TheChosenStay

Whisper Of The Sea

VILLAIMEROVIGLI, CYCLADES ISLANDS, GREECE

9 Bedrooms • 8 Bathrooms • Sleeps 16

Private PoolPrivate ChefSea ViewGymTerrace

Whisper Of The Sea is a palatial 9-bedroom villa in Imerovigli, Santorini, sleeping 16 guests with panoramic caldera views and two infinity pools. One of the largest private villas on the island, this Cycladic masterpiece occupies a prime position along the walking trail between Oia and Fira, with unobstructed views where the Aegean meets the horizon. The property spans 5,381 square feet across multiple levels that cascade down the clifftop, featuring two complete kitchens, multiple indoor and outdoor dining areas, and a private gym. Outdoor spaces include extensive terraces with pergola-shaded seating areas, two swimming pools including an infinity pool, and a daily-stocked bar for sunset cocktails. The villa comes with comprehensive services including daily breakfast, housekeeping, linen changes, and bar restocking, plus private parking for up to 25 cars and complimentary airport transfers. With its combination of scale, prime caldera position, and full-service approach, this property serves large groups and special celebrations seeking the ultimate Santorini experience.

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Best time to visit

summer
22-28°Cjun · jul · aug
peak crowdpremium value

Summer provides the warmest swimming conditions for the two pools, longest daylight hours for enjoying the extensive terraces, and most reliable weather for outdoor dining and the famous Santorini sunsets.

Late spring through early autumn offers the best weather and longest days for enjoying the outdoor spaces and caldera views. Summer brings guaranteed sunshine and warmest swimming conditions, though also peak crowds and highest prices across the island. May and September provide excellent value with warm weather, fewer tourists, and reliable conditions for outdoor dining and pool use. Winter months see the property close or operate with limited services, as most of Santorini's luxury hospitality shuts down from November through March.

winter

dec · jan · feb

Cool and wet with occasional storms, and many island services closed for the season.

10-15°C

low crowdfair value

Many restaurants, attractions, and transport services close during winter months. Verify the property and island services are fully operational before booking.

spring

mar · apr · may

Mild and increasingly warm with occasional showers, perfect for outdoor activities as the island awakens.

15-22°C

moderate crowdexcellent value

May offers excellent value with warm weather and significantly lower prices than summer. Book early as the best properties have limited availability even in shoulder season.

summer

Recommended

jun · jul · aug

Hot, dry and reliably sunny with minimal rainfall and perfect conditions for swimming and outdoor dining.

22-28°C

peak crowdpremium value

Peak season requires booking 6-12 months ahead, particularly for premium properties. Expect maximum prices and crowds, but also the most reliable weather and longest days.

autumn

sep · oct · nov

Warm and pleasant in September, cooling gradually with possible rain returning by November.

18-25°C

moderate crowdgood value

September offers near-summer conditions with fewer crowds. October can still be pleasant but November sees many services beginning to close for winter.

Why we chose it

The sheer scale sets this apart: one of Santorini's biggest private villas, with two complete kitchens and parking for 25 cars in a location where most properties struggle to accommodate four. Unlike most caldera properties that offer glimpses of the view, Whisper Of The Sea commands unobstructed panoramic views from multiple levels and outdoor spaces. The comprehensive service package including daily breakfast, bar stocking, and housekeeping creates a resort-like experience within a private villa setting. Most significantly, this is one of the few properties of this scale positioned directly on the famous Oia-to-Fira walking trail, combining iconic Santorini location with genuine palatial proportions.

Reviewed by The Chosen Stay · 2026

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01The Architecture

The villa follows authentic Cycladic architecture with the characteristic white-washed walls and blue dome accents that define Santorini's visual identity. Built to cascade down the clifftop across multiple levels, the structure maximises both the dramatic caldera views and the limited clifftop space. Cobbled pathways lined with olive trees connect the different levels of the property, creating a traditional Greek island…

02The Interior

The interior design embraces boho-luxe styling with raw wood accents and earthy tones that complement the dramatic caldera views rather than competing with them. Glass sliding doors throughout the main living areas create seamless indoor-outdoor flow, opening the spaces completely to the terraces and infinity pool. The property features two full kitchens to serve the 16-guest capacity, with both equipped…

03The Outdoor

The outdoor spaces are the property's defining feature, with extensive terraces that offer panoramic views of the caldera and Aegean Sea. Two swimming pools include a dramatic infinity pool that appears to merge with the horizon, plus a second pool for additional swimming and lounging options. Multiple pergola-shaded seating areas provide relief from the Mediterranean sun whilst maintaining the spectacular…

04The Location

Imerovigli occupies the highest point of Santorini's caldera rim, offering arguably the most dramatic views on the island. The village sits directly on the famous walking trail that connects Oia and Fira, placing guests at the heart of Santorini's most iconic route whilst avoiding the crowds of the main towns. This position provides unobstructed caldera views without the tourist masses,…

05Ideal For

Large groups celebrating milestone occasions, multi-generational families, and luxury travellers seeking the ultimate Santorini experience. The 9-bedroom layout and extensive outdoor entertaining spaces make it ideal for special celebrations including weddings, anniversaries, and significant birthdays. Groups who value comprehensive service will appreciate the daily breakfast, housekeeping, and bar stocking. The scale and facilities suit those who prefer to stay within…

Amenities

Private PoolGymAir ConditioningWiFiParkingFireplaceSea ViewTerracePrivate ChefHousekeepingWasherDryer
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TheChosenStay's Guide

dining

Selene

Santorini's only Michelin-starred restaurant serves refined Greek cuisine with caldera views from nearby Fira, making it the island's premier fine dining destination.

10 minutes by car

experience

Private sunset sailing

Charter a catamaran from Ammoudi Bay below Oia for sunset sailing around the caldera, avoiding the crowds whilst experiencing Santorini's volcanic landscape from the water.

15 minutes to Ammoudi Bay

activities

Wine tasting at Venetsanos Winery

This cliffside winery offers tastings of Santorini's distinctive volcanic wines with dramatic caldera views, showcasing the island's unique viticulture shaped by volcanic soil.

15 minutes by car

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Frequently Asked

Click the booking link to be taken directly to our booking partner, where you can check availability and complete your reservation.

Daily breakfast, bar stocking, housekeeping, linen changes, private parking for up to 25 cars, and complimentary airport transfers are all included in the rental.

The villa sleeps 16 guests across 9 bedrooms with 10 beds and 8 bathrooms, making it ideal for large groups and special celebrations.

The nearest commercial airport is Santorini Airport, approximately 20 minutes by road. For private aviation, Santorini Airport accepts private jets directly, though peak summer slots require advance booking.

The property's clifftop location with multiple pool areas and terraces requires constant supervision of young children. The villa is better suited to older children and adults who can safely navigate the multi-level outdoor spaces.

Late spring through early autumn offers the best weather for enjoying the outdoor spaces and caldera views. Summer provides warmest swimming conditions but also peak crowds, whilst May and September offer excellent value with fewer tourists.

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Whisper Of The Sea

$19,412 / night

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