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Vacation rentals with a pool in Syros

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Syros

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
A serene outdoor patio features a round table set for two, accompanied by two glasses of orange juice. The expansive view showcases the picturesque coastline and hills of Poseidonia, highlighted by bright blue skies and the Aegean Sea, creating a relaxing atmosphere.
Villa in Poseidonia
5 out of 5 average rating, 9 reviews

Stelios Korina Villa with Pool & Sea Views

A luxury Villa with a Pool to enjoy hospitality offering breathtaking views of the sea and the endless blue. Suitable for couples or groups of friends seeking the ultimate relaxation and tranquility for an ultimate holiday experience in a modern setting. The spacious residence offers comfortable accommodation, accommodating up to ten guests in 4 bedrooms and also includes a pool, a fully equipped kitchen, living spaces, outdoor lounges, spacious yard, a patio and a terrace with amazing views.

Guest favourite
A tranquil outdoor area features a fresh water pool surrounded by a stone patio. Two lounge chairs with rolled towels are positioned nearby. Lush greenery and flowering plants add color to the setting, with a sunset sky casting warm hues across the scene.
Home in Poseidonia
5 out of 5 average rating, 8 reviews

Poseidonia Syros Cozy House

A fully renovated property with an artistic touch located in Poseidonia, nearby Agathopes and Comito beaches. The main building area is 86m2, consisting of 2 bedrooms, 1 living room with two sofa beds, 2 bathrooms (one en suite) and a fully equiped kitchen with a balcony and a dinning table. Outdoors there is a pool in the middle of a large garden! A pergola shading the garden dinning table and a barbeque. If you want to relax with your family, this is the perfect place!

Superhost
A tray with two glasses of white wine and three oranges is positioned near a refreshing pool. Comfortable lounge seating is visible in the background, surrounded by lush greenery under a clear blue sky.
Villa in Ermoupoli
5 out of 5 average rating, 4 reviews

Casa Di Soho Syros

A wonderful newly built villa awaits you for your most special moments in the Syros mansion. Luxurious apartment, fully equipped, with modern decoration, special aesthetics, Cycladic style and all the comforts that will impress you. Swimming pool, comfortable outdoor spaces and a unique view of the endless blue of the Aegean. Ideal for couples, families, groups, Casa Di Soho Syros can accommodate up to 4 people and guarantees you an unforgettable stay and experience.

Top guest favourite
The small, rectangular pool is illuminated with soft blue lights, creating a serene atmosphere at night. Surrounding the pool are simple outdoor chairs and natural stone walls that enhance the tranquil setting.
Cycladic homes in Galissas
5 out of 5 average rating, 10 reviews

Maison Cycladique, piscine, plage 12 min à pied

Ce logement paisible offre un séjour de détente pour toute la famille. C'est une maison typique de l'ile, restaurée par ses propriétaires architecte et paysagiste dans l'esprit de la tradition rehaussée des touches de modernité! Dans un coin très tranquille de Galissas , entre vignes et vergers, seulement à 10 minutes à pied de la plage et des restaurants et bar du village bien animé! Beau jardin ombragé, logia pour séjourner à la fraicheur et petite piscine au soleil!

Guest favourite
A modern villa features a serene pool area surrounded by stone walls and lush greenery. Soft lighting enhances the outdoor space as the sun sets, casting a warm glow across the exterior. Expansive glass doors provide views into the welcoming indoor areas of the home.
Villa in Megas Gialos
5 out of 5 average rating, 16 reviews

Villa Lefko

Η villa Lefko είναι μια νέα πανέμορφη κατοικία με minimal διακόσμηση στην παραλία του Μέγα Γιαλού στη Σύρο. Βρίσκεται σε μία όμορφη τοποθεσία και αγναντεύει από ψηλά το απέραντο γαλάζιο. Συνδυάζει ιδανικά την χαλάρωσή σας δίπλα στην πισίνα αλλά και για τους λάτρεις της θάλασσας, η villa lefko είναι λίγα μέτρα μακριά από την παραλία. Οι μικροί απομονωμένοι ορμίσκοι ή οι μεγάλες οργανωμένες παραλίες του Μέγα Γιαλού, της Βάρης και των Αγκαθωπών βρίσκονται πολύ κοντά.

