Mansion holiday rentals in Santorini

Four Bedroom Villa with Hot Tub - Ducato Wine

A former winery estate has been thoughtfully transformed into a welcoming holiday sanctuary for discerning travelers seeking to experience summertime lavishness and authentic island living. This villa features 4 stunning bedrooms and superb indoors and outdoors living areas, along with a Yoga room and a one-of-a-kind barrel sauna for endless moments of indulgent relaxation. An immersive experience of privacy and comfort awaits, just a stone’s throw away from the heart of Santorini’s wine region.

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.

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 .

"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.

Kisiris Canava 4-Bedroom Villa

Located in the scenic village of Imerovigli and only a few meters away from the famous Caldera Cliff of Santorini Island, Kisiris was built in 1857 and operated as a Canava (distillery-winery). In 2007, the Canava was sensitively renovated and was skillfully turned into Villa Kisiris. It developed into a brilliant blend of its traditional Canava architectural originality with sophisticated luxury influences and modern facilities.

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.

Santorini Vinery Mansion

Το Santorini Vinery Mansion είναι μια βίλα σχεδιασμένη για να προσφέρει μια πολυτελή διαμονή σε ανθρώπους που θέλουν να απολαύσουν χαλαρωτικές διακοπές. Η μοντέρνα αρχιτεκτονική και το μίνιμαλ ντιζάιν δίνουν τη θέση τους σε μια όμορφα σχεδιασμένη βίλα με καθαρές γραμμές και ευρύχωρο κατάλυμα. Bρίσκεται σε κεντρική τοποθεσία αλλά διατηρεί την ιδιωτικότητά της, ώστε να μπορείτε να απολαύσετε κάθε πτυχή του νησιού.

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.