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Italy Country: Italy (10548) | Region: Tuscany (3343)
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    Found 77 Pisa holiday homes for rent

    House • 22 People • 10 10 pets pool wifi
    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 • 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
    Apartment • 16 People • 8 7 pets pool wifi
    From
    1,584 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,584 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Gemini's Dream


    This villa in the Tuscan hills would suit a big group who like to gather together outside for long, lazy lunches and sessions by the private pool, but appreciate a little extra privacy when it comes to sleeping arrangements. Bedrooms are spread across four separate spaces, each with its own full kitchen, living and dining room. Built on the foundations of an 18th-century farmhouse, the interior radiates rustic Tuscan charm and country-style kitchens are ideal for knocking up an Italian feast (there’s also a professional kitchen available for an additional fee). But it’s the outside space that steals the show with playparks for the kids, vegetable gardens, a private pool and plenty of space to dine alfresco. *This home consists of four separate apartments, each with its own kitchen, living and dining room. *The swimming pool is open from the last Saturday in April until the first Saturday in October. *The swimming pool isn't fenced. If...More Details


    • Booked Available
    House • 22 People • 10 12 pets pool wifi
    From
    1,589 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,589 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Paolo's View


    Take a step back in time at this 18th-century Tuscan home. A slew of character features await inside, such as vaulted brick ceilings, terracotta floors, antique furniture and traditional paintings harking back to Italy's artsy heyday. The decor won't suit everyone, but what everyone will appreciate, however, is the sprawling garden and the private swimming pools (one for adults, one for kids). You won't be short of spots to sit back with a glass of wine and bask in the scenery. But, when you're ready to venture further afield, why not explore Pontedera (a twenty-minute drive), Pisa (45 kilometres away) and all the postcard-worthy villages Tuscany is known for? *All the bedrooms are on the upper floors, so this villa may not be suitable for guests with limited mobility. The twin bedroom can become a double by pushing the two beds together. Only the five bedrooms on the third floor have air conditioning.\n *If you're travelling with lit...More Details


    • Booked Available
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    Apartment • 16 People • 8 10 pool wifi
    From
    1,673 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,673 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Olive Stone - Oak


    Secluded in the picturesque hills of Tuscany, this traditional villa is a peaceful haven for families looking to see the countryside. Apart from dreamy views from the covered terrace and private swimming pool, we like the versatility of this home. Split into two apartments with four en-suite bedrooms each, you can keep them independent for more privacy or connect them via the internal staircase. When it comes to exploring, find beaches like Marina di Bibbona around thirty minutes away, and the home also makes a good base for day trips to Cecina, Volterra and beyond. *We suggest hiring a car for ease – there's private parking available here. *The villa is split into two separate apartments that can be connected by an internal staircase. The ground-floor apartment can accommodate guests with limited mobility. *Your host can provide a cot and high chair for free. *The swimming pool is only available for use between 15th April and 31st...More Details


    • Booked Available
    House • 12 People • 5 6
    From
    1,708 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,708 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Sky of Wonder


    This thoughtfully restored farmhouse is the perfect setting for a sweet Italian adventure. Nestled in the hills near Peccioli, you’ll be serenaded by beautiful views, a peaceful garden and a private pool. There’s also a sauna, a tennis court and a shaded terrace with a barbecue for alfresco dining. The rooms are set across the main house and an annexe – making this a great option for groups looking to stretch out and socialise. There are also a range of extra services available like grocery deliveries and organised excursions. Plus, it’s just 10 kilometres to Peccioli, while San Gimignano and Volterra are also within easy driving distance. *Please note the main house sleeps eight guests and the annexe sleeps four guests. Please also note the loft room in the annexe is not divided into separate rooms. *It is possible for one of the double bedrooms in the main house to be arranged with two single beds on request. *All fireplaces in thi...More Details


    • Booked Available
    House • 14 People • 6 6
    From
    1,712 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,712 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Palaia Paradise


    Perfect for family gatherings, this home is nestled between Florence and Pisa, just outside the village of Palaia. Surrounded by green hills and rolling Tuscan countryside, you'll be treated to fantastic views and plenty of space to roam. It consists of a main villa and a separate two-bedroom annexe ideal for teens or older relatives. Despite its traditional style, the interiors are cosy, although the garden is certainly the highlight. The seasonal pool takes centre stage, while the terrace has ample room for dining alfresco. If you're after a typical Tuscan pad emphasising outdoor living, this is just the ticket. *While the WC isn't photographed, expect the quality to be consistent with the rest of the home. *This home is spread across a two-storey main villa and an annexe. The annexe has two en-suite bedrooms, a kitchen, and a living area. *Two guests will sleep on a sofa bed, located in a lounge off the bedroom. We think it's best ...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
    House • 6 People • 3 3
    From
    1,803 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,803 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Villa of Tranquility


    Originally a small, rural stone building, this villa has been extended and modernised, allowing it to blend into the landscape. And what a setting it is, the views of the Tuscan countryside are beautiful – enjoy them from the swimming pool (heated for a fee) and the hot tub. Inside, there's plenty of room to entertain your family or friends, and if you must work while on holiday, well there are a couple of workstations in two bedrooms. We'd also recommend a car to get the most out of the area. You'll find Volterra 14 kilometres and San Gimignano 18 kilometres away. *This detached villa consists of three units. *A welcome kitchen starter kit is provided, including espresso pods, local olive oil, vinegar, spices and dishwasher tablets. *There are two bedrooms and bathrooms on the ground floor. *The swimming pool is only available for use between 1st April and 15th November. *If you're travelling with little ones, your host can provide ...More Details


