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Holiday houses in Cassaro

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Top-rated holiday rentals in Cassaro

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Top Guest favourite
An outdoor terrace offers views of a hillside town illuminated by soft evening lights. Two lounge chairs are positioned for relaxation, framed by potted plants. The terracotta tiles and white railing create a serene setting, enhancing the connection to the picturesque landscape.
Home in Modica
4.97 out of 5 average rating, 318 reviews

The Terraces of Ciarìa SOUTHWEST LIVING

“Ciarìa, from the Sicilian 'light, brightness like the light of the morning dawns that gives shape and contour to things' is located a few kilometers from the Mediterranean Sea and the beautiful Baroque cities of the Val di Noto. It is a jewel in the historic center of the city of Modica, a UNESCO World Heritage Site. A refuge where time expands and where everything has been designed with absolute dedication and extreme care. This is an old and magical place, which tastes of history and the East. Here, time has stopped.

Guest favourite
An aerial view of a modern rectangular pool surrounded by a stone deck, featuring comfortable chaise lounges. Green olive trees provide shade on the edges, while a small outdoor seating area is visible in one corner of the space.
Villa in Modica
4.87 out of 5 average rating, 38 reviews

Casale Laghia with pool, Modica

Casale Laghia is an elegant and prestigious residence with swimming pool located in the Iblea countryside, just 10 minutes from the historic center of Modica. The recent rebuildt, the finishing touches, the modern and comfortable furnishings make Casale Laghia the ideal place to spend a holiday in total relaxation and well-being, flooded by the warm southern Sicilian light and at the same time having the opportunity to explore the enchanting ibleo territory and discover its faboulous treasures.

Superhost
A welcoming living area is presented, featuring a stone wall and large windows that overlook the greenery outside. A woven area rug covers the floor, while two teal chairs and a small table invite relaxation. Soft lighting is provided by hanging fixtures, enhancing the serene atmosphere.
Cottage in Noto
4.94 out of 5 average rating, 130 reviews

Casa Farfaglia, The Suite: a charming oil mill

Step into a timeless Sicilian sanctuary, a countryside former olive mill from 1893 carefully restored and nestled among century-old olive trees, dry stone walls, aromatic herbes and the wild beauty of Mediterranean nature. Featured in AD, Elle Decoration, Living, Dwell, Quin, this unique home was selected for the 2021 Brunello Cucinelli Lyfestyle catalog and showcased on the French television program ’50 inside. A destination for those who seek authenticity, elegance, design and absolute peace.

Guest favourite
A rectangular swimming pool is surrounded by a well-maintained lawn and trees. Wooden sun loungers with cushions are positioned alongside the pool, inviting relaxation. The villa's stone walls and distant structures are framed against a clear blue sky, creating a peaceful outdoor setting.
Villa in Ragusa
4.95 out of 5 average rating, 199 reviews

Villa Castiglione 1863, the real Sicilian holiday

Are you looking for a vacation where you want to enjoy absolute relaxation, breathe in the clear air of the Sicilian countryside, sip a good glass of Sicilian wine in your bathing suit by the pool and listen to the birds saying good morning. Villa Castiglione 1863 is exactly what you desire. Look at all 120 photos and the many reviews and experiences in the area and you will find more than one reason to stay with us! We reveal the first one:we have a beautiful white horse like in fairy tales.

Top Guest favourite
A bright room features a spacious bed adorned with a decorative purple pillow. Natural light floods in from an open window, revealing views of the water. The stone walls add character, complemented by a vintage mirror and two elegant chairs positioned nearby.
Holiday home in Syracuse
5 out of 5 average rating, 62 reviews

DIMORA ARETUSA LUXURY

L'appartamento si trova al centro di Ortigia, e precisamente sulla Fonte Aretusa, totalmente ristrutturato e arredato con materiali di pregio. L'appartamento è dotato di 2 camere da letto entrambe con ampio bagno in camera e TV i con letto matrimoniale l'atra con 2 lettini singoli (o matrimoniale), corredate di lenzuola e linea cortesia Ortigia. Cucina attrezzata con posate, forno a microonde, bollitore elettrico, tostapane, macchina del caffè, tutte le camere sono dotate di climatizzatori

Guest favourite
The exterior of the farmhouse is framed by lush greenery and flowering plants, creating a vibrant garden setting. Two double windows with shutters are visible, enhancing the rustic charm of the structure. A clear blue sky offers a contrasting backdrop to the scene.
Home in Noto
5 out of 5 average rating, 11 reviews

Pantanello country house.

