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    Found 28 Messina holiday homes for rent

    Apartment • 3 People • 2 3 pool wifi
    From
    655 /night
    Min Stay 1 night

    Messina, Italy 

    € 655 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Upon the Ramparts


    On the coast of the Ionian Sea, the ancient city of Taormina sits in Sicily’s eastern region – a place where dramatic shorelines, bustling towns, and luxurious homes live in harmony. At the curve of this striking bay, Isola Bella Beach is the most beautiful spot for a picnic on the sands while you admire the scenery. But just an eighteen-minute walk from here, we know of an even better viewpoint. This home is a true example of luxury. While the exterior looks like a monument of old-world Italy that you might see in the guidebook, this castle-like, stone tower is your apartment. Set over three lofty levels, the elegant, modern interiors are only made more tasteful by the generous welcome hamper from your host. Full of local goodies, you can take something out to nibble while you explore your new surroundings. You can’t help but immediately be drawn to the panoramic balcony and roof terrace. Views out to Isola Bella are simply unmatched...More Details


    • Booked Available
    House • 10 People • 5 4 pool wifi
    From
    1,208 /night
    Min Stay 1 night

    Messina, Italy 

    € 1,208 /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


    • Booked Available
    Apartment • 8 People • 4 5 pets pool wifi
    From
    1,381 /night
    Min Stay 1 night

    Messina, Italy 

    € 1,381 /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


    • Booked Available
    Apartment • 4 People • 1 1 pool wifi
    From
    773 /night
    Min Stay 1 night

    Messina, Italy 

    € 773 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Summer Rose


    This bright apartment has a private terrace with lovely views of Isola Bella. There’s also a shared swimming pool to enjoy in the verdant grounds. Inside, we’d say the interiors lack a bit of character and personality, but with so much to explore nearby, you’ll probably be out and about more. Visit nearby Mount Etna and the Alcantara canyons, or just 2 kilometres away, you’ll find the hilltop town of Taormina, with its Greco-Roman theatre or spend the day on the beach closeby (1.5 kilometres away). *The entrance, pool and grounds are shared (the swimming pool is only available for use between 1st April and 31st October). *Guests three and four would be on a sofa bed in the living room. *The decor is very simple and generic – we've made an exception to let this one into the collection on account of its great location near Taormina. *Due to this home's location, we recommend hiring a car to get the most out of your stay (there's parking...More Details


    • Booked Available
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    Apartment • 10 People • 5 6 pool wifi
    From
    1,030 /night
    Min Stay 1 night

    Messina, Italy 

    € 1,030 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Situated a ten-minute drive from the Tyrrhenian coast, this striking villa combines Rococo-style with contemporary elements and plenty of mod-cons to guarantee a comfortable stay. A wall of glass allows the outside to meet the inside – spend mornings savouring a coffee on the wrap-around couch before heading onto the terrace for a traditional Sicilian breakfast in the sunshine. Spend lazy afternoons swimming languid laps in the private pool or kick back and relax with a good book in the shade of the pergola. When you’re ready to explore your surroundings, grab your beach essentials and take the short drive to Spiaggia di San Gregorio. After a spot of sunbathing and a dip in the impossibly clear water, nip into Capo d'Orlando for a cappuccino and a cannolo in a cosy café. As the day draws to a close, head home for a slap-up supper beneath the chandelier in the kitchen diner, followed by a sing-along around the piano in the formal sit...More Details


    • Booked Available
    Apartment • 7 People • 4 3
    From
    559 /night
    Min Stay 1 night

    Messina, Italy 

    € 559 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Sunsets in Sicily


    Situated on the picturesque hillside of Capo d`Orlando, this elegant villa provides the perfect base from which to immerse yourself in the scenery of Sicily. Enjoy panoramic sea views and the changing skies from your own terrace, where you can see the Aeolians Islands on the horizon and witness spectacular Mediterranean sunsets. Spend your mornings eating brunch and sipping coffee under the shade of the pergola, or planning the day ahead from the comfort of the swinging egg chair. With the beautiful San Gregorio beach a short drive away, there's plenty of sand and sea on offer if you consider yourself a child of the ocean. Explore the coves, dip your toes in the water or head to the marina for a bite to eat. If you fancy something more adventurous, try trekking the Nebrodi mountains, where waterfalls and rich vegetation await. *This home is spread out across two floors with internal stairs between them *There's free private parki...More Details


