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Vacation rentals in Ermoupoli

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Top-rated vacation rentals in Ermoupoli

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A two-story building featuring a pastel pink exterior and brown shuttered windows. A small balcony is visible on the upper level, framed by vibrant bougainvillea. A stone wall lines the pathway leading to the entrance, which is adorned with a wooden door.
Apartment in Ermoupoli
4.82 out of 5 average rating, 176 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».

Top guest favourite
A stone terrace leads to a view of the serene Aegean Sea, reflecting natural light. Traditional buildings with varying textures and colors frame the waterfront, while hills line the distant shoreline under a clear blue sky.
Apartment in Ermoupoli
4.97 out of 5 average rating, 125 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.

Top guest favourite
The image showcases a balcony with a round table and four chairs, overlooking calm blue waters. The scenic view features coastal buildings and greenery, with bright sunlight illuminating the area. The railing adds an elegant touch, providing an open feel to the relaxing space.
Home in Ermoupoli
4.99 out of 5 average rating, 85 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 favourite
A wooden lounge chair is positioned beside a rocky shore, facing clear blue waters. The coastline is visible in the background, with houses perched on the hills. Smooth stones create a pathway leading to the water's edge, where gentle ripples reflect sunlight.
Condo in Ermoupoli
4.89 out of 5 average rating, 120 reviews

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.

Top guest favourite
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
4.97 out of 5 average rating, 112 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 favourite
A softly lit sleeping area features a spacious bed dressed in light linens, complemented by matching pillows. A modern painting decorates the wall above the headboard. A comfortable chair and small table are positioned nearby, enhancing the inviting atmosphere.
Apartment in Ermoupoli
5 out of 5 average rating, 107 reviews

La Bohème Suite

Suite with 160sqm garden at the center of Hermoupolis. Newly built with exceptional furniture. The apartment is located 3 minutes walking from the church of Agios Nikolaos , 5 minutes walking from Apollon Theatre and 7 minutes walking from the Main Square (City Center). The suite has a unique 120 meter shared beautiful garden. Just a few minutes away from the entrance of the famous Asteria Beach and Syros famous Vaporia area (Little Venice)

Top guest favourite
A small outdoor seating area features a wooden table and two chairs, adorned with striped cushions. A blue shutter frames the window, while a terracotta pot and a cactus add a natural touch to the space. Grapes rest on the table beside a glass.
Apartment in Ermoupoli
4.99 out of 5 average rating, 71 reviews

Good Time Charlie 2: Stylish Studio in City Center

Situated right in the heart of hermoupolis, just a minute away from the city' s main square or the famous Apollo theatre and only a five- minute walk away from the Vaporia district with Saint Nicholas church as its most prominent feature. This studio includes a double bed and a single pull-out comfortable chair bed. It is on the 1st floor of the building. Open 4 seasons. There are stairs. There is luggage storage available.

Top guest favourite
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, 127 reviews

Dione Heritage Apartment

Το κατάλυμα Dominic Near The Port βρίσκεται 30 μέτρα από το λιμάνι. Είναι ιδανικό για παρέες, ζευγάρια, οικογένειες που δεν θέλουν να έχουν μεταφορικό μέσο και να μπορούν με άνεση να κινούνται με τα πόδια στο κέντρο της Ερμούπολης. Το κατάλυμα αποτελείται από 2 κρεβατοκάμαρες όπου η μία έχει διπλό κρεβάτι και η άλλη αποτελείται από δύο μονά κρεβάτια. Διαθέτει ένα μπάνιο και καθιστικό.

Top guest favourite
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, 144 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 favourite
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
4.95 out of 5 average rating, 147 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.

Guest favourite
A serene alleyway is lined with whitewashed walls and adorned with a blue shelf holding potted plants. A lush green tree provides shade near a wrought iron railing, while stone steps lead up toward a door painted in teal.
Apartment in Ano Syros
4.84 out of 5 average rating, 137 reviews

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!

Top guest favourite
An open-plan space is depicted, combining a fully equipped kitchen and dining area. Large glass doors provide access to a spacious terrace. A dining table with chairs sits near a window, surrounded by decorative plants, while bright colors enhance the inviting feel of the environment.
Apartment in Ermoupoli
5 out of 5 average rating, 27 reviews

Nastia's apartment with terrace

A beautiful, urban chic, 2nd floor apartment (without elevator), recently renovated, with a large terrace. Nastia's apartment is 15 minutes walk from the town center and the port. It's on a main road and you only need to walk 5 minutes to find supermarket, pharmacy, hospital, gym, bakery and other shops.

Popular amenities for Ermoupoli vacation rentals

When is the best time to visit Ermoupoli?

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Avg. price$121 CAD$117 CAD$120 CAD$142 CAD$138 CAD$154 CAD$170 CAD$193 CAD$146 CAD$122 CAD$118 CAD$115 CAD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Ermoupoli?

    Four-legged friends are welcome in Ermoupoli. Choose from more than 100 vacation rentals for guests traveling with pets.

  • Do cycladic house rentals in Ermoupoli have free parking?

    Absolutely! We offer over 10 cycladic house rentals with free parking in Ermoupoli. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Hotel Rentals in Ermoupoli?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Ermoupoli?

    Yes! Work meets play with ease at over 200 vacation rentals in Ermoupoli featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Ermoupoli have a kitchen?

    Absolutely! We offer over 40 condo rentals with a kitchen in Ermoupoli. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Ermoupoli have wifi?

    Absolutely! We offer over 10 townhouse rentals with wifi in Ermoupoli. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Ermoupoli?

    Ermoupoli has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Ermoupoli vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Ermoupoli, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in townhouse rentals in Ermoupoli?

    Experience the best of Ermoupoli with our townhouse rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Ermoupoli have air conditioning?

    Absolutely! We offer over 50 condo rentals with air conditioning in Ermoupoli. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Ermoupoli

  • Total vacation rentals

    Explore 580 vacation rentals in Ermoupoli

  • Nightly prices starting at

    Ermoupoli vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 12,260 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    570 of Ermoupoli vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ermoupoli rentals

  • 4.9 Average rating

    Ermoupoli stays are highly rated by guests—averaging 4.9 out of 5!

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