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Cultural Villa and Apartment Holidays in Sicily

There are numerous destinations in Europe that offer a holiday of sand, sea and sunshine, but it is the colourful culture and rich, historical legacy of Sicily that sets this beautiful island apart from the rest. With a fascinating backstory spanning thousands of years, Sicily has played host to a wide assortment of differing cultures. From the ancient civilisations who lived, loved, fought and died on its shores, to the Norman invaders who peppered the island with architectural projects, showcasing a unique fusion of culturally diverse styles, Sicily has known a great many influences which are still evident in the present day. These influences are ingrained in the architecture and archaeological parks of the island; in the numerous festivals that bring song and dance to the streets; and in the glorious food, bursting with colour and flavour, that can be enjoyed throughout the land. Whether its ancient temples, diverse cuisine or strolling through medieval streets that appeals, cultural holidays in Sicily are guaranteed not to disappoint.

Our cultural collection

We offer a range of comfortable villas, situated in a wide variety of locations all over Sicily. With our extensive knowledge and passion for the island, we can offer expert advice on where to stay in order to soak up the best of Sicily’s culture, depending on your specific interests and requirements. At Sicily4U, our holiday accommodation is self-catered, giving you and your group the freedom to set your own timetable and enjoy your own space whilst enjoying the comforts of a home-away-from-home. Some of our properties also offer additional amenities such as babysitting for when the adults need a little downtime, or a shopping service for those all-important essentials. From luxury accommodation in historic buildings to simple family-friendly holiday homes close to the best sights of Sicily, we are confident we can find your perfect match to enjoy a cultural get-away on this magical island. Browse our collections or contact us for assistance.

Archaeological wonders

If, like the countless visitors that are attracted to Sicily every year, you are keen to explore relics, monuments and ancient ruins from days long past, then consider the district of Syracuse, nestled in the south-west region of the island. With the incredible Greek and Roman remains at the Neapolis Archaeological Park, including impressive temples dedicated to the ancient gods and a large, limestone quarry, filled with lemon and orange grove, Syracuse showcases some of the best historical relics of Sicily. Here, you will also find the beautiful island of Ortygia, the old town of Syracuse, a criss-cross labyrinth of picturesque streets, vibrant markets and stunning sea views. Large groups in search of Sicily’s historical roots will adore the majestic Villa Feudale, a traditional Sicilian country estate, dating back to the 13th century and located just a short drive away from Syracuse. Complete with a 17th-century chapel on site, luxurious living quarters and a private pool, Villa Feudale is one of our favourite historic villas in Sicily - just the property to play lord and lady of the manor, here in Sicily.

Architectural treasures

Sicily offers a wide range of architectural treasures to admire, from awe-inspiring cathedrals to luxurious palazzos. The fusion of styles brings together influences from the Byzantines, Normans, European conquerors and, of course, the ancient civilisations that ruled Sicily for centuries. However, there are a selection of Baroque towns located in the south-east of the island that offer a particularly beautiful dream-scape of winding, cobbled streets and buildings steeped in faded glamour. Consider a countryside property, set right in the heart of Baroque Sicily, such as the large, white-stone farmhouse, Villa Camilleri, for a large group of friends or several families travelling together. This property looks out over the countryside of Ragusa as well as towards the glittering sea, offering the best of both worlds and the bounty of the Baroque towns right on your doorstep.

Local cuisine and farm produce

The cuisine of Sicily is a delicious reflection of the cultural influences that have shaped the island through time. An essential component of cultural breaks in Sicily, sampling the fruits of the farmland, countryside and surrounding seas will delight even the most discerning foodie. Expect to encounter dishes with flavours borrowed from the Greeks, Normans, Arabs and from cultures as far away as the Middle East and North Africa. The fertile lands offer up bright purple aubergines, cherry red tomatoes and juicy oranges amongst other mouth-watering farm produce, whilst tender meats and creamy cheeses come from the Madonie Mountains. Wine lovers can taste the history of the west country in the sweet, speciality wines of the region whilst those from the Aeolian Islands are renowned for their excellence. Additionally, numerous food festivals celebrating key ingredients or dishes take place around Sicily throughout the year. You can enjoy Cous Cous Fest, a huge festival held at San Vito Lo Capo, celebrating one of the most popular dishes of the Mediterranean.

