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A sprawling estate just outside of Oia with two pools, spa facilities, and panoramic sea views

Charisma Estate is a magnificent five-bedroom residence situated just outside the beautiful village of Oia, Santorini. The property is a perfect architectural example of Cycladic tradition, featuring the iconic white masonry and smooth, rounded edges typical of the island.

Set within vast landscaped grounds that offer a rare degree of seclusion, the estate comprises a grand main villa and an independent guest house. It serves as a sophisticated sanctuary for large groups, designed to frame the dramatic volcanic landscape while providing a level of privacy that contrasts with the bustling streets of the nearby village.

The exterior is designed across multiple levels to maximise panoramic views. The lower level is anchored by a large swimming pool with overwater day beds and a unique sunken lounge area set within the water. The surrounding stone terraces are furnished with day beds, sun loungers, and shaded pergolas that house various al fresco dining and social zones. A separate, 8-metre indoor/outdoor heated pool provides a more intimate swimming experience.

The architectural layout creates a series of protected outdoor rooms, allowing guests to transition between sun-drenched decks and cool, shaded corners as the light shifts across the Aegean. The entrance level is home to the main outdoor dining area, shaded by a pergola and surrounded by a tranquil reflecting pool. Throughout the grounds, a fire pit, quiet courtyards, and tranquil water features further enhance the experience.

Inside, the villa is a masterclass in understated luxury, utilising a palette of crisp whites, soft greys, and natural stone. The decor is refined and tactile, favouring organic shapes and high-quality materials that reflect the island’s volcanic heritage.

The social heart of the home is a series of airy lounges with high curved ceilings and minimalist fireplaces, flowing into a modern kitchen and a formal dining area. Much of the lower level is dedicated to wellness, featuring a subterranean spa suite with access to the indoor-outdoor pool, a sauna, and a fully equipped gym. Guests can also enjoy a dedicated study, a wine cellar, and a media room with a pool table.

The accommodation comprises five suites arranged across the different levels of the estate to ensure maximum privacy. The upper level of the main villa houses two primary suites, including a master with a private terrace and another featuring an in-room bathtub. The pool level features two expansive suites, one in the main house and one in the independent guest house. Each boasts a private lounge area with a sofa bed, a spacious bathroom, and direct access to the pool. An additional suite on the entrance level features its own courtyard with a jacuzzi and an outdoor shower.

The property’s thoughtful room layout, combined with its extensive leisure facilities, makes Charisma Estate one of the best luxury villa retreats in the Cyclades.

Highlights

2 Swimming Pools

2 Swimming Pools

Spa Facilities

Spa Facilities

Sea Views

Sea Views

Services

Included

Available extras

Enhance Your Stay with Personalised Services

After booking, your dedicated concierge will craft the perfect experience — tailored to your preferences. From everyday essentials to exclusive experiences, our curated add-ons elevate every villa stay.

Essential

Essential

Signature

Signature

Prestige

Prestige

Features

Indoor

Outdoor

Bedrooms

This property comfortably accommodates up to 10 guests in its 5 bedrooms.

MAIN VILLA – UPPER LEVEL
Master Bedroom 1 – queen-size bed, en-suite bathroom with shower, private terrace, and sea views
Bedroom 2 – queen-size bed, in-room bathtub, en-suite bathroom with shower, and private courtyard

MAIN VILLA – ENTRANCE LEVEL
Bedroom 3 – queen-size bed, en-suite bathroom with shower, and private courtyard with Jacuzzi & outdoor shower

MAIN VILLA – POOL LEVEL
Suite 4 – queen-size bed, lounge area with sofa bed, en-suite bathroom with dual vanity, bathtub & separate double shower, terrace access, and sea views

GUEST HOUSE – POOL LEVEL
Suite 5 – queen-size bed, lounge area with sofa bed & kitchenette, en-suite bathroom with dual vanity, bathtub & separate double shower, terrace access, and sea views

View floorplan

Location

Disclaimer: the location on the map may be approximate due to privacy reasons.

About the area

Charisma Estate occupies an enviable position on the outskirts of Oia, one of the most picturesque destinations in the Greek Islands. While the estate offers total seclusion, the iconic blue-domed churches and narrow marble streets of the village centre are within a short walk. This location allows guests to easily access the famous sunset viewpoints and high-end boutiques of Oia before retreating to the quiet of the clifftop.

The surrounding area is rich in Aegean culture and natural beauty, from the red-rock cliffs of Amoudi Bay to the vibrant capital of Fira, just a short drive away. Guests can explore the island’s unique volcanic viticulture at nearby wineries or take a boat tour from the local port to the caldera’s hot springs.

The estate’s proximity to the airport and the main port ensures that despite its quiet, peripheral location, it remains perfectly connected for arrivals and island-hopping excursions. This blend of accessibility and hilltop isolation provides the quintessential Santorini experience.

Distances

Frequently asked questions

Inclusions vary by property but generally cover accommodation, cleaning services, and basic utilities. Some villas may also include additional services such as concierge, breakfast, or a private chef. Full details can be found on each villa’s page. If a service is not included in the price, our concierge team can arrange it for you, ensuring a fully personalised stay. Let us know your preferences, and we’ll take care of the rest!
Booking is simple! If you have a specific villa in mind, click "Send Enquiry" on its page. If you're considering multiple options, click the heart icon to save your favorites and send one enquiry for all of them. Our team will check availability and send you a detailed offer within 24 hours. Need help choosing? We’re happy to assist!
Yes, a deposit is required at the time of booking, typically 30% of the total amount. The remaining balance is usually due 30 to 90 days before check-in, depending on the property. Some villas may have different payment schedules, which will be specified in the offer we send you.
We accept bank transfers and major credit cards. Payment details will be provided during the booking process.
Yes, we offer a wide range of services, including in-villa options like private chefs, chauffeurs, and spa treatments, as well as activities such as yacht charters, wine tastings, and guided tours. We can also arrange experiences for the rest of your holiday, even beyond your villa stay. After booking, your dedicated concierge will contact you to customise your itinerary.
Yes, most high-end villas require a minimum stay of 7 nights, usually starting from a Saturday. However, many properties offer flexibility during certain times of the year, except for peak seasons like summer and Christmas holidays, which typically have stricter requirements. A smaller number of properties accept shorter stays year-round. If you have specific dates in mind, please contact us for availability.

Have more questions?

Connect with our Villa Experts – we’ll handle the rest.

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From EUR 24,500 to EUR 27,300 per week

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