Luxury rentals in Santorini caldera

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Luxe
A private pool reflects the clear blue sky, surrounded by a modern terrace. Sun loungers are strategically placed for relaxation, with a shaded seating area nearby. The villa's exterior features a combination of stone and smooth surfaces, enhancing its contemporary aesthetic.
Villa in Pyrgos Kallistis
5 out of 5 average rating, 3 reviews

Christou Estate

Please note: This property can be booked with less bedrooms. Christou Estate is one of the finest contemporary luxury properties on the Greek island of Santorini, situated just a short walk from the medieval town of Pyrgos. Comprising three distinct villas (two of which, Saligari and Chelona, can be rented individually), the estate is an outstanding choice for multiple families, groups of friends, or destination wedding guests seeking privacy, consummate style, and a prime location on these spectacular Aegean shores. Each villa features exquisite interior and alfresco living spaces—combining classic Cycladian simplicity with outstanding contemporary art and design—while shared amenities, including fitness facilities and a Hamman, provide a resort-like experience. Stunning, panoramic sea views grace the property. Villa Saligari is the estate's largest and most well-appointed villa. In addition to a private swimming pool, the terrace features a gorgeous Jacuzzi hot tub with expansive views, while a beautiful dining table and rustic grill await you beneath the dreamy canopy. Indoors, the luminous living room, with fireplace and large TV, adjoins a stunning, sea-view dining area, while the fully equipped kitchen includes espresso and coffee makers. Three superb bedrooms accommodate six guests, with two of the bedrooms enjoying access to the terrace. Villa Chelona, the second-largest villa, likewise features a private swimming pool, an ample terrace with breathtaking views, and a barbeque grill. The superb alfresco dining area includes a lovely table and comfortable lounge bench for savoring meals and cocktails in the dreamy breeze. Indoors, the fully equipped kitchen includes an espresso machine and coffee maker, while the living room is perfect for relishing fine Greek wine in the evening. Two superb bedrooms accommodate four guests. Villa Kota features the largest bedroom on the estate: a beautiful primary king suite. Its terrace enjoys a private pool, lovely sun loungers and shaded armchairs, and a yard with dining area. Indoors, a kitchenette adjoins a gorgeous living area. The Christou Estate is wonderfully located for enjoying the heavenly island of Santorini. Just ten minutes down the road is the medieval city of Pyrgos, with incredible, panoramic views of the island from its hilltop apex, along with lovely restaurants and cafés lining the charming streets. The port of Santorini, Perissa Beach, and Kamari Beach are minutes away by car. Copyright © Luxury Retreats. All rights reserved. Saligari Villa • Bedroom 1 - Primary: Queen size bed, Access to hall bathroom with stand-alone shower, Television, Air conditioning, Access to shared balcony • Bedroom 2: Queen size bed (or Two single size beds), Access to hall bathroom with stand-alone shower, Television, Ceiling fan, Access to shared balcony • Bedroom 3: Two single size beds, Access to hall bathroom with stand-alone shower, Television, Ceiling fan Chelona Villa • Bedroom 4 - Primary: Double size bed, Ensuite bathroom with stand-alone shower, Air conditioning • Bedroom 5: Queen size bed (or Two single size beds), Access to hall bathroom with shower/nath combo, Ground fan Kota Villa • Bedroom 6 - Primary: King size bed, bathroom with stand-alone shower, Air conditioning FEATURES & AMENITIES • Wine fridge • More under “What this place offers” below OUTDOOR FEATURES • Terrace • Hammam STAFF & SERVICES Included: • Welcome wine & fruits • Hostess (2 hours daily) • Pool maintenance • Hammam use (one hour daily) • More under “Add-on services” below Extra cost (advance notice may be required): • Activities and excursions

Luxe
The exterior of the villa is illuminated by soft evening light, highlighting the sculpted infinity pool and surrounding stone terrace. Comfortable seating areas invite relaxation, while the distinctive architectural features, including a small tower, create a charming ambiance against the dusky sky.
Villa in Vourvoulos
5 out of 5 average rating, 4 reviews

