Waterfront holiday rentals in Pyrgos Kallistis

The Cove | Beach House (Lower)

Step right onto the sand in this stylish yet authentic beach house, crafted by our family's mariner ancestors in the late 19th century. Nestled by a sandy beach, less than 10 steps from the water, it rests in perfect harmony with nature and provides an ideal spot to unwind and relish seaside living. Eco-friendly and freshly renovated in 2022. What sets us apart is our commitment to annual maintenance, ensuring a perpetually refreshed haven. Explore the timeless allure of coastal living with us!

Drougas' Sea House

A traditional Fisherman house. One bedroom with double bed.Fully equipted bathroom. In the living room (bed/sofa for a 3rd visitor) you can find and a fully organized kitchen and a dining table.Balcony with amazing view to the Aegean Sea! One traditional “SIRMA” in which fishermen storage their boats for the winter. It's located into the fishermen village called Klima. Fully renovated (2019), with many traditional tips from its past. Perfect place for teleworking ... gazing at the Aegean Sea!!

Authentic Greek Fisherman's House 1 - Summer Love

Please also check "Love House" and "Love Nest" Houses for availability. House is on the beach. This place is good for couples, solo adventurers, LGBTQ+ firiendly, business travelers and pet firendly. You will wake, eat, live, sleep, dream on the beach! Place is unique, it is like living on a Yacht with the luxury of a house. It is an Authentic Greek Fisherman's House, used to be an Inn and a family house later on. Now it is divided in three separate houses, sharing the same beach.

The Artist's Farm-Studio- Ath/Airp/train/connect ☀️

Please read “Other Things to Note” before booking ⬇️ If availability here is limited, check our sister property “Maisonette.” After 7 years of hosting—and as a traveler myself—I believe in real, soulful hospitality. No AI, no lockers, no cold apps. Expect a warm welcome, high-standard cleaning, and support anytime you need. Our peaceful, rustic homes are steps from the sea, with a dreamy garden full of plants, peacocks, friendly cats and dogs, and a tranquil pond. 🌅🏖🌊🦚

VILLA ANNA

VILLA ANNA / VILLA ANNA A brand new house with a surface of 75 square meters in the beautiful bay and the harbor of Kamares where you can have unforgettable holidays. Enjoy your summer holidays and the sea baths literally by the sea, in a house with an amazing view and light. The sea, the sun and the wind will enchant you. The house is fully equipped and it can host up to 4 persons. The soft colors and the simple but tasteful decoration will make you relax completely.

The Colourful Land Syrma

The Colourful Land "Syrma" is a partly cave-like boat house, fully transformed on 2022 that offers comfort, relaxation and wonderful view of Western Milos hills. The values of Cycladic architecture combined with a touch of luxury defined the design philosophy. The unified vaulted interior welcomes you with kitchenette, living room and highly eleveted king size bed which are connected with the bathroom. Surraunded by archeological hills and belong to the sea.

Oasea Apartment II Syros

Fully equipped one-bedroom apartment with frontal sea view. One double bed in the bedroom, and 1 sofa bed in the living room, fully equipped kitchen (oven, fridge-freezer, dishwasher, 4-pits), bathroom with shower , washing machine, private terrace with chairs and table. Access to a shared patio with direct access to the sea (rocks) where the guests can take a morning swim. Frontal sea view from living and bedroom. A few steps from the center of Ermoupolis.

Bluedome Suite by Otium Villas & Suites

This is a newly renovated cavehouse that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia "Monastiraki" next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while utilising modern building materials. This suite is ideal for couples and families. Its' minimal designed spaces inspire relaxation and comfort for the modern traveller.

Summer house in Hydra in front of the sea

Located in Kamini and only 10 minutes away from the port, our apartment is the perfect place to relax and enjoy yourself. It offers a private swimming area while being one step away from all Hydra’s famous beaches! You can also find many local restaurants -even a supermarket- nearby and enjoy your meal right by the sea! With over 30 years of experience in the travel industry, we will make sure to offer you a vacation to remember!