Vacation rentals in Didimi

4.92 out of 5 average rating, 38 reviews

A stone-built studio is surrounded by vibrant red geraniums, offering a view of the spacious outdoor patio. The entrance features decorative wooden doors, while the natural elements of the eucalyptus trees and a clear blue sky enhance the welcoming ambiance.

Farm stay in Syros

Eucalyptus Studio - Chroussiano Farmhouse

A stand-alone, stone-built studio with its own spacious patio, under two Eucalyptus trees providing generous shade all day long, with views to Chroussa village and the sea. Stylishly decorated with antique Greek furnishings, it features traditional accommodation and radiates a homely warmth. Relax in the hammock while sipping our home-made wine or read a book under the cicada chirp, that’s our definition of Greek summer! Too hot a day? Ask us to fill up the cistern to revitalize your body.

A compact bathroom is observed featuring a wall-mounted sink and a toilet. The walls are adorned with light-colored tiles, contributing to a clean look. Essential fixtures, including a faucet and toiletries, are present, with a small cleaning brush positioned nearby.

4.81 out of 5 average rating, 158 reviews

Irene Guest House-Syros

Στη περιοχή Ψαριανά κοντά στον Ναό της Κοίμησης και στην αφετηρία λεωφορείων, ενα πλήρως αυτόνομο διαμέρισμα-μεζονέτα ενός υπνοδωματίου με εσωτερική σκάλα.Έχει πλήρως εξοπλισμένη κουζίνα και δυνατότητα φιλοξενίας τριών ατόμων. Πλήρως εξοπλισμένο για διαμονή καλοκαίρι και χειμώνα. Μόνο 250 μέτρα από λιμάνι και 350 μέτρα από την κεντρική πλατεία Μιαούλη (Δημαρχείο). Δεν χρειάζεται αμάξι για να γνωρίσεις την Ερμούπολη αφού περπατώντας μπορείς να απολαύσεις το μπάνιο σου στην παραλία «Αστέρια».

A doorway opens to reveal a view of the Aegean Sea, with gentle waves lapping at the shore. Sunlight illuminates the water, highlighting the distant silhouette of a lighthouse on the horizon. The entrance features a large arched top with glass panes and a set of double doors.

4.97 out of 5 average rating, 119 reviews

Nelly's Dream

A beautiful traditional house in the heart of Syros town, at the exclusive picturesque 'Vaporia' neighbourhood. The house is built on the rocks, with a unique view of the Aegean sea. It is built on four levels (many steps!) with private access to the seaside and a private open terrace. The two advertised, private rooms, are located on levels 3 and 4 and are accessible through the main entrance through level 1 (street level). The host family of two and a small dog and cat, live on levels 1 & 2.

5 out of 5 average rating, 14 reviews

The modern structure is set against a twilight sky, featuring an open porch with a dining table. Surrounding gardens showcase soft lighting, stone pathways, and various plants, creating a relaxed outdoor space that complements the architecture.

Villa in Vari

Aelion Villas Sea

Aelion Sun is the ground floor apartment of Aelion Villas. It is a 90mm2, fully equipped apartment with unlimited view of the Aegean Sea capable of hosting up to sixr people. It has one bedroom with quin sized bed and one bedroom with two single beds, a large bathroom with shower, jacuzzi for for six people and a fully equipped kitchen. There are also sun beds for enjoying the view comfortably, washing machine, dish-washer, Wi-Fi, certified drinking water system, air conditioning and parking.

4.88 out of 5 average rating, 111 reviews

A private terrace features a wooden table with chairs and a pair of sun loungers, set against a backdrop of stone walls. The tranquil sea is visible just a few steps away, surrounded by a rocky shoreline and a soft, cloudy sky.

Condo in Ermoupoli

Oasea Apartment II Syros

Fully equipped one-bedroom apartment with frontal sea view. One double bed in the bedroom, and 1 sofa bed in the living room, fully equipped kitchen (oven, fridge-freezer, dishwasher, 4-pits), bathroom with shower , washing machine, private terrace with chairs and table. Access to a shared patio with direct access to the sea (rocks) where the guests can take a morning swim. Frontal sea view from living and bedroom. A few steps from the center of Ermoupolis.

4.97 out of 5 average rating, 98 reviews

A window adorned with white shutters opens to a panoramic view of Ermoupolis and the Aegean Sea. A green plant is positioned in a ceramic pot on the windowsill, while a simple lamp and a book are placed on the surface beneath the window.

Home in Ermoupoli

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.

Apartment in Megas Gialos

4.92 out of 5 average rating, 37 reviews

Aloe Mare Suite 6

Our suite is designed with cycladic and bohemian style. It features handmade furniture and top quality fabrics and equipment. It have an infinity pool with sea salt and a small pool in front of the suite. Enjoy the breathtaking sea view drinking a glass of wine. The suite is located in Megas Yialos Syros. You can also book your private chef experience with our michelin star experienced owner. We are looking forward to meet and host you!

4.93 out of 5 average rating, 125 reviews

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

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.

A private balcony features a small wooden table and two chairs, offering a view of the charming pedestrian street below. A potted yellow flowering plant adds a touch of color, while the surrounding buildings reflect the architectural style of the area.

4.95 out of 5 average rating, 129 reviews

2L - Beautiful 2 level apartment in Ermoupoli

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.