    • Booked Available
    House • 14 People • 6 7
    From
    1,808 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,808 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Portrait of Tuscany


    Nestled in the heart of the Tuscan countryside, this home promises a peaceful escape surrounded by nature. Despite its location, Palaia village is within walking distance and San Miniato is a short drive away. Perfect for larger groups, this is an ideal base for friends or family who like to holiday together yet still enjoy some private time, as you have the main villa and a separate annexe here. Throw in olive grove views, a private pool and sun-drenched terraces, and it’s not hard to see why this home made it into our collection. *While not all bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *At full occupancy, two guests will be sleeping on the sofa bed in the living area of the turret, accessed via a bedroom. Let your host know in advance if you'd like this sofa bed to be made available. *This home comprises the main villa, sleeping ten, and an annexe, sleeping four. *If you'r...More Details


    • Booked Available
    Apartment • 22 People • 11 11
    From
    1,960 /night
    Min Stay 1 night

    Pisa, Italy 

    € 1,960 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Towards The Hills


    With uninterrupted views across the Tuscan hills and an abundance of charm and character, this home makes the perfect setting for a rustic Italian retreat. It’s also just a thirty-minute drive to the beaches along the coast, with towns like Volterra and San Gimignano also within easy driving distance. And back at home, there’s plenty to explore in and around the grounds. The swimming pool can be heated, the garden is child-friendly and the terrace is perfectly placed for sunset drinks. It also consists of two independent apartments – making this an ideal option for groups looking to spread out and enjoy quality time together. *Due to this home's location, we recommend having a car to get the most out of your stay.\n *This home consists of two independent apartments – one of which sleeps eight guests while the other sleeps 14 guests across two floors. \n *For those with reduced mobility, there are four ground-floor bedrooms and bathroo...More Details


    • Booked Available
    House • 20 People • 10 10
    From
    2,038 /night
    Min Stay 1 night

    Pisa, Italy 

    € 2,038 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Composer's Retreat


    This elegant home is in the Pisan Hills, surrounded by Tuscan countryside. The villa has been owned by the noble families of Pisa and Florence through the ages, including the composer Ruggero Leoncavallo in the 19th century. It’s been meticulously restored and split into four independent units, which makes it ideal for several families travelling together. You’ll have access to a professional kitchen and a shared dining room perfect for large groups. There’s also space for alfresco dining in the beautiful garden, where you’ll find aromatic plants, a swimming pool, and rural views. *This home is spread across four independent residential units. Two apartments are on the ground floor, and two are accessed via external stairs. *Two of the units have small kitchens, and there's a further professional kitchen and dining area for the whole group. *The swimming pool is open from the last Saturday in April to the first Saturday in October. ...More Details


    • Booked Available
    House • 14 People • 7 9
    From
    2,064 /night
    Min Stay 1 night

    Pisa, Italy 

    € 2,064 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Sunset on Stone


    This glorious villa is nestled amid the hills of Val di Cecina, within easy reach of Volterra, San Gimignano, and Siena. From its raised position, it offers panoramic views of the countryside, adding to the tranquil vibe. The farmhouse, dating back to the mid 1800s, has been renovated to retain its charm while adding contemporary touches. We love the exposed beams and terracotta floors paired with floor-to-ceiling windows that show off the stunning vistas. Swim in the private pool in the well-kept garden, before dining on the terrace – it’s a splendid spot for sunset. *The swimming pool is open from the last Saturday in April until the first Saturday in October. *Your host can provide a cot and high chair for little ones. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility – it’s spread over three floors. *There’s free parking at this home. Air Conditioning Barbeque Bathtub Blender ...More Details


    • Booked Available
    Apartment • 6 People • 3 4
    From
    2,113 /night
    Min Stay 1 night

    Pisa, Italy 

    € 2,113 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Colours of the Sky


    Whether you’re in search of a dream-worthy Italian escape, a quiet retreat or an immersive sightseeing adventure, this beautiful home welcomes you to enjoy it all from the rolling hills of Tuscany. With views stretching far across the horizon towards the walled town of Volterra (just 14km away), the owners have designed this home to feel like a natural sanctuary – one that celebrates life’s simple (and luxurious) pleasures. From slow mornings watching the sunrise to leisurely swims in the pool (heated upon request) and long soaks in the jacuzzi, it’s easy to fall in love with the quiet charm of this setting. By sunset, the outdoor dining area transforms into the perfect backdrop to idyllic evening drinks and barbecue meals. And when the weather draws you inside, you’ll find the living room inviting you to get cosy by the wood-burning fire. For explorations further afield, days can be spent admiring ancient sights, sampling delic...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
    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 • 16 People • 8 6
    From
    2,774 /night
    Min Stay 1 night

    Pisa, Italy 

    € 2,774 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    The Palaia Oasis


    Located within the rural Tuscan countryside in the commune of Palaia – this impressive 15th-century villa is well-equipped for families and large groups. While the striking interiors won’t be to everyone’s taste, the vast lush gardens, private swimming pool, and jacuzzi guarantee a relaxing Tuscan retreat. Designed with entertaining in mind, the outdoor dining area complete with a gazebo is perfect for group meals as the sunsets. Set upon a private estate of around thirty hectares, you needn’t explore further than your authentic surroundings, but if you’re looking for a day trip – the town of Palaia isn’t too far.  *While the additional bedrooms and bathrooms aren't photographed, we expect the style and quality to be consistent with the rest of the home *This home is spread over three floors, with no internal lift – it may not be suitable for those with limited mobility *There’s free on-site parking at this home *Your host can provid...More Details


    • Booked Available
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