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Vacation rentals in Didimi

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Top-rated vacation rentals in Didimi

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Guest favorite
A traditional stone building is nestled among winding staircases and vibrant foliage. The house features a pale yellow exterior, complemented by colorful doors and window frames. Steps lead to other nearby residences, showcasing the unique architecture of the medieval settlement.
Cycladic home in Syros
4.89 out of 5 average rating, 175 reviews

Traditional Medieval Stone house in "Ano Syros"

Unique, stone traditional house, within the medieval settlement of Ano Syros. The residence has been licensed by the Greek National Tourism Organization as a tourist accommodation. It dates back to the late 16th century. Completely renovated without changing its traditional character. Upstairs is the living room (with a sofa-double bed) as well as the kitchen (outdoor). Downstairs is the bedroom, with a double bed, and the bathroom. Ideal for two people, while it can accommodate up to four.

Guest favorite
Home in Ermoupoli
4.95 out of 5 average rating, 21 reviews

Siroa View | Where Sea Meets Sky

Siroa View rises above Ermoupoli, offering stunning sea and town views. Its spacious terrace with outdoor dining area and built-in lounge is the perfect setting for relaxed mornings, golden sunsets, and starlit evenings. Inside, the signature interior design blends warm Syros tones with natural materials and handcrafted touches. With two bedrooms, two bathrooms, and a full kitchen, it’s an elegant escape just steps from the vibrant center, offering unbeatable views and thoughtful amenities.

Guest favorite
An infinity pool extends towards the horizon, blending seamlessly with the calm blue waters of the Aegean Sea. In the distance, a boat can be seen traveling across the water, framed by lush greenery and the clear sky above.
Cycladic home in Megas Gialos
4.93 out of 5 average rating, 44 reviews

Aloe Mare Suite 2

With Cycladic design and bohemian approach, with warm colours and handmade wood furniture, indulge into a luxury yet elegant home for your holidays. The house has a breathtaking sea view, and from the balcony you may enjoy your dinner under the stars.In front of the house there is a hidden beach. The house embraces traditional and Cycladic features which lavishly blend together, offering you a serenity place fulfilling your desired holiday expectations. We're looking forward to welcome you!

Top guest favorite
Two sun loungers are positioned on a stone patio, overlooking a vast blue sea. A small table holds fresh fruit, while a distant lighthouse stands on the island in the background, framed by gentle coastal hills.
Home in Azolimnos
4.95 out of 5 average rating, 119 reviews

Aegean View Seaside Home with Sea Access

Idyllic hillside location by the coast with magnificent endless views of the blue sea! Fully equipped two-room apartment, with exit to the courtyard with BBQ. It's 65sq.m. has two spaces one is 40sqm. with bedroom, bathroom and an open plan kitchen/dining/living area with double sofa bed. The second space has a double bed, wardrobes & a bathroom of 25sqm. The doors lead directly to the courtyard which overlooks the sea. In addition, the yard has a stone-built BBQ and a traditional oven.

Top guest favorite
Home in Ermoupoli
4.99 out of 5 average rating, 87 reviews

DEcK feeling Luxury sea view stay in Vaporia-Syros

Deck feeling Everything you're looking for on your vacation in Greece! A luxurious residence of 180m2 in the heart of Ermoupolis, with a unique view of the Aegean Sea in the area of Vaporia - "little Venice". A sense of complete relaxation is assured, as the property is situated quite literally on the water. Located just 250 meters from the city centre, the property offers the perfect balance between a relaxing vacation and the convenience of having everything within easy reach.

Top guest favorite
An outdoor area features two comfortable lounge chairs positioned by a tranquil pool, overlooking the vast blue sea. A rocky coastline and dry landscape create a serene backdrop, while a stone wall adds visual interest to the setting.
Tiny home in Tínou
5.0 out of 5 average rating, 56 reviews

KASTRAKI

Dance under the colorful feast of the sunrise. Have breakfast while listening to the waves, relax while listening to your favorite music on the outdoor bed. Try local appetizers in the dining room under the shade of the pergola, have a relaxing massage in the pool while enjoying the sunset. When night falls, enjoy the illuminated rocks that protect the courtyard and the golden sea. Having tasted every moment of the day, a warm nest will be waiting for you.

