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    Found 651 Cyclades Islands holiday homes for rent

    Apartment • 10 People • 7 7 pets pool wifi
    From
    2,569 /night
    Min Stay 1 night

    Mykonos, Greece 

    € 2,569 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    This luxury villa is the perfect place to relax and enjoy your holiday in Mykonos. The villa is located just above the prestigious Elia beach, offering stunning views of the Aegean Sea. The villa has a private swimming pool, a private parking area and is just a short drive from the cosmopolitan center of Mykonos. Access to Beach Air Conditioning Barbeque Beach / Pool Towels Beach Essentials Blender Central Heating Cleaning Products Coffee Maker Cooking Essentials Dishwasher Espresso Machine Extra Pillows and Blankets Free Parking On Premises Freezer Fridge Hair Dryer Hangers Iron Kettle Kitchen Kitchen Utensils Library of Books Microwave Outdoor Audio Outdoor Seating Oven Patio / Terrace Pets Allowed Private Entrance Private Parking Private Pool Safe Satellite / Cable TV Sound System Stove Sun Loungers / Beach Chairs Swimming Pool Toaster Toiletries TV Washing Machine Wi-fi...More Details


    • Booked Available
    Apartment • 8 People • 4 4 pool wifi
    From
    1,858 /night
    Min Stay 1 night

    Mykonos, Greece 

    € 1,858 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Grecian Vibe


    Boasting beautiful views of the bay of Psarou, this stucco-plastered villa ticks lots of holiday boxes with a flowy living space leading you to the plunge pool and sun-shaded pergola. Perhaps you'd like to order a welcome hamper for your arrival, or how about hiring a private chef to make mealtimes a breeze? The amenity-lined beach awaits a few minutes down the road. A short drive away, Platis Gialos welcomes tourists with summer watersports, hilly hiking trails, and traditional tavernas. *This home is spread over three floors, with no internal lift – it may not be suitable for those with limited mobility *While the kitchen and some of the bathrooms aren’t photographed, we expect the style and quality to be consistent with the rest of the home *The swimming pool may be available for seasonal use only *You'll have your own private entrance here *Your host can provide a cot for free *There’s free private parking here – due to the locati...More Details


    • Booked Available
    Apartment • 14 People • 7 6 pool
    From
    4,245 /night
    Min Stay 1 night

    Mykonos, Greece 

    € 4,245 /Night (minimum stay 1 night)
  • Swimming Pool

    The Duchess of Mykonos


    We love the location of this villa – set high in the hills above the twinkly turquoise waters of Kalo Livadi Bay in southern Mykonos and framing a spectacular view of the bay and Aegean Sea beyond. Spread out over several levels and terraces, with a separate guest house for anyone who fancies a little extra privacy, it takes its design cues from traditional Greek-island homes. Outside, whitewashed walls deliver an authentically Aegean feel, while inside you’ll find some of the cool rooms with exposed beams painted white, while others take inspiration from the natural surroundings, like the terracotta bathrooms and a sea-blue kitchen. But as you might expect from a Greek-island escape, the home really shines when it comes to indoor-outdoor living. There’s a covered terrace with comfortable rattan furniture for your morning coffees, a shady pergola hiding a large dining table with room for everyone as well several other private terraces. ...More Details


    • Booked Available
    Apartment • 4 People • 2 1 pool wifi
    From
    410 /night
    Min Stay 1 night

    Paros, Greece 

    € 410 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Worries Washed Away


    Looking out across the dramatic landscape to Paros Town, the views from this hillside spot are simply superb – we totally get why the host decided to build three exclusive villas here. The small complex is quiet, secluded and a million miles away from Greece's built up tourist hotspots, with a warm welcome and a home-from-home feel. Here the emphasis is on relaxation, so the distractions are few. You'll have your own private pool, a wraparound covered terrace providing lots of shade and a choice of places to lounge or eat outside. Inside, it's smart and straightforward, with a contemporary look and comfy furnishings. Perfect for a small family, the kids can share the room downstairs while you make the most of the spacious master bedroom with its own private terrace. Just a seven-minute drive from the nearest beach at Livadia and a ten-minute journey to the island's main town, it's a great location with lots of bays to explore within a...More Details


