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Holiday rentals in Trupiano

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Top-rated holiday rentals in Trupiano

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Guest favourite
A serene outdoor area features a large swimming pool and a circular hot tub surrounded by well-maintained grass. Sun loungers are arranged neatly on the lawn, with a backdrop of rolling hills and colorful buildings dotting the landscape under a clear blue sky.
Flat in Taormina
4.83 out of 5 average rating, 151 reviews

Luxurious apartment in Taormina

Welcome to our luxurious and spacious ground floor apartment of approx 300 sqm internal living area with 100 sqm of private patios/terraces, a communal swimming pool and surrounding gardens. Our apartment allows up to 11 guests to stay in our large bedrooms. The prestigious gated complex (San Giorgio) offers peace and tranquillity whilst only a few minutes walk to Corso Umberto. Enjoy the breathtaking views of the beautiful Bay of Taormina from your apartment. On-site parking available €25p/d

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, 119 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.

Guest favourite
Villa in Taormina
4.81 out of 5 average rating, 176 reviews

Elegant Villa in prime central location Taormina

Villa "Palazzo Francesca" is located in the best area of Taormina's historic center. The roof terrace offers spectacular views of Mt. Etna and the center. Corso Umberto, all the sights and the best restaurants are in immediate proximity (a 1-5 minute walk). Public parking is available just 200 m away; valet parking is also offered. The gondola to the beach is only a 4-minute walk away. The villa is ideal for a stay without a car or weddings as all the churches and the Hotel Timeo are nearby.

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, 159 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
An inviting infinity pool extends towards the horizon, reflecting the bright blue sky. Lush green hills rise in the background, with the coastline visible along the Mediterranean Sea. Sunlight glimmers on the water's surface, creating a serene outdoor environment.
Apartment in Taormina
4.91 out of 5 average rating, 106 reviews

Panoramic Residence Taormina SeaView Terrace+Pool

PANORAMIC RESIDENCE TAORMINA Sea View Apartment with Pool A beautiful apartment situated in the exclusive San Giorgio Residence with an astonishing view on the Mediterranean will welcome you in Taormina,the pearl of the Ionian sea The apartment has a furnished terrace facing the sea where you can relax and dine and guests have use of a beautiful swimming pool and a large garden with palms and superb exotic plants

Top guest favourite
A tranquil swimming pool is framed by lush palm trees and vibrant greenery. A large terracotta pot rests on a stone ledge, contrasting with the clear blue water. The expansive view of the Mediterranean Sea is visible in the background, showcasing a bright sky and distant coastline.
Villa in Taormina
4.96 out of 5 average rating, 146 reviews

VILLA LOU Taormina Private Villa Sea View Pool

VILLA LOU Taormina Private Villa Private Pool Exclusive use The villa has a large furnished terrace facing the sea where you can relax and dine and guests have exclusive use of a private sea view swimming pool ..surrounded by a large garden with palms and exotic plants The villa has 3 double bedrooms, 2 bathrooms (1 with a bath tub) and a hairdryer is included MUST CLIMB STAIRS AS STATED UNDER SAFETY & PROPERTY

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, 75 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.

Top guest favourite
A spacious private terrace is equipped with lounge chairs and small tables, offering an unobstructed view of the shimmering blue bay and rocky coastline. The surrounding landscape features lush greenery and distant cliffs, enhancing the serene coastal atmosphere.
Flat in Taormina
4.99 out of 5 average rating, 234 reviews

Isolabella apartment Villa Sparviero

The view is wonderful. The apartment has a wonderful terrace overlooking the famous Isola Bella and you can admine spectacular colors of sunrise and sunset. The terrace is private where you can relax and have dinner. The guests have use of a beautiful jacuzzi with breathtaking view. The jacuzzi is shared with other apartment.

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