Vacation rentals in Trupiano

4.8 out of 5 average rating, 275 reviews

Il Giardino Blu - Overlooking the sea of Taormina

I recommend to travelers: read everything😊 Nice renovated and well furnished two-room apartment on the ground floor, in a quiet condominium overlooking the sea of Taormina. Comfortable living room with kitchenette and two sofa beds, spacious double bedroom and spacious bathroom. The color that envelops it expresses calm, peace, optimism, harmony. Ideal for those who want to fully experience the sea, enjoying a quiet corner even in the height of summer. Private parking, covered and closed, free. Pets welcome.

4.95 out of 5 average rating, 168 reviews

An infinity pool extends towards the sea, blending seamlessly with the horizon. Surrounding hills and distant coastline create a scenic backdrop, while the tranquil waters reflect the sky's soft hues, inviting relaxation and enjoyment of the panoramic views.

Villa in Taormina

Blue mood villa Taormina, Sea view and pool

Pretty panoramic villa, consisting of 2 small apartments in an exclusive setting, ideal for moments of relaxation immersed in nature and away from traffic but a short walk from the centre! THE STRUCTURE IS ACCESSIBLE FROM THE MAIN ROAD ONLY THROUGH A PRIVATE HILL WITH ABOUT 80 steps, therefore it is not suitable for children, the elderly and people with mobility problems. finding parking in Taormina is difficult in high season! therefore the CAR is NOT RECOMMENDED. POOL IS FOR EXCLUSIVE USE

4.9 out of 5 average rating, 147 reviews

Loft in Naxos

*Luxury Villa* Etna, Taormina & Seaview with Pool*

Umgeben von Oliven- und Zitronenbäumen und Palmen, ein paar Meter hinter der letzten Häuserreihe der Hafenstadt Giardini Naxos mit unverbauten Blick auf das Meer, Taormina und dem Festland gelegen . Das Anwesen wurde Terrassenförmig angelegt & 2024 renoviert. Ein elektrisches Tor lässt Sie in das Paradies gelangen, Sie erreichen die Villa auf einer kurzen gut ausgebauten und beleuchteten Privatstraße. Das sizilianische Flair mit der Modernen Welt vereint. Unsere Gäste lieben unser Anwesen.

4.88 out of 5 average rating, 409 reviews

Ionio - Apartment with sea view and breakfast

The Ionio is a mini apartment ideal for 2-3 people. It is located on the ground floor of the "Window to the Sea" structure. It has a kitchenette, air conditioning, a bathroom with a walk-in shower, wi-fi, a television with satellite receiver, a safe, and a beautiful terrace where you can have breakfast in the morning while admiring the sea or dinner in the evening. The gazebo, which can be completely closed, allows you to enjoy the view even on cooler days. Parking inside the B&B is free.

4.88 out of 5 average rating, 107 reviews

An outdoor terrace is presented, featuring a dark dining table surrounded by chairs. Potted plants are visible, adding greenery to the space. In the background, a building with a bell tower and mountains can be seen under a twilight sky, enhancing the serene atmosphere.

Home in Gaggi

Terrazza Etna

The house is located in the ancient village of Cavallaro di Gaggi, immersed in the Alcantara river valley. The house consists of two bedrooms, a bathroom and a large terrace, a cozy kitchen with all the necessary amenities, a bedroom and a large terrace with a beautiful view. The bedroom has a double bed, a large wardrobe and a sofa bed. The terrace has a relaxation area and a dining table with chairs. The view is of the village, Alcantara Valley and the top of Mount Etna.

Vacation home in Taormina

A vibrant wall art piece is mounted on a textured stone surface near large glass windows. The reflection shows the outdoors, where lounge chairs and greenery are visible, complementing the natural setting of the location.

4.99 out of 5 average rating, 100 reviews

Sunlight Country House with pool

Immersa nella campagna di Taormina, a 10 minuti in auto dal Centro Storico e 5 minuti in auto dal mare, la casa è dotata di una splendida piscina di acqua salata condivisa (aperta dal 1 Aprile al 31 Ottobre) e di un grande giardino condiviso interamente fruibile. E' composto da un'elegante camera matrimoniale con vista piscina, un ampio e luminoso bagno ed una cucina privata situata in un locale separato, a pochi metri dalla struttura principale e completa di ogni comfort.