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  • Luxury Villa Feudale near Syracuse
    From €9500/week 24 10 bedrooms and more 10 bathrooms and more

    Villa Feudale is a former, typical Sicilian country estate, located on the edge of the Ibleon plateau, overlooking Mount Etna and the Tyrrhenian Sea. Read more

  • Villa La Favorita near Syracuse
    From €4500/week 12+1 6 bedrooms 7 bathrooms

    An excellent location and wonderful terraces and pool at this handsome villa. Villa La Favorita is only a few hundred meters from one of Sicily's most famous white sandy beaches 'Fontane Bianche' which lies 20 km south of Syracuse. Read more

  • Villa Brezza Marina in Fontane Bianche
    From €4400/week 12 6 bedrooms 7 bathrooms

    Splendid seafront villa with private pool and manicured gardens, located in walking distance to the beautiful sandy beach of Fontane Bianche, near Syracuse. Read more

  • Villa Baglio Campofranco near Scicli
    From €3200/week 8+4 4 bedrooms5 bedrooms 5 bathrooms 6 bathrooms

    Handsome, elegant and comfortable, hardly any other villa will unite these properties as perfectly as the Villa Baglio Campofranco, a well situated villa in southeastern Sicily. The villa is newly built in the style of the historical feudal rural Baglio of Sicily, situated on a rolling hill near the African sea. Read more

  • Prestigious Villa with Pool 'La Boheme', Taormina
    From €3000/week 10 5 bedrooms 6 bathrooms

    La Boheme is an exclusive pool villa, located in upper part of Taormina, not far from the popular shopping district of Corso Umberto and other famous sights, such as the famous Greek Theatre. Read more

  • StellaMarina in Marina di Modica
    From €2940/week 10 5 bedrooms 6 bathrooms

    Exclusive seafront villa with private pool and jaccuzi, located in the small seaside resort of Marina di Modica, on the southern coast of Sicily. Read more

  • Villa Meridiana near Ragusa
    From €2900/week 15 9 bedrooms 8 bathrooms

    Villa Meridiana is a stunning large, newly built villa in the area of Caucana (Marina di Ragusa) the deep South of Sicily in the Valle Barocco. The villa offers large outdoors with a patio, pool area and swimming pool and is surrounded by a large beautifully landscaped garden. Read more

  • Torre Canalotto in Castelvetrano
    From € 2800/week 12 6 bedrooms 5 bathrooms

    Torre Canalotto is a large, aristocratic villa, built around an ancient watchtower, near the town of Castelvetrano and Selinunte, Europe’s most extensive archaeological site. Various beautiful beaches line the unspoilt coast nearby, with the Oasis in Torre Salsa and Punta Granitola being protected Environmental groups such as WWF. Read more

  • Villa MareAzzurro, Taormina
    From €3200/week 8 4 bedrooms 4 bathrooms

    Luxurious and exclusive poolvilla, with stunning seaviews and top panoramic position, in the vicinity of Taormina. The villa which is majestic and elegant, enchants with its views of the bay of Isola Bella, the striking infinity pool and the spacious terrace and abundant, well tended gardens. Read more

  • Villa Sul Mare, Santa Tecla, Acireale
    From €2240/week 8+1 4 bedrooms 4 bathrooms

    Villa Sul Mare is located in a small villa complex on the coast, in the 'la Timpa' nature reserve, offering the most stunning views over the Ionian Sea and the nature reserve. The stunning property is nestled in a beautiful Mediterranean garden and offers a grand terrace and private pool, ideal for families or groups of friends to holiday together. Read more

