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Apartment holiday rentals in Astypalaia

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Top-rated apartment 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.

Superhost
Flat in Astypalea

Chora Sea View Residence

Απολαύστε τον γαλήνιο και κεντρικό χώρο διαμονής Στο κέντρο της Χώρας της Αστυπάλαιας, με μαγευτική θέα στη θάλασσα, το διαμέρισμά μας προσφέρει άνεση και κομψότητα σε κάθε λεπτομέρεια. Εξοπλισμένο με όλες τις παροχές, ιδανικό για ζευγάρια, οικογένειες ή φίλους που θέλουν να απολαύσουν τη νησιώτικη ατμόσφαιρα. Σε απόσταση αναπνοής από καφέ, εστιατόρια και αξιοθέατα, αποτελεί την ιδανική βάση για να εξερευνήσετε το νησί, συνδυάζοντας την ηρεμία της θέας με την ευκολία της κεντρικής τοποθεσίας.

A bright, airy room features a spacious bed, wooden furniture, and large windows showcasing ocean views. A round table with a turquoise cover is positioned by the door, complemented by a desk and chairs. Soft light filters in through sheer curtains, enhancing the serene atmosphere.
Flat in Astypalea
4.65 out of 5 average rating, 23 reviews

The House of Simos 2

(THIS APARTMENT IS LOCATED UNDERNEATH THE "HOUSE OF SIMOS 1") This is a vaction home of an Athenian/Milanese family that has been in love with Astypalaia for 40 years. It was bought and renovated for the first time in 1978 and ever since it has been the home of our summer vacations, of festivities and celebrations, huge dinners at the terrace, wine-tasting sessions, late night talks, stargazing - you name it. We have lived, we have laughed, we have loved here.

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.
Flat 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!

An outdoor dining area is positioned under a white pergola, featuring a large wooden table surrounded by benches. Vibrant flowers adorn the railing, while a view of the sea and trees is visible through the open space. Soft evening light enhances the scene.
Flat in Astypalea
4.73 out of 5 average rating, 11 reviews

Parathinalos Beach House

Ένα παραθαλάσσιο σπίτι σας περιμένει για τις καλοκαιρινές σας διακοπές στην Αστυπάλαια. Δίπλα από τη Χώρα του νησιού και πάνω στη παραλία του Λειβαδιού, το σπίτι μας σας προσφέρει ένα περιβάλλον υψηλης αισθητικής και μια θέα μαγική προς το Ενετικό Κάστρο. Πλήρως εξοπλισμένο και άνετο, το Παρά θίν' Αλός έχει γίνει το πιο αγαπημένο σπιτάκι του οικισμού για επισκέπτες που θέλουν κάτι αυθεντικό στις διακοπές τους.

Guest favourite
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.
Flat 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.

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.

A spacious room features a large bed with neatly arranged towels on top. A gray sofa with colorful cushions is positioned nearby, while a kitchenette with modern appliances is visible. Natural light enters through a glass door leading to an outdoor area.
Flat in GR
4.83 out of 5 average rating, 12 reviews

Nikolas Aggelis Rooms

Το Nikolas Aggelis rooms, απέχει μόλις 100 μ από το κέντρο της Αστυπάλαιας και είναι ενα κατάλυμα με θεα στο Αιγαίο πέλαγος και στο χωριό Περα γιαλός. Παρέχεται δωρεάν WIFI σε όλους τους χώρους. Ακριβώς δίπλα υπάρχει ένα ψητοπωλείο και σε μικρή απόσταση με τα πόδια θα βρείτε διάφορα εστιατόρια, καφετέριες και mini market.

Guest favourite
A charming outdoor area is framed by vibrant pink bougainvillea, offering a cozy seating arrangement with a small table and wooden chairs. A traditional clay pot and potted plants are arranged nearby, contributing to a serene atmosphere surrounded by lush greenery.
Flat in Astypalea
4.87 out of 5 average rating, 38 reviews

Beautiful House in Chora of Astypalea

A two-space traditional house with garden and beautiful view to the sea and the amazing castle of Astypalaia. The house has a bedroom with one (1) build in double bed and a living room with two (2) build in sofa, It also has a dining area and a kitchen, one bathroom and a very beautiful garden.

Guest favourite
A private terrace offers a scenic view of Chora, with whitewashed buildings adorning the hillside. A table is set for two, featuring glasses and a bottle of wine. Soft lighting from lanterns creates a serene atmosphere, complemented by the twilight sky.
Flat in Astypalea
5 out of 5 average rating, 30 reviews

Astypalaia Island, Punta Nera Resort - Room 4

Punta Nera Room 4 is located on the hill of Agioi Anargyroi, just 150 meters from the beach of Pera Gialos and 600 meters away from Chora. It has access to all the central points of the island! It overlooks the old harbor, the various Aegean isles, the mills and Chora with its castle.

Top guest favourite
A spacious terrace features a round wooden table surrounded by woven chairs, offering a clear view of the hills and iconic white buildings of Astypalea, with the sea in the background. Sunlight brightens the area, emphasizing the clean lines of the modern design.
Flat in Astypalea
5 out of 5 average rating, 6 reviews

charming apt, sea view | Saluti Da Stampalia Chora

We want you to enjoy the very best that Astypalaia has to offer you in both style and comfort! We hope that staying in our apartment, designed to a high standard, a haven of calm with close proximity to the Town (Chora) and the seafront, will help you to fulfil that to the utmost.

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.
Flat 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.

Popular amenities for Astypalaia apartment rentals

Quick stats about flat rentals in Astypalaia

  • Total holiday rentals

    Explore 40 holiday rentals in Astypalaia

  • Nightly prices starting at

    Astypalaia holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 570 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Astypalaia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Astypalaia rentals

  • 5 Average rating

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

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