    • Booked Available
    Apartment • 8 People • 5 4
    From
    1,216 /night
    Min Stay 1 night

    Messina, Italy 

    € 1,216 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    As Sweet as Candy


    Nestled into the hills, gazing lovingly out over Taormina, this elegant villa provides the most serene escape for a Sicilian stay. The private pool is likely to entice you in straight away, with the cooling waters hard to resist in the heat of the day. Suitably refreshed, you can settle down on a sun lounger to while away a few hours with your summer read at the ready. With just the quiet notes of birdsong around you, it’s a peaceful way to spend the day. On the upper level of the villa, you’ll find the living area which boasts such an expanse of floor-to-ceiling glass, you’ll feel the Ionian Sea wrapping itself around you even when you’re indoors. Step out onto the terrace, and you can still enjoy the view with the addition of a gentle sea breeze – it’s the perfect spot for after-dinner drinks. Speaking of dinner, when it’s time for a meal, light the barbecue and dine poolside under the candy-striped gazebo. With your loved ones gathe...More Details


    • Booked Available
    Apartment • 2 People • 1 1
    From
    306 /night
    Min Stay 1 night

    Messina, Italy 

    € 306 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Sicilian Bliss


    You’ll find this apartment located between Giardini Naxos and Taormina, only 20 meters from a part sandy, part gravel beach. The home is situated on the 3rd floor and features a living area with comfortable seating and a kitchen corner with everything you need for rustling up Sicilian-inspired meals. If you’d prefer to eat out, there’s a restaurant just 50 metres away. The best bit? The sea view terrace. Especially at sundown with a tipple in hand. *While a car isn't essential, it's recommended if you wish to explore the surrounding area. *If you need to pick up provisions during your stay, there’s a shop 150 metres away. *If you're travelling by plane, Catania Airport is around 60 kilometres from the building. Access to Beach Air Conditioning Cooking Essentials Freezer Fridge Hair Dryer Iron Kitchen Oven Patio / Terrace Stove Toaster Toiletries TV Washing Machine Wi-fi...More Details


    • Booked Available
    House • 6 People • 3 3
    From
    715 /night
    Min Stay 1 night

    Messina, Italy 

    € 715 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Etna Enchanted


    A convenient base for exploring Sicily's east coast, the villa is perfect for sightseeing. It's only a few minutes by car to the beaches in Giardini Naxos, while the hilltop town of Taormina is less than 10 kilometres away. Even back home, you can enjoy the idyllic setting – head up to the rooftop terrace and you'll be treated to panoramic views of Mount Etna. Plus, with a seasonal pool, three comfortable bedrooms, and the ability to bring small pets for a fee, it's no wonder this home ticks all our boxes. *The second bedroom has the bathtub and sink directly in the room, so there's little privacy. This room and bedroom three share a separate bathroom with a shower. *The swimming pool is only open from the last Saturday of April until the first Saturday of October. It's not fenced, so children must be watched at all times. *Air conditioning is only available in the bedrooms. *Your host can provide a free cot on request. *Due to the lo...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    1,111 /night
    Min Stay 1 night

    Messina, Italy 

    € 1,111 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Head Full of Flowers


    If you’re looking for views, you’ve come to the right place. This contemporary villa is based on the most beautiful stretch of south-eastern Sicily’s coast, with iconic vistas over the sea and Mount Etna. Large windows frame the panorama perfectly and flood the living space with natural light. Outside you’ll find a hydro-massage mini pool (with counter-current for getting those lengths in), a lush array of flowering plants and a sunbathing area for soaking up those Sicilan rays. You’re just 1km away from the sandy beach at Giardini Naxos and spectacular Taormina isn’t much further, for a taste of the dolce vita. The large veranda with its sail-like cover is the place to be, come sundown. Rustle up an Italian feast in the outdoor kitchen, or just kick back and take in those views. *The pool is open from the last Saturday of April to the first Saturday in October *There’s parking at the entrance for one car *Electricity is charged separ...More Details


