Villa vacation rentals in Santorini Caldera

Spectacular Private Mansion- Car Rental included *

Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.C) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Value · Location · Kitchen

Martynou View Villas

Martynou View villas is a private property,located in Santorini Pyrgos village. Just a few steps away from restaurants cafe and more shops.Only 10 minutes driving distance from central Fira and from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

Value · Location · Pool

Levantis Suite - Private Hot Tub & Sea View

Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

Location · Value · Breakfast

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 · Access

Saints Apostles Luxury Villa with private pool

Saints Apostles is a villa divided in two apartments (This listing is for the first floor apartment and the ground floor listing is called "Saints Apostles ") It is located 1,6 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , with unlimited sea view to the east side of the island (on the beach side) and the sunrise. Each apartment is private with 2 bedrooms, a kitchen and a living rooms and its own seasonal swimming pool and outside area.

Family · Value · Parking

Abelomilos Luxury by The Sea

Abelomilos Luxurie by The Sea is a brand new, luxurious villa consisted of two elegantly decorated bedrooms, fully equipped kitchen, two bathrooms, and a tastefully decorated living room. It also has a private swimming pool where guests can relax overlooking the stunning view over the emerald waters of the Aegean Sea. It is an ideal choice for people with high aesthetics and those who want to enjoy their holidays in an environment of Quiet.

Value · Location · Outdoor spaces

MyBoZer Cave Villa

MyBozer Cave Villa is a traditional cave style house located in traditional village of Karterados. This cave style luxury villa offers high end amenities and facilities in indoor area and outdoor area . Near the villa only 5 minutes by foot you can find the local bus stop ,also near by you can find everything you need like restaurants,super market,coffee shops ,patisserie,the police station and the general hospital of Santorini.

Family · Location · Hot tub

Villa Makrilis | Spacious Villa for Groups Jacuzzi

This spacious 110 sqm private villa in Karterados is ideal for families, friends, or couples seeking comfort and privacy in Santorini. It features two bedrooms, including a master bedroom, a fully equipped kitchen, large outdoor terraces, a private jacuzzi, and Aegean Sea views. Located in a quiet area with easy access to Fira, the villa offers a perfect balance of space, relaxation, and value for a comfortable island stay.

Value · Location · Outdoor spaces

Serra | Caldera View Suite, Private Pool & Hot Tub

Perched above the Aegean, our newly built suites offer panoramic views across the entire Santorini Caldera—from the volcanic cliffs to Fira and Oia. Designed for refined Cycladic luxury, Serra combines modern comfort with authentic Greek hospitality. Relax on your terrace, unwind in your private pool, or soak in your heated jacuzzi while enjoying an elevated, unforgettable island stay.

Location · Value · Long stay

Calderas Hug 1 (Panoramic Sea View& Prive Hot Tub)

Calderas Hug 1 is a suite perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our property, is beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

Family · Location · Hiking

Loukia House

Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.

Family · Value · Indoor spaces

VILLA OIA 1880

Villa Oia 1880 consists of three luxuriously appointed bedrooms and 3 shower rooms , a kitchen with every conceivable appliance and a private terrace area offering unparalleled views of the Caldera. It is located just a minutes walk from Oia center .

Family · Location · Hiking