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Top-rated luxury vacation rentals in Santorini caldera

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Luxe

Villa - Pyrgos Kallistis

5 üzerinden ortalama 5 puan, 3 değerlendirme

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

Villa - Akrotiri

5 üzerinden ortalama 5 puan, 3 değerlendirme

Blackrock Villa

Sequestered on the south western tip of Santorini, Blackrock enjoys blissful views across the ocean and the famous Lighthouse of Santorini from its cliff top vantage point. Modern and traditional Cycladic architecture blend to create a beautiful snowy white stone building. Musicians and recording artists will be inspired by its secluded location and world-class recording studio, complete with drum kit, vocal booth and full mixing desk. Families will love the play room, entertainment options and aquamarine pool. Spread across three floors, the house boasts several living, dining and reception areas plus recording studio, offering a choice of secluded indoor hangouts, sheltered from the baking South Greek sun. Here you can laze in front of the television, take an afternoon nap, enjoy a late night bottle or two of the exquisite local wines or even record an album! A large cream salon sits on the lower ground floor alongside two smaller lounges and an open-plan kitchen/diner. If you crave extra entertainment, head to the playroom with its foosball table and dartboard. A gorgeous pool encourages you to dive-bomb your friends and family, or you can simply relax poolside on a lounger and soak up some Vitamin D. The outdoor areas at Blackrock are magnificent. Four decked terraces line different sides of the villa, so you can relax, sunbathe or dine in the shade while savoring the tranquil blue expanse of the Aegean Sea and its astonishing evening sunsets. Swim or float the afternoon away, then gather with friends for a barbecue before ending up in the outdoor hot tub for some stargazing. For an extra cost you can hire a private chef. When you’re not laying down tracks, you might want to lay your body down in total comfort. Blackrock’s five luxurious en-suite bedrooms have been designed so you can do just that. The two largest suites are on the lower-ground floor, with three slightly smaller rooms on the two upper floors of the house. All enjoy stunning views and are bathed in sunshine throughout the day. When you’re ready for some shut-eye, simply block out the light with traditional shutters and sleep as long as you like. If you decide to venture out, it’s a 4 minute drive to Giorgaros Fish Tavern restaurant and 5 minutes to Mesa Pigada beach and the nearest church and grocery store. Santorini National Airport is 14 km away. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Bedroom 1: King size bed, En-suite bathroom, Air conditioning, Satellite Television Bedroom 2: Queen size bed, En-suite bathroom, Air conditioning, Satellite Television Bedroom 3: 2 Twin beds, En-suite bathroom, Air conditioning, Satellite Television Bedroom 4: 2 Twin beds, En-suite bathroom, Air conditioning, Satellite Television Bedroom 5: 2 Twin beds, En-suite bathroom, Air conditioning, Satellite Television FEATURES & AMENITIES • Recording studio (*available to musicians upon request) • More under “What this place offers” below Included: • Concierge services • More under “What this place offers” below At Extra Cost – advance notice may be required: • Activities and excursions • Grocery delivery service • VIP service (hiring of limousine, yachts, jets, helicopter) • More under “Add-on services” below

Luxe

Villa - Vourvoulos

5 üzerinden ortalama 5 puan, 4 değerlendirme

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

Villa - Thira

5 üzerinden ortalama 4,76 puan, 17 değerlendirme

Olia Villa

Tucked away on a hillside in beautiful Imerovigli, far away from the tourist crowds, Villa Estelle offers contemporary clean and compact living with sensational views. Ideal for families and small groups, this lovely home from home can also host intimate weddings and social occasions (event fee applies). Fill your lungs with fresh ozone as you gaze across the deep blue of the Aegean Sea to the mysterious Santorini volcano and magical island of Thirasia. A villa manager and concierge will make sure your vacation lives up to your dreams and a daily housekeeper will keep everything neat and tidy. There is not a sharp angle within curvaceous Villa Estelle. The building - and even one of the nightstands - has been crafted from snow-white stone and the kitchen fits snugly into a rounded alcove. Its splendid waterfront location is mirrored by the softly lit heated plunge pool and you can enjoy fabulous views from the roof garden, day or evening. Lavender sunsets are a Santorini spectacle and an alfresco poolside dining table enhanced by candles means you can gather with friends or family and talk long into the night. Indoors, a homely living room opens out onto the sun terrace. Cushion-stacked sofas invite you to put your feet up and enjoy all the entertainments on offer. Pick a movie from the collection and play it on your DVD player. There’s a satellite television and games console. Staying connected with the outside world is also an option with Wi-Fi. Prepare yourself a fresh juice or strong coffee in the compact kitchen and enjoy it from your lounger as you soak up the morning sun. Later, you might fancy cooking up a feast on the gas grill. Drowsy from all the sea air and sunshine, you’ll be looking forward to a sound night’s sleep and Villa Estelle’s three air-conditioned king-size bedrooms can offer just that. All the home comforts are here, from LCD televisions and the finest linen to modern en-suite bathrooms with showers. There are also two sofa beds, ideal for teens and one of the rooms boasts a writing desk, perfect for penning postcards home. If you feel like exploring the area, a five minute walk will take you to a church, restaurant and grocery store in the nearby town. It’s a 8.2 km drive to the airport and nearest beach. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: King size bed, En-suite bathroom with shower, Air conditioning, Safe, LCD television • Bedroom 2: King size bed, En-suite bathroom with shower, Air conditioning, LCD television • Bedroom 3: King size bed, En-suite bathroom with shower, Air conditioning, LCD television • Additional Bedding: 2 Sofa beds ideal for teens FEATURES & AMENITIES • More under “What this place offers” below Included: • Concierge service • More under “What this place offers” below At Extra Cost – advance notice may be required: • Activities and excursions • Event fee • Baby equipment • More under “Add-on services” below

