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Pisa

Luxury Holiday Villas in Pisa

Home to one of the most famous architectural wonders in the world, finding the perfect luxury holiday villa in Pisa gives you a fantastic starting point to explore both the Tuscan coast and the rolling hills of central Italy. Attracting over 5 million visitors each year, the tower is Italy’s second most visited tourist attraction. However, the wider province of Pisa remains surprisingly peaceful, dotted with quiet hilltop villages, ancient thermal springs, and deep olive groves.

We handpicked our luxury holiday villas in Pisa to ensure your stay strikes a balance between complete privacy and great local connections. Whether you want to spend your days relaxing by a private pool or heading down to the nearby Mediterranean beaches, we have a luxury holiday villa for you.

These luxury villas in Pisa are all situated in the Pisa region of Tuscany.

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Where to stay for your luxury holiday in Pisa

The city of Pisa boasts an impressive array of churches and museums to discover, along with beautiful botanical gardens, pretty piazzas and Medieval palaces. But there is so much more to the region of Pisa than simply the city of Pisa itself.

The Pisan Hills (Colline Pisane)

If your dream luxury holiday involves quiet country roads, cypress trees, and panoramic views without the crowds, the Pisan hills are ideal. Villages like Lari (famous for its medieval castle and artisan pasta factory) and Terricciola (the heart of Pisa’s wine country) offer a wonderfully slow pace of life. Booking a luxury holiday villa in this area lets you enjoy authentic local trattorias and quiet morning walks, while keeping the coast and the city within a short drive.

San Miniato and The Valdarno Valley

Positioned further inland toward Florence, the area around San Miniato is famous across Italy for its historic architecture and its prized white truffles. Staying in the surrounding Valdarno valley puts you in a great spot for day trips. You can easily jump on a train or hit the main highway to be in Florence, Lucca, or Siena in under an hour, making it a great base for families who want to see as much of Tuscany as possible on their luxury holiday.

The Coast and San Rossore Park

For those who want to combine a luxury villa holiday with days at the beach, the western edge of the province offers something unique. Bordered by the massive San Rossore nature reserve, a beautiful forest of pine trees where wild deer roam free, the coastal areas near Marina di Pisa and Tirrenia offer long stretches of sandy beaches and relaxed seaside dining, a world away from the busy city centre.

Premium amenities for a luxury holiday in Pisa

Our collection of luxury holiday villas in Pisa focuses on properties that offer plenty of space, modern comforts, and excellent outdoor living setups.

Luxury villas in Pisa with pools

Tuscany can get warm in the peak summer months, so having a private swimming pool to return to after a morning of sightseeing makes a huge difference. Our luxury holiday villas feature beautifully maintained pools set within large private gardens. For a memorable holiday experience, properties like Villa Rose offer large pool decks with plenty of sun loungers, perfect for long afternoons under the Tuscan sun.

Pet-friendly luxury holiday villas in Pisa

We know that a proper family holiday means bringing everyone along, including your dogs. Many of our luxury holiday villas feature fully fenced gardens, expansive lawns, and shaded terraces. Estates like Villa Montelopio provide acres of private space for your pets to safely explore while you relax outdoors with a book or a glass of local wine.

Luxury holiday villas in Pisa for large groups

When you are travelling with extended family or a big group of friends, balancing communal time with personal space is key. We have grand luxury holiday villas in Pisa, such as Villa Palaia, which feature independent living wings or separate guest cottages alongside massive outdoor dining tables, allowing large groups to holiday together comfortably.

Things to do on a luxury holiday in Pisa

Of course, no luxury holiday to Pisa would be complete without seeing the Leaning Tower. The tower stands at just over 56 metres on its highest side and just under 56 metres on its lowest side! It’s worth climbing up and down its 2 staircases (296 steps on the south side and 294 on the north) to enjoy the incredible views from the bell chamber at the top.

However, just as there is so much more to the region of Pisa than its principal city, there is so much more to Pisa itself than just the Leaning Tower. Whilst we fully appreciate that the tower is going to be at the top of everyone’s bucket list, we definitely recommend you allow the time to explore the more hidden side of Pisa too.

Even in the Piazza dei Miracoli, where the Leaning Tower is situated, there are also plenty of other sites to discover. These include the Cathedral of Santa Maria Assunta, the Baptistery and Campo Santo (Pisa’s cemetery). The Baptistery is the largest in Italy and is just as impressive inside as its ornate exterior would suggest. The Duomo is equally impressive with its ornate ceiling decorated with gold leaf.

But beyond Pisa’s main piazza, there is so much more to discover. For one thing, the Leaning Tower isn’t the only tower to discover in Pisa. Also worthy of a visit is the Gelph Tower. And, in fact, there are even other towers that also have a slight lean to them, including the bell tower of the Church of Saint Nicola.

Frequently asked questions about booking a luxury holiday in Pisa

Why does the Leaning Tower of Pisa lean?

The Leaning Tower of Pisa first began leaning back in the twelfth century. Originally built on soft, unstable soil with only shallow foundations, the tower sank and tilted even during construction because the ground could not support its heavy marble structure. By 1990, the tilt had reached dangerous levels, and the landmark was at risk of collapse. The good news is that a massive stabilisation project was then undertaken, extracting earth from the raised side and anchoring the structure, reducing the tilt from 5.5 to 3.99 degrees. This has meant that the Leaning Tower of Pisa is now structurally stable for the foreseeable future.

Is Pisa a good base for day trips to other parts of Tuscany?

Pisa has excellent transport connections. A main railway hub, it has direct connections to Florence, Lucca and Tuscany’s coastal towns. It is also a great base for exploring the picturesque towns of the Cinque Terre. That said, it’s not as easy if you’re looking to explore the southern Tuscan towns – Siena is a couple of hours away, and the Chianti countryside is a 90-minute drive. This region won’t offer you the iconic, rolling hills, but it will offer a very authentic experience with fewer crowds.

How far are the villas from the actual city centre and tower?

All our Pisa villas are in the countryside rather than being in the city itself. However, our nearest villas are just a 40-minute drive from the very heart of the city.