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Vacation rentals in Astypalaia

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Top-rated vacation rentals in Astypalaia

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Top guest favorite
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.
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.

Superhost
An elevated double bed with a soft cream blanket is framed by two circular pendant lights. A large window offers a view of the nearby hillside village, while soft backlighting enhances the platform's design. Neutral tones create a calming space.
Apartment in Astypalea
5 out of 5 average rating, 4 reviews

Provenzo Suites-Levantes JR Suite w. pool & view

Levantes suite is named after the sailors' name for the wind that blows from where the sun rises, the east. Staying true to the island's philosophy, Levantis suite ensures a relaxing holiday experience. Two areas, one with a double elevated bed offer you unique views. The sparkling waters of the outdoor jacuzzi overlooking the imposing castle and the deep blue sea. In complete privacy and relaxation experience a dreamy stay that will be unforgettable!

Guest favorite
The sleeping area features a spacious bed adorned with crisp white linens and a neutral-colored decorative pillow. Above the bed, three abstract wooden wall art pieces in earthy tones are complemented by two woven pendant lights, creating a calming ambiance.
Cycladic home in Livadia
5 out of 5 average rating, 8 reviews

ASiLIA II

Η κατοικία ASiLIA II βρίσκεται στο Λιβάδι έναν παραθαλάσσιο οικισμό της Αστυπάλαιας . Αποτελεί μία ήσυχη επιλογή διαμονής κυκλαδίτικου στυλ με μοντέρνα στοιχεία διακόσμησης. Απέχει μόλις 2 χλμ. από την χώρα του νησιού και 60 μέτρα από την κοσμοπολίτικη παραλία του Λιβαδιού. Ο επισκέπτης έχει πληθώρα επιλογών από παραδοσιακά ταβερνάκια, ουζερί και καφέ τα οποία βρίσκονται κυριολεκτικά στην άκρη του κύματος με θέα την χώρα και το μαγευτικό κάστρο.

Guest favorite
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 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.

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

Θόλος στο Κάστρο

Τοποθετημένο στην καρδιά της Χώρας της Αστυπάλαιας, στην παραδοσιακή συνοικία του Κάστρου, δημιουργεί στον ένοικο την αίσθηση της συνάντησης του νέου με το παλιό, όπου παρουσιάζεται ένα συνεχές παιχνίδι ανάμεσα στο παραδοσιακό και το σύγχρονο, το φως και τη σκιά. Η παραδοσιακή δομή του διατηρεί την εικόνα του θόλου, δημιουργώντας την αίσθηση του οικείου και της ασφάλειας που προσφέρει μια κατοικία.

Superhost
A charming outdoor patio area features a large umbrella providing shade over a small dining table and two chairs. Decorative plants and greenery surround the space, with a staircase leading to the entrance of the house. Blue accents add a pop of color against the stone walls.
Cycladic home in Astypalea
4.84 out of 5 average rating, 62 reviews

Cozy traditional House in Hora Astypalaia

Fully restored, cozy traditional house in the heart of Astypalaia's main village, Hora. Has one double, one single beds and a large couch that becomes a single bed. The house has its own patio as well as a rooftop balcony with a view at the Venetian castle and the Aegean sea. Our house is ideal for families or groups up to four people

Guest favorite
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 Astypalea
4.96 out of 5 average rating, 27 reviews

Bianco Studio

Άνετο στούντιο με εξοπλισμένη κουζίνα, μπάνιο και ιδιωτικό μπαλκόνι. Ιδανικό για ζευγάρια ή δύο φίλους που θέλουν να περάσουν τις διακοπές τους στη μαγευτική Αστυπάλαια. Απέχει μόλις 300m από την Χώρα και 10' με τα πόδια από το λιμάνι. Τέλος, σε απόσταση αναπνοής υπάρχουν σουπερ μαρκετ, τράπεζες, φαρμακείο, καφετέριες και φούρνος.

Guest favorite
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.
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.

Top guest favorite
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.

Top guest favorite
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 Astypalea
4.91 out of 5 average rating, 53 reviews

Anemomilos studios

Ο χώρος μου είναι κοντά σε κέντρο πόλης. Λόγοι που θα σας αρέσει ο χώρος μου: άνετο περιβάλλον, η θέα, η τοποθεσία, ψηλά ταβάνια και κουζίνα. Ο χώρος μου είναι κατάλληλος για ζευγάρια, δραστηριότητες για ένα άτομο, επαγγελματίες ταξιδιώτες, οικογένειες (με παιδιά) και κατοικίδια.

Guest favorite
A traditional stone building features a blue door and matching balcony. Two small chairs and a table are positioned outside, with greenery in planters adorning the entrance. The exterior combines natural stone textures with vibrant blue accents, situated among a charming neighborhood.
Cycladic home in Astypalea
5 out of 5 average rating, 28 reviews

Stone-built, fully-furnished House

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 favorite
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.
Cycladic home in Astypalea
5 out of 5 average rating, 35 reviews

Beach Front Greek Villa, Astypalaia

An amazing self contained traditional Greek Island Villa with a private beach. The house is situated within the main village but in front of the beach, located in a wonderful island in the Aegean called Astypalaia.

Popular amenities for Astypalaia vacation rentals

When is the best time to visit Astypalaia?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$19,446 GYDG$21,746 GYDG$17,146 GYDG$19,446 GYDG$20,074 GYDG$24,047 GYDG$34,292 GYDG$39,102 GYDG$22,374 GYDG$18,401 GYDG$17,774 GYDG$17,564 GYD
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 G$6,273 GYD 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 & 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

  • Wi-Fi availability

    130 of Astypalaia vacation rentals include wi-fi 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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