  • Villa Camilleri in Ragusa
    From €2040/week 14 + 6 7 bedrooms 7 bathrooms

    This typical white-stone farmhouse has only recently been renovated and divided into 5 pleasant, tastefully furnished and well equipped apartments. The whole villa can be rented including all 5 apartments with private swimming pool. Read more

  • Villa Splendore near Trapani & Erice
    From €2000/week 7+2 4 bedrooms 3 bathrooms

    Villa Splendore is a luxurious modern holiday villa with private swimming pool situated close to Trapani city a charming old town on the West coast of Sicily. Read more

  • Luxury Villa Farfalla in Selinunte
    From € 1900/week 8 4 bedrooms 4 bathrooms

    Villa Farfalla is a splendid modern holiday villa situated in the South West of Sicily in the vicinity of the famous fishing village of Selinunte. The villa is set in an extrodinary position amongst two acres of olive groves. Read more

  • Villa Smeralda in Syracuse
    From €1900/week 8+1 4 bedrooms 3 bathrooms

    Villa Smeralda is an impressive, pool villa, with all mod cons, located in the marine protected area of the Plemmirio, only a few steps from the rocky shore and crystal clear waters. Read more

  • Villa Arcobaleno in Syracuse
    From €1880/week 7 5 bedrooms 3 bathrooms

    Arcobaleono Villa is a beautiful beach villa with private pool in a sunny, quiet but not isolated location, in the heart of the reserve south sea reserve ‘Plemmirio’ one of the most beautiful coast landscapes South of Syracuse. Read more

  • Villa Le Vigne in Selinunte
    From €1875/week 6 3 bedrooms 3 bathrooms

    Beautiful family villa with private pool and panoramic views, near sandy beaches and popular sights. The setting of Villa Le Vigne make this a perfect villa for anyone seeking a truly relaxing holiday, away, yet near the bustle of the seaside towns and beaches of the Southwest of Sicily. Read more

  • Villa Canto del Mare in Balestrate
    From €1865/week 13+1 7 bedrooms 4 bathrooms

    Villa Canto del Mare is a particularly charming villa built directly by the sea, with a magnificent garden and fantastic sea view terraces, on the stretch of coast right between the towns of Balestrate and Terrasini, close to the village of Trappeto. Read more

  • Villa CieloMare with Pool and seaview in Cefalu
    From €1850/week 12 6 bedrooms 5 bathrooms

    Perfectly situated, moments from Cefalu and its stunning sandy beaches, Villa CieloMare has spectacular views and a private pool set in perfect tranquility. Read more

  • Exquisite Apartment 'Taormina Mare', Taormina
    From €1820/week 4 2 bedrooms 1 bathroom

    Taormina Mare is an exclusive seafront apartment with shared pool, located near Taormina and in walking distance to the beaches of Mazzaro and Isola Bella. Set within a prestigious seafront villa, Taormina Mare offers stunning views of the Mermaids' Bay, which is considered to be one of the most beautiful stretches of coastline in the Mediterranean. Read more

  • Holiday Villa Oleandri', Scopello, Sicily
    From €1810/week 8 4 bedrooms 2 bathrooms

    Real Sicilian charme, warm and inviting, Villa Oleandri not only boasts a beautiful swimming pool and fantastic terrace spaces, but also offers a home away from home in this sought after location, on the North Coast of Sicily. Read more

  • Villa La Vela in Acireale
    From €1800/week 6 3 bedrooms 3 bathrooms

    La Vela is a rarity among Sicilian holiday villas. Comprising of magnificent terraces, the villa is a successful mixture of remnants of ancient times such as antique majolica floors, art nouveau and vaulted, high ceilings Read more

  • Villa Mazzaforno, Cefalu
    From €1740/week 6+1 3 bedrooms 3 bathrooms

    Comfortable pool villa, walking distance to the beautiful sandy beach of Mazzaforno, surrounded by a large terrace and Mediterraenan garden with Palm trees, olive trees and flowering bougainville. Read more