Tramountana

Poised on a hillside surveying the topaz Aegean Sea, Tramountana is an architecturally inspiring traditional Greek villa that looks as if it could have been fashioned out of snow. Generous outdoor areas and a high-quality interior finish lend it an air of laid-back luxury, blessed by breathtaking sea views. A separate entrance shields it from the road and there’s enclosed parking if you travel by car. Your accommodation includes complimentary car rental, third party insurance and unlimited mileage as well as transfers to and from the airport. Stepping inside Tramountana, you’re immediately struck by its uncluttered simplicity. Modern furnishings are offset by some older pieces and the décor is tastefully subtle. The main entrance leads to a bright and spacious open-plan living and dining area. Comfortably cushioned sofas invite you to take a break from the sun and choose from a selection of movies and music. A flat-screen TV, DVD player, sound system and high-speed wireless internet access makes it easy to stay in touch with the world. If you’d rather switch off, a picture window offers bewitching views of the ever-changing ocean. Fix yourself a cool drink or snack in the fully equipped kitchen and step out onto the pool terrace. Outside, a sculpted infinity pool mirrors the sea beyond and you can spend many hours just drifting and dreaming. Curvaceous sun loungers beckon you to take your place in the sun and an outdoor jetted tub promises to massage the tension from your shoulders. A well-stocked garden borders the villa and you are invited to help yourself to herbs and seasonal vegetables. Welcome shade can be found under the pergola, where you can cluster with friends for a leisurely lunch or tasty evening barbecue before retiring to the outdoor lounge for a nightcap. A second dining area at the other end of the terrace offers opportunities for more romantic dinners under the stars. Three air-conditioned, simply furnished bedrooms are brightened by vibrant bedspreads and prints. Bedrooms one and two are both en-suite and are positioned on the ground floor with access to a private terrace, while a third bedroom occupies the loft. Mosaic-tiled modern bathrooms with tubs and showers complete the ensemble. Massage treatments, yoga sessions and beauty care can all be provided at extra cost, and if you’re tempted to explore the locality you’re within walking distance of the beach, shops and nearest town. It’s 10km to the airport. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Family Suite   Bedroom 1: King size bed, Ensuite bathroom with stand alone shower, Safe, Desk, Bedroom 2: Queen size bed, Ensuite bathroom with stand alone shower, Safe, Desk, Terrace Loft Bedroom 3 - located above bedroom 2 : Double bed, Accces to ensuite bathroom in bedroom 2 FEATURES & AMENITIES • More under “What this place offers” below Included: • Bottle of Santorini wine on arrival • Complimentary 3rd party insurance & unlimited kilometers • More under “What this place offers” below At Extra Cost – advance notice may be required: • Activities and excursions • Theme dinner nights • Event fee • Mobile phone rental • More under “Add-on services” below

Luxe
A shaded lounge area overlooks a bright infinity pool, with stunning sea views in the background. Comfortable white seating, featuring wide stripes, is arranged around a central table, creating an inviting space to relax while enjoying the vistas.
Villa in Akrotiri
4.5 out of 5 average rating, 8 reviews

