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Holiday houses in San Filippo

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Top-rated holiday rentals in San Filippo

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Guest favourite
The sleeping area features walls that appear to be carved from stone, providing a unique texture. A spacious bed with soft bedding is positioned against a decorative wooden headboard. A wooden dresser and a small steel chair complement the room's rustic charm.
Home in Modica
4.87 out of 5 average rating, 38 reviews

Casa Petra with a view

Casa Petra is much more than a house, it is an authentic place, an ancient space, partly excavated in the rock, where the unique style of the peasant houses of the past has been preserved and restored. The house is located within an ancient neighborhood perched on the hill in front of the Cathedral of San Pietro with a network of narrow streets, courtyards, alleys and overlapping houses that echoes the popular neighborhoods of the Middle Ages. Living in Casa Petra is more than a stay, it is an experience.

Top Guest favourite
A stylish living area features a mix of furnishings, including a blue armchair and a wooden dining table surrounded by various chairs. A textured wall with a checkered pattern and built-in storage is complemented by a vintage display cabinet in turquoise. Natural light enhances the muted tones.
Home in Modica
4.98 out of 5 average rating, 49 reviews

Casa Arco | Small terrace with view of St George's Cathedral

Welcome to Casa Arco, your romantic and unforgettable nest. A breathtaking sight greets you in the morning: the Cathedral of San Giorgio and the Sicilian Baroque. Enjoy it from the loft comfortably in bed or from the balcony, enjoying breakfast under the vine and orange tree. Enjoy it together with the last rays of the sun, when the stone turns red, then pink, and in the dark it lights up in a suggestive scene of lights. You will feel enveloped by the timeless beauty of this enchanting place.

Guest favourite
A charming open space features arched stone ceilings with elegant lantern lighting. A wooden table surrounded by chairs is placed at the center, while potted plants enhance the natural ambiance. Beyond, a lush garden is visible, offering a serene view.
Villa in Costa
4.83 out of 5 average rating, 165 reviews

Poet's House charme villa + patio outside Ragusa

In this authentic eighteenth-century farmhouse you can still breathe echoes of poetry. Come and be inspired... In the house you will find a taste of freedom, simplicity, imperfect beauty: the charm of the boundless horizon, of life without the superfluous, of the lightness of sustainability. The garden is a oasis where you can contemplate the stars. Just outside, the nature of the truest Sicily: where rows of dry stone walls divide solitary carob trees and the gaze runs towards the silent sea.

Top Guest favourite
A rustic stone house is featured, showcasing its unique architectural design with a sloping roof. Surrounded by a gravel outdoor area, panoramic views of the landscape are visible in the background under a clear blue sky.
Home in Donnalucata
4.96 out of 5 average rating, 244 reviews

Casa u Ventu, romantic eco-lodge with sea views

Unique 18th century stone house, stylishly restored and safely located within a 50 hectare family estate. Perched on the edge of the Irminio canyon, and looking out to sea, this idyllic and intensely private hideaway is unlike any other property you will find in the area. Perfect for romantic getaways, Casa u Ventu is a dream experience in the heart of the Sicilian countryside, 5 minutes from the beaches of Donnalucata and Playa Grande, and 10 minutes from the centre of Scicli. 360* views.

Guest favourite
A spacious living area is highlighted by a mix of modern and vintage furnishings. A white coffee table sits in the center, surrounded by a green sofa and blue armchair. An open kitchen and dining space can be seen in the background, featuring contemporary cabinetry.
Apartment in Caltagirone
4.99 out of 5 average rating, 111 reviews

Casa Palmieri Baroque 1

The apartment is located in the heart of the historic centre of Caltagirone and only a couple of minutes walk from Staircase of Santa Maria del Monte and other famous landmarks. Built in 1700 as a noble palazzo, the house still preserves original frescoes and floor tiles. The apartment offers all amenities and will comfortably sleep four. The apartment consists of a main living room w/ mezzanine, a main bedroom with a double bed with barocco frescoes, a kitchen, a dining room and two balconies.

