Gallipoli Luxury Rentals

We selected the 108 homes worth renting in this location

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Home spotlights in Gallipoli

Days of Beauty

Days of Beauty

  • 14 guests

  • 5 bedrooms

Ceglie Messapica, Brindisi

Nestled among olive trees, this historic farmhouse has been thoughtfully restored into an immersive Italian escape. Consisting of a main house, a traditional Trullo and renovated stable rooms, you’ll be welcomed by a wonderful sense of character along with plenty of space to relax and enjoy this beautiful location.

Purple Mosaic

Purple Mosaic

  • 18 guests

  • 9 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.

Stone Olive

Stone Olive

  • 8 guests

  • 5 bedrooms

Carovigno, Brindisi

Surrounded by olive trees with beautiful views across the garden, this home makes the ideal setting for a relaxing retreat in the heart of Puglia. You can spend blissful days by the pool and lazy evenings on the terrace.

I Heard it Through the Grapevine

I Heard it Through the Grapevine

  • 8 guests

  • 4 bedrooms

Ceglie Messapica, Brindisi

Divided into three different buildings, this traditional Trullo offers a one-of-a-kind experience to a large family or group of friends looking to soak up a truly authentic Italian experience. From the moment you arrive here, you'll notice the blissfully sweet nuances of the Mediterranean fragranced air as fruit trees, grape vines, and olive groves bring life to the garden.


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

Explore the 108 most perfect homes in our collection

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Most popular homes in Gallipoli

Tranquil Trulli

Tranquil Trulli

  • 7 guests

  • 3 bedrooms

Martina Franca, Taranto

Torre Galatina

Torre Galatina

  • 10 guests

  • 5 bedrooms

Galatina, Lecce

Maldive del Salento

Maldive del Salento

  • 11 guests

  • 5 bedrooms

Specchia, Lecce

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

Peace of Sky

Peace of Sky

  • 11 guests

  • 6 bedrooms

Ostuni, Brindisi

The Trulli Maze

The Trulli Maze

  • 2 guests

  • 1 bedrooms

Trullis Zone, Alberobello

La Bella Vita

La Bella Vita

  • 6 guests

  • 3 bedrooms

Ostuni, 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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