Holiday houses in Astypalaia

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Top-rated holiday rentals in Astypalaia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Cycladic home in Astypalaia

4.53 out of 5 average rating, 45 reviews

The Red-Fish House

The house built under Cycladic architecture consists of 2 floors. offers a small garden.Furnished with charm and personality it has a magnificent view to the Aegean Archipelagos! It is located 5 minutes from the main square of picturesque “Chora”, 10 minutes from the port and 20 minutes from the airport . Easily accessible by car. Walking down the hill 150 m in front of the house , a secluded beach can offer you a refreshing swim! If you seek relaxation and tranquility ,THIS IS THE PLACE TO BE!

FamilyValueSleep quality

Guest favourite

A modern stone house is presented with a whitewashed exterior and gray shutters, complemented by a tree in the foreground. An entryway is visible, revealing a glimpse of the interior. The clear blue sky enhances the serene setting.

Cycladic home in Astypalaia

5.0 out of 5 average rating, 14 reviews

Karai the House Project

Enjoy an experience with style in the cosy modern stone house situated in Astypalaia Town, in a central and quieted location, within the Castle alleys. The property features quiet street views and a private entrance, has a balcony with awesome sea view, a bedroom with double bed, a living room, bathroom and a well equipped kitchen. It is 300 m from Church of Panagia Portaitissa and 500 m from Gouerini Castle. Free WiFi is available throughout the property and Pera Gialos Beach is 500 m away.

LocationHospitalityAccuracy

Guest favourite

A bright bedroom space is characterized by white walls and a wooden beam ceiling. A double bed is positioned against one wall, and a decorative rug adds color to the floor. Light filters through windows framed in blue, enhancing the inviting atmosphere.

Cycladic home

4.89 out of 5 average rating, 27 reviews

Beautiful couple's escape home in Hora Astypalaia

The house is located just opposite of Astypalaia's castle's main entrance and is one of the first houses built outside of the castle walls. Beautifully restored, with utmost respect to the traditional architectural style of the island. The ground floor features a sitting and dining area, a mini kitchen, bathroom and a washing machine. The upstairs floor has one double bed. In addition to the internal staircase, each floor has its own independent entrance. 7 minutes from the main square.

FamilyLocationNearby

Top Guest favourite

An outdoor space features a private pool surrounded by a spacious terrace with a stone pattern. Comfortable seating is arranged under a shaded area, offering views of the sea and a distant town. Lush greenery complements the tranquil setting.

Villa in Tzanaki Astypalaia

5.0 out of 5 average rating, 18 reviews

Siesta Villas nearby Tzanaki Beach

Kick back and relax in this calm, stylish space.Just 150 metres from crystal clear water of Tzanaki Beach and only 2 minutes by car from the Cosmopolitan beach of Livadi which boasts local taverns, cafes, beach bars and mini markets Set in the middle of lush vegetation with a fabulous view of the sea and castle. Leave your worries behind while you enjoy the peace and serenity of the tranquil surroundings. Only a 7 minute drive away from Chora and the Old Town. Free parking provided.

LocationCleanlinessBeach

Guest favourite

A bright living area features modern furniture and soft gray seating around a round coffee table. Natural light enters through multiple windows, illuminating the space. A wooden chair adds a rustic touch, while decorative elements enhance the room's artistic vibe.

Cycladic home in Astypalaia

4.95 out of 5 average rating, 39 reviews

The Pulse Residence Astypalea

Exceptional residence offering tranquility, space, artistic ambience, quality services for a memorable experience. Located in the best side of Chora, overlooking the aegean sea and the mountains of the island it combines comfort and local taste with contemporary art. Ideal for up to 4 guests. 85 sqm internal living space and 150 sqm of extrernal space including internal and external dinning, an office desk, fully equiped kitchen, satelite TV, WiFi, washing machine, Nespresso and more.

LocationValueComfort

Top Guest favourite

A bright studio space features a double bed with a simple white headboard and colorful pillows. A mirror-fronted wardrobe enhances the room's openness. A small bedside lamp provides soft lighting, while a desk with a notepad and reading glasses sits nearby.

