Monthly Rentals in Trupiano

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Top guest favorite
Villa in Gaggi
5 out of 5 average rating, 15 reviews

Villa with pool near Taormina

MarleneRating, 5 stars3 weeks ago
This place is a dream! It really is beyond beautiful. A traditional Sicilian villa, which has been lovingly taken care of and feels like a family treasure. The garden is incredible, with lots of beautiful flowers and fruit trees, and potted plants all along the walls and balcony. And the views are amazing! From the kitchen and the upstairs terrace you can see the Etna, but from all of the windows the sights are just beautiful. Giovanni is the best host, very friendly and has lots of great recommendations for the area, for sightseeing and food 🥰 I couldn’t recommend this place enough!
Top guest favorite
Vacation home in Taormina
4.99 out of 5 average rating, 100 reviews

Sunlight Country House with pool

LibbyRating, 5 stars2 weeks ago
We had the most wonderful time at Maria’s house. It was the perfect getaway for a week in a good location to get around and explore Sicily. Teresa and Gabriele were very welcoming and so helpful with making bookings and recommending things to do.
Guest favorite
Home in Chianchitta
4.84 out of 5 average rating, 101 reviews

Contrada Fiascara 2

MariyanaRating, 5 stars2 weeks ago
Already miss this lovely place which became our dream Sicilian country home for three nights! Located in a peaceful gardens area, accompanied by lovely doggies, Mathilde's place gave us a feeling of coziness and freedom. I can only regret that our busy programme didn't allow us to meet with her in person but she was ver approachable and easy going. If you are looking for a quite place near to Naxos and Taormina, and a good starting point for Etna - don't hesitate to book this place :)
Guest favorite
Apartment in Taormina
4.91 out of 5 average rating, 23 reviews

Villa Mastrissa luxury apartment with mini pool

AlexandraRating, 5 stars1 month ago
Amazing location with beautiful views and a nice warm hot tub our kids couldn’t get enough of. An easy drive to the large town parking lot in Taormina yet felt separate and uncrowded despite the hustle in town. The hosts were kind and responsive and their recommendations were spot on. Highly recommend a visit to this gem for families

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

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Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

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*Some exclusions may apply in certain geographies and for some properties.