Borgo Hedone - Ninfea & AlbaN°001
Sicily, Italy
Scicli
Mar 19 – 22 · $1,288 for 3 nights
Smiling House brings together 7 hand-selected luxury apartments in Sicily — each one chosen for its setting, its design and the service around it. Sicily is the Mediterranean's largest island, a sun-soaked crossroads of Greek temples, baroque towns, volcanic landscapes and exceptional food and wine. From intimate hideaways for two to expansive homes for family and friends, every apartment is booked directly with our team — no middle-man, no surprises. Browse the homes below, then speak to a concierge who knows Sicily first-hand about dates, rates and the details that make a stay effortless.
Updated October 2026
Tiche Home 200m From SeaN°002
Sicily, Italy
Ortigia
Oct 27 – 30 · $808 for 3 nights
Borgo Hedone - RosaN°003
Sicily, Italy
Scicli
Mar 19 – 22 · $1,288 for 3 nights
Eclisse House Few Steps From The SeaN°004
Sicily, Italy
Augusta
From $287 per night
Borgo Hedone - JardinN°005
Sicily, Italy
Scicli
Oct 21 – 24 · $1,157 for 3 nights
Casa Smeralda a 200m From The SeaN°006
Sicily, Italy
Augusta
Nov 8 – 11 · $808 for 3 nights
All 61 villas in Sicily
Every home in Sicily that can be booked with Smiling House, as a plain list.
- Amazing Villa Minutes Away From Fine Sandy Beach
- Amazing Villa Surrounded By Palm Trees With Panoramic Views
- Authentic Sicilian Experience With Pool
- Borgo Hedone - Jardin
- Borgo Hedone - Ninfea & Alba
- Borgo Hedone - Rosa
- Borgo Hedone - Town Villa Palazzo Hedone
- Bright Modern Villa With Infinity Pool
- Casa Apara
- Casa Golf a 200m From The Sea
- Casa Plaja
- Casa Smeralda a 200m From The Sea
- Contemporary Villa With Beautiful Scenery
- Dazzling Contemporary Villa Overlooking the Sea
- Eclisse House Few Steps From The Sea
- Extraordinary Villa Along a Cliff Edge
- Glamorous Villa with Exotic Atmosphere
- Glamorous Villa with Infinity Pool near Cefalu
- Grand Beachfront Italian Villa
- Green Garden Villa of Sicily
- Lovely Cottage a Few Steps From the Sandy Beach
- Luxurious Holiday Villa With Gym And Private Pool
- Luxurious Seaside Escape With Nature
- Luxury Villa Surrounded by Olive Grooves
- Mesmerizing Villa in the Heart of Baroque Sicily
- Minimalist Design Meets Sicilian Nature
- Modern 3 BR Villa With Inviting Pool
- Modern Villa Built for Luxury
- Modern Villa Set in a Peaceful, Rural Location
- Modern Villa With Classical Inspiration
- Nike Home 200m From Sea
- Outstanding Deluxe Villa with Terraced Garden and Pool
- Outstanding Designer Villa with Private Pool
- Panoramic Villa Near Vendicari Reserve
- Prestigious Villa in Eastern Sicily
- Private Villa Overlooking Aeolian Islands
- Rare Villa Close to the Beach
- Ravishing Villa of Contrada Fontanelle
- Serene Retreat in Sicilian Countryside
- Spacious Villa with Nice Outdoor Area
- Spectacular Vineyard Villa Close To Catania Airport
- Splendid Villa From the Early Twentieth Century
- Splendid Villa Set on a Hillside Above the Beach
- Stunning Historic Villa With Private Pool
- Stunning Villa In A Glorious, Coastal Location
- Stylish Villa with Panoramic Views
- Stylish Villa with Stunning Sea Views
- Tiche Home 200m From Sea
- Traditional Villa Located in the Plains of Menfi
- Villa Ficus
- Villa Iris
- Villa Macari Fantastic Sea View
- Villa Nestled in the Enchanting Countryside
- Villa Olmo With Private Pool
- Villa Pruno
- Balcony Retreat Villa in Sicily
- Villa Sorbo
- Villa With Orchard and Pool Views
- Villa on a Hill With Stunning Views of the Sea
- Whimsical Sicilian Villa With Garden
- Xenia Home 200m From Sea
Smiling House also offers a concierge for private chefs, transfers, ski instructors, yachts and cars, a VIP Club with first access to new residences and member rates, chalets for sale in the Gstaad region through its real estate division and instantly bookable homes with live availability.
More to rent in Sicily
Apartments in other destinations
Frequently asked
How do I book a apartment in Sicily?
Choose a home below and send an enquiry, or ask to book directly. A Smiling House concierge confirms availability and rates with the owner and handles the booking end to end — you deal with our team, not a faceless platform.
What's included when I rent a apartment in Sicily?
Every home is fully furnished and privately yours for the stay. Concierge support, and often housekeeping and local recommendations, come as standard; specific services vary by property and are listed on each home's page.
Is it cheaper to book direct with Smiling House?
Booking direct removes the platform mark-ups that sit on OTA listings, and puts you in touch with a team that knows Sicily personally. You get the real home, the real price and a human who answers.
How many apartments are available in Sicily?
7 apartments are featured here right now. Inventory changes as homes are booked and new ones join, so the collection is always current.