House • 8 People • 5

• 3

•

From

€

1,427 /night

Min Stay 1 night

Ragusa, Italy

€ 1,427 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sun Lullaby

Located in the Ragusa area of southern Sicily – this villa has a private pool, surrounded by beautiful countryside, making it the perfect location for a relaxing holiday with family or friends. We love the terrace bordered by olive and carob trees. When you fancy exploring – the villa is just a short drive from Marina di Ragusa, where you will find golden sandy beaches and an array of shops, bars and restaurants. This home is also close to the beguiling baroque towns of Scicli, Modica and Ragusa *While the home can sleep up to ten people, the maximum occupancy is eight guests.\n *For those with reduced mobility, there's a ground floor bedroom and bathroom here.\n *Mosquito nets are in all bedrooms and bathrooms.\n *Due to this home's location, we recommend hiring a car to get the most out of your stay (there's parking here). The nearest airport is Comiso 35 kilometres away, while the nearest harbour is Marina di Ragusa 17 kilometres. ...More Details

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Agrigento, Apartment for rent

Apartment • 10 People • 5

• 5

•

From

€

1,419 /night

Min Stay 1 night

Agrigento, Italy

€ 1,419 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Bygone Beaches

Close to the ancient village of Eraclea Minoa, surrounded by Greek ruins and pristine sandy beaches, this contemporary villa is the perfect contrast between old and new. Boasting a beautiful garden, complete with a private pool, you can spend your time swimming and lounging on the comfy sunbeds which face the spectacular countryside. There's even a fitness suite here if you like to begin your days with a workout. However you choose to start the day, we highly recommend you spend the rest exploring the local area. The village itself has a few shops and restaurants, plus a magnificent sandy beach. You'll also find ancient ruins of a Greek theatre with incredible sea views, making this the ideal place for avid historians. When you return home, the patio awaits – tuck into a laid-back supper on the patio and enjoy the scenery. The hammock or swinging chair are great spots to catch a sunset – don't forget to pour yourself a glass of wine...More Details

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Messina, Apartment for rent

Apartment • 8 People • 4

• 5

•

From

€

1,411 /night

Min Stay 1 night

Messina, Italy

€ 1,411 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Palazzo Approach

This luxurious villa is a stunning base in east Sicily. It’s just above the seaside town of Letojanni and is close to Taormina, with beaches nearby. The villa boasts truly glorious views over the Ionian Sea and Taormina, which can be admired from inside as well as outside, thanks to floor-to-ceiling sliding French doors. Inside, the decor is crisp and clean, and you’ll find everything you need to enjoy a comfortable, relaxing stay. There’s even a gym and a sauna. Outside, the infinity pool is the main focus – aside from the views. The pool has a hydromassage area, and there’s a separate Jacuzzi. We love the alfresco dining area – there’s a barbecue to cook on too. *There’s private parking at this home. *The pool is open to guests all year round *This home is split between the main villa and a separate one-bedroom space that is only accessible from the pool area. *There are stairs to climb at this home so it may not be suitable for th...More Details

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Messina, Apartment for rent

Apartment • 12 People • 6

• 6

•

From

€

1,377 /night

Min Stay 1 night

Messina, Italy

€ 1,377 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Where Lemons Grow

Wake up to the sound of the Tyrrhenian Sea each morning from this sublime villa set in the bustling seaside resort of Capo d'Orlando. It even boasts direct access to the pebbly beach. Glistening white from top to toe, and offering up next-level sea views from nearly every room, terrace and poolside, this place has got rest and reset written all over it. Outside, a year-round relaxation pool is prime for soaking up the rays in style. And through a charming white picket gate, there's the glorious beach with sunbeds and umbrellas at the ready for cooling dips. Inside, across the cool herringbone stone floors, discover four bedrooms, each as spacious and light-filled as the next, and each offering en-suites for a little extra privacy. And did we mention there's a spa with a Jacuzzi, sauna and a chromotherapy shower that leads out onto a sun terrace where you can drip-dry beneath the Sicilian sun? Now we're talking. ...More Details

