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.

Location · Family · Nearby

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

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.

Value · Location · Decor

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.

Location · Family · Condition

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

Family · Location · Decor

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 · Value · Barbecue

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.

Value · Family · Hospitality

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.

Location · Family · Getting around

"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.

Location · Value · Layout

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!

Family · Value · Cleanliness

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.

Family · Location · Bathroom