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Holiday rentals with a pool in Castiglione di Sicilia

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Castiglione di Sicilia

  • Total holiday rentals

    Explore 300 holiday rentals in Castiglione di Sicilia

  • Nightly prices starting at

    Castiglione di Sicilia holiday rentals start at $69 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Castiglione di Sicilia holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Castiglione di Sicilia rentals

  • 4.7 Average rating

    Castiglione di Sicilia stays receive an average rating of 4.7 out of 5 from guests

Top-rated rentals with a pool in Castiglione di Sicilia

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Ragalna
5.0 out of 5 average rating, 79 reviews

Private Jacuzzi •Infinity Pool• Rahal Etna Luxury

Your private 37°C jacuzzi, for your exclusive use, with breathtaking views. A 12×7 m saltwater infinity pool, immersed in a 4,000 m² Mediterranean park, with a shallow area and sea view (shared with only one other residence). An award-winning architectural retreat at the foot of Mount Etna. Sea views, fire pit and indoor fireplace create an intimate atmosphere in every season Iconic design, refined interiors, and high-end services for an exclusive stay. The perfect base to explore Eastern Sicily

Guest favourite
Farm stay in Mascali
4.87 out of 5 average rating, 126 reviews

Glamping Panoramic House on Charming Etna EcoFarm

The AGRICULTURAL LANDSCAPE becomes a lush garden, and being a guest will be your exclusive privilege. You can stroll, enjoying nature and DISCOVERING BIODIVERSITY, pick your own fruit, and request a TASTING OF OUR WINE. Inside the house, you'll find every comfort, but you won't be able to miss out on a dinner under the stars on the terrace in the evening, or perhaps even waking up early to catch a sunrise on the horizon. The house is the ideal place for holidays or work, for SHORT or LONG STAY.

Guest favourite
Home in Zafferana Etnea
4.93 out of 5 average rating, 131 reviews

Petra Nìura Winery Lodge & Pool

Petra Nìura – Ad Maiora Experience is a naturalistic setting amidst lava rock and our own vineyards, offering breathtaking views of the Mediterranean Sea and Mount Etna. From the ruins of an ancient Sicilian Palmento of the 700, there is a Winery Lodge for 4 +2 beds, with an emotional garden, a pool for exclusive use and a wine experience. You will be delighted by the welcome of the hosts: not a conventional structure, but a unique place to feel at home, living a real Sicilian experience.

Top Guest favourite
A serene infinity pool extends towards the horizon, featuring clear blue water that reflects the sky. The poolside is bordered by smooth wooden decking and is adorned with decorative stone features. Expansive views of the coastline and distant mountains create a tranquil atmosphere.
Villa in Mazzarò
4.95 out of 5 average rating, 191 reviews

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

Top Guest favourite
Villa in Taormina
5.0 out of 5 average rating, 43 reviews

Villa Ada | Private pool with Etna & sea view

Villa Ada is a bright villa with large glass walls overlooking Mount Etna and the bay of Giardini Naxos. Spread across multiple levels, it offers several outdoor areas: a private courtyard with a swimming pool, a panoramic terrace, and a sea-view garden. Located just a 7-minute walk from Taormina’s center, in one of the most beautiful and quiet areas, it allows guests to enjoy the town without the main street’s crowds. A private garage and full privacy complete the property.

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, 98 reviews

*Luxury*VILLA* Taormina, Etna & Seaview, Pool

The property was 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 rectangular pool is surrounded by sun loungers and palm trees, set against a clear blue sky. The villa is visible in the background, showcasing a blend of outdoor and indoor spaces, with distant views of the coastline.
Villa in Giarre
5.0 out of 5 average rating, 50 reviews

PANORAMIC VILLA OF MOUNT ETNA WITH SWIMMING POOL

Choose this villa for its enchanting location at the foot of Mount Etna, with a breathtaking view of the Ionian Coast. THE COMBINATION OF LUXURY AND NATURE, WITH THE SPLENDID SWIMMING POOL AND THE SURROUNDING SICILIAN VINEYARDS, WILL OFFER AN UNPARALLELED EXPERIENCE OF RELAXATION AND BEAUTY. ALSO, THE PROXIMITY TO THE SUGGESTIVE TAORMINA AND THE POSSIBILITY TO EXPLORE THE SURROUNDING WONDERS WILL MAKE YOUR STAY UNFORGETTABLE.

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.
Condo in Taormina
4.91 out of 5 average rating, 100 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, 141 reviews

VILLA LOU Taormina Private Villa Sea View Pool

VILLA LOU Taormina Private Villa Sea View 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.

Superhost
An infinity pool reflects the clear blue sky, surrounded by a well-maintained garden. In the distance, traditional villas are visible against a backdrop of lush green hills. The scene is completed by a couple of lounge chairs positioned beside the pool.
Villa in Piedimonte Etneo
4.91 out of 5 average rating, 68 reviews

Villa Marabbecca

situated on the slopes of the volcano, the villa was born from the wise restoration of an old farmhouse with a millstone.the infinity pool overlooking the sea, surrounded by a 20.000 square meter garden, with Mediterranean and tropical plants,make the estate the perfect place for an exclusive and relaxing holiday.the house accomodate up to 10 guests,hosted in 1 Suite,3double room,and a big sofa bed.

Guest favourite
A serene villa is set against a backdrop of lush greenery, featuring an inviting swimming pool surrounded by comfortable lounge chairs. The villa's facade is partially covered in ivy, accentuating its charming rustic character and blending harmoniously with the surrounding landscape.
Villa in Monterosso
4.9 out of 5 average rating, 153 reviews

Villa with pool and huge garden, near mount Etna

Villa Edera is located on the south-eastern flanks of Mount Etna near the village of Trecastagni. Designed by the French architect Savin Couelle, it is loved for its vaulted ceilings, the harmony of the arches, the refined furnishings and antique furniture. It will surprise you with its lush garden of typically Mediterranean trees, Etnean shrubs, flowers and the large swimming pool.

Top Guest favourite
Holiday home in Mascali
4.97 out of 5 average rating, 181 reviews

House with Swimming Pool. Near Etna. Sea Panoramic

Exclusive villa on Etna, 550 meters above sea level, located in Puntalazzo-Mascali. It is 45 km from Catania airport and 35 km from Taormina. Large green spaces with barbecue area, swimming pool and view of the Ionian coast. The interior includes a large bedroom with kitchen and appliances, bathroom, air conditioning and Wi-Fi connection.

Popular amenities for Castiglione di Sicilia rentals with a pool

When is the best time to visit Castiglione di Sicilia?

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Avg. price$273 NZD$204 NZD$228 NZD$225 NZD$233 NZD$266 NZD$301 NZD$301 NZD$266 NZD$211 NZD$187 NZD$219 NZD
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