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Sicily, Apartment for rent

Apartment • 14 People • 7

• 7

•

From

€

1,331 /night

Min Stay 1 night

Sicily, Italy

€ 1,331 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

In the Baron's Footsteps

This 17th-Century villa seamlessly blends the traditional Sicilian aesthetic with a bold and modern feel. Stroll down to the pool area to unwind, before rinsing off in the poolside shower and letting the sun dry you naturally on the poolside sun loungers, and gather in the courtyard for a hearty home-cooked brunch under the sun, there's something for everyone at this gorgeous home. With two kitchens and multiple living areas throughout this home, everyone will have more than enough room to stretch their legs. Those who want a little more privacy during their stay can get a good night’s sleep in the separate bedroom accessed via a charming bridge outside, with its own kitchen area and luxurious shower in the bedroom. Get productive in the office during the day with some remote work, and enjoy the balcony that offers countryside views leading right out to sea from the dining table during dinner. This entire home really is something to beh...More Details

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Syracuse, House for rent

House • 8 People • 4

• 4

•

From

€

1,330 /night

Min Stay 1 night

Syracuse, Italy

€ 1,330 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

A Breath of Sicily

Made for outdoor living, this villa has it all. Staying here, you can tick a private pool, sun-drenched terraces, an outdoor kitchen and far-reaching sea views off your wishlist. From your home-away-from-home in the protected area of Plemmirio, you’re just a short distance from Syracuse’s historic centre, Ortigia, while Noto and Marzamemi are just a day trip away. Seeking a beach day? Some of Sicily’s most beautiful beaches such as Fanusa, Arenella, Fontane Bianche, Calamosche, and Vendicari are within reach for splashing about in the sea. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *The bedroom curtains here don't fully block out the sunlight. If you're hoping to enjoy a lie-in, you might want to pack an eye mask. *Due to this home's location, we recommend hiring a car to get the most out of your stay. On-site parking is available here. Air Conditioning Balcony Ba...More Details

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Trapani, House for rent

House • 12 People • 6

• 7

•

From

€

1,321 /night

Min Stay 1 night

Trapani, Italy

€ 1,321 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Sicilian Sun

Discover the Sicilian island of Pantelleria from this gorgeous villa. It has a contemporary feel with elements of a dammuso, a typical Pantelleria home, and is surrounded by two acres of fragrant Mediterranean garden. We think this home is particularly suited to families – furry friends are welcome, and your host can provide a range of equipment for little ones, including a baby bath and cot. The pool offers breathtaking sunset views, but for sunbathing by the sea Sataria Beach is just a short drive away. *There is space to park for free outside this home. Due to its location, we recommend hiring a car to get the most out of your stay. *Your host can provide a cot, high chair, and baby bath here for free if you're travelling with little ones. *Well-behaved pets are welcome to join you here. *Several of the bedrooms' en-suites are behind curtains rather than doors, so they won't always be the most private. *The pool here is open from M...More Details

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Syracuse, Apartment for rent

Apartment • 12 People • 5

• 3

•

From

€

1,318 /night

Min Stay 1 night

Syracuse, Italy

€ 1,318 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Noto - Lemons

We think this villa checks all the boxes for an unforgettable Sicilian getaway. While the interiors may not be the epitome of modernity, the outdoor spaces are sure to catch your attention. Not only is there a large pool, a hot tub, and an outdoor lounge and dining area, but the surrounding lemon groves, lavender garden and rural views create a picturesque atmosphere to enjoy them. With ample room for you and your guests, the bedrooms offer flexible sleeping arrangements – just let your host know in advance. Location-wise, you’re conveniently close to Noto's cultural centre and the pristine sands of Lido di Noto beach. *This home consists of a main villa and separate dwelling *The interiors are on the simple side, though perfectly comfortable. *Your host can provide a cot for little ones upon request. *The swimming pool and hot tub aren't fenced, so children will need to be supervised at all times. *Due to the location of this home, ...More Details

