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.

Santorinn Suites Deluxe Apartment - 10 persons

Enjoy your own private apartment in Santorini at our boutique Santorinn Suites, located in the heart of Fira. This updated 1st-floor apartment combines modern comfort with traditional Greek charm —the perfect retreat for families, groups of friends, or couples traveling together. Quiet neighborhood in Fira town center, the apartment is just steps from free parking and within easy walking distance of restaurants, shops, nightlife, and the famous Caldera viewpoint — only a 1-minute walk away!

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.

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.

LaNera Luxury Villa - Infinity Pool, Hot Tub, Gym

LaNera is a luxury villa built on the premises of a century old cycladic house in Firostefani, overlooking Anafi Island and Profitis Ilias mountain. Built with both new and traditional techniques, following a sustainable design philosophy and situated in 7.000 sq ft of private land features an infinity pool, 24/7 heated hot tub and gym. New for 2026: brand new premium mattresses with toppers upon request, indoor & outdoor eating and sitting spaces, BBQ and fully landscaped garden.

"La Maison Entire Private Villa" Accommodates 10

"La Maison" Private Villa #authenticsantorini Looking for a private accommodation heaven for your summer escape in Santorini? How about an absolutely private villa with spacious indoors and sophisticated outdoors to enjoy precious time with your loved ones? Just a few steps from the beach and in the heart of a tranquil, beautiful area of Santorini, La Maison is the perfect private villa for families, couples in love or friends Your Summer Private Villa in Greece !!!

Casa Grande cave house with Jacuzzi

Casa Grande is a happy place, located in the traditional village of Megalochori. A cheerful canary yellow greets you at the door, ushering you into a small furnished courtyard with a Jacuzzi tub. An authentic Santorinian cave house, Grande is the largest of our homes. Renovated and refurbished, it combines comfort and tradition with modern details. *Cave houses are characterized by their ability to preserve a stable interior temperature throughout the year (bio-climatic).

Grand 4 Bedroom Villa Private Pool - Ducato Wine

Experience the Santorinian grandeur of a past era in an authentic mansion of a renowned winemaker’s family that dates back to the 17th century. Fully restored to its original beauty, maintaining its cave-like architecture, distinctive construction elements and antique furnishings, yet elevated to meet contemporary standards of luxury and comfort and upgraded by an expansive private swimming pool, this villa is a haven waiting to welcome you to its irresistible embrace.

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 .

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.

"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.

Ilivatos - Elegant Villa on the Caldera's Edge

Nestled in the heart of Oia’s iconic caldera, Ilivatos Villa offers breathtaking views of the volcano, the Aegean Sea, and Santorini’s famous blue-domed churches. This luxurious retreat spans three levels and accommodates up to 10 guests, combining traditional Cycladic charm with modern comfort. Whether you’re here to relax or explore, the villa’s location and privacy make it a perfect sanctuary.