Rent Luxury Holiday Cottages in Gallipoli

We selected the 48 homes worth renting in this location!

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Home spotlights in Gallipoli

Trullo Torre Suda

Trullo Torre Suda

  • 6 guests

  • 3 bedrooms

Racale, Lecce

Feel the weight of history coursing through the sturdy stone walls of this charming Puglian trullo home. Its interior is dotted with original rustic features that point to this home's humble origins, with exposed stone walls, a decorative open hearth in the kitchen and antique pieces with a story to tell.

Trullo Spectacular

Trullo Spectacular

  • 12 guests

  • 5 bedrooms

Ugento, Lecce

Found on over an acre of lush vegetation, this trullo takes full advantage of the garden to add to its beauty, but it’s not the only card it holds. Only a few steps from the front door, you’ll find a private swimming pool surrounded by sun loungers – the perfect setup for enjoying lazy sunshine days in and around the water.

Under The Puglian Sun

Under The Puglian Sun

  • 4 guests

  • 2 bedrooms

San Vito dei Normanni, Brindisi

For those that want to get in touch with nature, this rebuilt farmer’s shack in the Puglian countryside is the perfect getaway. Though you’re still just a five-minute drive from the supermarkets, restaurants and winding old streets of San Michele Salentino, and the UNESCO trulli houses of Ostuni are a twenty-minute drive (perfect for a day trip).

Old Town Treasures

Old Town Treasures

  • 2 guests

  • 1 bedrooms

Gagliano del Capo, Lecce

Wandering through cobbled alleyways, across the small piazzas and past quirky antique shops, you'll know you've just discovered one of Italy's hidden gems. This villa can be found in a quiet village, between the Gagliano de Capo countryside and the historic old town, and could not be more perfectly placed for soaking up the very best of Italy.


We selected the top 3% holiday homes in Gallipoli Cottages

Explore the 48 most perfect homes in our collection

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Most popular homes in Gallipoli

Borgo Bliss

Borgo Bliss

  • 4 guests

  • 3 bedrooms

Ostuni, Brindisi

The Antiquarian's Repose

The Antiquarian's Repose

  • 10 guests

  • 5 bedrooms

Martina Franca, Taranto

Trulli Unique

Trulli Unique

  • 4 guests

  • 1 bedrooms

Locorotondo, Bari

The Sheer Bliss

The Sheer Bliss

  • 4 guests

  • 1 bedrooms

Ostuni, Brindisi

Indulging in Lecce

Indulging in Lecce

  • 5 guests

  • 1 bedrooms

Lecce, Apulia

Whispering Olive Grove

Whispering Olive Grove

  • 8 guests

  • 3 bedrooms

Patù, Lecce

In The Rooftops

In The Rooftops

  • 8 guests

  • 4 bedrooms

Ceglie Messapica, Brindisi

Sunny Courtyard Retreat

Sunny Courtyard Retreat

  • 6 guests

  • 3 bedrooms

Gagliano del Capo, Lecce

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Gallipoli. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Gallipoli Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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