4.83 out of 5 average rating, 120 reviews

A blue door with a decorative lattice design is framed by white walls. A shelf planted with small potted plants is attached adjacent to the door, adorned with blooming pink bougainvillea, adding color and depth to the entrance.

Apartment in Ano Syros

By the bougainvillea!

The traditional stone building house is located only 200 m. from the entrance of Ano Syros (where all the vehicles stopped). Few metres from the house at the area "Piatsa", you will find many cafes, bistros, restaurants and shops for your buys. The stone building keep the house cold even the most high temperatures of the summer days!

A white towel is neatly arranged, topped with a bouquet of vibrant yellow flowers. In the background, a spacious bed is visible, accented by soft bedding against a light green wall. A piece of wall art can be seen, adding a touch of color.

4.98 out of 5 average rating, 146 reviews

•CοzyHοmes•Studiο•Syrοs

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

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Other great vacation rentals in Didimi

5 out of 5 average rating, 31 reviews

A dining table with six chairs is positioned on a terrace, offering panoramic views of the surrounding landscape and the sea. The table features a dark glass top, complementing the wicker design of the chairs. The clear sky enhances the scenic backdrop.

Home in Alithini

* Uppolis house overlooking the Cyclades islands

GeorgeRating, 5 stars1 month ago

A truly exceptional stay at Uppolis House in Syros Uppolis House is an absolute gem. Perched above Ermoupolis, it offers breathtaking views of the town, the sea, and nearby islands like Mykonos, Naxos, and Tinos. The house itself is beautifully designed, impeccably clean, and thoughtfully equipped with every amenity you could imagine — and more. It's clear that great care has gone into every detail. Aggeliki is a wonderful host — kind, responsive, and incredibly accommodating. Our stay exceeded all expectations, and we can't wait to return.

4.89 out of 5 average rating, 83 reviews

A private veranda features white wooden furniture, including a table and chairs. A potted plant sits centrally on the table, surrounded by green vines climbing the pergola. The ocean and hills are visible in the background under a bright blue sky.

Apartment in Syros

Lotos Beach Home - Maria

Silvia CarolinaRating, 5 stars1 month ago

A peaceful and charming place to stay in Syros. The house is cozy and welcoming, perfect for a relaxing getaway. Just a short walk to the beach, and every morning you can enjoy the stunning sunrise . Highly recommended for those seeking a quiet and pleasant escape.

4.88 out of 5 average rating, 8 reviews

A modern bathroom shower area is showcased with sleek tiles and a rainfall showerhead. Wooden shelves display neatly arranged towels and spa slippers. Small potted plants add a touch of greenery, providing a fresh look to the space.

Home in Ermoupoli

Cozy apartment with Ano Syros view, 5’ from center

NickRating, 5 stars9 months ago

The apartment was new and spacious. It was about 10 to fifteen minute walk from the main part of town and harbour therefore it was quiet. There were quite a few stairs to or from the apartment and the harbour . The apartment had a large veranda with a table and chairs which was great for breakfast or a drink .

Cycladic home in Ano Syros

A tranquil view is presented from a narrow, stone-paved alley, featuring a staircase leading upwards. Potted plants add greenery along the path, with blue sea and distant hills visible in the background under a partly cloudy sky.

5 out of 5 average rating, 10 reviews

Small stone house in Ano Syros

LeoRating, 5 stars3 weeks ago

Great stay in Ano Syros, thank you !

4.9 out of 5 average rating, 62 reviews

A tranquil sleeping area features a spacious bed adorned with crisp white pillows and soft, neutral-toned bedding. Delicate flowers in a rustic vase add a touch of warmth to the scene. A wide-brimmed hat is displayed above, enhancing the cozy decor.

Home in Ermoupoli

Beautiful ground floor apartment in the center of Syros

ChristopheRating, 5 stars9 months ago

It was my 4th or 5th time on Syros, and it was the perfect accommodation. Great location, cosy atmosphere, etc.

4.92 out of 5 average rating, 25 reviews

A small wooden table sits on a stone patio, overlooking clear blue waters. A glass of water and a book are placed on the table, while comfortable seating options are positioned around it. The balcony railing features a geometric design, enhancing the scenic view.

Townhouse in Ermoupoli

Townhouse in "Vaporia" of Syros

MeredithRating, 5 stars3 weeks ago

Syros was the absolute highlight of our trip to Greece, and staying at this Airbnb made it even more special. The view from the house is truly unforgettable - sunrises, sailboats, and neoclassical rooftops all right outside your window. It felt like a dream. The location couldn’t have been better. We were able to walk to everything—cafés, restaurants, shops, even the beach—while still feeling tucked away in a peaceful, elegant part of town. It was the perfect home base for exploring Ermoupoli and beyond. Highly recommend to anyone looking for a stay that’s equal parts charming, convenient, and breathtaking.

The entrance shows a neutral-colored wall with a decorative door framed by a classic architectural detail. A white planter containing green shrubs sits beside a marble step, which leads up to the door.

4.91 out of 5 average rating, 142 reviews

Esperance Corner

AnnwennRating, 5 stars2 weeks ago

The apartment was very clean and in a great location, a 2-minute walk from the port, on a relatively quiet street. Kostas's directions were clear and detailed, everything went very well for me :) The only two things I could point out are the narrow entrance and the rather steep stairs, as well as the fridge that tends to make a lot of noise at times.