Top Guest favourite
Home in Noto
4.96 out of 5 average rating, 53 reviews

Penthouse Lady Packard

Lady Packard’s Penthouse just had a glow up!✨ A stunningly elegant, spacious and comfortable house with four levels, all above ground because of the sloping, pedestrian street on which it is built. Free parking is just steps away. The location is ideal, peaceful with amazing views, and just a few minutes’ walk from the city's center. The house sleeps 6 adults in 3 separate bedrooms. Perfect for a family holiday or a friends getaway, the common spaces comfortably accommodate everyone at once.

Guest favourite
An outdoor terrace features a large stone table surrounded by black chairs. A shaded area is provided by a mature tree, while natural stone walls define the space. Potted plants enhance the surrounding environment, and the view reveals distant rooftops.
Villa in Scicli
4.9 out of 5 average rating, 67 reviews

Cave and Carrubo home

A double-height lofted grotto, with three multi-level terraces shaded by an ancient carob tree, offers a view over Scicli. This small and prestigious residence has been designed by its owner, the designer Margherita Rui, and crafted with meticulous attention to detail by the finest local artisans, respecting original materials. The residence is equipped with two double bedrooms and an open-space sofa bed, one bathroom, terraces with dining areas, a pool, outdoor shower, and a solarium.

Top Guest favourite
Home in Scicli
4.98 out of 5 average rating, 56 reviews

The Stone Raven - Corto Maltese

An ancient rock house perched on the rock walls of San Matteo hill, renovated and expanded to create a refuge from time, where you can forget about the outside world and immerse yourself in the memory and history of the place. Casa Corto Maltese has a shady and private fenced secret garden with 2 ancient caves and a terrace facing the entrance from which you can overlook the entire Scicli. The novel "The Stone Raven" by Marco Steiner was inspired by the rocky walls of this house.

Guest favourite
Villa in Ragusa
5 out of 5 average rating, 9 reviews

Casale del Mandorlo – Sicilian Villa

Nestled among almond and olive trees, Casale del Mandorlo is a carefully restored 19th-century farmhouse, where each space preserves the charm of traditional Sicilian rural life while offering modern comforts. The property is set within a spacious Mediterranean garden, a quiet and sun-filled place, scented with aromatic herbs and cooled by breezes from the surrounding hills. A private swimming pool and a heated jacuzzi complete a setting of absolute peace.

Top Guest favourite
A clean, inviting swimming pool extends through a landscaped area, reflecting the surrounding greenery. Natural rock formations rise alongside the pool, complemented by manicured grass. The background features a stone structure amid abundant trees, creating a serene and harmonious outdoor environment.
Villa in Ragusa
5 out of 5 average rating, 20 reviews

Villa La Rocca

Idyllic renovated stone house with views of the Irmino valley and Duomo of Ragusa Ibla. Set within a stone courtyard, the Villa offers 2 bedrooms, Mezz. Lounge with fireplace, Kitchen/Dining space, 2 bathrooms, External kitchen/dining with extensive terrace space. Natural rock formations create a variety of external seating areas Finished in a simple, contemporary style the villa offers the quintessential get away from it all experience.

Luxe
Villa in Serrauccelli
4.81 out of 5 average rating, 16 reviews

Villa Trifilla - ancient Villa renovated with pool

Ancient house renovated to ensure all comforts, located 3 km from Modica. <br>The stone walls are the beginning of the story of a territory that the owners wanted to preserve.<br>The entrance to the villa is from a wide avenue where you can park.<br>Maximum attention was paid to the interior spaces, researching artisanal furnishing elements capable of enhancing and telling the tradition of the place.

Top Guest favourite
Condo in Ragusa
5 out of 5 average rating, 14 reviews

Casa Valentine

A beautifully restored three-story home in the heart of Ragusa Ibla with a panoramic terrace, curated interiors, and total privacy. Steps from cafés, restaurants, and landmarks, it offers the best location in Ibla — a peaceful retreat that blends Sicilian charm, thoughtful craftsmanship, and modern design, ideal for couples or friends looking to experience authentic Sicily in comfort and style.

Popular amenities for San Filippo holiday rentals

  1. Airbnb
  2. Italy
  3. Sicily
  4. Ragusa
  5. San Filippo