
Cycladic house vacation rentals in Ermoupoli
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Total vacation rentals
Explore 50 vacation rentals in Ermoupoli

Nightly prices starting at
Ermoupoli vacation rentals start at G$10,459 GYD per night before taxes and fees

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Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Ermoupoli vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Ermoupoli rentals

4.8 Average rating
Ermoupoli stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated cycladic house rentals in Ermoupoli
Guests agree: these cycladic house rentals are highly rated for location, cleanliness, and more.

Deluxe Double Room, Kini Syros
My traditional island style studios are a few minutes walk from the safe sandy beach of Kini; a small village on the island of Syros. Each apartment has a kitchen area with sink, electric hob, fridge, private balcony and air conditioning. Some have sea views and an oven. The studios are surrounded by attractive gardens with safe play areas for children. I am a farmer, and close by is my garden, where I grow fruit and vegetables and have chickens. Rooms are well appointed and I try to maintain a friendly and relaxed atmosphere with traditional Greek hospitality. The studios have free wifi access and are different sizes. All rooms have en suite bathrooms with hot water. The studios are close to the local mini market and there is a public bus service to the main town of Hermoupolis; about nine kilometres away. A selection of bars and tavernas are within easy walking distance. I live on the premises and I will meet you at the port or airport when you arrive and give you information about the island and the area. The rooms are cleaned daily and there is a laundry service if required. If you like to walk, I have maps and can advise you about the old donkey paths that surround the village. Each Easter and for the olive harvest in November, I organise special trips, so you can experience the traditional culture of Greek village life. A boat leaves from Kini, to visit the isolated northern beaches and weather permitting, it is sometimes possible to have beach barbecues. If you wish to hire a car or moped, we can help you. The main town and port of Hermoupolis is a fine city, with many shops, tavernas and bars. A couple of museums exhibit the cultural history. Syros had a Cycladic settlement more than three thousand years BC and in the nineteenth century was an industrial centre for all of Greece. Each July, there is a world class Festival of the Aegean, based in the attractive Apollon theatre, which is a replica of La Scala in Milan. Throughout the summer, there are art exhibitions and regular Greek dancing performances in the town's large marbled square. You can also explore the tiny streets of Ano Syros, the ancient capital. If you feel energetic, you can climb from Kini along the old pirate's path. Kini is a small village. Outside the main tourist season of July and August, there are not many people around and the beach will be quiet. Good weather usually continues well into November and the sun is shining here, when the first frosts hit northern Europe. The sea is safe and tideless and a few traditional fishing boats cast their nets off shore and the catch is sold at the village fishmonger. Local farmers offer their eggs and vegetables and in August, figs drop from the trees. There is a bus service into the local town and around the island. Taxis are available too. Outside of the main tourist season, you may prefer to hire a car for your convenience. Rental rates are reasonable and the hilly northern part of the island is worth a visit. a couple of tavernas there offer spectacular views across the Aegean to the islands of Tinos, Andros and Yiaros. Trips to other islands are possible, depending on the ferry schedules. Syros has a daily boat from Pireaus all year round, with more in the summer. A small airport offers flights to Athens every day except Saturday. You can fly from most airports to Athens, then transfer by ferry (four hours) or plane (thirty minutes)to Syros. It is possible, in the summer to fly to Mykonos and get a ferry to Syros (one hour). If you would like to extend your holiday by staying in Athens or another island, we can advise you. Syros has an island climate and the winds are not always predictable! We recommend you take adequate travel insurance in case your journey is disrupted. Internal flight and ferry schedules are not published much in advance and are subject to change. We suggest you consider your onward connections, when deciding on your departure date! We can advise you about your journey.

Villa Ophēlia - Luxury Seafront Villa
Villa Ophelia is a modern villa built in 2023 with a private pool, nestled right on Megas Gialos beach in Syros. A mere 10-minute drive from the main town of Ermoupoli, the villa offers a pristine, serene environment with unobstructed views of the Aegean Sea from every corner. The villa is equipped with high-speed Wi-Fi, and all the modern amenities and comforts, promising an exceptional stay. The sandy beaches of Megas Gialos and Ambela are just 20 meters away. Restaurants and amenities nearby.

Vaporia Stonehouse Seaview 2
Vaporia, the most picturesque quarter of Ermoupolis Syros. Its a wonderful neighborhood around the port of Ermoupolis, capital of Syros. In front of Vaporia, whose name means "ship" in Greek, there is the church of Saint Nikolas. The house is located at the highest point of Vaporia and either from house or from the share terrace (sharing with the Vaporia Terrace Seaview 1) you can enjoy the view of Ermoupoli, Aegean Sea, Mykonos and Tinos island. 150 meters from house is the famous beach Asteria

Ermoupolis Panorama Art Vila
Ermoupolis Panorama Art Villa is a new hospitality concept in the island of Syros. It combines vacations and modern art. It is located in the east part of the island, at the surrounding hills of Ermoupolis, overlooking magnificent views of the Aegean Sea, beautiful sunrises, and a breathtaking view of amazing Ermoupolis, and also surrounding islands (Mykonos, Tinos, Delos, Naxos, Paros, etc.). One could say that is a balcony looking at Aegean Sea... Availability: June - September

Kaminia House - Sea and City Views- Private Home
Our house on the island of Syros has been in the family for 3 generations. The delightful white and blue home is perched over looking the city and harbor, with the islands of Mykonos and Tinos in the distance. Our past guests just love the amazing view from the rooftop patio! The floor plan and roof top patio is perfect for 1-4 guests but could accommodate 5. Located in the capital the city of Ermoupolis, the city is one of the best kept secrets of the Greek Islands.