  • Charming Sicilian Pool Villa, Baglio Blu, Modica
    From €1680/week 9+2 5 bedrooms 4 bathrooms

    Villa Baglio Blu is a charming Sicilian pool villa, located in the beautiful countryside, between Pozzallo and Modica, an ideal location for exploring the South of Sicily, beach holidays, holidays with friends and family, or just getting away from it all. Read more

  • Villa Belmonte near Acireale
    From €1600/week 5+1 3 bedrooms 2 bathrooms

    This beautiful holiday villa, a recently restored farmhouse, is nestled on the slopes of Mount Etna descending towards the sea. The villa offers spectacular views of the coast between Acireale and Taormina. Read more

  • Holiday Villa Pollina, Cefalu, Sicily
    From €1550/week 6 + 2 3 bedrooms 2 bathrooms

    Stunning pool villa near Cefalu, Villa Pollina offers unrivalled views stretching from Cefalu to the Cape of Rais Gerbi. Only a short drive to the historical town of Cefalu, the villa is completely independent, assuring your total privacy. Read more

  • Villa Timeo in Trecastagni
    From €1540/week 6+1 3 bedrooms 4 bathrooms

    Villa Timeo is a luxurios modern villa with large private pool, located in the vincinity of Trecastagni a small village on the southeast slope of Mount Etna, less than 20 km from Catania. Read more

  • Villa Ceres in Noto
    From €1540/week 9+3 6 bedrooms 5 bathrooms

    Villa Ceres is an old country estate with private swimming pool, located in the heart of baroque Sicily in the countryside between Noto and Palazzolo Acreide both UNESCO culturale heritage sites. Read more

  • Villa Orca in Scopello
    From €1500/week 8 4 bedrooms 2 bathrooms

    Villa Orca is a charming villa with breathtaking panoramic views, located between the Valley of Vicari and the bay of Castellammare in the vicinity of Scopello. The villa is only a few kilometres from some of the most beautiful Sicilian beaches. Read more

  • Villa Calipso in Solanto -Santa Flavia
    From €1400/week 8 4 bedrooms 4 bathrooms

    Villa Calipso is a charming seaside villa, with a fantastic terrace right above the sea, located in Solanto. The spacious and cozy villa has been decorated with great care and offers a vast amount of outdoor space. Read more

  • Villa Letizia in Scopello
    From €1300/week 6 3 bedrooms 2 bathrooms

    Villa Letizia is in a privileged position on the headland that overhangs the gulf of Scopello with spectacular views of the coast of Castellammare del Golfo up to the end of the Nature Reserve of Lo Zingaro. Read more

  • Casa Bonagia in Erice
    From €1300/week 5 3 bedrooms 2 bathrooms

    Casa Bonagia is a recently restored cottage with private pool, in a beautiful hillside location, in the hilly countryside of Erice in Northwestern Sicily. It is the perfect setting for a truly relaxing holiday. Read more

  • Villa Zeffiro in Marina di Modica
    From €1260/week 5+1 3 bedrooms 1 bathroom

    Villa Zeffiro is a beautiful just a few meters from the wide sandy beach of Marina di Modica, a famous seaside resort on the Southern coast of Sicily Read more

  • Holiday Villa Margherita in Scopello
    From €1200/week 4 2 bedrooms 1 bathroom

    Villa Margherita is a charming newly built little villa with breathtaking panoramic views, located just behind the medieval town of Scopello within the hills. Read more

  • Villa Morena di Marsala
    From €1200/week 6+2 4 bedrooms 3 bathrooms

    Villa Morena di Marsala is a beautiful Mediterranean style villa, locates only a few metres from the long stretch of fine sand beach in the vincinity of the ancient town Marsala. This fantastic location and the proximity to the sea make this villa higly recommendable for a large family or a group of friends looking for relaxation. Read more

