Villa vacation rentals in Mesaria

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Inspire Santorini Luxury Villas - B1

A one bedroom villa, with exclusive caldera and sunset views and all modern amenities. Exuding elegance, with everything you would expect in a modern home, the property emanates a feeling of serenity and wellbeing. Located within a private estate of 4 designer homes cascading along the cliffside, the property offers intimacy and harmony with its surroundings. Endowed with character, Inspiring Santorini B1 brings the elegant simplicity of island living into a contemporary lifestyle.

Alchemy Villa - 3 Bedrooms, 3 Baths & Prive Pool

Alchemy Luxury Villa, is beautifully settled in the quiet scenic area of Megalochori village in Santorini. Our Villa offers an exceptionally comfortable stay to you and your loved ones. Decorated in a modern minimalist style using a relaxing, clean color palette, the Alchemy Villa features an open plan Fully Equiped kitchen, a Living Room, opening to a quiet dreamy Terrace with built-in sofas and Furniture with a Private Outdoor Swimming Pool.

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.

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.

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 .

Top Caldera view villa with Hot Tub in Oia

This spacious little villa is located at the highest point of the village with stunning and unlimited views to the famous caldera and the volcano. The king size bed and the hot tub at the balcony will give unique moments of relaxation and enjoyment

One bedroom villa with hot tub and Caldera view

Live the dream in an elegant and modern, island villa with a veranda high above the Aegean in an environment of minimal elegance and discrete luxury. The 2 private villas of ANEMOMILOS, Offers heated outdoor Jaccuzzi and all modern facilities.