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Vacation rentals with a pool in Castiglione di Sicilia

Find and book unique homes with a pool on Airbnb

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

  • Total vacation rentals

    Explore 300 vacation rentals in Castiglione di Sicilia

  • Nightly prices starting at

    Castiglione di Sicilia vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 7,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Castiglione di Sicilia vacation 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 favorite
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 favorite
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 favorite
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 favorite
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

Guest favorite
A clear blue sky reflects overhead, enhancing the serene view of the ocean. The pool, with shimmering water, invites relaxation. Sun loungers are positioned beside the pool, surrounded by a well-kept lawn and palm trees, all contributing to a tranquil outdoor space.
Loft in Naxos
4.91 out of 5 average rating, 187 reviews

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

Surrounded by olive and lemon trees and palm trees, a few meters behind the last row of houses of the port city of Giardini Naxos with unobstructed views of the sea, Taormina and the mainland . The property was terraced & renovated in 2025. An electric gate lets you get into paradise, you can reach the villa on a short well-developed and illuminated private road. The Sicilian flair combined with the modern world. Our guests love our property.

Top guest favorite
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 favorite
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 favorite
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, 140 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
The villa's exterior showcases a spacious courtyard illuminated by soft lighting. The two-story structure features a traditional design with arched windows and red shutters. Tall trees provide shade, while the surrounding landscape offers a serene backdrop against the twilight sky.
Villa in Castiglione di Sicilia
5.0 out of 5 average rating, 4 reviews

Etna Retreat

Etna Retreat is an exclusive countryside villa with private pool situated not far from Castiglione di Sicilia, along one of the charming Etna wine routes. Set on a hill, in a commanding position, Etna Retreat enjoys stunning panoramic views towards the Alcantara Valley, the Nebrodi Park and Mount Etna. An oasis of peace and tranquillity with its well kept garden with lawn and amazing salt water infinity pool.

Guest favorite
A private swimming pool is surrounded by wooden decking and sun loungers, with potted plants adding a touch of greenery. The sun sets in the background, casting a warm glow over the serene landscape and reflecting on the water's surface.
Vacation home in Trappitello
5.0 out of 5 average rating, 32 reviews

Villa Carly apartment with private pool

Villa Carly is a new, comfortable and welcoming property. The property offers a totally independent loft on the ground floor and exclusive use of the pool without having to share it with other guests. The indoor kitchen is fully equipped. The outdoor kitchen features a large patio with barbecue where you can enjoy hot relaxing days. Breathtaking view of Taormina and Mount Etna.

Guest favorite
Villa in Giarre
5.0 out of 5 average rating, 14 reviews

Villa Lychee

Holiday home with private pool and Etna and sea view, surrounded by lush greenery and tropical trees like avocado, lychee, and mango. 3 bedrooms, 3 bathrooms, equipped kitchen, tropical garden, relaxation area, and daily cleaning included. Just minutes from the sea and Taormina. A peaceful retreat full of nature, exotic scents, and Sicilian authenticity.

Top guest favorite
Vacation 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 580ﺩ.ﺇ 433ﺩ.ﺇ 485ﺩ.ﺇ 477ﺩ.ﺇ 496ﺩ.ﺇ 566ﺩ.ﺇ 639ﺩ.ﺇ 639ﺩ.ﺇ 566ﺩ.ﺇ 448ﺩ.ﺇ 397ﺩ.ﺇ 466
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