TheChosenStay

The Cycladic Rose

VILLA • PYRGOS, CYCLADES ISLANDS, GREECE

5 Bedrooms • 4 Bathrooms • Sleeps 10

Private PoolHot TubPrivate ChefSea ViewConcierge

The Cycladic Rose is a 5-bedroom luxury villa in Pyrgos, Santorini, sleeping 10 guests with an infinity pool and sweeping Aegean Sea views. The property combines crisp contemporary design with traditional Cycladic architecture, positioned on a hillside to maximise panoramic vistas across the volcanic landscape. Daily breakfast, housekeeping, airport transfers and car rental are included, alongside a separate guesthouse providing additional privacy for four guests. The villa features a private infinity pool, hot tub and tiered terraces designed for outdoor entertaining, whilst comprehensive concierge services can arrange everything from private chefs to helicopter transfers. Pyrgos village, with its traditional tavernas and historic charm, sits moments away, whilst the famous beaches of Santorini are easily accessible by car. The property serves large groups and families seeking a premium Santorini experience with full service and spectacular positioning, offering one of the most complete luxury villa experiences on the island.

See the full property →

Best time to visit

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

Summer offers guaranteed sunshine, calm seas perfect for the infinity pool experience, and full access to Santorini's restaurants and attractions.

Summer remains peak season for Santorini, with guaranteed sunshine and calm seas from June through August, though this brings the highest prices and largest crowds. Spring and autumn offer excellent value with pleasant weather and far fewer visitors, particularly appealing for those seeking a more intimate Santorini experience. Winter sees most tourist facilities close and ferry connections reduce significantly, making it unsuitable for most luxury villa stays.

winter

dec · jan · feb

Mild and often rainy with occasional strong winds, though many tourist facilities and restaurants close during this period.

10-15°C

low crowdexcellent value

Many restaurants and tourist facilities close during winter months. Verify all desired services are available before booking, and expect limited ferry connections to other islands.

spring

mar · apr · may

Increasingly warm and sunny with occasional showers, whilst wildflowers bloom across the island and tourist facilities begin reopening.

15-22°C

moderate crowdexcellent value

Excellent value period with pleasant weather and fewer crowds. Pool may be cool for swimming in early spring, but the weather is ideal for outdoor activities.

summer

Recommended

jun · jul · aug

Hot, dry and reliably sunny with little rainfall and strong Meltemi winds providing cooling relief.

22-28°C

peak crowdpremium value

Peak season requires booking 6-12 months ahead, particularly for July and August. Expect the highest prices and busiest attractions, but guaranteed perfect weather for pool and outdoor activities.

autumn

sep · oct · nov

Warm and pleasant in early autumn, gradually cooling with occasional rainfall as facilities begin closing for winter.

18-25°C

moderate crowdgood value

September offers the best balance of good weather and reduced crowds, though prices remain elevated. By November, many facilities begin closing for the winter season.

Why we chose it

The hillside position delivers genuinely unobstructed Aegean Sea views that stretch to the horizon, a rarity on an island where viewpoints are often compromised by neighbouring developments. Unlike most Santorini villas that require guests to arrange services separately, The Cycladic Rose includes daily breakfast, housekeeping, airport transfers and car rental as standard, creating an effortless stay that feels more like a luxury hotel than a rental property. The separate guesthouse allows multi-generational families or groups to maintain privacy whilst staying together, a thoughtful design solution that sets it apart from single-building villas at this scale.

Reviewed by The Chosen Stay · 2026

See the rates →

01The Architecture

The villa exemplifies contemporary Cycladic architecture, with clean lines and cubic forms rendered in the traditional brilliant white that defines Santorini's aesthetic. The building cascades down the hillside in stepped levels, each terrace positioned to capture the panoramic sea views whilst maintaining privacy from neighbouring properties. Local volcanic stone anchors the structure to its landscape, whilst floor-to-ceiling glazing in the…

02The Interior

The interior design maintains the serene simplicity of Cycladic tradition whilst incorporating contemporary comfort and luxury finishes. White-washed walls and polished concrete floors create a cool, minimalist backdrop that allows the dramatic sea views to dominate each room. Natural materials including local stone and weathered timber add warmth and texture without competing with the architectural purity. The main living space…

03The Outdoor

Tiered terraces step down the hillside, each level designed for different aspects of outdoor living and entertaining. The infinity pool appears to merge with the Aegean horizon, positioned on the primary terrace alongside ample seating areas for both sun and shade. A separate hot tub provides relaxation whilst maintaining the panoramic views that define the property. Multiple dining areas across…

04The Location

Pyrgos occupies a central position on Santorini, offering access to the island's highlights whilst avoiding the intense crowds of Oia and Fira. The medieval village sits on one of the island's highest points, providing natural elevation for dramatic views whilst maintaining authentic Cycladic character through its traditional architecture and narrow cobbled streets. Santorini's renowned wineries, including Estate Argyros and Artemis…

05Ideal For

The villa works exceptionally well for large families or groups of friends seeking a premium Santorini experience with full service included. The separate guesthouse makes it particularly suitable for multi-generational families who value both togetherness and privacy. Groups celebrating special occasions benefit from the dramatic setting and comprehensive concierge services, whilst the included amenities remove the complexity of coordinating services…

Amenities

Private PoolHot TubAir ConditioningWiFiParkingSea ViewTerraceBeach NearbyPrivate ChefConciergeHousekeepingLaundryWasherPatio
View full details →

TheChosenStay's Guide

dining

Franco's Café

Watch Santorini's famous sunset from the elevated terrace whilst enjoying excellent Mediterranean cuisine.

7 minutes by car

experience

Estate Argyros wine tasting

Discover Santorini's distinctive volcanic wines with guided tastings paired with local delicacies at this respected family winery.

20 minutes by car

dining

Metaxi Mas

Experience authentic Greek cuisine with sea views at this relaxed hillside taverna favoured by locals.

7 minutes by car

Plan your stay →

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, housekeeping, airport transfers and car rental are included as standard, alongside 24/7 concierge services.

Check-in is from 16:00 and check-out is before 10:00.

Santorini Airport is approximately 15 minutes by road. Airport transfers are included with your stay, and the airport can also accommodate private aviation arrangements.

The property is not suitable for children under 12 or infants under 1 year. The swimming pool is not fenced and requires constant supervision.

No pets are permitted at the property.

Check availability →

More in Cyclades Islands

The Cycladic Rose

$2,763 / night

See rates →