My House
With endless sea, harbor and city views, the house is located 4 minutes from the central market and historic center, cafes/bars, shops and public services. The view from the large terrace at night is magnificent with the lights from the ships, the buildings and the islands of Tinos and Mykonos. For your trips to the beaches, by taxi and bus, the distance is 5 minutes on foot. It is accessible by car which you can park on the surrounding streets.

Syros - Cycladic stone house
A 300 year old, 90 m² genuine cycladic stone house restored to its original glory, located in a 2.500 m² plot in the middle of a NATURA ecosystem. The place is full of energy deriving from the adjacent Delos island, making it ideal for yoga retreat, meditation and trekking practitioners. Beautiful secluded unexploited beaches with magnificent sunsets in the north-west of the island, are 30' away on foot. The distance from Ermoupolis is 6,7 km.

Syros house with terrace and amazing view
Discover Syros’ Island by living in our house in the heart of Cyclades, on Ermoupolis city. Renovated in 2019, we provide all the modern comfort with charm of the old. Come and enjoy a beautiful and spacious terrace with an incredible view on Aegean Sea, Syros’ port, Tinos and Mykonos’ Islands. The house is located 200 meters from the area of Vaporia where you can swim in the crystal blue waters of the Aegean Sea.

" Bamboo House Syros N01 "
" Bamboo House Syros " Ένα άνετο, ευρύχωρο και κομψό σπίτι στην Ερμούπολη της Σύρου. Ένα πλήρως ανακαινισμένο σπίτι με όλες τις ανέσεις είναι έτοιμο να σας υποδεχτεί για τις διακοπές σας. A comfortable, spacious and elegant house in Ermoupolis of Syros. A completely renovated house with all amenities is ready to welcome you for your vacation. More info ig: @bamboo_house_syros @peroul

Summer Breeze Ano Syros - stunning view
A traditional stone house high on the hill of Ano Syros, with a distinctive aesthetic and tastefully decorated, exuding a pleasant, homely atmosphere. Feel like you are in an authentic, warm, and cozy space with character, not in an impersonal accommodation. Enjoy a unique experience in the serene setting of this historic village that will captivate you and make your choice worthwhile.

Ano Syros Marvellous oven
Traditional stone house at the high point of the medieval settlement ofAno Syros. Built in the 16th century, it has been renovated with passion and respect for tradition, keeping all the architectural features of the time. Approaching from the entrance of the village “Pano Terma”. It can accommodate up to 3 people in 1 double bed and 2 sofa beds.

Next to 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!
Popular amenities for Ermoupoli cycladic house rentals
Family-friendly cycladic house rentals

The vine-tree house of ANO SYROS

Onar Villa A

Maria's Guest House Ermoupoli

Le Petit Château

Hedgehog

Giosifaki Double Room

Dea House

Villa Marfo-Beachfront holidays in Syros
Cycladic house rentals with a patio

Eco-Chic Villa Malia: Tranquility, SeaViews & Luxe

Villa Angels | Beachfront Escape

" Bamboo House Syros N01 "

Villa Ophēlia - Luxury Seafront Villa
Cycladic house rentals with a washer and dryer

Finikas Bay

Oceania House with sea view (6 person)

Syros house with terrace and amazing view

Vaporia Stonehouse Seaview 2
When is the best time to visit Ermoupoli?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$19,453 GYD | G$19,662 GYD | G$19,244 GYD | G$18,616 GYD | G$17,571 GYD | G$19,244 GYD | G$21,963 GYD | G$25,519 GYD | G$20,708 GYD | G$15,479 GYD | G$16,316 GYD | G$19,244 GYD |
| Avg. temp | 10°C | 10°C | 12°C | 16°C | 20°C | 24°C | 26°C | 27°C | 23°C | 19°C | 15°C | 11°C |
Destinations to explore
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- Cycladic house rentals Greece
- Aghia Anna beach
- Agios Georgios Beach
- Plaka beach
- Mykonos Town Hall
- Golden Beach, Paros
- Kimolos
- Santa Maria
- Ornos Beach
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Temple of Apollon, Portara
- Apollonas Kouros
- Panagia Ekatontapyliani
- Castle of Sifnos
- Μουσείο Μαρμαροτεχνίας
- Aghios Prokopios beach
- Armenistis Lighthouse
- Kolympithra
- Agios Petros Beach
- Archaeological Site of Delos
- Moraitis winery





