Elegant Villa Offering An Atmosphere Of CalmN°001
Sicily, Italy
Private PoolSea ViewHot Tub
From $3,971 per night
Smiling House brings together 6 villas in Sicily with their own private pool — 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. Filtering for private-pool homes narrows the collection to villas with their own private pool, so the feature you care about most is a given rather than a gamble. 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.
Authentic Refuge On The Coast Villa With Sea ViewN°002
Sicily, Italy
Private PoolSea ViewWaterfront
From $2,587 per night
Coastal Harmony RetreatN°003
Sicily, Italy
Private PoolHot Tub
From $1,860 per night
Magical Queen Villa Set on a HillN°004
Sicily, Italy
Private Pool
From $1,076 per night
Relaxing Villa with Large GardenN°005
Italy (other), Italy
Private Pool
From $674 per night
Elegant Villa with Circular Infinity PoolN°006
Sicily, Italy
Private Pool
From $535 per night
Villas in Sicily by feature
More to rent in Sicily
Private-pool Villas in other destinations
Frequently asked
- How do I book a villa 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.
- Do all these villas really have private-pool?
- Yes. This page only lists villas in Sicily with their own private pool — the amenity is verified against each home's specification, so it's a feature you can count on, not a maybe.
- 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 villas are available in Sicily?
- 6 villas with their own private pool are featured here right now. Inventory changes as homes are booked and new ones join, so the collection is always current.