  • Villa Bianca in Syracuse
    From €1200/week 6 + 2 4 bedrooms 3 bathrooms

    Villa Bianca is a newly built seaside holiday villa, located near one of Syracuse’s most beautiful sandy beaches on the Southeast coast of Sicily. The villa is just 500 meters walking distance from the sandy beach and just a few steps from the rocky seafront. Read more

  • Isla Verde Villa Carrubi near Sampieri
    From €1050/week 6 3 bedrooms 2 bathrooms

    Villa Carrubi is located in an exclusive residence with swimming pool, in a sunny and peaceful position, near Scicli, on the South-East coast of Sicily. Read more

  • Isla Verde Villa Gelsi near Sampieri
    From €1050/week 6 3 bedrooms 2 bathrooms

    Villa Gelsi is located in an exclusive residence with swimming pool, in a sunny and peaceful position, near Scicli, on the South-East coast of Sicily. Read more

  • Isla Verde Villa Ulivi near Sampieri
    From €1050/week 6 3 bedrooms 2 bathrooms

    Villa Ulivi is located in an exclusive residence with swimming pool, in a sunny and peaceful position, near Scicli, on the South-East coast of Sicily. Read more

  • Villa Allegra in Cefalu
    From €1000/week 6+2 3 bedrooms 4 bathrooms

    Spacious and modern, Villa Allegra is perfect for larger groups looking for a lazy beach break. The stunning gardens with exotic palms and sweet jasmine trees offer the most evoking of atmospheres. Read more

  • Sicily Villas - Holiday Villa Tinkitè, Scopello
    From €1000.00 per week 12 6 bedrooms 5 bathrooms

    For those who have the desire to immerse themselves in the virgin and uncontaminated Mediterranean nature “Villa Tinkitè” is the perfect villa. As the name emphasizes the holiday villa is located in a really special environment, in fact it is situated literally at the edge of the famous Natural Reserve Park Zingaro in Scopello. Read more

  • Holiday Villa Desiree in Scopello
    From €1300/week 4+1 2 bedrooms 1 bathroom

    Villa Desiree is located in the beautiful unspoilt area of Scopello only about 400m walking distance from the sea and beach, and close to the nature reserve dello Zingaro. Read more

  • Holiday Villa Conchiglia in Scopello
    From €1000/week 4 2 bedrooms 1 bathroom

    Villa Conchiglia is a charming little villa with breathtaking panoramic views, located between the Valley of Vicari and the bay of Castellammare in the vicinity of Scopello. Read more

  • Villa La Rosaspina in Cefalu
    From €900/week 8 4 bedrooms 3 bathrooms

    With breathtaking views of Cefalu bay and town La Rosaspina is a beautiful villa perfect for a rural retreat. Lovingly decorated and with an area for dining al fresco, the villa lends itself to blissful summer nights. Read more

  • Villa Melograno, Menfi
    From €840/week 6+1 3 bedrooms 2 bathrooms

    bright and cozy holiday villa, only 7 minutes drive from the beach and 10 minutes drive to the town of Menfi with shops, restaurants and cafes. Villa Melograno is situated in an elevated position, from where you can enjoy fantastic views of the sea and the surrounding olive groves. Read more

  • Villa Lido Fiori near Menfi
    From €840/week 6 3 bedrooms 1 bathroom

    Villa Lido Fiori is a modern, bright and comfortable holiday villa near Menfi and Portopalo and gets its name from the sandy beach which lies in walking distance to the villa Read more

  • Casa Maya in Erice
    From €840/week 4+1 2 bedrooms 1 bathroom

    A lovely country house in the typical Sicilian style, with swimming pool, located in Tangi in the district of Erice, one of Sicily's most charming medieval villages. The fantastic location enables guests to explore the many sights this side of Sicily has to offer Read more

  • Villa Chiara in San Vito Lo Capo
    From €820/week 4+3 2 bedrooms 2 bathrooms

    Just a moment from San Vito lo Capos stunning beach, Villa Chiara makes the perfect base for exploring all that Sicily has to offer. Perfect for families and groups of friends looking for an enjoyable beach holiday. Read more