling than unwinding with a glass of local wine in one of the armchairs or out on the communal terrace at the end of an action-packed day in Tuscany. If you're keen to stay local, the local village...More Details


    • Booked Available
    House • 30 People • 16 11
    From
    2,234 /night
    Min Stay 1 night

    Pisa, Italy 

    € 2,234 /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 sens...More Details


    • Booked Available
    House • 22 People • 10 10
    From
    1,526 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,526 /Night (minimum stay 1 night)
  • 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 Gi...More Details


    • Booked Available
    Apartment • 5 People • 2 1
    From
    207 /night
    Min Stay 1 night

    Pisa, Italy 

    € 207 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    WiFi

    Tuscan Travels


    Gather up your favourite people and spend some quality time together at this tranquil home. Part of a traditional farmhouse, it's situated in a quiet corner of southwest Tuscany – when it comes to peace, perfect peace, it doesn't get much better than this. There are plenty of original features to admire inside, from the fireplace to the wooden ceiling beams. Budding chefs can practice their favourite Italian dishes in the kitchen, and serve up their culinary creations at the rustic table. Outside, you'll find a gorgeous covered space where you can relax and drink in the stunning views across the countryside. And, when the temperature rises, it's time to plunge into the sparkling swimming pool for a refreshing dip. There's still a working farm in the surrounding fields, and the host is happy to introduce kids to the animals or put you in touch with the local riding stables to arrange a hack. There are some charming walks nearby, and ...More Details


    • Booked Available
    Apartment • 4 People • 2 1
    From
    494 /night
    Min Stay 1 night

    Pisa, Italy 

    € 494 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Beautiful Country


    Sitting in the middle of rolling Tuscan hills, this home might look like a single villa from the outside, but it's actually two self-contained apartments, each with its own living room, kitchen and bathrooms. If you're two large families travelling together in need of a little privacy at certain moments, this is a very elegant solution. We're happy to say that each section is as handsome as the other, with plenty of traditional Tuscan architectural features to be spotted, such as terracotta flooring, wooden ceiling beams and rustic fireplaces. Where the address really impresses, however, is the communal outdoor space. Here, you've got everything from a long swimming pool blessed with stunning views of the verdant Valdera landscape to a wealth of terraces with alfresco seating and a stone barbecue for whipping up hearty feasts. Time your visit right and visitors are rewarded with the heady scent of roses as the well-maintained garden co...More Details


    • Booked Available
    Apartment • 5 People • 2 1
    From
    194 /night
    Min Stay 1 night

    Pisa, Italy 

    € 194 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Sun On The Vines


    This pastoral home is perfectly placed to immerse yourself into the rural Tuscan lifestyle. It's part of a large farm and is surrounded by vineyards, olive trees and sprawling hillside. You're welcome to sample wines, try the local produce and feel part of the Tuscany culture. Such is the natural beauty that encompasses the house, you're expertly located for wholesome walks in the tranquility of the countryside. Take morning strolls underneath the Mediterranean Sun to bask in the serenity of your surroundings. For a more active itinerary, there are a plethora of activities available. Go wine tasting at the vineyards, try your hand at horse riding or learn how to cook traditional Tuscan meals from talented chefs. Of course, you can always let someone else take care of the food whilst you while away the hours in the picturesque pool. If you'd prefer a bit of privacy, the quaint comfort of your home is a peaceful abode. Relax on the s...More Details


    • Booked Available
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