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Holiday rentals in Astypalaia

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Top-rated holiday rentals in Astypalaia

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Top guest favourite
A panoramic view captures the coastal village with white buildings nestled on a hillside, overlooking a calm blue sea. The scenery includes a harbor with boats and a rocky shore, framed by gently rolling brown hills under a clear blue sky.
Flat in Astypalea
4.99 out of 5 average rating, 69 reviews

Studio-apartment under the castle

Under the stunning castle of Astypalaia with a view of the endless blue sea.It is located at the center of the island(Chora).It is 1-2 minutes away from the center square ,at which you can find cafes,restaurants, bars and supermarkets.Furthermore the apartment is accessible by car. Κάτω από το επιβλητικό κάστρο της Αστυπάλαιας με θέα το απέραντο γαλάζιο.Βρισκεται στον κεντρικό οικισμό του νησιού περίπου 2 λεπτά με τα πόδια από την κεντρική πλατεία στην οποία μπορείτε να βρείτε αυτό που ψάχνετε.

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 out of 5 average rating, 13 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.

Guest favourite
A serene corner features a built-in nook with three decorative shells and a woven basket. The white walls reflect natural light, while a view of blue waters and surrounding hills is visible through an adjacent opening.
Holiday home in Astypalea
5 out of 5 average rating, 20 reviews

Nikola's place II

χώρος Το Nikola 's Place βρίσκεται στην καρδιά της Αστυπάλαιας, τη Χώρα, τη Βασίλισσα του νησιού που βρίσκεται στην κορυφή του βράχου για να επιβλέπει το απέραντο γαλάζιο και τα αρκετά νησάκια που απλώνονται γύρω από την Αστυπάλαια. Το μπαλκόνι με θέα που κόβει την ανάσα, τα παραδοσιακά κυκλαδίτικου τύπου σπίτια που απλώνονται γύρω από το ενετικό κάστρο, οι καταπληκτικές παραλίες με τα καταγάλανα νερά, σας υπόσχονται να περάσετε υπέροχα σε αυτό το όμορφο νησί.

Top guest favourite
A spacious terrace is seen overlooking the sea, with soft hues of twilight in the sky. Steps lead down from the terrace, where a dog rests peacefully. The area features a pergola framed by white walls, creating a serene outdoor space.
Guest suite in Analipsi
4.95 out of 5 average rating, 60 reviews

Thalassa Spiti

My place is located on the hill of Schoinondas beach, 40 meters from the sea. It offers spectacular 360° views. Supermarket, bars, restaurants and buses are within walking distance. The airport is about a kilometer away. At the marina of Matezana you can watch the gulets return and buy freshly caught fish. The most beautiful beaches of the island, including the renowned Blu Limanaki, are minutes away on foot. The main village, Chora, is about 9 km away.

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.
Flat in GR
4.97 out of 5 average rating, 36 reviews

Deluxe Studio @ Vithos Aparthotel

Τα Deluxe Studios είναι κομψά, πλήρως επιπλωμένα στούντιο που βρίσκονται στο ισόγειο του συγκροτήματος. Διαθέτουν ένα διπλό κρεβάτι, γραφείο και ντουλάπα με ολόσωμο καθρέπτη, πλήρως εξοπλισμένο κουζινάκι με ψυγείο, πάγκο φαγητού και σκαμπό, και ένα πολυτελές μπάνιο με ντουζιέρα. Προσφέρουν απευθείας πρόσβαση στον προαύλιο χώρο που βρίσκεται στα όρια της παραλίας του Πέρα Γυαλού, με μοναδική θέα προς τη Χώρα και το Ενετικό κάστρο.

Guest favourite
A serene sleeping area features a spacious bed adorned with crisp white linens and a beige accent pillow. A large woven wall tapestry adds texture, while soft lighting illuminates the room. Wooden hangers are placed on a shelf nearby, contributing to the organized appearance.
Cycladic home in Livadia
5 out of 5 average rating, 11 reviews

ASilLIA I

ASiLIA I is located in Livadi a seaside village of Astypalea . It is a quiet choice of accommodation of Cycladic style with modern elements of decoration. It is just 2 km from the island's country and 60 meters from the cosmopolitan beach of Livadi. The visitor has a plethora of options from traditional taverns, ouzo bars,cafes which are literally on the edge of the wave overlooking the country and the enchanting castle.

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 Astypalea
5 out of 5 average rating, 3 reviews

Dome at the Castle

Located in the heart of Astypalea Chora, in the traditional district of the Castle, it creates to the tenant the feeling of meeting the new with the old, where a continuous game is presented between the traditional and the modern, the light and the shade. Its traditional structure retains the image of the dome, creating the feeling of homey and security offered by a residence.

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.
Flat in Astypalea
4.96 out of 5 average rating, 27 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.

Guest favourite
A serene balcony view features comfortable seating with woven accents, overlooking a coastal landscape. Whitewashed buildings ascend the hillside, while a distant castle is visible against a backdrop of blue skies and scattered clouds. The sea glimmers in the foreground.
Flat in Astypalea
5 out of 5 average rating, 5 reviews

maisonette apt, sea view | SalutiDaStampaliaChora

A stone’s throw away from the island’s Town (Chora) and the beach, this stylish spacious apartment is the best location you could ask for at Astypalaia. It offers a perfect place to chill, socialize and explore the wonders of the island. Immerse yourself in comfort in this newly built and tasteful property.