Michaela Residence

Commanding awesome views of the volcano and caldera from its majestic hilltop location, Michaela Residence is a peaceful 5-bedroom villa ideal for up to three couples or a family. The centerpiece of the villa is a private courtyard, which looks out to sea, and out at the back you’ll find an intimate alfresco dining area overlooking the old Castle of Akrotiri. Clustered around the central courtyard are the main living areas. As you step through the front door, the villa’s playful character reveals itself. Bright paintings, intriguing pieces of art and elegant furnishings are all offset by harmonious views. On the ground floor, you’ll find an inviting living/dining room stocked with digital home comforts and a fully-equipped country kitchen with walls painted by a famous Greek artist. Five individually styled bedrooms wait to usher you into dreamland each night. The Lady’s bedroom, with its romantic setting, dressing area and adjoining red bathroom can be found on the ground floor. Upstairs, the elegant master bedroom boasts a dressing area, HDTV, a home theater, DVD player and relaxing sea views. It shares a blue bathroom with the double bedroom/mezzanine next door, which enjoys direct access to the terrace. The basement apartment receives natural light from the courtyard and benefits from a kitchen and living area. Bedroom five is also on the lower level, next to the spa room with Jacuzzi. Although the inner rooms are extremely comfortable and a sanctuary to retreat to when the sun gets too hot, you’ll probably spend most of your time outdoors. The softly illuminated infinity pool extends a cool invitation any time of the day or night and there are various resting places from which to soak up the sunshine and beautiful views. An elegant lounge area, shaded by a pergola with fluttering white drapes, is a particularly atmospheric place to gather and chat by candlelight in the evenings. Stairs lead to another large terrace, the perfect spot to absorb unrivalled sea views. And if you love the tang of wood smoke, fire up the wood oven for a delicious family barbecue. Do not worry about finding the Michaela Residence, as transfers will be arranged to and from the airport. If you choose to explore the area on foot, your villa is within 15 minutes’ walk of the beach and 10 minutes from Akrotiri town. The airport is a 20 minute drive. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: Master Bedroom: King size bed ,Shared bathroom with shower • Bedroom 2: Lady's Bedroom. Bedroom with Queen size bed, Shared bathroom with shower • Bedroom 3: Mezanine Bedroom: Queen size bed and Loft with double bed • Bedroom 4: Apartment Bedroom: Queen size bed, Shared bathroom with shower, Television, Living area, Fully equipped kitchen, Washer/dryer. • Bedroom 5: Queen size bed, Shared bathroom with shower

Luxe
A crystal-clear infinity pool reflects the bright blue sky, with lounge chairs positioned nearby. The white walls of the villa contrast against the rocky landscape, and large glass doors open to reveal indoor spaces. The scenic coastline is visible in the distance.
Cycladic home in Fira
5 out of 5 average rating, 13 reviews

Villa Etheras

The quintessential rock, sea and sky of the Greek islands appear in all their glory at Villa Etheras. This cliffside Santorini vacation rental was named for ether, believed by the ancient Greeks to be the mystical fifth element from which the world was created along with air, fire, earth and water—and, in their mythology, the pure air breathed by the gods. When you sample its panoramic views, gorgeous terrace and chic interiors, you may enjoy a spiritual experience, too. Set into the rock of the hillside, the villa’s private oceanfront terrace commands views over the caldera and along the coast. Gather around the shaded dining table, stretch out on a seat in the sun or cool off in the infinity pool, which features a lounging platform that appears to be floating on the water’s surface. Inside, a TV, sound system, DVD player, Wi-Fi and air conditioning round out the amenities at this luxury property. The white stucco walls so characteristic of the islands are carried into Villa Etheras, where they wind around an open-concept living room and kitchen. A sleek fireplace surround and polished marble coffee table contrast with the soft slipcovered sofa in the living room; in the fully equipped kitchen, a rock slab is a rugged counterpoint to the minimalist cabinets and breakfast bar. The villa’s two bedrooms are the perfect size for a small family or two couples on holiday together—or even for an indulgent honeymoon in the Santorini sun. Both bedrooms have king beds, en-suite bathrooms and sea views. With a location in the quiet village of Firostefani, Villa Etheras is a short drive from the larger town of Fira and scenic, unpretentious Exo Yalos beach. When it’s time to leave your island retreat, plan on a 7-mile drive from the villa to the ferry docks at Athinios Port Santorini. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: King size bed, Ensuite bathroom with shower/bathtub combo, View of the sea • Bedroom 2: King size bed, Ensuite bathroom, Rain Shower, Television, View of the sea FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES • View of the caldera • More under “What this place offers” below STAFF & SERVICES Included: • Daily housekeeping • More under “What this place offers” below Extra cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

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