Family holidays in Sicily, beyond the conventional resort
How to combine real places, a manageable number of bases and enough unstructured time for the holiday to remain enjoyable.
Read the guidePrivate villas across Sicily
The right Sicilian villa starts with how you want to spend the holiday: who is travelling, how much privacy everyone needs and which parts of the island you want to explore. Tell us what matters, and we will narrow the choice to properties that genuinely fit.

Featured villa
A private three-bedroom villa in Cornino for five guests, combining its own pool with an unusually practical location.
Walk to local restaurants and the beach, with Monte Cofano, its coastal paths and other places of interest close at hand.
View Villa SpumaStart with the holiday
The right villa depends on much more than its total capacity. We consider the ages of the children, who needs greater privacy, how bedrooms and bathrooms are arranged, and whether everyone should stay in one house or in separate annexes. We also look at how much time you intend to spend at the property and how easily its location fits the rest of your plans.
For a seven-night holiday, one carefully chosen base normally offers the best balance. Over ten to fourteen nights, a villa can become the slower second chapter of a broader Sicilian journey—perhaps following several nights in Palermo, Siracusa or near Mount Etna.
Match your travel dynamic
The same villa will not suit every family or group. Start with who is travelling, how you expect to spend each day and the balance you want between shared time and personal space.
For one family or several generations travelling together, the layout must work for every age. We look for safe spaces for younger children, independence for teenagers and quieter bedrooms or annexes for grandparents.
Separate buildings can work particularly well for two families, several couples or groups of friends. Everyone can share the pool, gardens and dining areas while retaining properly independent sleeping quarters.
Good road access and sensible driving times can make day trips to Sicily’s historic towns, beaches and archaeological sites considerably easier.
A secluded setting, generous grounds and good facilities allow the group to slow down without needing to plan an outing every day.
Browse the collection
Integrated travel planning
We do not treat a villa as an isolated accommodation booking. Its location, layout and facilities should support the wider rhythm of the holiday.
It might provide a restful week after several days exploring Palermo or Siracusa, or serve as a settled base for visits to Baroque towns, vineyards, beaches and Mount Etna. We consider the complete route so that the villa complements the journey rather than complicating it.