Apartment

4.98 out of 5 average rating, 41 reviews

Deluxe Studio @ Vithos Aparthotel

Deluxe Studios are elegant, fully furnished studios located on the ground floor of the complex. They have a double bed, desk and wardrobe with full-length mirror, fully equipped kitchenette with fridge, dining bench and stool, and a luxurious bathroom with shower. They offer direct access to the courtyard located on the edge of the beach of Pera Gialos, with a unique view of Chora and the Venetian castle.

ValueLocationNearby

A spacious living area is characterized by whitewashed stone walls and soft, neutral tones. A large, curved sofa surrounds a circular coffee table, with a subtle decorative arrangement in the background. Natural light enters through a window, enhancing the inviting atmosphere.

Dome in Astypalaia

5.0 out of 5 average rating, 5 reviews

Dome at the Castle

Located in the heart of the Chora of Astypalaia, in the traditional district of Kastro, it creates in the tenant the feeling of the meeting of the new with the old, where a continuous game between the traditional and the modern, the light and the shadow is presented. Its traditional structure retains the image of the dome, creating the sense of familiarity and security offered by a home.

LocationDecorAmenities

An outdoor dining area is positioned under a white pergola, featuring a large wooden table surrounded by benches. Vibrant flowers adorn the railing, while a view of the sea and trees is visible through the open space. Soft evening light enhances the scene.

Apartment in Astypalaia

4.77 out of 5 average rating, 13 reviews

Parathinalos Beach House

A beach house awaits you for your summer holidays in Astypalea. Next to the Chora of the island and on the beach of Livadi, our house offers you an environment of high aesthetics and a magical view to the Venetian Castle. Fully equipped and cozy, Parain Alo has become the most beloved little house of the settlement for guests who want something authentic during their holidays.

LocationDecorAmenities

Top Guest favourite

A spacious sleeping area is presented with a wooden bed and a cozy seating arrangement. Light walls are contrasted by a textured accent piece. A large overhead skylight allows natural light to brighten the room. Minimalist furnishings are arranged for comfort and practicality.

Cycladic home in Astypalaia

5.0 out of 5 average rating, 19 reviews

Katoi luxury suite

Centrally located in the heart of Astypalaia, 'Katoi' is a minute's walk from the island's main square and the scenic windmills. Due to its convenient location it offers quick and easy access to restaurants, cafes, shopping and popular nightlife. 'Pera gialos' the central pebble beach of the town is less than 5' walk away as well.

LocationGetting aroundComfort

Guest favourite

A comfortable seating area is presented with neutral-colored cushions and two small black tables beside it. In the background, a spacious bed is prepared with fresh towels, while decorative wall art adds subtle texture to the white walls.

Apartment in Astypalaia

4.96 out of 5 average rating, 28 reviews

White Studio

Comfortable studio with equipped kitchen, bathroom and private balcony. Ideal for couples or two friends who want to spend their holidays in the enchanting Astypalaia. It is just 300m from Chora and a 10-minute walk from the port. Finally, within walking distance there are supermarkets, banks, a pharmacy, cafes and a bakery.

LocationBeachCheck-in

Guest favourite

The traditional house features a white exterior and light blue accents. A balcony is visible above the entrance, providing a view of the surrounding area. The backdrop showcases a rugged stone structure, hinting at its historical significance, with greenery framing the property.

Home in Astypalaia

4.93 out of 5 average rating, 90 reviews

Traditional house under the castle

This lovely traditional house is situated under the castle. A traditional restored two floor house just 5 minutes from the central square of the island. Fully equipped kitchen, dining room and living room downstairs while upstairs is the bedroom and the balcony with magnificent view to the Aegean sea.

ValueFamilyCleanliness

Guest favourite

A blue ceramic pot filled with greenery is featured within a white archway. The archway is part of a textured white wall, contrasting against the clear blue sky. The scene highlights the simplicity and beauty of the architectural design.

Apartment in Astypalaia

4.91 out of 5 average rating, 74 reviews

Anemomilos studios

In the most central and convenient spot in the Chora of Astypalaia ''treasured'' island, Anemomilos studios provide you high quality accommodation combined with a breathtaking view of one of the most picturesque old towns.

LocationValueCleanliness