    • Booked Available
    Apartment • 8 People • 4 4
    From
    1,294 /night
    Min Stay 1 night

    Messina, Italy 

    € 1,294 /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


    • Booked Available
    Apartment • 12 People • 6 5
    From
    2,668 /night
    Min Stay 1 night

    Messina, Italy 

    € 2,668 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Etna Sunrise


    Everything about this stone and wood villa exudes Sicilian luxury – from the vast garden to the rustic interiors, bursting with vintage details. Start the day by greeting the sunrise over the Mediterranean with a few leisurely laps in the pool, then enjoy sipping your coffee on the sun-drenched terrace overlooking Mount Etna. You have all day long to stroll the beach, explore the harbour and the local museums, or take a drive along the coastline and pick up some seafood from the fishing villages. In the evening, grill freshly caught octopus and prawns on the wood-fired barbecue, and gather the whole party for dinner under the stars on the breezy veranda. Later you can retreat inside and cosy up by the fireplace or play a few tunes on the piano. If you're lucky enough to snag the master bedroom then you can soak in your own hot tub with a nightcap – trust us, with so much to do, your fellow guests won’t mind if you retreat to your own li...More Details


    • Booked Available
    Apartment • 12 People • 6 6
    From
    2,818 /night
    Min Stay 1 night

    Messina, Italy 

    € 2,818 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Sicilian Heights


    This villa is all about the views. Perched on Sicily’s east coast, it looks out over the Ionian Sea, with Mount Etna rising in the distance. Days are spent padding between the pool, shaded terraces, and sun-drenched loungers. Inside, it’s all cool marble floors, clean lines, and a kitchen made for long, lazy meals – whether you’re perched at the breakfast bar or gathered around the table. Taormina is just 7km away, but here you’ll enjoy the same cinematic backdrop without the crowds. And when the beach calls? It’s only 4km from your door. *Cleaning is included here for four hours every other day. Towels and linen will also be changed midweek. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request them in advance. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's parking onsite. Air Conditioning Barbeque Beach / Pool Towels Ca...More Details


    • Booked Available
    Apartment • 12 People • 6 5
    From
    1,145 /night
    Min Stay 1 night

    Messina, Italy 

    € 1,145 /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


    • Booked Available
    Apartment • 8 People • 4 5
    From
    1,101 /night
    Min Stay 1 night

    Messina, Italy 

    € 1,101 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Shades of Tangerine


    Nestled along the cliffs of Taormina, this orange-sherbert-hued villa offers impressive views of the rocky precipices that drop down to the Ionian, sea-forming coves and the golden beaches of Isola. With encumbering mountain views, enjoy tranquil moments amidst the Mediterranean fauna and flora that fragrances the air. With a private pool, bright traditional living space and a spectacular view of the surrounding landscape, this Sicilian villa ticks all the boxes for a coastal retreat. With prime Sicilian temperatures, it’s not surprising this home promotes outdoor living. This home has a hydromassage pool, sleek daybeds for siestas under the shade of the palm trees and a cool, covered patio which is perfect for balmy, alfresco dinners. When you need a repose from the sun, retreat to the inside where you’ll find an oasis of amenities. The traditional design aesthetic blends with minimal modern furnishings and pops of orange to create a...More Details


    • Booked Available
    House • 12 People • 6 7
    From
    1,927 /night
    Min Stay 1 night

    Messina, Italy 

    € 1,927 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Sicilian Salt


    This contemporary villa is located in Taormina, just a short drive from the historic centre and the beaches of Giardini Naxos, Isola Bella and Mazzarò. With modern touches throughout this home, you’ll want for nothing – it’s an ideal base for an extended family getaway or a group of friends. But for us, the outdoor space steals the show. Boasting views out to sea, Taormina, Castelmola, and Mount Etna, along with a private pool and sun-drenched terraces, it ticks all our holiday boxes. *While not all bathrooms are photographed, expect the style and quality to be consistent with the rest of the home. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request them in advance. *The swimming pool isn't fenced and there are open tread stairs here. If you're bringing children, they'll need to be supervised at all times. *We recommend hiring a car to get the most out of your stay. *Ho...More Details


