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Vacation rentals in Astypalaia

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Top-rated vacation rentals in Astypalaia

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Top guest favourite
Apartment 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.

Guest favourite
Cycladic homes in Astypalea
4.95 out of 5 average rating, 38 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.

Guest favourite
Apartment 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 private balcony is equipped with two stylish chairs set against a backdrop of whitewashed buildings ascending a hillside, topped with red-domed roofs. Sunlight bathes the area, highlighting the spacious layout and mountain views.
Apartment 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 balcony view features two chairs and a wooden stool, overlooking the serene blue sea and distant islands. The surrounding hills are dotted with white buildings, providing a picturesque coastal scene.
Apartment 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.

Guest favourite
Home in Astypalea
4.93 out of 5 average rating, 87 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.

Guest favourite
A modern white building with blue shutters is shown against a clear blue sky. The structure is complemented by a smooth pathway and surrounding greenery. In the background, the hillside features traditional architecture, highlighting the scenic landscape of the area.
Home in Astypalea
5 out of 5 average rating, 15 reviews

Luxury Apartment in the heart of Astypalaia!

Το πολυτελές διαμέρισμα βρίσκεται στην καρδιά της Αστυπάλαιας, δίπλα στους γραφικούς μύλους. Έχει πανοραμική θέα στο κάστρο και στην θάλασσα. Είναι καινούριο και διακοσμημένο με την παραμικρή λεπτομέρεια. Όλα τα στρώματα και τα λινοσκεπάσματα είναι της εταιρίας COCO-MAT

A bright and airy living area is presented, featuring a comfortable seating space with pillows, a dining table with four chairs, and a flat-screen television mounted on the wall. Glossy cabinets and a stylish refrigerator are visible, contributing to a modern design.
Apartment in Astypalea
5 out of 5 average rating, 5 reviews

Aurora Apartment (Pera Gialos)

An elegant and luxurious apartment for 4 people on the ring road of the island, at a distance of 10 minutes from its central points. Relax and enjoy, from its terrace end enjoy the panoramic view of the Castle and the port of Pera Gialos. Parking space available.

Guest favourite
A charming stone building features a vibrant blue door and balcony railings, surrounded by natural stone walls. Small potted plants add a touch of greenery, while yellow chairs and a table invite relaxation on the white-patterned walkway.
Cycladic homes in Astypalea
5 out of 5 average rating, 28 reviews

Cycladic House in Chora Astypalea with view

This lovely mansion combines traditional decor with all the modern amenities guest demand. Fully fitted kitchen ,diningroom and living room downstairs along with 3 single beds and wc while upstairs 2 spacious bedrooms & balconies with panoramic views.

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 homes 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
Apartment 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.

Guest favourite
A bright interior space features a light-colored dining table set for two, accompanied by a cozy seating area with a daybed. Natural light enters through wooden-framed windows, highlighting the neutral tones and textures throughout the room. Decorative elements include a woven pendant light and wall art.
Cycladic homes in Astypalea
4.83 out of 5 average rating, 42 reviews

A for Astypalaia, Kamara house, Astypalaia Chora

FULLY EQUIPPED. EACH HOME HAS AN INDEPENDENT BATHROOM AND KITCHEN. ACCESS TO A COURTYARD - BALCONY WITH UNLIMITED SEA VIEW. THE STUDIO IS LOCATED NEAR THE CENTRAL SQUARE OF THE ISLAND AND QUITE CLOSE TO THE BEACH OF LIVADI.

Popular amenities for Astypalaia vacation rentals

When is the best time to visit Astypalaia?

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Avg. price$127 CAD$142 CAD$112 CAD$127 CAD$131 CAD$157 CAD$224 CAD$255 CAD$146 CAD$142 CAD$188 CAD$175 CAD
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 vacation rentals in Astypalaia

  • Total vacation rentals

    Explore 140 vacation rentals in Astypalaia

  • Nightly prices starting at

    Astypalaia vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,540 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    130 of Astypalaia vacation 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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