Book Luxury Short Stay Rentals in Gallipoli

We selected the 554 homes worth renting in this location

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Home spotlights in Gallipoli

Tales from the Trullo

Tales from the Trullo

  • 6 guests

  • 3 bedrooms

Martina Franca, Taranto

Whitewashed, historic and serene, this traditional Trullo provides the ideal setting for an immersive Italian escape. Nestled among the trees of the Itria Valley, you’ll find the rooms are spread across two independent buildings – making this a great option for groups looking to stretch out and enjoy quality time together.

The Cream of the Crop

The Cream of the Crop

  • 6 guests

  • 2 bedrooms

Ceglie Messapica, Brindisi

This stunning home is beautiful in style and ambience. Whitewashed walls, ‘pop of colour’ furniture and elegant Italian tiles create a sophisticated and homely feel.

Madonna del Mare

Madonna del Mare

  • 3 guests

  • 1 bedrooms

Racale, Lecce

Escape to the far south of Italy's heel and treat yourself to some well-deserved rest and relaxation. It might take you some time to adjust to the slow pace of life around here, but we assure you it's well worth acclimatising.

The Gallipoli Ink

The Gallipoli Ink

  • 4 guests

  • 2 bedrooms

Gallipoli, Lecce

Once belonging to the caretaker of Gallipoli's nearby convent, this period apartment couldn't be more charming. While its barrel-ceiling spaces are full of character, it's worth noting that this home has its quirks.


We selected the top 3% holiday homes in Gallipoli Short Stay Rentals

Explore the 554 most perfect homes in our collection

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Most popular homes in Gallipoli

A Fantastic Place

A Fantastic Place

  • 11 guests

  • 6 bedrooms

Castrignano del Capo, Lecce

Ostuni Palace

Ostuni Palace

  • 4 guests

  • 1 bedrooms

Centro Storico, Ostuni

The Luscious Orange

The Luscious Orange

  • 12 guests

  • 6 bedrooms

Ostuni, Brindisi

Old Town Treasures

Old Town Treasures

  • 2 guests

  • 1 bedrooms

Gagliano del Capo, Lecce

Let Me Tell You a Secret

Let Me Tell You a Secret

  • 4 guests

  • 2 bedrooms

Racale, Lecce

Ponder the Hills

Ponder the Hills

  • 6 guests

  • 3 bedrooms

Nardò, Lecce

Good Heavens

Good Heavens

  • 11 guests

  • 6 bedrooms

Alliste, Lecce

Trullo Spectacular

Trullo Spectacular

  • 12 guests

  • 5 bedrooms

Ugento, Lecce

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Gallipoli, Lecce, Apulia, Italy. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Gallipoli luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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