    • Booked Available
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    Apartment • 16 People • 8 8 pool wifi
    From
    6,183 /night
    Min Stay 1 night

    Mykonos, Greece 

    € 6,183 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Gem Stone


    If you're dreaming of the perfect Greek getaway, then this villa is a great place to call home during your trip. Located on the hillside above Tourlos, it's a truly magical place where you have easy access to sea, sand, and plenty of sunshine. The interiors are a haven of calm, thanks to the chic colour scheme and natural textures throughout. The stylish dining table is perfect for long, lavish meals, while the wicker seating has great views across the water. Slide open the patio doors and head outside to take a better look, then pull up a sun lounger and kick back to relax in style. When the temperature rises, you can take a dip in the sparkling swimming pool, and evening drinks are best served on the balcony as the sun goes down across the sea. Stroll down the hill into the centre of Tourlos, and you'll find a range of tavernas serving locally caught seafood, along with a pretty marina full of boats. The sandy shoreline of Agios S...More Details


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

    Naxos-Hora, Greece 

    € 653 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Cyclade Serenity


    Dressed in a serene neutral colour palette, this Naxos retreat invites guests to embark on a journey of mastering the art of relaxation. Standing proud as the greenest of the Cyclades, the island of Naxos is sure to refresh and rejuvenate the soul of anyone who arrives at its shores. Built with respect to nature and traditional Naxos architecture, the villas of this property remain humble to their surroundings, meanwhile, an ecological state of mind is adopted when it comes to the designs. From the energy-efficient lighting and appliances to the use of solar water heating and the pesticide-free gardens – the home presents a space that is as natural as possible throughout. Enjoy a bright and inviting suite, from which you can kick back after a day of discovering the surrounding natural beauty. With shared access to the building's verandas and swimming pool, lap up breathtaking views over Naxos Town and the Aegean Sea with a refreshin...More Details


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

    Santorini, Greece 

    € 937 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Santorini Sunset


    Experience the beauty of Santorini from this stunning Akrotiri home. It’s perfectly positioned in a picturesque neighbourhood in Caldera and boasts glorious views of the volcano and Oia. The views can be admired from balconies and from the terrace, which features a pool with a Jacuzzi, and a terrace with comfy sunloungers and a sheltered pergola, perfect for alfresco dining. The villa is close to Red Beach and the archeological excavations in Akrotiri, so you’ll have plenty to keep you entertained. Inside, the villa blends classic Cycladic style with modern amenities, giving you the best of both worlds. *There’s private parking for three cars at this home. *There are stairs to climb at this home so it may not be suitable for those with reduced mobility. The bedrooms are on the ground floor but the kitchen, living, and dining space is upstairs. *Your host can provide a cot and high chair for little ones. *The pool and Jacuzzi are avai...More Details


    • Booked Available
    Apartment • 12 People • 6 6
    From
    6,317 /night
    Min Stay 1 night

    Mykonos, Greece 

    € 6,317 /Night (minimum stay 1 night)
  • Swimming Pool
    WiFi

    Aegean Spice


    Drenched in luxury and soaked in amenities, this deluxe villa feels like your own private resort. The interior showcases modern furnishing that maintains its authentic charm, sewn together by the breathtaking views of the Greek landscape. It's a sight you never get bored of admiring. Of course, the spectacular views of the Aegean Sea are always enhanced when seen from an infinity pool. Hop in for a fresh dip whilst sipping on a cocktail made from the outdoor bar, or get a sun-kissed glow on the comfy cushions surrounding the pool. When the sun sets on the whitewashed walls and wooden courtyard, the outdoor area lets you settle into the romance of the evening. Rustle up some moussaka to enjoy on the dining table before lazing on the luxe sofas under the veranda and canopy. We can understand why you'd never want to leave the unbridled splendour of your retreat, yet it's closely connected to vibrant towns. Drive just five minutes and yo...More Details