Top guest favourite
Home in Astypalaia Island
5 out of 5 average rating, 29 reviews

InHarmony | at city heart @ vivere luxury suites

Designed and decorated for the modern traveler who seeks comfort and style in the welcoming atmosphere of an apartment and at the same time the comforts of a quality hotel, InHarmony's hospitality area has it all. Staying at InHarmony means easy access to the best of what Chora and Pera Gialos have to offer.

Guest favourite
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.
Cycladic home in Astypalea
4.88 out of 5 average rating, 52 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.

Top guest favourite
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.
Flat in Astypalea
4.91 out of 5 average rating, 53 reviews

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.

Popular amenities for Astypalaia holiday rentals

When is the best time to visit Astypalaia?

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Avg. price€ 79€ 88€ 70€ 79€ 82€ 98€ 139€ 159€ 91€ 75€ 72€ 71
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

Frequently Asked Questions

  • What are the best places to stay in Astypalea?

    Chora is popular for its scenic castle views, while Livadi attracts those who enjoy beach proximity and gardens. Maltezana is often chosen for its quieter harbor setting and traditional village feel.

  • What are the best things to do in Astypalea with kids?

    Kids can explore sandy beaches, climb up to the island’s windmills, and enjoy local pastries in village bakeries. The castle in town is frequently suggested as a fun spot for families to discover together.

  • What are some of the best things to do in Astypalea?

    Explore the Venetian castle, stroll through whitewashed lanes of Chora, and relax on quiet beaches. Many visitors enjoy boat tours, snorkeling, and local cultural evenings.

  • How is the weather in Astypalea?

    Astypalea has mild, rainy winters with temperatures around 47–63°F (9–17°C), and hot, dry summers often reaching 76–96°F (24–35°C). Summer is mostly sunny, while spring and autumn bring more comfortable temperatures for outdoor exploration.

  • When is the best time to visit Astypalea?

    Late spring to early autumn is often recommended for Astypalea, when temperatures are warm and outdoor festivals are frequent. Early summer is popular for milder weather and fewer crowds.

  • What are the best places to visit in Astypalea?

    Explore Chora for its windmills and castle, visit Livadi’s beaches, and wander the harbor of Maltezana. The Archaeological Museum and Agios Ioannis Monastery are also frequently suggested stops.

  • What are some hiking trails in Astypalea?

    Astypalea has several scenic walking paths, such as the route to Agios Ioannis Monastery, coastal trails near Chora, and hillside tracks around Livadi. These trails often feature sea views, local flora, and opportunities for quiet nature exploration.

  • What are some family activities we can do in Astypalea?

    Families often explore sheltered beaches for swimming or sandcastles, wander through the historic castle, and visit small museums in town. Guided boat excursions and gentle walking paths are frequently suggested for discovering coastal scenery together.

  • What are some of the best day trip ideas from Astypalea?

    Travelers frequently join boat tours around nearby islets, visit hidden beaches, or explore local farms and monasteries. Some opt for traditional fishing experiences or snorkeling excursions in turquoise coves.

  • Are there any pet friendly accommodations available in Astypalea?

    Astypalea has pet-friendly accommodation options, especially in villages like Livadi and Chora. A variety of stays are available where pets are welcomed with advance notice.

  • What are some local tips for visiting Astypalea?

    Try local cheese pies, carry cash for small shops, and wear comfortable shoes for exploring hilly villages. Joining a traditional feast or sailing tour is a favorite way to connect with Astypalea’s community.

  • What is Astypalea known for?

    Astypalea is known for its iconic butterfly shape, hilltop castle, and windmills in traditional villages. The island also has crystal-clear waters and a tranquil, Cycladic atmosphere with Dodecanese influences.

  • What are the best hidden gems to explore in Astypalea?

    Many enjoy seeking out early Christian basilica remains at Agios Vasilios, quiet pebble coves, and traditional bakeries tucked in side streets. Wandering lesser-known villages around the island is also often recommended for those drawn to local culture.

  • What are the best foods to try in Astypalea?

    Astypalea has local specialties like saffron-tinged cheese pies, fresh fish, and thyme honey. Many travelers enjoy homemade pastas, goat dishes, and spoon sweets featuring local fruit.

  • What should I bring for a trip to Astypalea?

    Pack lightweight clothing, sun protection, and comfortable shoes for exploring Astypalea’s villages and paths. Bringing swimwear, a sun hat, and layers for cooler evenings is frequently suggested.

  • What is the nightlife in Astypalea like?

    Astypalea has a relaxed nightlife scene, centered around cozy bars, cafe terraces, and a few lively beach spots that stay open late. Many visitors enjoy unwinding in Chora with music, local drinks, and sunset views.

  • What are the most popular events or festivals in Astypalea?

    Astypalea often celebrates religious festivals during summer, including local feasts with dancing and music. Cultural events, such as traditional music nights and open-air performances, are frequently suggested around village squares or historical sites.

  • Are there family friendly vacation rentals in Astypalea?

    Many vacation rentals in Astypalea welcome families, especially in Livadi and the central parts of Chora. Larger homes, apartments, and sea-view properties are often suggested for family stays.

Quick stats about holiday rentals in Astypalaia

  • Total holiday rentals

    Explore 140 holiday rentals in Astypalaia

  • Nightly prices starting at

    Astypalaia holiday rentals start at € 25 per night before taxes and fees

  • Verified guest reviews

    Over 1,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    130 of Astypalaia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Astypalaia rentals

  • 4.9 Average rating

    Astypalaia stays are highly rated by guests – averaging 4.9 out of 5!

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