Rent Sicily Homes with Swimming Pools

We selected the 401 homes worth renting in this location

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Home spotlights in Sicily

Villa Oltremare

Villa Oltremare

  • 12 guests

  • 6 bedrooms

Fontane Bianche, Syracuse

Overlooking the glimmering blue of the Ionian Sea, this charming whitewashed villa boasts a prime location, plenty of outdoor space, and chic interiors. You’ll have plenty of peace and privacy here: the house is surrounded by 4000m2 of manicured gardens, which lead down to a large outdoor pool and plenty of deck chairs for relaxing in after a refreshing dip.

The Ancient Jewel

The Ancient Jewel

  • 10 guests

  • 5 bedrooms

Santa Venerina, Sicily

This showstopper of a villa near Santa Venerina is surrounded by manicured gardens, terracotta terraces and Mediterranean cacti. Once a historic winery, it's now a relaxing escape complete with a gym, sauna and Turkish baths.

Rustic Reinvented

Rustic Reinvented

  • 22 guests

  • 9 bedrooms

Modica, Ragusa

Nestled away in the Hyblean region of southern Siciliy, this farmhouse was recently treated to a four-year refurbishment that finished in 2021 and this hard work is immediately apparent as you take a tour around the buildings and the grounds. We're full of praise for the way that period features have been retained alongside more contemporary features, which lead to super-sleek kitchens and bathrooms rubbing shoulders quite happily with patches of exposed stonework and wooden ceiling beams overhead.

Ionian Marble

Ionian Marble

  • 8 guests

  • 4 bedrooms

Plemmirio, Syracuse

On the edge of the Ionian coast, you’ll want to drop your bags and immediately head out to the terrace. The interior is just as eye-catching as its Sicilian surroundings – take your pick of two living rooms to unwind, fall asleep blissfully in the elegant bedrooms and wake up refreshed with the help of your rain shower (each en-suite has one).


We selected the top 3% holiday homes in Sicily Homes with Swimming Pools

Explore the 401 most perfect homes in our collection

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Most popular homes in Sicily

A Violin for Violet

A Violin for Violet

  • 16 guests

  • 6 bedrooms

Castelvetrano, Trapani

A Stirring Spectacle

A Stirring Spectacle

  • 16 guests

  • 7 bedrooms

Letojanni, Messina

Sicilian Lemon Spritz

Sicilian Lemon Spritz

  • 4 guests

  • 2 bedrooms

Punta Milocca, Syracuse

On the Wine Route

On the Wine Route

  • 5 guests

  • 2 bedrooms

Marsala, Trapani

Sicilian Spritz

Sicilian Spritz

  • 4 guests

  • 2 bedrooms

Modica, Ragusa

The Ponderosa

The Ponderosa

  • 6 guests

  • 3 bedrooms

Acireale, Catania

The Azzurro

The Azzurro

  • 8 guests

  • 4 bedrooms

Augusta, Syracuse

Sisters Are Doing It For Themselves

Sisters Are Doing It For Themselves

  • 10 guests

  • 5 bedrooms

Noto, Syracuse

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Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Sicily, Italy. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Sicily Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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