Gallipoli Luxury Rentals

We selected the 112 homes worth renting in this location

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Home spotlights in Gallipoli

Tranquil Muse

Tranquil Muse

  • 10 guests

  • 5 bedrooms

Tricase, Lecce

Immersed in the natural beauty of Salento, this historic Masseria opens its doors to a unique Italian escape. Originally built as a farmhouse, the rooms have been restored into a peaceful sanctuary while retaining the original character.

Purple Mosaic

Purple Mosaic

  • 18 guests

  • 7 bedrooms

Casarano, Lecce

This Art Nouveau-style villa dates back to the early 18th century and is a rare gem for those who love art and design. Outside, you’ll find an elegant portico with columns made of Lecce stone, as well as a courtyard with a private pool.

The Light of Joy

The Light of Joy

  • 6 guests

  • 3 bedrooms

Monacizzo-Librari-Truglione, Torricella

Just a few minutes stroll from the beach, this home opens its doors to a laidback coastal getaway. Surrounded by olive trees, the garden sets the tone for slow days relaxing by the pool.

Palazzo of Dreams

Palazzo of Dreams

  • 12 guests

  • 6 bedrooms

Lecce, Apulia

Impeccable contemporary design meets old palazzo grandeur at this luxurious home set equidistance between the Ionian and Adriatic warm seas (twenty-minute drive) and close to the historic city of Lecce (ten minutes drive). A former aristocratic villa left to ruin –⁠ the home has been expertly reimagined by its owner (handily, an award-winning architect) to create a contemporary palace made for modern living.


We selected the top 3% holiday homes in Gallipoli Luxury Rentals

Explore the 112 most perfect homes in our collection

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Most popular homes in Gallipoli

I Heard it Through the Grapevine

I Heard it Through the Grapevine

  • 8 guests

  • 4 bedrooms

Ceglie Messapica, Brindisi

Italian Oasis

Italian Oasis

  • 9 guests

  • 4 bedrooms

Ostuni, Brindisi

Sea Garden

Sea Garden

  • 6 guests

  • 3 bedrooms

Villanova, Ostuni

Natural Peace

Natural Peace

  • 14 guests

  • 7 bedrooms

Ostuni, Brindisi

The Garden of Love

The Garden of Love

  • 14 guests

  • 7 bedrooms

San Cataldo, Lecce

Maldive del Salento

Maldive del Salento

  • 11 guests

  • 5 bedrooms

Specchia, Lecce

Peace of Sky

Peace of Sky

  • 11 guests

  • 6 bedrooms

Ostuni, Brindisi

Oil & Wine

Oil & Wine

  • 12 guests

  • 5 bedrooms

Ceglie Messapica, Brindisi

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A handpicked selection of the best luxury homes in Gallipoli, Lecce, Apulia, Italy, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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