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.

Value · Family · Accuracy

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.

Location · Family · Comfort

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

Family · Value · Access

Home of Lilies

A stylishly designed private villa in harmony with traditional architecture invites you to enjoy your holiday in one of the most beautiful islands in the word. The Home of Lilies is recently built and decorated to high standards. Set in a peaceful rural landscape of vineyards, in an extremely conveniently situated area on the edge of busy Fira's center and 1,7 km from the quiet but organized beach of Exo Gialos. It is an ideal base to explore the island within a short car trip.

Family · Value · Indoor spaces

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price

Value · Family · Bathroom

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 .

Location · Family · Walkability

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!

Location · Family · Hospitality

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.

Value · Family · Kitchen

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.

Value · Family · Condition

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

"Grandma's House" offers a serene retreat for your holiday in Oia, ideal for digital nomads and writers. This spacious Venetian-style Captain's Mansion is perfect for families or couples seeking relaxation, as well as adventurous groups of up to eight looking for an affordable stay. Facing north towards the open sea, the house is just 50 meters from the main square, grocery shops, takeaways, and the public bus terminal.

Location · Family · View

Maison Dalidaz Luxury Villa & Pool

Nestled in the gorge of Vothonas Village in Santorini, Maison Dalidaz is a house consisting of two renovated Santorini residences. A maison characterized by its unique ambience and replete with the aura of a joyful past. Maison Dalidaz has always celebrated everything exceptional that this life encompasses; the arts, the beauty, the family life, friendship and love.

Family · Location · Hospitality

Black occhio Villa with private pool

Experience pure luxury in this 250m² private villa in Karterados. Featuring a stunning pool with waterfall, lush garden, outdoor BBQ, spacious living areas, full kitchen, 4 elegant bedrooms and 3 boutique-style bathrooms. Designed for comfort, privacy and premium island living—perfect for families and groups seeking an unforgettable Santorini stay

Location · Value · Pool