    • Booked Available
    Apartment • 8 People • 4 3
    From
    945 /night
    Min Stay 1 night

    Andros, Greece 

    € 945 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Soak It Up


    With two alfresco dining areas, two living rooms, and a sprawling pool terrace including several day beds and sun loungers, this traditional villa is perfect for friendly gatherings and extended families. Start off with a fresh Greek coffee on the sun terrace, overlooking the idyllic natural landscape and shimmering sea, before packing your seaside essentials and heading to Fellos beach (a three-minute drive away). Or perhaps you'll take it easy at home, swimming a few leisurely laps of the pool before picking out your favourite lounger for a spot of serious tanning. When lunchtime arrives, fire up the barbecue and gather the group for a grilled feast under the wooden pergola. Inside, you'll find a calm and comfortable place to call home with timber-framed ceilings, homespun furnishings and a neutral colour palette. Settle down for a cosy evening in by the original fireplace, before treating yourself to an indulgent bubble bath in t...More Details


    • Booked Available
    Apartment • 10 People • 5 5
    From
    1,193 /night
    Min Stay 1 night

    Naxos-Hora, Greece 

    € 1,193 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Goddess of Light


    Where it's wedged between rolling hills and the sea, this waterfront villa was made for beach lovers and sun worshippers alike. With Plaka Beach so close, the private pool almost seems redundant – almost, but what's better than a poolside cocktail in a sun lounger – and local tavernas only a short stroll away, this home gets a big tick for location. But we also like the flexibility of having an adjacent apartment that puts just enough distance between it and the villa for a teenager or grandparent to have a little extra privacy when joining in on a family holiday. There's also ample seating to admire the views from. *The swimming pool isn't fenced. If you're bringing little ones, they'll need to be supervised at all times. *Smoking is allowed here. *One well-behaved dog is welcome to accompany you during your stay. *Daily cleaning is included so there's less for you to worry about. *Though a car isn't essential, you'll find parking ...More Details


    • Booked Available
    Apartment • 6 People • 3 3
    From
    3,551 /night
    Min Stay 1 night

    Mykonos, Greece 

    € 3,551 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    A Stone Across Water


    Found on nearly half a hectare of Mykonos land, this luxurious home is a homage to beauty and tranquillity. Step inside to see how natural, rustic elements like exposed brickwork and beams sit side by side with modern finishes. A sturdy wooden table stretches across the dining space as natural light comes streaming through the windows, making it the perfect place for breakfast and deliberation. The sofa, a cushy L-shape tucked into the corner, will be the family bookworm’s idea of heaven as they sprawl out with a few dozen books and a freshly-brewed cup of coffee. From this spot, family time can be had by watching a movie together or cracking out a board or card game. With access to the terrace or balconies upstairs, the bedrooms are made even more idyllic by the ability to step outside whenever you’d like. Watch sunrises from the balcony or stay out late-night to enjoy a bit of last-minute stargazing. Of course, the showstopper h...More Details


    • Booked Available
    Apartment • 4 People • 1 1
    From
    1,165 /night
    Min Stay 1 night

    Santorini, Greece 

    € 1,165 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Angel of the Sky


    This apartment is located in the picturesque village of Oia, the most famous village in Santorini. With its traditional narrow streets, blue-domed churches and sun-drenched verandas, Oia offers a serene and beautiful setting for a relaxing retreat. This home is on the small side, but it’s perfect for a romantic break or a solo trip. The private terrace and hot tub overlook the sparkling Aegean Sea, and you really couldn’t ask for a better view. While parking is possible at the entrance of the village, a car isn’t essential as the area is best explored on foot, with Katharos Beach just a 19-minute walk away. *Due to the location of this home, there's no private parking here. There is a public car park at the entrance of this village, but we'd recommend exploring on foot. *There are cobbled steps leading up to the front door here. It might not be the best option for those with reduced mobility. *The kitchen is on the smaller side her...More Details