Top guest favorite
A spacious terrace features a wooden dining table surrounded by chairs, with vibrant pink glass lanterns adding a pop of color. Views of the Aegean Sea and distant land formations are visible under a clear blue sky, creating an inviting setting for meals or relaxation.
Home in Ermoupoli
4.98 out of 5 average rating, 120 reviews

Sunny suite in a neoclassical 1870 town house

The 1870 listed neoclassical town house lies in the heart of Ermoupolis. The entire second floor, saved for our guests, is a spacious and sunny suite with a spectacular view over the city and the Aegean sea. It consists of 2 bedrooms, 1 bathroom, a living room with access to a balcony and a kitchen. On the third floor is a huge terrace. The space is perfect for families, couples or a group of friends and everything is at a very short walking distance.

Guest favorite
A dining area features a large wooden table set for a meal, surrounded by modern chairs. Bright light enters through arched windows, revealing stone walls that enhance the room's character. A decorative mirror and chandelier add elegant touches to the space.
Villa in Ano Syros
5.0 out of 5 average rating, 16 reviews

Glaukopis Retreat with private indoor Jacuzzi.

Glaukopis Retreat consists of 4 fully equipped bedrooms with ensuite bathrooms that may accommodate up to 8 guests. The interiors follow the Cycladic architecture design with white surfaces and modern facilities and amenities. The outdoor common areas consist mainly of the a spacious terrace, relaxing, and romantic environment, designed to your rejuvenation during your vacation on Syros Island.

Top guest favorite
A bright corner room features large windows framed by exposed stone walls, offering views of the sea and waterfront. A glass table with modern chairs is adorned with fresh fruit, while colorful flowers on the table add a touch of vibrancy to the space.
Townhouse in Ermoupoli
4.93 out of 5 average rating, 152 reviews

Vaporia seaview suites - Mini suite

Νεοκλασικό αρχοντικό του 1852. Μέσα στο Ιστορικό κέντρο της Ερμούπολης. Η Μίνι Σουίτα, διαμορφώθηκε με αγάπη, στον πιο φωτεινό χώρο του κτιρίου με τις πιο σύγχρονες ανέσεις για να προσφέρει μία αξέχαστη διαμονή. Μέσα από τα τέσσερα παράθυρά της ο επισκέπτης έχει την δυνατότητα να απολαύσει την μαγευτική θέα της θάλασσας και τον παλαιότερο εν λειτουργία και μέγεθος φάρο της Μεσογείου.

Top guest favorite
An open-plan living space features a well-equipped kitchen beside a dining area, complete with a table set for breakfast. A cozy sofa is positioned near large windows, leading to a private balcony with views of the street below. Natural light fills the room.
Apartment in Ermoupoli
4.96 out of 5 average rating, 162 reviews

Syros City Center Apartment • 2L-Lifebubble

Wake up in this charming, contemporary bright apartment located in the heart of Ermoupolis. This newly renovated, luxurious flat is well-equipped and situated in the vibrant center of Ermoupolis, Syros. Just 100 meters from amazing restaurants, cafes, and bars, it’s also a short walk from Miaouli Square, the Ermoupolis harbor, and the waterfront.

Top guest favorite
A bright living area is equipped with a comfortable sofa and a dining table surrounded by light-colored chairs. Large windows allow natural light to illuminate the space, with sheer curtains partially filtering the sunlight. A decorative chandelier adds an elegant touch to the room.
Home in Ermoupoli
4.96 out of 5 average rating, 133 reviews

Dione Heritage Apartment

The Dominic Near The Port accommodation is 30 meters from the port. It is ideal for groups, couples, families who do not want to have a means of transport and can comfortably walk to the center of Ermoupolis. The accommodation consists of 2 bedrooms, one with a double bed and the other with two single beds. It has a bathroom and a living room.

Top guest favorite
A bright and airy living area features large windows with sheer curtains, allowing natural light to illuminate the space. A modern round coffee table sits atop the light-colored flooring, complemented by a cozy pouf and a stylish chair. A television is positioned on a sleek console.
Apartment in Ermoupoli
4.98 out of 5 average rating, 189 reviews

•CοzyHοmes•Studiο•Syros

* * * CONTACT ME on Instagram @pa_nick FOR MORE INFO.* * * Spacious, Cozy studio on the 1st floor, in the center of Ermoupolis just 3 minutes from the port of Syros. This is a comfortable, large and very bright studio, ideal for walks in the city **There are about 20 stairs to access the apartment

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