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Private villas across Sicily

Find your place for a Sicily villa holiday

Swim before breakfast, linger over lunch on the terrace and enjoy a home of your own in Sicily. Choose a beachside house, a country garden or a villa near town; tell us who is travelling and what you would love to do.

2–12 guestsPrivate poolsCoast and countrysideTailor-made Sicily itineraries

Featured villa

Villa Spuma

A private villa in Cornino for five guests, with two double bedrooms, a sofa-bed room and a large pool.

Walk to the beach and local restaurants, then return to your pool and terrace. Erice, Trapani and Segesta make rewarding days out by car.

View Villa Spuma

Start with the holiday

Choose the space you will enjoy together

Enjoy a house with everyone under one roof, or choose separate annexes for two families or several couples. We explain the bedrooms, bathrooms, steps and pool access, and recommend villas close to the beaches, towns and countryside you want to explore.

A week gives you time to settle into villa life and explore the surrounding area. For ten to fourteen nights, combine your villa with a few days in Palermo, Siracusa or another part of Sicily, or simply enjoy a longer stay in one place.

Time together, space of your own

Choose a villa around the way you want to stay

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 the whole family

Space that works for every generation

Choose rooms close together for younger children, or quieter bedrooms and annexes for family members who would enjoy more privacy. We explain steps, external entrances and pool depths before you book.

Villas with separate annexes

Shared time with independent quarters

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.

A well-connected base

Enjoy days out nearby

Good road access and sensible driving times can make day trips to Sicily’s historic towns, beaches and archaeological sites considerably easier.

A private retreat

Let the villa become the destination

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

Find villas by group, setting and feature

A week away or a wider journey

Enjoy the villa on its own, or add another stay

A standalone villa week is a holiday in its own right: pool days, shared meals and outings whenever you choose.

You can also combine it with Palermo or Siracusa, or use your villa to explore nearby Baroque towns, vineyards and beaches. We arrange the accommodation and travel around your plans, with car hire, transfers and experiences where you would like them.

Family planning guide

Family holidays in Sicily, beyond the conventional resort

Combine markets, ancient stories and days outdoors with time for the pool and sea.

Read the guide

Family planning guide

Sicily for families and curious travellers

Discover Etna, Roman mosaics, ancient cities, beaches and islands, with practical advice for family days out.

Read the guide

Family planning guide

Where to stay in Sicily with children

Compare apartments, lodges and country stays, with useful details about bedrooms, bathrooms, pools and access.

Read the guide

Holidays with a larger group

Room for everyone to settle in

Bring several generations, couples or friends together for pool afternoons and long dinners. We help you choose enough shared space and the bedroom arrangements that give everyone a comfortable stay.

Privacy that works

Plan bedrooms around different routines

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.

Space for different routines

Gather together or find a quiet corner

Shaded terraces, smaller sitting spaces and quiet corners allow guests to spend time together or find their own space during the day.

Dining for the whole group

Make shared meals straightforward

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.

Practical logistics

Shops, parking and restaurants nearby

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.

Discover your corner of Sicily

A villa close to the places you want to explore

Choose western Sicily for Erice, Segesta and the salt pans, the south-east for Baroque towns and beaches, or the Etna area for volcanic landscapes and villages. Staying in one region leaves more time to enjoy both outings and the villa.

One region in depth

Unpack once and explore locally

Shop at local markets, find a favourite place for lunch and choose a few days out. Between them, enjoy your garden, pool and the surrounding countryside or coast.

A two-centre journey

Combine two contrasting bases

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.

The relaxed final week

Explore first, then slow down

Begin with several nights in Palermo, Siracusa or another cultural centre, then move to a private villa. Follow city walks and museums with pool afternoons, beach days and leisurely meals at your villa.

You are in good hands

      EXCELLENT  
   Based on 78 reviews 
    
 
 
 
   
 
 
       Posted on Google  
   
   Kay Wade 
 27 September 2026
 
 
 Trustindex verifies that the original source of the review is Google. We can’t thank ExpertoItaly enough for the wonderful trip to northern Italy organized for us in August. We really appreciated that Antonio took time and effort to get to know the kind of travelers we are so as to create an imaginative, personalized travel plan and detailed guide packed with tips and information about the places we visited. His vast insider knowledge of his country contributed to our smooth and stress-free train journeys and to all that we learned and enjoyed about the cities we visited; about their respective histories, cultures, infrastructures, public spaces, peoples and more. We would recommend ExpertoItaly in a heartbeat!
  
 
      Posted on Google  
   
   Catherine Day 
 16 July 2026
 
 
 Trustindex 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 2026
 
 
 Trustindex 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 & Diane
  
 
      Posted on Google  
   
   Daniel Hockman 
 9 June 2026
 
 
 Trustindex 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 Yeoh 
 6 June 2026
 
 
 Trustindex 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 Warren 
 29 April 2026
 
 
 Trustindex 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 Fenton 
 22 September 2025
 
 
 Trustindex 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 Oliveira 
 25 August 2025
 
 
 Trustindex 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  
   
   IzzieD 
 21 August 2025
 
 
 Trustindex 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 Wise 
 12 August 2025
 
 
 Trustindex 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 holiday