Vacation rentals in Syros

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Top-rated vacation rentals in Syros

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Sunlight floods a cozy living area featuring two rattan chairs and a potted plant. A small round mirror hangs on the wall, and large glass doors open to a private balcony with stunning sea views, creating a bright and inviting space.
Cycladic homes in Ano Syros
4.82 out of 5 average rating, 39 reviews

Jasmine Sea View Apartment with Blooming Patio

Jasmine Sea View Apartment is the ground-floor apartment of a recently renovated traditional mansion inside the medieval town of Ano Syros. It offers a shady patio and breathtaking views towards the sparkling Aegean -- as far as the islands of Naxos and Donoussa! We have taken great care to preserve the originality of the place and to stay true to the old Cyclades. You will feel like you are living in a beautiful old-style museum, dream... or fairytale, awaking to astonishing views every day!

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, 175 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.

Guest favourite
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 homes in Siros
4.89 out of 5 average rating, 172 reviews

Traditional Medieval Stone house in "Ano Syros"

Μοναδική, πέτρινη παραδοσιακή οικία, εντός μεσαιωνικού οικισμού Άνω Σύρου. Η κατοικία έχει αδειοδοτηθεί από τον ΕΟΤ ως τουριστικό κατάλυμα. Χρονολογείται από τα τέλη 16ου αιώνα. Πλήρως ανακαινισμένη χωρίς να έχει αλλάξει ο παραδοσιακός της χαρακτήρας. Στον πάνω όροφο βρίσκεται το καθιστικό (με έναν καναπέ-διπλό κρεβάτι) καθώς και η κουζίνα (εξωτερική). Στον κάτω όροφο βρίσκεται η κρεβατοκάμαρα, με διπλό κρεβάτι, και το μπάνιο. Ιδανική για δύο άτομα, ενώ μπορεί να φιλοξενήσει έως τέσσερα.

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
An outdoor dining area is set beneath a wooden pergola adorned with climbing vines, offering sunset views over the sea. A rustic wooden table with benches provides a warm gathering space, while a minimalist white wall and a nearby window create a serene atmosphere.
Cycladic homes in Ano Syros
5 out of 5 average rating, 24 reviews

Sunset vineyard house

Χωριάτικο ανακαινισμένο σπιτάκι μέσα σε αμπελώνα στην απάνω μεριά Σύρου. Οι Κυκλάδες όπως ήταν πάντα. 20 λεπτά οδήγηση από το λιμάνι. Ιδιωτικό μεταφορικό όχημα απολύτως απαραίτητο! Θάλασσα, βουνό και ηλιοβασίλεμα στο παράθυρό σας. Από το σπίτι ξεκινάει μονοπάτι 30 λεπτών προς την όμορφη παραλία Λία. Υπάρχουν τρεις εξαιρετικες ταβέρνες σε απόσταση 5 λεπτών οδήγησης. Προτείνεται για ανθρώπους που αγαπούν τη φύση, τις πεζοπορίες και αναζητούν την ηρεμία στις διακοπές τους.

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 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, 121 reviews

Dominic Near The Port

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, 146 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 Syros vacation rentals

When is the best time to visit Syros?

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Frequently Asked Questions

  • What are the best places to stay in Syros?

    Syros has atmospheric neighborhoods like Ermoupoli, with neoclassical buildings and access to local cafes, and quieter areas around Ano Syros known for historic charm. Both seaside villages and hillside townhomes are frequently suggested for stays.

  • What are the best things to do in Syros with kids?

    Families often explore sandy beaches, wander around lively harborside areas with ice cream shops, and gather in public squares or playgrounds. Visiting the Archaeological Museum of Syros for a look into local history is frequently suggested, and nearby parks create space for children to play together.

  • What are some of the best things to do in Syros?

    Stroll through Ermoupoli’s marble squares, discover vibrant market streets, and enjoy locally rooted music in cafes. Exploring traditional villages, sampling local sweets, and relaxing on the island’s beaches are frequently suggested activities.

