Mansion holiday rentals in Santorini

Cooper's Cave house with heated Jacuzzi

We invite you to experience the atmospheric Megalochori Village & Santorini Island through our traditional cave house . Completely autonomous with 2 separate entrances, 2 outdoor heated jacuzzis, 2 different terraces, barbeque, 4 bedrooms, 1 sofa bed,1 double sofa bed 3 kitchens & 5 bathrooms, located ideally in the center of the village and providing easy parking. A few meters away you can find local Restaurants, shops & the well known wineries of Santorini! Best place for families or friends.

180° Caldera by Stylish Stays

180° Caldera is a private home in Firostefani, offering unobstructed 180° views of the Caldera and breathtaking sunset views enjoyed in complete privacy. Perched above the sea like a natural balcony, the house feels suspended between sky and water, with front-row views of Santorini’s most famous sunsets from its terrace and private hot tub. Designed as a refined summer home, it combines authentic cave architecture with comfort, space, and an atmosphere meant to be lived in, not just admired.

Canava Villas Winery Estate -Santorini

An old traditional winery transformed to resort villas, ideal for a couple get-away, a family vacation, a special event (birthday, anniversary, wedding) or visitors seeking for a peaceful and private accommodation in Santorini. Can accommodate up to 14 people! Providing 2 outdoor pools! Welcome drinks, fresh baked pastries, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Smart tv , daily housekeeping, laundry services and many more amenities are waiting for you!

Parathira Cave Houses by Cycladica

In the gravity-defying village of Oia, this traditional complex of houses once belonged to the old bakery. Originally renovated for our personal use, the houses reflect our deep respect for Santorini’s heritage and our unpretentious definition of luxury — space, light, and natural harmony. Every detail is true to the original layout, from the fanlights above the cherry red doors to the asymmetrical archways and tactile, pressed plaster walls, their outline guided by the rocky terrain

Luxury Villa with Private Heated Pool Arota Villas

215m² of absolute privacy and unobstructed caldera views. Experience total pampering with a private infinity heated pool, an authentic in-villa Turkish Hammam, 2 Jacuzzis, chef-prepared breakfasts served in your villa and panoramic views of the volcano, the iconic cliffs, Oia and Fira Tucked away on the serene outskirts of Akrotiri, our luxury villas offer rare seclusion. Escape the crowds and enjoy 5-star service in a setting where modern luxury meets the quiet soul of Santorini.

La Maison Villa with Large Private Pool

Welcome to La Maison Private Villa Santorini, a peaceful 190 m² Cycladic retreat for up to 10 guests, with a main house and attached studio. Enjoy complete privacy, a large pool with underwater jets, beautiful Aegean sunrises, partial sea and garden views, Starlink Wi-Fi, outdoor dining, BBQ, a private chapel and secure parking. Just 50 metres from the beach, the villa is close to Santorini’s highlights yet away from busy tourist areas, with warm, personal hospitality.

LIFE MANSION in OIA

LIFE MANSION has 4 bedrooms ,a big living room ,a fully equipped kitchen ,2 shower rooms and a big terrace with a jacuzzi and view to the Sea and the Sunset .Terrace has sun decks ,table and chairs . Located a few meters under the main pedestrian street of Oia, it is an ideal hideaway for those who seek solace and comfort. My place is close to public transport and the city center ,2 minutes walking distance far from shops ,restaurants ,galleries and market .

Rhenia's 2 Villas Oia, 2 Private Jacuzzis, Caldera View

Rhenia’s Cave Villas are situated in a secluded wind-free area in the heart of the iconic village of Oia, Santorini, accommodating 1 to 10 guests. Unlike most caldera properties in Santorini, Rhenia’s Villas offers easy, minimal-step access, making your stay more comfortable from the moment you check in. No long climbs. No unnecessary effort. Just pure enjoyment. Guests have access to a beautiful rooftop terrace, perfect for capturing unforgettable photos.

"Our Grandma’s spacious House" in Oia, Santorini

Grandma's House is a serene escape in Oia - a spacious, Venetian-style Captain's Mansion blending old-world character with genuine comfort. Perfect for digital nomads, writers, couples seeking relaxation, or groups of up to eight after an affordable island stay. Facing north towards the open sea, the house sits just 50 meters from the main square, grocery shops, takeaways, and the public bus terminal - everything you need, a few steps from your door.

Astraea House,sleeps 8

Astraea House it’s a very beautiful and traditional house located in firostefani village. All the balcony’s they have amazing view of the caldera , the sunset and the famous volcano. Fira the center of the island its only 5 minutes walking distance from the house... the house it has the perfect location and the best view. Feel the Greek style and leave like local in the world most famous island ... Santorini it has everything that you will need!

Sunset villa in Oia

Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Aegean Sea and worldwide famous caldera. The mansion is an authentic luxurious house with almost insignificant changes from the original construction. The house and the primary furniture were restored with respect and attention to serve with their own charm your needs to accomplish an authentic and traditional accommodation in Santorini.

Aethria Villa in Imerovigli

Aethria villa is located in the traditional village of Imerovigli, Santorini, on the rocks of the only habitable caldera in the world. Built with earth materials and discreet decoration, it preserves the Cycladic architecture over time, with respect for the human and natural environment. The special "silhouette" and the advantage of its location make Aethria special.