Luxe

Kiklad evi - Thira

5 üzerinden ortalama 5 puan, 12 değerlendirme

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

Luxe

Villa - Akrotiri

5 üzerinden ortalama 5 puan, 5 değerlendirme

Summer Lovers Villa

Rejuvenate in one of 3 hot tubs while you gaze upon the Aegean Sea and Santorini Caldera from this eco-friendly Greek villa in Akrotiri. Pick your favorite spot in the shade to catch up on some reading or work on your tan in one of the sun loungers. At peak afternoon heat, hop into the swimming pool and recharge your batteries. At night, head to town for dinner, it’s only a 10-minute walk. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Gold Suite • Bedroom 1: King size bed, Shared access to hall bathroom with bedroom 2, Stand-alone shower, Television, Air conditioning, Desk, Safe, Sea view • Bedroom 2: King size bed, Shared access to hall bathroom with bedroom 1, Stand-alone shower, Television, Air conditioning, Safe, Sea view Silver Suite • Bedroom 3: King size bed, Access to hall bathroom with stand-alone rain shower, Dual vanity, Television, Air conditioning, Desk, Safe, Kitchenette, Lounge area, Direct access to pool area, Sea view • Bedroom 4: King size bed, Access to hall bathroom with stand-alone rain shower, Television, Air conditioning, Safe, Kitchenette, Sea view Bronze Suite • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Television, Air conditioning, Safe, Lounge area, Private entrance FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES • View of the Aegean Sea • More under “What this place offers” below STAFF & SERVICES Included: • Linen & towel change - weekly • Housekeeping - once a week (4 hrs per 2 housekeepers) • Electricity consumption • Final cleaning and washing latest upholstery • More under “What this place offers” below Extra Cost (advance notice may be required): • Concierge • Grocery shopping services • Activities and excursions • Laundry services • More under “Add-on services” below

Luxe

Villa - Santorini

5 üzerinden ortalama 4,67 puan, 3 değerlendirme

Samsara

The clear, bright, island-in-Greece sunlight turns pergolas into patterns and glitters on the water at this modern Santorini retreat. Stone and stucco evoke traditional island architecture, while clean-lined pieces add modern edge. Make a short drive through the countryside to the picturesque village of Pyrgos Kallistis and the popular, promenade-lined black-sand Kamari Beach. Copyright © Luxury Retreats. All rights reserved BEDROOM & BATHROOM • Bedroom 1 - Primary: Queen size bed, Ensuite bathroom with stand-alone shower, Television, Safe, Air conditioning, Direct access to terrace • Bedroom 2: Queen size bed, Shared access to hallway bathroom with bedroom 3, Stand-alone shower, Television, Air conditioning, Safe, Mountain view • Bedroom 3: Queen size bed, Shared access to hallway bathroom with bedroom 2, Stand-alone shower, Television, Air conditioning, Direct access to terrace, Ocean view FEATURES & AMENITIES • Wine fridge • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities & excursions • More under “Add-on services” below

Luxe

Villa - SANTORINI (Thira)

5 üzerinden ortalama 4,83 puan, 6 değerlendirme

Villa Dio

The arches of classic Santorini architecture contrast with the bowl of the caldera in the views from this cliffside home. An infinity pool and terrace with loungers and outdoor dining seem to jut out of the rock over the sea. Stone tables and built-in sofas lend a minimalist-chic look inside the cool white rooms. The surrounding village of Firostefani is about a 10-minute walk to bustling Fira. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Television, Terrace • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Television, Ocean view • Bedroom 3: 2 Twin size beds, Ensuite bathroom with stand-alone shower, Television, Terrace, Ocean view STAFF & SERVICES Included: • Concierge services • More under “Add-on services” below Extra Cost (advance notice required): • Activities and excursions • Chef services ( Breakfast, lunch or dinner ) • Provisioning

Luxe

Villa - Imerovigli

5 üzerinden ortalama 5 puan, 6 değerlendirme

Erossea Villa

Erossea villa in Imerovigli is one of the best family-friendly private villas in Santorini. Villa offers a harmonious blend of luxury, comfort, and family-friendly activities and is, most importantly, ready for bedtime in the evening. From spacious accommodation to personalized concierge services and a range of activity options, Erossea ensures that families can experience the magic of Santorini in a welcoming and inclusive environment. Come to stay with us.

Luxe

Villa - Santorini

5 üzerinden ortalama 5 puan, 15 değerlendirme

Eolia Senior Villa

Offering a gorgeous view of the rugged Santorini coast, this hillside villa offers inventive design and interiors, plus abundant comfort. Embrace the shaded balcony love-seat and blue pool, which sharply contrast with the volcanic scene beyond. The sun-reflecting white exterior houses a dream sitting room and plush bedrooms, with Ancient Thera and black pebble beaches close by. Copyright © Luxury Retreats. All rights reserved.