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Catania, Apartment for rent

Apartment • 16 People • 11

• 11

•

From

€

1,310 /night

Min Stay 1 night

Catania, Italy

€ 1,310 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Oh-so-Moorish

Hit rest and reset at this impressive Italian estate set deep in the Sicilian countryside and just a short drive from the Moorish town of Piazza Armerina. Surrounded by vast palm-strewn grounds and ancient vineyards, this place offers up privacy, space and luxury in equal measure. Take your pick from the traditional and oh-so-regal bedrooms of the main villa (each with its own bathroom), where lofty ceilings, heirloom-worthy antiques and chandeliers bring all the traditional Sicilian feels. Or, if sleek and contemporary is your vibe, you’ll love the interiors of the guest house across the courtyard, housing three additional bedrooms, each with en-suites. When it’s time for a get-together, that vast alfresco dining terrace with an outdoor kitchen and wood-burning oven has got lazy afternoon Mediterranean feasts written all over it. Then keep the afternoon flowing with a tasting session in the wine therapy room – it’s a thing. Or drop a...More Details

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Syracuse, Apartment for rent

Apartment • 10 People • 5

• 4

•

From

€

1,301 /night

Min Stay 1 night

Syracuse, Italy

€ 1,301 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sicilian Song

With the beach just a 200-metre stroll away, this home delivers the ideal spot for a blissful coastal escape. Days can be spent on the seafront or relaxing by the private pool (open seasonally). You’ll also find plenty of space across the peaceful garden and terraces, while the rooms provide a calm and family-friendly sanctuary. Housekeeping is included in your stay, plus there are a range of extra services available from beauty treatments to private chefs. And for sightseeing, head to nearby Syracuse or Noto – both less than 20 kilometres away. *Due to this home's location, we recommend hiring a car to get the most out of your stay – there is also private parking. *Mid-week cleaning is included in your stay along with a towel and linen change twice per week. *There is a welcome basket with breakfast items provided for your arrival. *If you're travelling with little ones, your host can provide a travel cot and high chair for free....More Details

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Messina, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

1,288 /night

Min Stay 1 night

Messina, Italy

€ 1,288 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Villagonia Blue

Located in the hilltop town Taormina, this villa offers stunning views of the sprawling cliffs which drop down to Ionian, sea-forming coves and powdery sand beaches. With stretches of green garden and encumbering mountain views, this peaceful spot has everything you need for a blissful coastal break. With prime Sicilian temperatures, it’s not surprising this home promotes outdoor living. This home has a hydromassage pool as well as a pristine swimming pool, a four-poster daybed for siestas under the shade and a cool, curtained patio which is perfect for balmy, alfresco dinners prepared by a private chef if you so wish. When you need a repose from the sun, retreat to the inside where you’ll find an oasis of amenities. The natural design aesthetic blends with minimal leather furnishings and cooling glass accents to create a laid-back energy that synchronises with the outside’s coastal spirit. The white sofas are a perfect spot to read ...More Details

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Syracuse, House for rent

House • 8 People • 4

• 4

•

From

€

1,283 /night

Min Stay 1 night

Syracuse, Italy

€ 1,283 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Seafront Haven

Located near the coastal resort of Fontane Bianche, this Sicilian villa has direct access to the sea. While there isn't a sandy shore here – just rocks – you’re only a kilometre from the nearest beach and a ten-minute walk from shops and restaurants. Outdoors, you’ll find a choice of spots for relaxing or soaking up the sun, including the poolside, a shady terrace, and a balcony with views over the Ionian Sea. Inside, all the bedrooms are en-suite and there’s a sociable open-plan living area, making this home a great choice for a group of friends or family who want to holiday together with a bit of privacy. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. Pool towels are provided. *One of the king-size bedrooms can be configured as a twin if required – you’ll need to request this in advance. *For those with reduced mobility, there's a ground floor bedroom and bathroom here. *...More Details

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Available

Syracuse, Apartment for rent

Apartment • 8 People • 4

• 4

•

From

€

1,260 /night

Min Stay 1 night

Syracuse, Italy

€ 1,260 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Pine Trees - Palms

A stone's throw from Agua Beach, this villa is situated in a seafront complex near sandy bars and eateries. The close proximity to the neighbouring homes may not suit private types but if you’re staying as a larger group, all three properties can be rented together. The outdoor living space promises peaceful views, a private pool, and relaxing seating spots, though one of the bedrooms can only be accessed from the terrace. Along the coast, you'll find the beautiful Nature Reserve of Vendicari. Or the baroque towns of Noto and Ragusa offer rewarding road trips. *While the air conditioning may be temperamental or weak in some spots, there are five separate units to cool down this home. *The free private car park is shared with your neighbours. *One of the bedrooms can only be accessed from the outside. *If you're travelling with little ones, your host can provide a cot and high chair for free upon request. *You'll receive a welcome ...More Details

