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Vacation rentals in San Filippo

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Top-rated vacation rentals in San Filippo

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

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Guest favorite
Home in Modica
4.95 out of 5 average rating, 102 reviews

Casa Stella Celeste - Stunning View Over Modica

Casa Stella Celeste is situated in the quiet, old district of Cartellone, in the heart of Modica. It offers guests a spectacular view of the old town, opposite the baroque Saint George Cathedral. From the central Corso Umberto I, where you can park the car, you can only reach Casa Celeste on feet by taking a narrow street and several flight of steps - as is the case with most accommodations in Modica - but it is definitely doable. We recommend you to travel with a LIGHT LUGGAGE ! GAY FRIENDLY.

Guest favorite
Home in Fontane Bianche
5 out of 5 average rating, 44 reviews

Private Heated Pool•Sea View•Walk to Beach• Shati

Private heated pool (30°C) all year round. Just steps from a pristine white sandy beach. Breathtaking sea views, total privacy and tropical gardens. Signature design and refined luxury. The ideal base to explore Eastern Sicily. Iconic architecture by C. Calvagna. Premium sleep with toppers and curated pillow menu. Fireplace, fire pit and heated pool. Top-level services and tailor-made experiences. On request: private chef, In-villa massage, daily housekeeper, babysitting and bespoke experiences

Top guest favorite
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 overlooking the Cathedral of San Giorgio

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 favorite
Cottage in Noto
4.94 out of 5 average rating, 139 reviews

Casa Farfaglia 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 favorite
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, 112 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.

Guest favorite
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 favorite
Home in Noto
4.96 out of 5 average rating, 54 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 favorite
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 favorite
Home in Scicli
4.98 out of 5 average rating, 57 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 favorite
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 favorite
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.

Superhost
A stone hut, constructed in 1818, sits on a grassy patch during sunset. The soft hues of the sky accentuate the rustic façade, while a small garden with succulents surrounds the home. The serene landscape leads to distant hills, enhancing the sense of tranquility.
Home in Scicli
4.86 out of 5 average rating, 76 reviews

Retreat into nature with magnificent views

Magical stone hut built in 1818 lovingly converted with local materials into a simple, elegant home. Perched on a mountain ridge with valley vistas on all sides and a magnificent view into the Baroque town of Scicli with the sea beyond. A metal gate two fields away leads you into the land, where our neighbouring farmer grazes his cows and goats amongst the ancient carob grove.

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