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Vacation rentals in Astypalaia

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Top-rated vacation rentals in Astypalaia

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An outdoor seating area is presented with a wooden table and cozy chairs on a covered porch. Two pendant lights hang from the ceiling, illuminating the space. The view includes a distant coastline and hills, suggesting a serene atmosphere.
Cycladic home in Astypalea
4.91 out of 5 average rating, 23 reviews

GlST

Το GiSt Villa προσφέρει 2 υπνοδωμάτια το ένα με υδρομασάζ , ένα σαλόνι με παραδοσιακό σεφά (παραδοσιακό κρεβάτι) και 1 καναπέ κρεβάτι, κουζίνα με ψυγείο και φούρνο, πλυντήριο ρούχων, 1 μπάνιο καθώς και 1 εξωτερικό ντουζ και εξωτερικό μπάρμπεκιου (BBQ) με δωρεάν προϊόντα μπάνιου και στεγνωτήρα μαλλιών. Οι επισκέπτες θα βρουν και λευκά είδη.Αν θέλετε να εξερευνήσετε τη γύρω περιοχή, μπορείτε να κάνετε δραστηριότητες όπως πεζοπορία, ενώ το GiSt Villa παρέχει και υπηρεσία ενοικίασης αυτοκινήτων.

Guest favorite
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 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.

Top guest favorite
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 Livadia
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.

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.
Vacation 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.

Guest favorite
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 favorite
A spacious terrace is shown, featuring a wooden table and two woven chairs, offering views of the tranquil harbor and surrounding hills. The clear blue sky complements the serene sea, creating an inviting outdoor space ideal for relaxation.
Apartment in GR
4.9 out of 5 average rating, 39 reviews

InBlue | over the sea @ vivere luxury suites

Located right in the heart of Pera Gialos, InBlue apartment, combining traditional cycladic charm with all the comforts of modern living, sits right out over the waterfront, making it the perfect place to find oneself immersed in an infinite blue between the sea and the sky. There are stunning views over the harbour, the sea and Chora from almost every place of the apartment.

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 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

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 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.

A serene view is captured through open sliding doors, showcasing a balcony with two chairs and a small table. Beyond lies a tranquil sea mirrored by distant mountains under a bright sun, creating a peaceful atmosphere for relaxation.
Cycladic home in Astypalea
5 out of 5 average rating, 4 reviews

Kleio House

A traditional Cycladic style studio located minutes away from Venetian Castle. The studio is provided with a beautiful veranda from which you can enjoy your morning coffee. It consists of an upstairs bedroom, a bathroom, a living room and a fully equipped kitchen.

Guest favorite
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 favorite
A panoramic view of the whitewashed houses of Chora in Astypalaia is captured against a clear blue sky. Rolling hills lead to a historic castle perched atop, with the sea visible in the distance. A gentle breeze causes a translucent fabric to flutter from a nearby structure.
Apartment in Astypalea
4.98 out of 5 average rating, 44 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.

Popular amenities for Astypalaia vacation rentals

When is the best time to visit Astypalaia?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$19,457 GYDG$21,758 GYDG$17,155 GYDG$19,457 GYDG$20,084 GYDG$24,059 GYDG$32,428 GYDG$34,520 GYDG$23,222 GYDG$18,411 GYDG$17,783 GYDG$17,574 GYD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

Frequently Asked Questions

  • Do serviced apartment rentals in Astypalea have air conditioning?

    Absolutely! We offer over 10 serviced apartment rentals with air conditioning in Astypalea. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cycladic House Rentals in Astypalea?

    Enhance your stay in our Cycladic House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do cycladic house rentals in Astypalea have a kitchen?

    Absolutely! We offer over 20 cycladic house rentals with a kitchen in Astypalea. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Astypalea?

    Astypalea has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Astypalea have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Astypalea. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Astypalea?

    Yes! Work meets play with ease at over 40 vacation rentals in Astypalea featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cycladic house rentals in Astypalea have wifi?

    Absolutely! We offer over 20 cycladic house rentals with wifi in Astypalea. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in serviced apartment rentals in Astypalea?

    Experience the best of Astypalea with our serviced apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Astypalea vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Astypalea, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there pet-friendly vacation rentals in Astypalea?

    Four-legged friends are welcome in Astypalea. Choose from more than 50 vacation rentals for guests traveling with pets.

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$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,580 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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