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Available

Syracuse, Apartment for rent

Apartment • 6 People • 3

• 3

•

From

€

1,253 /night

Min Stay 1 night

Syracuse, Italy

€ 1,253 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Gourmet Gazing

With stunning blue views in every direction you look, this contemporary villa gives guests direct access to the sea below just 50 metres away. If wild swimming doesn't quite do it for you, then the villa's heated infinity swimming pool will. There are poolside loungers and further terrace seating for moments of contemplation and gazing out at the surrounding scenery. Inside, modern and minimal designs ensure a comfortable stay where guests can socialise or unwind in solitude. Located 950 metres away from the local pizzeria, you'll need a car here as the nearest town, Syracuse, is twenty minutes away. Meanwhile, Noto and the nearest beaches are around thirty-five minutes away by car. *Due to the location of this home, we recommend hiring a car to get the most out of your stay – there’s free covered parking on the premises.\n *The villa is spread across two floors without a lift, so it may not be suited to those with limited mobility. \...More Details

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Messina, Apartment for rent

Apartment • 8 People • 4

• 5

•

From

€

1,246 /night

Min Stay 1 night

Messina, Italy

€ 1,246 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sunshine in Sicily

You'll find this breezy villa less than 10 kilmoteres from Taormina. It's the perfect location for a coastal stay, as the beaches at Giardini Naxos, Isola Bella, and Mazzarò are all within easy driving distance. Back home, the private pool makes an excellent alternative to the Ionian Sea. After a dip, take in the mountain views on the balcony – a glass of Sicilian wine, optional – or gather on the terrace for an alfresco dinner. Inside, the clean, contemporary design may lack some character, but each room is bright and comfortable. With bedrooms on each of the three floors, you'll also have plenty of space to sprawl out. *If you're travelling with little ones, your host can provide a cot and high chair for free upon request. *This villa is spread across three levels. One bedroom is on the lower ground floor, the second is on the ground floor, and the final two bedrooms are on the first level. Please note that the garden is also tiered...More Details

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Available

Messina, House for rent

House • 10 People • 5

• 4

•

From

€

1,220 /night

Min Stay 1 night

Messina, Italy

€ 1,220 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

The Sweet Melody

This lovely villa is located on the edge of the charming village of Savoca, just a few kilometres north of Taormina. The property boasts a stunning view over the surrounding landscape, Mount Etna and the Ionian Sea. It features great amenities such as a salt-water swimming pool and an outdoor kitchen area – ideal for alfresco dining with your loved ones. The home is within easy reach of several seaside towns such as Santa Teresa di Riva and Sant'Alessio, as well as the impressive Alcantara Gorges. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. The pool is only available for use between 1st March and 30th November. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There’s private parking here. Air Conditioning Barbeque Beach Essentials Blender Child Friendly Coffee Maker Cot / Crib Dishwasher Dryer Espresso Machine Free Parking On...More Details

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Trapani, Apartment for rent

Apartment • 8 People • 4

• 3

•

From

€

1,219 /night

Min Stay 1 night

Trapani, Italy

€ 1,219 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

The Summer Garden

Located on the outskirts of Mazara del Vallo town, this villa offers an enviable location less than two kilometres from the beach. We’d recommend renting a car to get around, as you’ll be able to access the centre of town, the coast and a selection of local bars and eateries in less than ten minutes. The house itself boasts a luxurious feel thanks to an array of amenities, some of the stand-out features being the private pool, outdoor kitchen and Jacuzzi bathtub. *There's free on-street parking available here. Due to the location of this home, we'd recommend renting a car to get the most out of your stay.\n \n\n *While one of the bathrooms isn't photographed, we expect the style and quality to be consistent with the rest of the home.\n \n\n *Two well-behaved dogs are welcome to accompany you during your stay. Check with your host to see if any breed or size restrictions apply. \n \n\n *The swimming pool isn't fenced. If you're bringin...More Details