A rare opportunity to stay in an old Sicilian farm with a beautiful terrace shaded by an ancient vine. Authentic furniture with great attention to detail. Overlooking a beautiful valley of trees and farmland and a sea view from the balcony. Pick seasonal vegetables from the garden, lemons and oranges in the secluded valley below and fresh herbs that grow wild throughout the 18 hectares of paradise surrounding the house. 25 minute drive to the beaches of Vendicari; 15 minute drive to Noto.

Guest favourite
Villa in Ferla
4.89 out of 5 average rating, 46 reviews

Villa Lenzo: the real Sicily

Villa Lenzo is a charming retreat in the heart of the Iblei Mountains, where nature, light and silence create a unique atmosphere. Overlooking a breathtaking valley, it offers endless views and unforgettable sunsets. The infinity pool blends seamlessly into the landscape, while spacious, light-filled interiors and comforts invite pure relaxation. Just a short drive away, some of Sicily’s most beautiful beaches and a land rich in outstanding food and wine complete a dream holiday experience.

Guest favourite
An aerial view of Villa Ogliastro is presented, showcasing its rustic charm surrounded by vibrant green citrus groves. The spacious grounds include a stone pool area and pathways leading to the main entrance. The villa's traditional architecture is highlighted against the expansive landscape.
Villa in Scordia
4.85 out of 5 average rating, 73 reviews

Exclusive Sicilian Baglio with private pool

Spend time at Villa Ogliastro is like taking a dip in the real, uncontaminated Sicily a unique experience made of simple emotions, a way to rediscover yourself through contact with nature and the history of this wonderful land, rich in culture and passions.Villa Ogliastro is a corner of a past of wealth and nobility in a modern context like the town of Scordia. The Sicilian baglio is more than a pleasant and relaxing place… throughout the year experiencing it is simply a great privilege!

Top Guest favourite
An archway made of stone frames a charming path leading through a garden. Lush greenery and potted plants line the walkway, with facade windows and doors visible on either side, inviting exploration of the space beyond the arch.
Home in Ragusa
4.96 out of 5 average rating, 167 reviews

Antiqua Domus, hospitality in Val di Noto.

Located between the cities of Modica and Noto, on the border between the provinces of Ragusa and Syracuse, the San Giacomo district enjoys a special view of the Iblei. The farm, built in 1862, formerly owned by the Impellizzeri family, offers guests the opportunity for an unspoiled experience of history, nature and peace. The location is strategic for those wishing to visit the pearls of the Ibleo Baroque (Modica, Ragusa, Scicli, Palazzolo, Monterosso and many others)

Superhost
The pool area is illuminated by soft lighting, creating a serene atmosphere. Surrounding the pool are comfortable loungers positioned on a wooden deck. The tranquil waters reflect the evening sky, with lush greenery visible in the background.
Villa in Floridia
4.89 out of 5 average rating, 9 reviews

Villa Clara - Country Retreat

Villa Clara offers wonderful views of the countryside’s rolling hills and the Ionian Sea from the upper floor level. This elegant home is located in the peaceful south-eastern countryside of Sicily, still close to a full-serviced town just a 5 minute drive from the property. The large garden, full of typical Mediterranean vegetation, and private pool provides a unique and relaxing atmosphere for an unforgettable stay. Ideal for families.

Top Guest favourite
A private pool shaped like a lake is surrounded by lush greenery, featuring gentle edges and a gradual depth from 0 to 1.95 meters. Sun loungers and umbrellas are positioned nearby, with the pink dépendance and main building visible in the background, set against a clear blue sky.
Villa in Palazzolo Acreide
4.93 out of 5 average rating, 30 reviews

In unspoilt valley - uniquely restored, with pool

This is the place you dream of discovering when coming to Sicily, a place for tradition lovers and connoisseurs where you can taste the simple and charming life of an enchanted past. Villa Molinum is an authentically restored miller's house, drenched in history and nestled in four hectares of unspoiled nature. A still working mill, an always-fresh creek at 20 meters from the house and a private pool complete the idyllic picture.

Top Guest favourite
An outdoor terrace is showcased, featuring a wooden dining table and two reclining chairs. Surrounding greenery includes lemon and mandarin trees, adding a natural element. The view reveals a historic landscape, enhancing the tranquil atmosphere of the private garden.
Home in Modica
4.94 out of 5 average rating, 361 reviews

GARDEN HOUSE - The Sicilian Escape

An alluring house recently renewed with a special care for details and for the baroccan sicilian tradition. You'll find one of the rare private gardens in the old town of Modica and original floors from the late 18th century. As seen on AD France, Elle Italia, and Conde Nast Traveler. Check our ig page @thesicilianescape

Popular amenities for Cassaro holiday rentals

  1. Airbnb
  2. Italy
  3. Sicily
  4. Siracusa
  5. Cassaro