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Holiday rentals in Trupiano

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Top-rated holiday rentals in Trupiano

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Taormina
5.0 out of 5 average rating, 15 reviews

Casa Aragona in the heart of Taormina

Finally, it is possible to stay in Taormina's most iconic house! There is not a single visitor who does not take home a photo of this exclusive building. Now you can enter into its magic. Located in the most authentic neighbourhood of the city, overlooking the Naumachie, a short walk from the Greek-Roman Theatre and the public garden. The flat is bright and elegantly furnished, cosy and equipped with every comfort, and has a terrace that will be furnished for relaxation from April onwards.

Top guest favourite
Holiday home in Taormina
5.0 out of 5 average rating, 118 reviews

Taormina • Sea View Villa • Private Pool

Mediterranean Seasons – Villa Mediterranea is a luxury villa in Taormina with private pool and sea view, located just a few minutes from the historic center. It offers exclusive outdoor spaces with a citrus garden, outdoor dining area and a relaxing poolside lounge. The interiors are bright and fully equipped with every comfort. The property also features private parking and a music studio. Perfect for families, couples and groups seeking privacy, relaxation and an exclusive stay in Taormina.

Top guest favourite
A private veranda offers serene views of the sea and town. Black wrought iron chairs frame a simple table, while terracotta pots with plants add a touch of greenery. Columns provide architectural interest against the clear blue sky.
Villa in Taormina
4.96 out of 5 average rating, 48 reviews

Villa Britannia

An Historical villa in Taormina centre . Unique home with all modern comforts , offering exceptional service. 2 large ensuite bedrooms , fully equipped kitchen a large lounge with unique bar area , sound system all leading to your private veranda looking over sea and town views. Villa Britannia the connected villa to the property owners Villa, Villa Lawrence , the home where Dh Lawrence and Truman Capote lived, whoever stays at VB will be allowed an historical visit at Villa Lawrence .

Top guest favourite
Flat in Naxos
5.0 out of 5 average rating, 28 reviews

La Villa Mora Seaside Apartments - Blu Elegance

Blue Eleganza is a stylish apartment on the second floor of La Villa Mora Seaside Apartments, featuring two bedrooms: one with a double bed and sea view, and another with twin beds that can be combined into a double, making it ideal for families or friends. Soft tones and sliding doors create a spacious open-plan feel. Fully equipped and designed for comfort, the apartment also offers a balcony with a stunning sea view. The building’s elevator provides direct access to the apartment.

Top guest favourite
Villa in Taormina
5.0 out of 5 average rating, 45 reviews

Villa Ada | Private pool with Etna & sea view

Villa Ada is a bright villa with large glass walls overlooking Mount Etna and the bay of Giardini Naxos. Spread across multiple levels, it offers several outdoor areas: a private courtyard with a swimming pool, a panoramic terrace, and a sea-view garden. Located just a 7-minute walk from Taormina’s center, in one of the most beautiful and quiet areas, it allows guests to enjoy the town without the main street’s crowds. A private garage and full privacy complete the property.

Guest favourite
A spacious terrace features comfortable lounge chairs and a small table, all positioned to offer an unobstructed view of the sea and surrounding landscapes. Lush potted plants add greenery to the serene environment, while the clear blue sky enhances the tranquil atmosphere.
Villa in Giardini-Naxos
4.94 out of 5 average rating, 100 reviews

*Luxury*VILLA* Taormina, Etna & Seaview, Pool

The property was newly renovated in 2025 and is located in an absolutely predestined secluded location, on a small hill, directly behind the last row of houses of the port city of Giardini Naxos. The villa has been designed by a gifted European architect. Due to the large rooms and large doors and windows, the villa is very bright. From every angle you look at the sea & Taormina. The secluded yet close location to the center and sea is unique. Experience this dream.