How to combine real places, a manageable number of bases and enough unstructured time for the holiday to remain enjoyable.
Read the guide
Use Etna, Roman mosaics, archaeology, beaches and islands to decide what belongs in the route rather than filling every day.
Read the guide
Start with bedrooms, bathrooms, kitchens, pools and the children’s ages before deciding which part of Sicily works best.
Read the guideGroup dynamics
Maximum capacity tells you how many people a villa can accommodate. It does not tell you whether those people will be comfortable living together. For larger groups, we examine how the property works throughout an ordinary day.
We examine bedroom placement, bathroom access and the division between sleeping areas. This helps early risers, younger children and those who stay up later follow different routines without disturbing one another.
Shaded terraces, smaller sitting spaces and quiet corners allow guests to spend time together or find their own space during the day.
The kitchen, indoor dining room and outdoor dining area must suit the number of guests, allowing everyone to eat together without making preparation unnecessarily difficult.
Parking for several cars, access to food shops, driving times and the distance to restaurants all affect a large-group stay. We check these details before recommending a property.
Regional immersion
Sicily is too large and varied to approach as a single destination. The position of the villa should reflect both the places you want to visit and the amount of driving you consider reasonable.
Concentrate on one part of Sicily, combining local markets and selected day trips with enough unstructured time to become familiar with the surrounding towns, countryside and coast.
For ten to fourteen nights, two bases can provide a broader experience without turning the holiday into a constant road trip. Combine Mount Etna and the eastern coast with the Baroque south-east, or pair Palermo with western Sicily.
Begin with several nights in Palermo, Siracusa or another cultural centre, then move to a private villa. The principal sightseeing comes first, leaving the pool, coast and slower days for the second part of the holiday.
EXCELLENT
Based on 77 reviews
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Catherine Day16 July 2026Trustindex verifies that the original source of the review is Google.
We’re recently home after a wonderful holiday in Puglia arranged with Antonio. Great pace, a range of always excellent accommodation and an interesting suggested itinerary. We would highly recommend Expert to Italy and look forward to planning our next getaway with Antonio.Posted on Google![]()
Mike Girling (No nickname)16 June 2026Trustindex verifies that the original source of the review is Google.
Just back from another delightful holiday organised from start to finish by the Italian "Expert" Antonio. After several discussions with him we decided to have an eleven day trip to the Amalfi coast and Ischia and thanks to his intimate knowledge of the area we had a most enjoyable and memorable time. Ischia in particular was absolutely wonderful. Antonios advice on the boutique hotels, guided tours, and places to visit were exemplary as were the drivers he booked to ferry us around. In addition to all the knowledge and advice he provides, this time, we encountered a couple of problems of our own making, but a quick WhatsApp to Antonio and within 24 hours both problems were solved. So if you are looking for an independent holiday in Italy along with great support we have no hesitation in recommending Antonio Mike & DianePosted on Google![]()
Daniel Hockman9 June 2026Trustindex verifies that the original source of the review is Google.
ExpertoItaly is a brilliant company, and Antonio organised a wonderful holiday for us in Puglia a region we did not know. His suggestions were all fantastic. He listens to what you want to do and works your holiday around that. I wouldn’t hesitate to recommend him to anyone contemplating a holiday in Italy. Thank you so much, Antonio!Posted on Google![]()
Elaine Yeoh6 June 2026Trustindex verifies that the original source of the review is Google.
We engaged Antonio Cresce to plan and manage our 3 week holiday in Italy - covering towns in the regions of Puglia, Basilicata ,Calabria and Campania. Our holiday was seamless and exceeded all our expectations, and I would highly recommend Antonio / Expert to Italy for all your holiday planning and needs. From the point of choosing destinations, Antonio was collaborative and listened to everything on our wishlist . The towns he chose for us were exactly the places that we loved .. off the beaten track, charming and authentic Italy ! He picked our accomodation and again there was a lot of collaboration over our needs and we loved the choices . The tours he organised were exceptional. I wanted to see wildflowers and orchids and he engaged experts to take me around the national parks . I would never have been able to source the contacts and organise the excursions as perfectly as it was done . Some of the best moments of our travels , ever! Transfers were professional and seamless. Antonio remained fully contactable throughout our trip for questions , help and any details we needed. We felt fully secure and confident that we had an agent travelling along with us at every step! It was a huge benefit as well having him in the rough time zones as Italy where he is based in the UK, so that any questions were promptly answered and sorted . This could have been more problematic if we had engaged someone from home in Australia with the big difference in time zones . We appreciated his travel advice and recommendations, his work ethics , his professionalism and how he went over and beyond to make our holiday truly exceptional!Posted on Google![]()
Judith Warren29 April 2026Trustindex verifies that the original source of the review is Google.
Antonio is super helpful and efficient and he knows Italy. He arranged our three centre Italian holiday, booked all train tickets, taxis and hotels and suggested places we wouldn't have thought of. You can have an independent holiday without problems, even in a less touristy area, because he's organised everyone for you and he's a back up if anything goes wrong. Thanks Antonio, be in touch next time!Posted on Google![]()
Anne Fenton22 September 2025Trustindex verifies that the original source of the review is Google.
Antonio was a delight to deal with. He was knowledgable, friendly and very patient when we changed our plans several times! His choices of hotels were exceptionally good and he was very responsive when we had a little hiccup with the car rental. Highly recommend his services.Posted on Google![]()
Teresa Oliveira25 August 2025Trustindex verifies that the original source of the review is Google.
We used ExpertoItaly to help us with our two-week holiday in Sicily. We had a couple of interactions with Antonio, and were very fast to close on our itinerary and hotels. Everyting was very well organized and suitable to our requirements. Antonio chose very good accommodations: small beautiful, full of character and well located. He also booked our bus trips as we did not want to rent a car. That worked really well. It was a great help and gave us great confidence for our trip. We strongly recommend ExpertoItaly if you want customised holidays in Italy. We will use it again for future traveling in Italy!Posted on Google![]()
IzzieD21 August 2025Trustindex verifies that the original source of the review is Google.
Antonio is an expert on Italy so if you are planning a trip then you should definitely use ExpertoItaly. He helped us plan the perfect family trip and we cannot fault any of his recommendations. From car hire, to the perfect hotels and apartments, he is highly knowledgeable and it doesn't stop with planning. He was on hand to be available if we needed his help while on the trip. His customer service is first class. Thank you so so much and we look forward to planning our next trip with you.Posted on Google![]()
David Wise12 August 2025Trustindex verifies that the original source of the review is Google.
Antonio was really helpful in planning our trip to Italy. We wanted to visit 3 locations, he provided recommendations on accomodations which were great - really good locations for each booking. He also coordinated taxis and trains and provided a load of suggestions for each location for places to eat and sites to visit. He was readily available to answer any questions we had by email or WhatsApp. His assistance really helped us in planning this trip and saved us a lot of stress in trying to coordinate this ourselves. All in all we had a great holidayPosted on Google![]()
Simon Tanner8 July 2025Trustindex verifies that the original source of the review is Google.
Antonio organised a wonderful two-centre trip for us. He listened to our requirements and designed an itinerary that fulfilled our needs perfectly. All the arrangements (hotels, transfers, bike hire, train tickets etc.) went smoothly and Antonio was available before and during the holiday to answer any queries. He is helpful and charming. The pricing was very competitive and the holiday good value for money. I would recommend ExpertoItaly to anyone looking for knowledgeable, excellent customer service and look forward to using Antonio’s services again in the future.

Tailor-made Italy holidays, designed personally by Antonio Cresce.
Characterful places to stay, thoughtful routes and well-planned travel between them — across one region or several.
We arrange your accommodation, transport and experiences in Italy. Flights are booked separately.
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