The 5 Best Luxury Villas to Rent in Sicily

If you’re looking for the best villas in Sicily to rent for your Italy vacation, you know you came to the right spot. Located just off the toe of Italy’s ‘boot’, Sicily is an island that Italian vacation dreams are made of.

And, when it comes to choosing the perfect villa to base out of to explore this beautiful Italian isle, it’s all about the WOW factor. These villas from Massimo Villas are some of the very best and have been hand-picked for their location, and overall ambiance. I think any of these would be the absolute perfect choice for your Sicilian getaway.

Pasteria-Lapide Villa, Sleeps 10 with Pool

this Sicilian paradise is what your luxury villa dreams are made of.  Soak up the Sicilian sun during the day and explore Taormina.

This property is an ideal retreat for those looking for a comfortable, relaxing stay, this property is surrounded by a wonderful garden with lawn and offers spacious terraces and a large swimming pool (m 8 x 21). Set on two levels, this exclusive, newly built contemporary villa features bright, cosy interiors with large glass doors open onto the garden and the surrounding landscape.

Villa Vittoria

Modern mountain luxury

Sleeps | € 2550 – € 4250 week

Located in the mountainside of the charming coastal city of Cefalù, Villa Vittoria is a beautiful option for a family or group of friends. Its panoramic views and spectacular 12-meter pool make it ideal for soaking up the sun and soaking in the sunsets over a big barbecue dinner. Shops and restaurants are nearby in the village Lascari, while amazing other parts of Sicily like Madonie National Park, and the white sandy beaches of historic Cefalù are an easy drive away.

Villa Il Basto

Sleeps | € 2250 – € 4150 week, check rates here

If you’re looking for a Sicily villa with some of the best panoramic views in all of Italy, this is your perfect vacation home. This newly renovated villa is a showstopper in the Cefalù area of Sicily. Situated on a verdant hillside above the beach and a short drive from the little village of Sant Ambrogio and town of Cefalu, guests can enjoy the peaceful setting with the option of dipping into Sicilian village life. During the day, you can go see the Roman ruins of Tindari, or explore the walking trails in the Madonie mountains and boat trips to the Aeolian islands.

Villa Blue Bay

Wake up on the water

Sleeps 13 | € 3800 – € 14300 week

Located in Tre Castagni, moments away from Sicily’s beautiful Taormina village, the 7-bedroom Villa Blue Bay is a sleek, modern, beautiful estate located right on the coast. The property features a stunning terrace with an extensive seating area to soak in the gorgeous views. The swimming pool is set in one corner of the perfectly manicured garden, and you have direct access to the sea from the garden.


Villa Terra Del Sole

Tranquility of the countryside with views of the Mediterranean

Sleeps 12 | € 2860 – € 5200 week, check rates for your dates here

A beautifully-renovated 19th-century farmhouse located in Agrigento, a hilltop city on Sicily’s southwest shore. It’s known for the ruins of the ancient city of Akragas in the Valley of the Temples, a beautiful archaeological site of Greek temples. The property is in the countryside but within a short drive to the beach, giving guests the perfect balance of a rural retreat, yet with the Mediterranean within easy reach. The estate is also known for producing its own olive oil -and if you come in September/October you can join in on the harvest!


Enjoy your trip to Sicily! And, if you’re looking for other villas in Europe – check out Massimo Villas‘ other options in Formentera, Tuscany, Puglia, and more!


This post was sponsored by Massimo Villas. As always, all opinions are my own! If you have any questions about my advertiser policy, see this page here! 

If you’re looking for more affordable places in Sicily to rent, that don’t sacrifice those jaw-dropping views –

Check out this airbnb


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Christina is a leading luxury lifestyle and travel blogger with over 2 million readers. Follow her on instagram @jetsetchristina.

  • Wow I need to visit Sicily! This post is giving me some serious wanderlust. Thanks for sharing! 🙂
    – Kelsey

    March 10, 2019
  • Lindsay

    I will be visiting Sicily later this year and can’t wait! We’re not sure where we will be staying yet, but this post gives me some great ideas! 🙂

    January 4, 2020