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.

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

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.

A&V 4BDR Villa-Pool & Jacuzzi, Breakfast incl.

Located in the heart of Santorini, few kilometers from Fira, the capital of the island, A&V villa is the perfect location for those seeking for piece, luxury and comfort. Spacious and modern, built on three levels with an outstanding sea view infinity pool & a heated jacuzzi, the villa offers privacy, without sacrificing the comforts found in a five-star hotel. It is the ideal setting for a lifetime trip for family get-togethers and parties of friends.

"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.

Aquaria 7 BDR Villa-Pool &Jacuzzi, Breakfast Incl.

If you are looking for a shelter of calm, luxury and comfort in Santorini, Aquaria Villa is the perfect accommodation for you. It can host large families and parties of friends or wedding receptions in an inspiring setting filled with light and designed especially to combine modernity and Cycladic tradition. The rooms are ample and modern, fully equipped with all the special features that allow our guests to relax and have fun.