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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 charming stone house is seen with light blue shutters and a wooden terrace. A large bougainvillea tree with white and pink flowers cascades over the upper balcony. Whitewashed walls reflect the sunlight, enhancing the inviting, traditional Cycladic architecture.
Cycladic home in Ermoupoli
4.87 out of 5 average rating, 52 reviews

Golden summer

Our home is an authentic cycladic stone house, built in 1830 and restored in 2005 and 2018, which provides all the comforts to the visitors. The upper balconies have a stunning view of the port and the 2 main churches of the island and the port from. The location, only 5 mins on foot from the center of Ermoupolis, offers the perfect opportunity to explore this beautiful town. During your accomodation you will be provided with hypoallergenic bed linens, 100% cotton, including 3 towels and 1 sea towel per person, as well as kitchen utensils.

Top guest favorite
Home in Ermoupoli
4.99 out of 5 average rating, 89 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 unobstructed, mesmerizing views 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.

Superhost
Home in Vari, Syros
5.0 out of 5 average rating, 10 reviews

L' Ètoile Beachfront Villa 4 “La Mer Syros” island

5 bedrooms, 10 guests. Set on the beachfront - direct access to a golden sandy beach, just 30 meters from the waterline. Minimalistic new Cycladic aesthetics, offers spacious & comfortable areas, 5 bedrooms, 3 ½ bathrooms, a sun-bright living room & fully equipped kitchen & an outdoor dining & seating area. Feeling the warm sand between your toes, hearing the gentle waves, caressed by the Aegean Sea breeze, or soaking in endless sun under blue skies - the perfect recipe for a treasured holiday.

Superhost
A bright living area features a white wall-mounted television with decorative shelves above and below it. Two framed images hang on the wall, complemented by small decorative items. A wooden dining table with chairs occupies the foreground, enhancing the open and airy feel of the space.
Home in Syros
4.86 out of 5 average rating, 36 reviews

White SeaSide Villa II

Located literally where the golden sand is caressed by the cool waves, on the beautiful serene beach of Fabrika on the southeast of Syros island, this villa awaits to offer you the very best of the famous Greek summer and hospitality. Nothing here can disturb your piece and quiet; from your morning swim in the magic blue sea just in front of your villa –accessed by your private entrance- to your afternoon aperitif on the veranda listening to the sound of the waves, let yourself free to dream.

Guest favorite
Home in Ermoupoli
4.96 out of 5 average rating, 24 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.

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, 121 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
A wooden table with two chairs is set on the balcony, overlooking the Aegean Sea. The expansive blue waters stretch towards the horizon, complemented by distant coastal hills. A decorative shell sits at the center of the table, enhancing the tranquil coastal setting.
Apartment in Ermoupoli
5.0 out of 5 average rating, 19 reviews

Casa Viento

Open the balcony door, breathe in the Aegean air and enjoy the endless blue. Ferries bound for the port come by within "touching" distance, as the scenery is completed by the islands of Tinos and Mykonos. The apartment is right above the only beach in town (Asteria), next to the picturesque Vaporia area. A just 10' walk will take you downtown, passing by the impressive Ag. Nikolaos church and the stunning Apollon theatre. Lastly, make sure to catch the sunrise, at least once!

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, 124 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.

Top guest favorite
A bright living area is adorned with light-colored stone walls and natural light streaming through multiple windows. A cozy seating area is complemented by a decorative plant and a low coffee table with art books, creating a serene environment.
Home in Ermoupoli
4.97 out of 5 average rating, 32 reviews

Nysea

Welcome to my tranquil home in Ermoupoli, Syros. Situated directly behind Kyveli Institute in the historic center, the property offers serenity amidst a bustling city. Tucked away on a quiet street, the neoclassical building blends modern comfort with timeless elegance. The property is on the upper floor of a renovated 19th century mansion and enjoys glimpses of the Aegean Sea from select windows and the rooftop garden.

Superhost
The mansion's exterior features a harmonious blend of stone and stucco, framed by vibrant bougainvillea. Arched walkways and pergolas provide shaded areas, while windows with green shutters add charm. The setting is lush, with well-maintained gardens enhancing the inviting atmosphere.
Villa in Megas Gialos
5.0 out of 5 average rating, 3 reviews

Exquisite beachfront mansion, 5 bedrooms- Syros

An exquisite, spacious beachfront mansion, located among lush gardens with unobstructed sea views, will bewitch you with its charm and laid back atmosphere. The perfect getaway for group of families or friends, who wish to relax and explore the island of Syros. The 380sm, 5 bedroom villa can accommodate up to 12 persons , offering large common spaces to enjoy privacy as well as gettogether-time

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, 153 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, 165 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.

Popular amenities for Didimi vacation rentals