Book Luxury Villas in Gallipoli

We selected the 444 homes worth renting in this location

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Home spotlights in Gallipoli

Trulli Unique

Trulli Unique

  • 4 guests

  • 1 bedrooms

Locorotondo, Bari

Welcome to the d'Itria Valley, famous for its trulli buildings – dry stone huts with conical roofs, once used by farm workers. For a stay in an extraordinary home, this trulli complex is an astonishing piece of rural architecture, renovated in a way that respects the original stone design while providing some modern comforts.

Acorns & Olive Wood

Acorns & Olive Wood

  • 16 guests

  • 8 bedrooms

Ostuni, Brindisi

Nestled in the heart of the Puglian countryside, this gorgeous villa is as magical as it gets. We love the organic feel of the interior here – think vaulted brick ceilings, rustic floor tiles, and handmade wooden furniture – but it’s the outside space that really stands out, boasting lush private gardens, shaded verandas, and a private rooftop pool.

Borgo Bliss

Borgo Bliss

  • 4 guests

  • 3 bedrooms

Ostuni, Brindisi

An excellent choice for an authentic Puglian escape, this home ticks a lot of boxes. It’s spread between a traditional trullo – built in local stone – and a separate building for two, which is ideal for a couple seeking a bit more privacy.

Almond & Pear

Almond & Pear

  • 10 guests

  • 4 bedrooms

Ceglie Messapica, Brindisi

If peace and quiet are what you look for in a holiday, the slow pace of life at this Italian villa will suit you perfectly. It’s just a three-minute drive from the centre of Ceglie Messapica but feels like the middle of nowhere – it’s surrounded by acres of centuries-old olive groves and fruit trees, and you can even pick your own fruit.


We selected the top 3% holiday homes in Gallipoli Villas

Explore the 444 most perfect homes in our collection

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Most popular homes in Gallipoli

The Ancient Village

The Ancient Village

  • 11 guests

  • 4 bedrooms

Torre Suda, Racale

Tranquil Muse

Tranquil Muse

  • 10 guests

  • 5 bedrooms

Tricase, Lecce

Salento Sunsets

Salento Sunsets

  • 18 guests

  • 7 bedrooms

Leverano, Apulia

Sweet Olive

Sweet Olive

  • 12 guests

  • 5 bedrooms

Carovigno, Brindisi

Trulli Special

Trulli Special

  • 10 guests

  • 4 bedrooms

Martina Franca, Taranto

Good Heavens

Good Heavens

  • 11 guests

  • 6 bedrooms

Alliste, Lecce

Palazzo of Dreams

Palazzo of Dreams

  • 12 guests

  • 6 bedrooms

Lecce, Apulia

Tales from the Trullo

Tales from the Trullo

  • 6 guests

  • 3 bedrooms

Martina Franca, Taranto

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Check upcoming rates & availability for Gallipoli Villas


Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Gallipoli, Lecce, Apulia, Italy collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Gallipoli.

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