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

    Andros, Greece 

    € 887 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Beach Song


    Set on a hillside overlooking the Aegean Sea, this seaside-inspired villa is a heavenly hideaway for a family or group of friends. Inside, expect natural tones, whitewashed walls and high ceilings that create a bright and breezy atmosphere – particularly in the living space. Lazy mornings begin with a traditional Greek breakfast on the sun-drenched terrace. When you’re ready to take a break from the heat, skip over to the private swimming pool for a leisurely swim. Catch forty winks on a lounger then take the short stroll down to Piso Gialia Beach. If you fancy a little more action, drive to the nearby town of Andros for glimpses of the Tourlitis Lighthouse and a glass of something fruity in a local taverna. At dusk, seek out a restaurant for a slap-up supper by the water. *Due to the location of this home, we recommend hiring a car to get the most out of your stay *Free parking is available on the premises *Bed linen and towels are...More Details


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

    Santorini, Greece 

    € 488 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Mind, Spirit - Soul


    With volcanic views inspiring soul-comforting relaxation and the villa's cave-like curves connecting you to the natural landscape – from here, you'll soon see the draws of Santorini. Offering a boutique holiday stay, you'll have breakfast included and complete access to a private sun terrace. Besides the views, the villa's best highlight rests with its private plunge pool (you'll have either an indoor or outdoor pool to yourselves). Positioned only 1 kilometre from the centre of Finikia, discover the town's galleries, shops and restaurants within easy reach. Meanwhile, there are more conveniently close-by eateries – just a few minutes walk away. *There is no kitchen area here, however, there is a coffee station, and complimentary breakfast is served daily – for other meals, you'll be within walking distance of the village's local restaurants *You'll have your own private entrance here *There's a dedicated desk here if you need to ca...More Details


    • Booked Available
    Apartment • 4 People • 2 2
    From
    666 /night
    Min Stay 1 night

    Naxos-Hora, Greece 

    € 666 /Night (minimum stay 1 night)
  • Swimming Pool
    Pets Allowed
    Air Conditioning
    WiFi

    Crown of Stars


    Contemporary and charming, this villa ticks all our boxes for a getaway in Naxos. For starters, we love the design – simple Cycladic architecture effortlessly blends with modern style to create a relaxing sanctuary. Both bedrooms feature sumptuous mattresses and private bathrooms – there's a lush bathtub and a sunny balcony in the main suite – while the kitchen is well-stocked for cooking Grecian delicacies. Outside on the terrace, a refreshing pool is perfect for afternoon dips, a pergola-covered dining area is fit for alfresco feasts and lounge chairs make the most of the endless sunshine. As the day draws to a close, the sky is painted pink and purple, creating a heavenly backdrop for cocktail hours and family dinners. Best of all is the location, right on the outskirts of buzzing Naxos Town (known as Chora to the locals) – you'll find restaurants, cafes and boutiques aplenty tucked along the town's narrow lanes. The Blue Flag-award...More Details


    • Booked Available
    Apartment • 16 People • 7 5
    From
    1,912 /night
    Min Stay 1 night

    Santorini, Greece 

    € 1,912 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    The Olympian


    Tucked away in the traditional village of Pyrgos, this contemporary villa offers the quieter side of Santorini. Sectioned off into a villa, guest house and studio apartment, this home is ideal for larger groups who want the option of privacy. Boasting an array of luxurious amenities from the private infinity pool to the wine cellar, our favourite feature is the spa room which comes complete with a hot tub and fitness equipment. Spectacular views over the Aegean Sea can be enjoyed from the plush sun beds or alfresco dining terrace, and there are some beautiful beaches within an easy distance. *There's free private parking available here. We'd recommend renting a car to get the most out of your stay.\n \n\n *This home comprises of three separate buildings. The main villa, an adjacent guest house and a studio apartment. Each has its own kitchen, but the studio does not have a bathroom.\n \n\n *For those with reduced mobility, there are s...More Details


    • Booked Available
    Apartment • 6 People • 3 2
    From
    652 /night
    Min Stay 1 night