    • Booked Available
    Apartment • 16 People • 7 6
    From
    2,842 /night
    Min Stay 1 night

    Messina, Italy 

    € 2,842 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    A Stirring Spectacle


    This villa on the south coastline of Sicily sits as close to the Ionian Sea as it's possible to get without the water lapping against your bed every morning. It's a wonderfully picturesque spot, but what's perhaps most impressive is the villa's long list of amenities that will prise your attention away from this peaceful vista. Given the island's fruitful climate, it won't come as a surprise to learn that many of these can be found outside. There's something for every mood out here, whether you want to play in the swimming pool, relax in the Jacuzzi or feast yourselves silly on the pergola's alfresco dining table – all with the unmistakable sound and scent of the sea to keep you company. When you finally have to head inside, we're sure that you'll like what you see. The interior design mixes rustic features, such as patches of exposed stonework and the villa's old wine press, with more contemporary flashes – the minimalist kitchen and...More Details


    • Booked Available
    Apartment • 14 People • 7 7
    From
    5,620 /night
    Min Stay 1 night

    Messina, Italy 

    € 5,620 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Painted Blue


    The panoramic views across the Ionian and Taormina Bay, are what really caught our eye at this Letojanni villa. This home is all about maximising Sicilian living – multiple outdoor terraces for dining and lounging, a pristine pool and sun-bathing area, and minimalist bedrooms that open out onto the sea views. These vistas don't come so easy here – access to the villa is via a steep road – but it's worth the effort. The nearest beach is 2km away in Letojanni, while the cities of Taormina, Catania and Syracuse are great options for a day trip. *Due to this home's location, we recommend hiring a car to get the most out of your stay. There's parking here. *While there's a ground-floor bedroom and bathroom here, this villa is spread across three levels and accessed via a steep road – it may not suit those with limited mobility. *Your host provides daily cleaning, a midweek change of towels and a weekly change of linens. *If you're trave...More Details


    • Booked Available
    House • 10 People • 5 5
    From
    2,269 /night
    Min Stay 1 night

    Messina, Italy 

    € 2,269 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Bella Sicilia


    Nestled in the heart of Taormina, within a twenty-minute walk of Corso Umberto and the Teatro Antico di Taormina – the ancient Greek theatre still used today – it’s not hard to see why this home caught our eye. Step inside, and you’re met with traditional Sicilian decor that mixes seamlessly with modern touches, such as the big screen in the living room, perfect for movie nights. Sun worshipers will love the outdoor space. Whether you’re drinking in the distant sea views from the balcony, relaxing on the terrace, or swimming in the private pool, this villa makes the most of the Mediterranean climate. *While not all bathrooms are fully photographed, expect the style and quality to be consistent with the rest of the home. *If you're travelling with little ones, your host can provide a cot and high chair for free. You'll need to request them in advance. *There are open-tread, open-sided stairs here. If you're bringing children, they'll n...More Details


    • Booked Available
    Apartment • 7 People • 4 4
    From
    2,419 /night
    Min Stay 1 night

    Messina, Italy 

    € 2,419 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Oasis of Blue


    With its dramatic, cliffside setting and expansive sea views, this home transports you to an instant state of relaxation. And while it feels like entering an idyllic retreat, you’ll find it’s also just a short walk from Taormina’s historic centre – providing the perfect opportunity to connect with the magic of Mediterranean living. Spread across multiple levels, there’s a self-contained apartment on the lower floor, while the second floor features a fully equipped kitchen, dining room and terrace – ensuring there's an abundance of space to relax and share quality time together. From quiet morning swims in the pool, delicious Italian lunches on the balcony and lazy afternoons on a sun lounger, every moment promises to be enriched by the mesmerising views across the Sicilian coast. Exercise enthusiasts will also appreciate the home gym, while the surrounding hills provide a wonderful opportunity for invigorating walks. You’ll find st...More Details


    • Booked Available
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