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Catania, House for rent

House • 8 People • 4

• 4

•

From

€

1,215 /night

Min Stay 1 night

Catania, Italy

€ 1,215 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

WiFi

The Ancient Olive Press

Perched at the base of Mount Etna, two kilometres from the mountain town of Milo, this villa embraces old-world Sicily. It’s an easy drive to the buzzing old port city of Catania too. The freshest seafood is landed in Catania every day, and the lively central market is surrounded by seafood joints. The volcanic hills surrounding this villa are home to vineyards creating ancient wines. Once you’ve got your fresh catch of the day and bottle of local white, head back to the villa to cook at the brick-built kitchen outdoors and serve at one of the myriad terraces or patios with dining tables and lounges. This is what la dolce vita is all about. Within the rest of the 21,000 square metres of Mediterranean gardens, you’ll find sculptures and artworks in homage to Sicily’s ancient history. There are woodlands filled with oak, chestnut and cherry trees and a sparkling swimming pool for a cooling dip. The main house is a converted olive oil mi...More Details

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Messina, Apartment for rent

Apartment • 12 People • 6

• 5

•

From

€

1,187 /night

Min Stay 1 night

Messina, Italy

€ 1,187 /Night (minimum stay 1 night)

Swimming Pool

Pets Allowed

Air Conditioning

WiFi

Prosecco on the Pebbles

Beach lovers will be blown away by this incredible Italian villa, based in the heart of the Nebrodi mountain range, and surrounded by 15 hectares of private land. Made up of two separate villas connected by a courtyard with a gorgeous private pool, this home offers large groups lots of room to enjoy both social celebrations and solitary bliss. Inside features simple Italian style, with touches of charming decor that make every space feel characterful and inviting. We love the large dining area, ideal for feasting on pizza and pasta with your loved ones. Go on a wander around the grounds and you’ll come across the home’s private woods and lake – the perfect place to have a stroll in the shade of the lush treetops when the Italian heat turns up. Summer evenings can be spent sipping on Prosecco while you take the short 400m walk down to your own private pebble beach, where you’ll find your own beach chairs where you can relax and watch th...More Details

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Trapani, Apartment for rent

Apartment • 9 People • 5

• 5

•

From

€

1,187 /night

Min Stay 1 night

Trapani, Italy

€ 1,187 /Night (minimum stay 1 night)

Swimming Pool

Air Conditioning

WiFi

Sicilian Daze

This Marsala-based paradise has it all – a crystalline pool, wide-sweeping panoramic views and the Mediterranean Sea just ten minutes away. And that's before you even step inside. This impressive villa is a vision of Sicilian beauty, seamlessly bringing the natural beauty of its surrounding landscapes into its design. This elegantly restored home has perfectly preserved its authentic simplicity. Step inside and be instantly embraced by its traditional charm – think original tiled floors, arched stone ceilings, marbled fireplaces and delicate sconces. The blend of heritage and contemporaneity here creates a luxurious sense of modernity. With a myriad of tall, french doors opening up to the outside, and vast ceiling heights, you’ve got plenty of light-filled space to unwind in should you need a repose from the Sicilian sun. Factor in the private balconies and terraces – ideal for enjoying mornings over espressos and sipping starlit sund...More Details

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Luxury Rentals Sicily Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 638 Sicily holiday homes for rent

Ragusa, Italy

Agrigento, Italy

Messina, Italy

Messina, Italy

Sicily, Italy

Syracuse, Italy

Trapani, Italy

Syracuse, Italy

Catania, Italy

Syracuse, Italy

Messina, Italy

Syracuse, Italy

Syracuse, Italy

Syracuse, Italy

Messina, Italy

Messina, Italy

Trapani, Italy

Catania, Italy

Messina, Italy

Trapani, Italy

Luxury Rentals Sicily Holiday rentals Italian vacation rentals of Apartments and Houses - Short term lettings

Found 638 Sicily holiday homes for rent

Ragusa, Italy

Agrigento, Italy

Messina, Italy

Messina, Italy

Sicily, Italy

Syracuse, Italy

Trapani, Italy

Syracuse, Italy

Catania, Italy

Syracuse, Italy

Messina, Italy

Syracuse, Italy

Syracuse, Italy

Syracuse, Italy

Messina, Italy

Messina, Italy

Trapani, Italy

Catania, Italy

Messina, Italy

Trapani, Italy

Sicily Property for rent