  • How is the weather in Syros?

    Syros has mild, rainy winters between 43–56°F (6–14°C) and warm, dry summers reaching 87–88°F (31°C). Expect very little rain in July and August, while spring and fall bring moderate temperatures and occasional showers.

  • What are the best places to visit in Syros?

    Many guests explore Ermoupoli for its grand architecture, Ano Syros for medieval alleys, and the sandy stretches at Galissas Beach. Local churches, harborside promenades, and vibrant squares are also widely visited.

  • What are some hiking trails in Syros?

    Syros has marked trails in Ano Syros, coastal paths around Galissas, and gentle slopes near Kini. Hilltop walks provide scenic views and a look at traditional stone villages.

  • What are some family activities we can do in Syros?

    Families can relax on family-friendly beaches, explore interactive exhibits at the Archaeological Museum of Syros, and enjoy casual strolls along seaside promenades. Public squares and local festivals often bring together visitors and residents.

  • What are some of the best day trip ideas from Syros?

    Island-hopping to nearby Cycladic islands is frequently suggested, as are boat excursions, swimming coves, and visiting traditional villages around Syros. A local winery tour or regional farm visit are also popular choices.

  • Are there any pet friendly accommodations available in Syros?

    Many hosts in Syros welcome pets in private homes and apartments, particularly in seaside villages and hillside neighborhoods. Parks and beaches around Ermoupoli and Kini allow for easy outdoor time with your pet.

  • What are some local tips for visiting Syros?

    Explore morning markets to sample local foods, and try walking between villages for broader views of the island. Respect midday quiet hours, as many shops close for siesta, and bring sturdy shoes for cobbled streets.

  • What is Syros known for?

    Syros is known for its neoclassical architecture, vibrant local music traditions, and blend of Orthodox and Catholic cultures. The island’s marble squares, unique churches, and locally crafted sweets attract many guests.

  • What are the best hidden gems to explore in Syros?

    Wander the narrow alleys of Ano Syros, discover quiet chapels tucked into hillsides, and visit locally run pottery workshops. Some guests enjoy secluded coves or hilltop viewpoints for peaceful retreats.

  • What are the best foods to try in Syros?

    Locals frequently suggest loukoumia, a sweet delicacy unique to Syros, and local cheese such as San Michali. Seafood dishes, fennel pies, and honey-based treats are also popular among visitors.

  • What should I bring for a trip to Syros?

    Pack lightweight clothing for warm weather, a hat and sunscreen for beach days, and comfortable shoes for exploring cobbled streets. A light sweater is useful for cooler evenings, especially in spring and fall.

  • What is the nightlife in Syros like?

    Syros has lively waterfront bars, cafes with live music, and relaxed tavernas around Ermoupoli and Galissas Beach. Evenings often blend traditional music with modern venues, attracting guests from across the island.

  • What are the most popular events or festivals in Syros?

    Syros hosts cultural events like the Syros International Film Festival and Apollon Theater performances, as well as music festivals in summer. Religious processions and local markets are frequently suggested experiences.

  • Are there family friendly vacation rentals in Syros?

    Many vacation rentals in Syros are family friendly, especially in beach villages such as Galissas and neighborhood homes around Ermoupoli. Hosts often provide extra amenities like cribs, high chairs, and access to outdoor spaces.

  • When is the best time to visit Syros?

    Late spring and early fall are often recommended for pleasant temperatures, fewer crowds, and active village life. Summer brings clear skies, lively festivals, and beach days, while winter has a quiet charm.

Quick stats about vacation rentals in Syros

  • Total vacation rentals

    Explore 1,430 vacation rentals in Syros

  • Nightly prices starting at

    Syros vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 21,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    550 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 360 rentals that welcome pets

  • Vacation rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    450 properties have a dedicated workspace

  • Wifi availability

    1,360 of Syros vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Syros rentals

  • 4.9 Average rating

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

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