Family-friendly holiday rentals in Astypalaia

Sleep Beside a Venetian Castle, Wake to the Aegean

Stay in a historic home that feels like a private museum, filled with the owners' cherished collections. Relax in our herb-filled inner courtyard, or head to the roof terrace for breathtaking Aegean views. From every single room, you look right at the sea. We are directly beneath the iconic castle - just minutes from beaches, bars, and village streets. Yet, at night, it’s your own quiet sanctuary under perfect stars. Ideal for the ones seeking culture, calm, and an authentic Greek connection.

Indoor spacesOutdoor spacesDecor

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.

5.0 out of 5 average rating, 16 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.

KitchenIndoor spacesGetting around

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.

4.95 out of 5 average rating, 40 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.

KitchenIndoor spacesLocation

Villa in Tzanaki Astypalaia

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.

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.

Indoor spacesFamilyBeach

5.0 out of 5 average rating, 21 reviews

5.0 out of 5 average rating, 5 reviews

Apartment in Astypalaia

Chora Sea View Residence

Enjoy the peaceful and central place to stay. In the center of Astypalaia, with magnificent sea views, our apartment offers comfort and elegance in every detail. Equipped with all amenities, ideal for couples, families or friends who want to enjoy the island atmosphere. Within walking distance of cafes, restaurants and attractions, it is the ideal base to explore the island, combining the tranquility of the view with the convenience of the central location.

Indoor spacesKitchenLaundry

4.98 out of 5 average rating, 41 reviews

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

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.

Indoor spacesKitchenDecor

Cycladic home in Analipsi

The outdoor veranda provides a serene view of the sea, with hanging hammocks and a sun lounger inviting relaxation. A marble dining table is set for six, surrounded by wooden chairs. Lush greenery frames the space, enhancing the tranquil atmosphere.

Seaview Beach House - Maltezanax Andromeda

Considering staying like a local on a quiet beach or exploring the island and visiting the historic center? This super cozy traditional Cycladic house offers you the best of both worlds. Located on one of the most beautiful and tranquil beaches in the south of the island, with local stores and bus stops nearby, it is both secluded and connected so you can relax and explore during your stay.

KitchenFamilyAmenities

4.9 out of 5 average rating, 30 reviews

4.92 out of 5 average rating, 26 reviews

The interior space features a spacious bed with neatly arranged linens, accompanied by soft towels. A minimalistic seating area is highlighted by a dark cushion and a natural wood side table. Two wall sconces provide soft lighting, enhancing the clean, modern design of the room.

Apartment in Astypalaia

Nero Studio

Comfortable studio with fully 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.

Indoor spacesKitchenComfort

4.93 out of 5 average rating, 92 reviews

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

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.

Indoor spacesKitchenHeating

A charming pedestrian alley in a traditional village is depicted, lined with white stone buildings featuring vibrant blue doors and balconies. Bougainvillea flowers add color to the scene, while clear skies provide a bright backdrop, enhancing the inviting atmosphere of the village.

4.89 out of 5 average rating, 56 reviews

Beautiful House in Hora Astypalaia

A newly restored two floor house in Astypalaia's most beautiful village. Overlooking the Venetian castle, it combines luxury and tradition. 5 minutes away from Astypalaia's central square, as well as traditional restaurants bars and coffee houses.

FamilyKitchenQuiet

4.92 out of 5 average rating, 63 reviews

A bright living area is filled with natural light from large, open windows, featuring a white sofa adorned with soft cushions. A white table displays decorative shells and a straw hat, while a potted plant adds a touch of color to the space.

Apartment in Astypalaia

Anemomilos studios

My place is close to the city center. Reasons you'll love my place: comfortable environment, the view, the location, high ceilings and kitchen. My place is good for couples, solo adventurers, business travelers, families (with kids), and pets.

KitchenIndoor spacesAmenities

An airy living space is presented with exposed stone walls and a smooth concrete ceiling. A rustic wooden dining table is surrounded by light-toned chairs. Natural light fills the room through large windows, creating a bright and inviting atmosphere. A cozy seating area is visible in the background.