    Paros, Greece 

    € 652 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Where Olives Spring


    Set amidst two acres of olive trees, this bright and breezy villa is the perfect place to relax in the Grecian sunshine. Mixing traditional Cycladic style with modern comforts, the interior is open and perfect for unwinding after a long afternoon exploring the island. Begin the day with a refreshing dip in the small pool, then dry off on one of the poolside lounge chairs. Later on, sprawl out on the outdoor sofa for a snooze in the sun or simply sit with a cocktail and admire the views of the sea in the distance. As the night starts to roll in, fire up the barbecue for an alfresco feast, then pour yourself a cocktail and spend the evening chatting and laughing underneath the star-scattered sky. It's the location, however, that's even better. It's just a three-minute walk to Parasporos Beach, where you can nibble on snacks at the waterfront tavernas or swim in the crystal clear ocean. For a bit more buzz, the capital, Parikia (also know...More Details


    • Booked Available
    Apartment • 9 People • 5 4
    From
    2,103 /night
    Min Stay 1 night

    Mykonos, Greece 

    € 2,103 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Neroli Sunrise


    On the outskirts of Mykonos Town, you’ll find architecture that isn’t so traditional. Gorgeous, luxury villas can be seen everywhere you turn – close enough to the delights of the town, but secluded enough to enjoy the sun and sea in total zen. The best time to arrive at this home may well be golden hour, when the sun softens its bright white exteriors, the natural hues of the stone perimeter walls, and the rich wood of the terrace pagoda. An asymmetric pool is framed by native shrubs and wildflowers on one side, and a row of comfortable sun loungers on the other. Wind your way up to the interior, passing by the private gym and giving a friendly nod to the huge stone tortoise as you head inside. Tasteful decor continues in the living space, where modern meets traditional in the most stylish way. Its wooden ceilings are painted in fresh grey, and a stone alcove remains where an old fireplace once sat. Woven armchairs bring an island vi...More Details


    • Booked Available
    Apartment • 12 People • 6 6
    From
    2,895 /night
    Min Stay 1 night

    Naxos-Hora, Greece 

    € 2,895 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Cycladic Palace


    This villa might be on the outskirts of Naxos Town, within easy walking distance of all waterfront bars, restaurants and traditional tavernas, but it’s blissfully quiet. That could be because it’s a bit like a palace, set in oodles of gardens. The design is traditionally Cycladic with smooth, white stone hewn into towers and walls. We love the moat-like swimming pool that surrounds a stone terrace accessed by a humped bridge. Wooden decks and raised stone patios house beanbag chairs, loungers and stone sofas shaded by macrame parasols. This place was made for entertaining, with a sleek taverna-like bar and semi-open kitchen the ideal spot for drinks and meals in the open air. Stone archways lead to raised lounges with Moroccan-style sofas and there’s a second kitchen with an old fireplace and pots and pans hanging from the centre island like the kitchens of old Greece. Bedrooms are pure romance, with candle-filled alcoves and Cycladic...More Details


    • Booked Available
    Apartment • 12 People • 6 6
    From
    2,079 /night
    Min Stay 1 night

    Mykonos, Greece 

    € 2,079 /Night (minimum stay 1 night)
  • Swimming Pool
    Air Conditioning
    WiFi

    Comprising two sugar cube-style villas, this sprawling estate is perfect for large friendly reunions and multigenerational family get-togethers. From the pools flanked with sunbeds to the Cycladic-inspired interiors, effortless Greek island living is the way here. Mornings begin with breakfast on the terraces, catching up over freshly strained yoghurt and honey, before finding a spot to while away the hours in the sunshine. Should you need to take a break from the heat, the minimalist living spaces are the perfect place to unwind with an ice-cold beverage. And if a midday snooze sounds tempting, retreat to quiet bedrooms and fall back into sumptuous beds. In the afternoon, slip on your sandals and take the fifteen-minute stroll to Kalafati Beach for golden sands and crystal clear waters. Explore a little further afield with a seventeen-minute car ride to Mykonos town – famous for its windmills, labyrinthine streets and white-washed ...More Details


    • Booked Available
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