Top guest favourite
A dining table is set for a meal, featuring a bowl of fresh fruit and pastries. The space is surrounded by lush greenery, while a panoramic view of the sea and distant hills is visible in the background under a bright blue sky.
Villa in Taormina
5.0 out of 5 average rating, 46 reviews

Villa La Gorgone

Be ready for a unique experience at La Gorgone-Sea View Villa with a breathtaking view of Taormina’s bay and its beautiful sunsets. Large living room with a separate kitchen and a lounge area with sofas and TV from which you’ll have access to the master bedroom with its private bedroom. From the wooden stairs, you’ll be able to reach the second floor with 3 bedrooms, two bathrooms and a laundry room. On the second terrace you will find a 6-seater Jacuzzi tub.

Top guest favourite
A light-filled open space features a modern sofa with decorative pillows, facing large glass doors that provide stunning sea views. A dining area is visible with a table set for meals, surrounded by potted plants. The room is adorned with stone walls and a patterned floor.
Home in Taormina
4.96 out of 5 average rating, 328 reviews

Casa Stella del Mattino – Taormina

Casa Stella del Mattino is located in Taormina just 700 meters from the historic center, on a hill overlooking the sea, in a quiet-panoramic area where you can admire a breathtaking view. From the Center you can reach the beaches of Isola Bella and Mazzarò in a few minutes. The house has a large equipped kitchen, two bedrooms, a sofa bed, two bathrooms, air conditioning, and free Wi-Fi. A terrace where you can have lunch is at your disposal. Private parking.

Top guest favourite
An open space living area features large glass windows with a view of the sea. A light-colored sofa sits next to a modern black coffee table, while a dining table is set for four. Decorative plants and fruit arrangements add color to the space.
Apartment in Taormina
5.0 out of 5 average rating, 158 reviews

TaoView Apartments

Looking for an apartment in Taormina with a breathtaking view and in the heart of the city? The TaoView apartment is a two-minute walk from Corso Umberto, the town's main street, but in an elevated position that offers a splendid view of the sea and the Ancient Theater. Elegantly furnished, inside you will find all the amenities for a relaxing and carefree stay. All the splendor of Taormina at your fingertips, without sacrificing tranquility.

Guest favourite
The image displays a private pool surrounded by lush greenery at dusk. Soft lighting highlights the villa in the background, while the pool's water reflects the serene sky. Comfortable lounge chairs are positioned nearby, inviting relaxation.
Villa in Taormina
4.98 out of 5 average rating, 41 reviews

Prestigious Villa in Taormina with pool & jacuzzi

Prestigious villa in Taormina with garden and private pool. Villa Calipso is spread over 250 square meters on two floors, with large living rooms, 4 bedrooms, 5 bathrooms, swimming pool, BBQ, children's area. The central body dates back to the 1800s. The villa enjoys entirely the splendid view of Etna. It is located in the Trapittello district of Taormina. The most beautiful beaches of Taormina can be reached easily and in just a few minutes.

Guest favourite
A spacious terrace is furnished with wooden seating, offering an unobstructed view of the sea. Decorative elements include potted plants and green accents. The tranquil setting captures sunlight, enhancing the atmosphere of relaxation.
Villa in Taormina
4.93 out of 5 average rating, 15 reviews

rocco's villa

Welcome to Rocco s'villa, your perfect holiday residence located in the suggestive Mastrissa district, in Taormina. This splendid villa, distributed on three levels each with a large terrace, offers a breathtaking view of the bay and spectacular panoramas that extend from the bay of Taormina Catania to the gulf of Augusta. This newly built property has been designed to offer maximum comfort and relax....

Top guest favourite
A bright living area is shown, featuring a comfortable sofa and a glass dining table surrounded by elegant chairs. A large sliding door opens to a terrace with ocean views, offering natural light and a calming atmosphere.
Apartment in Taormina
4.97 out of 5 average rating, 74 reviews

Taormina Dream View

Relax and recharge your batteries in this oasis of tranquillity and elegance. Taormina Dream View is a modern and elegant apartment with a breathtaking view of the Bay of Mazzarò, the Calabrian Coast and the vast Ionian Sea. It has been carefully designed down to the last detail and is perfect for families, couples and friends.

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