4.95 out of 5 average rating, 260 reviews

A bright open space features large glass doors that offer views of the sea, allowing natural light to fill the area. Comfortable seating is provided by a gray sofa and a stylish armchair with patterned cushions. Decorative plants and a dining table are visible, enhancing the inviting atmosphere.

Home in Taormina

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.

A round table is set for breakfast, featuring two plates with frittata, fresh fruit, and coffee cups. The expansive view of the coastline and sea is visible in the background, framed by a white railing. The tranquil atmosphere enhances the dining experience.

4.95 out of 5 average rating, 420 reviews

Etna Apartment

Etna Apartment is a small, well-furnished 28 sqm studio apartment composed of a single room with kitchenette and a small toilet with shower. It is surrounded by a large panoramic terrace of 65 sqm where you can admire the beauties of Taormina: Etna, the bay of Giardini Naxos and Castelmola. Etna Apartment is a 5- minute walk from the historic center of Taormina. It is the ideal place for couples, and no, who want to spend a romantic and unforgettable stay.

A spacious terrace offers a panoramic view of the coastline and the sea, framed by a decorative iron railing. Lush greenery and terracotta roofs are visible below, accompanied by a clear blue sky scattered with soft clouds.

4.95 out of 5 average rating, 191 reviews

Casa Letizia, in the city: a terrace overlooking the sea.

120 sqm apartment with terrace: bright, quiet, elegantly furnished in Sicilian style. A real home full of personality, with antique furniture, wrought iron, lava stone and terracotta worked by skilled craftsmen that tell all the beauty and strength of this land. The large windows always allow you to see the sea when you are in the house. The delightful terrace will allow you to enjoy every moment: have lunch, read a book and drink a good glass of wine.

4.97 out of 5 average rating, 144 reviews

A panoramic view of the historic town of Castelmola is displayed, featuring terraced buildings and lush hills. Stone pathways and a raised viewpoint offer a clear perspective of the coastline below, with a vibrant blue sea visible in the distance. People are seen enjoying the scenery.

Home in Castelmola

Casa Cundari in the historic center of Castelmola

The apartment has a separate entrance, located in the historic center of Castelmola, at the foot of the Castle of Mola. From the balcony you can admire the majestic Mount Etna with the Gulf of Naxos. Newly renovated, it offers every comfort (radiators, air conditioners, washing machine, hairdryer, etc.): an entire room with a double bed, a large bathroom with a shower, an open space kitchenette and a corner dedicated to relaxation with a sofa bed.

4.84 out of 5 average rating, 101 reviews

A brown horse is seen near a rustic wooden structure, equipped with a saddle. In the background, tall palm trees are visible, along with a stone wall that enhances the rural setting. A person is positioned on a wooden bench adjacent to the horse.

Home in Chianchitta

Contrada Fiascara 2

Detached house in the countryside among the oranges and lemons of the "Contrada Fiascara". Located at the foot of Taormina, a short walk from the sea of Giardini Naxos, San Marco, Isola Bella, in the shadow of Mount Etna, next to the Alcantara gorges. The house, on the mezzanine floor, consists of a bedroom, a bathroom and a kitchen with living room. Private parking in the adjacent courtyard. Air conditioning. NB shared terrace!

A set of wooden French doors opens to a lush outdoor space, framed by sheer white curtains that softly diffuse natural light. The tiled floor complements the rustic stone and clay walls, while a vibrant green plant adds a touch of life to the serene entryway.

4.97 out of 5 average rating, 115 reviews

Bohémian - Taormina Central Apartment

Located just 100 meters from the main street, secluded yet accessible by car, this tranquil retreat is perfect for families and couples. The bedroom features a comfortable queen-size bed, while the living room offers a double sofa bed for 3 or 4 guests. The open-plan kitchen allows you to prepare your meals while enjoying a wide view of the dining area. An excellent choice for a pleasant vacation in Taormina!

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Trupiano vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Trupiano

4.97 out of 5 average rating, 74 reviews

An outdoor seating area features modern gray furniture with plush cushions, positioned to overlook stunning views of the mountains. A table holds a book, glasses of wine, and fresh lemons, while the landscape includes trees and distant snowy peaks under a partly cloudy sky.

