Pet-friendly vacation rentals in Pyrgos Kallistis

Labyrinth Traditional Houses (Theseus)

Escape to the tranquility of the Labyrinth traditional house, nestled in the serene Pyrgos village. Immerse yourself in a fully renovated 18th-century retreat, a world away from the bustling crowds of Fira and Oia. Indulge in a complimentary breakfast and savor a traditional dinner prepared by our personal chef, all while admiring the breathtaking Santorini sunset. With concierge service, and timeless elegance, your unforgettable stay awaits. Book now and experience Santorini's enchanting beauty

Santorini Sky | The Lodge *Most Unique*

SPECIAL 2026 RATES! Heaven has a new address! This sensational villa, blends rustic design with modern comfort and luxury. From the private infinity jacuzzi, to marble counters, pillow-top king-size bed, and satellite TV – Every detail has been considered to make The Lodge is as stunning inside as the views are outside. And at the top of the ‘stairway to heaven’ lies the Sky Bedroom which will absolutely take your breath away – the most spectacular private rooftop terrace on the whole island.

AQUA HOUSE 2

An open space beach house, of 60 s.m. for 6 pax with 1 double bed, 2 sofa beds and 2nd room with 2 single beds very stylish and comfortable. It is decorated with boho and cozy design styling combined with Cycladic culture. The house has direct access to a sea view veranda, with a big dining table. It is situated on a small bay, with similar moon white rocks as Sarakiniko that form a secluded cove in front of the house, together with Aqua house 1 & 3. Welcome basket with local products offered.

Nelly's Dream

A beautiful traditional house in the heart of Syros town, at the exclusive picturesque 'Vaporia' neighbourhood. The house is built on the rocks, with a unique view of the Aegean sea. It is built on four levels (many steps!) with private access to the seaside and a private open terrace. The two advertised, private rooms, are located on levels 3 and 4 and are accessible through the main entrance through level 1 (street level). The host family of two and a small dog and cat, live on levels 1 & 2.

Marsha's Beach House

Situated in a private beachfront estate this newly remodelled vacation home is immersed in nature. Surrounded by a large garden with tall trees it offers privacy in a quiet environment . Private access to the beach is only a few steps away. The house can sleep up to 4 people and is fully equipped to offer a relaxing holiday escape. Located within walking distance (10-15min) from the main town of Paroikia. Please feel free to reach out if you have questions. Prices include Tourist tax .

Folegandros-Cliffhouse

A historic Venetian house with sea view right in the heart of the Castro. The 800 year old house is located in the main village of the island “Chora “ and it is part of the Venetian Castle – called the Castro, located right on the edge of a high cliff, offering a breath-taking view of the Aegean from it’s two magic sea view verandas. An ideal place to stay as it is the heart of the Village – centrally located – and simultaneously a quite place to stay – as no cars can enter the Castro Area.

Bliss Mansion with Swimming Pool & Sunset view

Newly constructed for your every need, The Bliss Mansion in Pyrgos located in the heart of an historically preserved traditional neighborhood, perched high overlooking Santorini's dramatic landscape and world famous Santorini sunset. This property is secluded from the tourist crowds, yet a few minutes from the most popular Santorini beaches, historical sites, restaurants and bars. The Bliss Mansion can host up to 8 guests, offers a big swimming pool and a luxurious in cave hot tub.

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Star Infinity Suite with private heated Jacuzzi.

Star Santorini Infinity Suites is brand new complex of 3 suites each one with private heated jacuzzi and one shared swimming pool. An exclusive location provides a marvelous seashore&mountain landscape. This Suite is with two bedrooms (one bedroom is loft style bedroom). Two bathrooms,one living area with kitchenette,two balconies,one private jacuzzi and one shared swimming pool. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

Dream House in the Venetian Castle

This dream-house is located just above the entrance of Naxos Venetian Castle. This medieval chateau has been transformed with modern luxury touches in order to provide the ideal vacation setting. The hot tub, the premium mattresses and the sunbeds overlooking the Aegean Sea, are a treat that you don't want to miss. Located in an ideal spot for exploring both the town and the island, you'll find it easy to navigate local attractions and hidden gems.

Liasto traditional cycladic house.

Liasto is a traditional Cycladic house located in the heart of the picturesque village of Pyrgos, Kallistis. Its narrow labyrinthine streets gives the essence of old times and offers unique walks among wine bars, restaurants, artists shops and galleries. It is only 5km away from the airport and the port. There is a bus stop , a place to rent a vehicle, a gas station, free parking, mini markets, an ATM and a pharmacy located nearby.

Armenistis I

Armenistis apartment is located in Naoussa with very nice sea view,just a few meters away is the wonderful beach of Piperi.Naoussa where it is located and the apartment is a very picturesque village with its wonderful small harbor and Venetian castle.Just a few minutes walk from the apartment you are in the center of Naoussa where you can enjoy good food,nightlife and shopping in the village shops.