Cottage vacation rentals in Pyrgos Kallistis

Santorini Sky | Master Villa *JUST OPENED*

SPECIAL 2025 RATES. BOOK NOW! This is the most spectacular villa on the island! Seen in Vanity Fair, Conde Nast, Travel + Leisure and Architectural Digest. Gazing out from the highest point in Santorini, this remarkably spacious and stunningly designed Master Villa offers the utmost in privacy and luxury, unlike anything else. Includes concierge support and complimentary access to our Sky Lounge with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Shepherd’s Croft Retreat.

Isolated, private & remote yet only 10 km from the bustling capital of POTAMOS. Set on mountainside enjoying 360º of utter privacy with spectacular sea views from all cottage rooms & from both the south & the west terraces. Whether you’re enjoying sundowners, star gazing, lounging or curled up snugly in luxury bed-linens, the Croft offers simplicity, tranquillity, natural beauty with great style and touches of luxury making your stay, we hope memorable. Electricity powered entirely by solar.

Ralaki Cottage 2

This extraordinaire cottage house is located in Ralaki, near Chalakas, a rural area of Milos, with great mountain view and vegetation. The house sleeps 4 persons in one double bed and one sofa bed in the spacious living room. It has a fully equipped kitchen and bathroom, parking space, air conditioning and a gorgeous veranda to enjoy the fresh air and the view to the mountain and the sea. Road is near and the access with car is easy. Triades and Ammoudaraki beach are only 10 minutes away.

Stone Cottage by the Sea in Vathy Methana

Welcome to our recently renovated Cottage, an inviting haven nestled in the serene and picturesque village of Vathy, situated in the enchanting Epidavros Gulf. Imagine waking up to the gentle sounds of the sea, just steps away from your doorstep. Whether you’re an avid swimmer, a passionate fisherman, or simply seeking a moment of tranquility, our Cottage offers it all. Bask in the sun on the spacious and well-fenced yard, knowing that your little ones and furry friends can play safely.

Rustic Stone Cottage

This traditional farmhouse is located in farmland in Plakoto, Sifnos, near Faros. It has a small kitchen, modern bathroom with shower, and a terrace with beautiful panoramic views. The house is simple but has modern conveniences and is very private. It accommodates two people comfortably. The small outer house could be used as a bedroom but there is no toilet attached to this house. Please contact me if you wish to include a 3rd person for an extra fee of 30 Euros per day.

The Byzantine Chapel Kythira

The BYZANTINE CHAPEL COTTAGE is a truly romantic hideaway. Enjoy complete and total privacy with exceptional sea views and starry nights from your private terrace. LGBTQ+ friendly, clothing optional, and secluded; the chapel is self-contained: comprising a lounge, equipped kitchen (+espresso machine); Shower/WC suite and a mezzanine bedroom. It has its own private access. Experience a perfect night's sleep, wrapped in luxurious bedlinen on a good quality mattress.

Little Paradise

Welcome to Little Paradise! Our guest house is located in Mesochori, one of the oldest villages of southern Peloponesse where tradition is still alive and time is irrelevant. It's a place of serenity where you can relax, get inspired and meditate The sounds of nature, the ocean and the views, the accommodation, the natural pool, the tree house - it's all here to make you feel like you have a second home where you truly belong

Beach house

The house is located in Chrani, Messinia, in a unique location next to the sea. It is 35 km away from the city of Kalamata and 26.6 km from the airport of Kalamata. It is located in an ideal spot for excursions to Koroni, Foinikounta, Methoni, Pylos, Gialova, Voidokilia and at a distance of 30.4 km from Ancient Messini. This is a house with direct access to the sea and is ideal for families and pets.

Stone build cottage in Love Bay Poros

Old stone build cottage in a plot of land full of pine trees next to the sea with direct access to a small semi private beach. Only a couple of minutes walk from the house there is the "Love Bay" one of the islands most beautiful and well organized beaches. Poros town is around 3km away(5 min by car or taxi), and within a distance of less than 800m from the house there are 4 taverns.