Villa in Castelmola

A casa parasol Rumanu - Taormina

NujhatRating, 5 stars1 month ago

It’s a beautiful villa tucked away on top of a hill! The villa is clean and utterly beautiful!! The hosts left some gifts for us like wine and olive oil. Just an amazing experience. The views from this place are unmatched, even at night! The outdoor space is perfect for hanging out.

The image captures a serene coastal view with clear blue water gently lapping against rocky shorelines. A sailboat is visible in the distance, while yellow buoys float in the water, marking off spaces. The scene conveys a sense of tranquility and connection with nature.

Condo in Taormina

4.83 out of 5 average rating, 155 reviews

Gimmare 2

ZoéRating, 5 stars3 weeks ago

Our stay at Vera’s place was great! Very convenient, close to beaches and Taormina city center. The apartment was spacious and sparkling clean. I recommend. Thank you Vera

A dining table is set with plates and drinks, positioned near large windows that offer expansive views of the coastline and sea. The scene captures a bright atmosphere, with vibrant blue waters and greenery visible beyond.

4.94 out of 5 average rating, 70 reviews

Puravista Luxury Home

JohnRating, 5 stars1 month ago

Wonderful stay! I took my mom to Sicily for the first time and this was a most ideal place and setting. The service and attention was exceptional and made you feel right at home upon arrival. The room seemed like it was newly renovated with nice modern furnishings and technology and also immaculately clean. Perfect patio view of La Isola Bella. The outdoor pool was clean as well. If you chose not to rent a car you can take a bus which picks you up about halfway down the hill and it takes you to the beach as well as the center of Taormina. I would return here anytime. Well done Federico!

5 out of 5 average rating, 31 reviews

A dining table is set with minimalist grey plates and glassware, positioned beside a large window. The ocean view is visible in the background, framed by soft curtains. Two chairs and a small balcony are emphasized, enhancing the coastal ambiance.

Condo in Naxos

Alema apartment Giardini Naxos

KimRating, 5 stars4 days ago

Beautiful apartment, very clean with modern furnishings and everything felt new. The air con was the super quiet, you would never know it was on! Emanuele was the best host we have ever experienced and great with local info and restaurant recommendations as well as being so helpful and accommodating. The apartment was very central with lots of choice of bars and restaurants just a few minutes away - Italinicius has the best pizza we have ever tasted and worth a visit. Also La Cambusa has excellent food in a beautiful setting on the beach. The bus service is good although we walked along to the train station for a few early morning trains to Messina & Syracuse (its about a 25 minute walk from the apartment). We stayed here for 2 weeks and can highly recommend Emanuele's apartment for great amenities and the central location. 100% 5 stars!

5 out of 5 average rating, 60 reviews

A small balcony features a round white table surrounded by two blue chairs, offering a view of the beach and sea. Lush palm trees add a tropical feel, with mountains visible in the background against a clear sky.

Apartment in Naxos

The Window on the Sea Modern Apartment

ChristofferRating, 5 stars2 weeks ago

Great aparment with a super view not too far from Taormina. We really enjoyed our stay and Andrea was super responsive host and made us feel welcome. We can highly recommend it.

A sunlit terrace overlooks a scenic coastal view, with mountains in the background and the sea stretching into the distance. A large umbrella provides shade over a seating arrangement, complemented by surrounding greenery and stone walls that enhance the outdoor space.

5 out of 5 average rating, 93 reviews

Sara House Taormina with swimming pool and parking

VictoriaRating, 5 stars1 week ago

We absolutely loved our stay at Sara House. The setting is stunning, and we really enjoyed spending our time around the pool during the day and walking into Taormina in the evening. It is a short 15 minute walk, albeit quite hilly but we found it a great way to walk off our dinner. Sara was an incredible host, very friendly and helpful whenever we needed her. Thank you for having us!

Vacation home in Aci Castello

4.99 out of 5 average rating, 148 reviews

Chic with Great Seaview - Catania Etna Sicily

TeresaRating, 5 stars4 weeks ago

Great place and great hosts! Totally lived up to the reviews. The apartment was incredibly well equipped – in some aspects better than my own home. Whatever you might need on holiday, it’s probably already there. And if not, Ignazio and Darcy make you feel like they’d happily help you out. :)