Superhost
A traditional stone villa is illuminated at night, with a striking red door as the focal point. Lush trees provide shade, and the quaint stone wall borders the property, creating an inviting entrance alongside the illuminated road.
Villa in Poseidonia
5 out of 5 average rating, 6 reviews

Villa Gaia Syros | 1800's Stone Building

Built in 1800 and fully renovated in 2017, villa Gaia is located in Ano Manna village, about 5 km from Hermoupolis (Syros center). It is fully equipped with all house amenities, carefully decorated with traditional furniture maintaining the original character of the house. The outdoor area is very large, with a beautiful garden, a built BBQ and a private Indoor pool which can be heated (acc. 6 prs.) and GYM area, Ping Pong, Kids Playground and a trampoline!

A serene outdoor area showcases a private pool reflecting the vibrant hues of sunset. Framed by a covered patio, the space includes comfortable seating and lush greenery, with unobstructed views of the sea and nearby coastline.
Villa in Poseidonia
5 out of 5 average rating, 3 reviews

Villa Angels | Beachfront Escape

Villa Angels is a luxurious 3-bedroom villa with a breathtaking sunset view for unforgettable summer moments. It overlooks Agathopes, the best beach in Syros (100m / 330 ft walking distance), with nearby beach venues offering high-end services. Komito Beach is only a few minutes away. The villa has a private pool and unobstructed panoramic sea and sunset views. It can accommodate up to 8 guests. It's ideal for six adults or up to two families with kids.

Guest favourite
An inviting room showcases two spacious beds, one with crisp white bedding and the other adorned with decorative cushions. Natural textures are incorporated with a woven wall art piece and light wood accents. A wooden table and chairs provide a casual dining area.
Apartment in Megas Gialos
4.94 out of 5 average rating, 49 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!

Superhost
An outdoor seating area is furnished with two striped sofas and a small table holding a bowl of fruit. An infinity pool extends towards the sea, offering unobstructed views of the Aegean. A pergola provides shade while the surrounding landscape features rocky terrain.
Villa in Syros

Villa Baby Blue

Built in the private elite project Cavo Fregada Syros above the historic Agios Stefanos, moments away from Galissas Beach and less than 15 minutes away from Hermoupoli, the center of the mesmerizing Island of Syros, Baby Blue, your baby villa with a soul, is yours for an unparalleled fresh living experience. Baby Blue with its infinity swimming pool overlooking the Aegean- Sea, a view closer to a painting than real welcomes you.

Guest favourite
A vibrant branch with green leaves is in the foreground, while a spacious pool surrounded by stone tiles is visible in the background. Sun loungers and a shaded seating area can be seen, along with a sun umbrella, all set against a clear blue sky.
Place to stay in Galissas
4.9 out of 5 average rating, 71 reviews

Anassa Cycladic Village - Timber Huts

These cute timber huts with a vintage feel are ideal for couples, friends or family that want a true camping experience without compromising on comfort. These comfortable huts are ideal even for couples plus 1, and come with one bunk bed, (with a larger bed at the bottom). They have a fan, clothes hanger, mirror, table and chair. Guests can use the shared luxury shower and toilet facilities and communal kitchenette.

Top guest favourite
A serene indoor space features a small heated pool or jacuzzi, with soft blue lighting creating a calming atmosphere. Water splashes gently, while the unique architectural design adds depth to the ambiance. Comfortable seating is positioned nearby for relaxation.
Home in Ermoupoli
5 out of 5 average rating, 17 reviews

Syrose Private Suites

Syrose Private Suites is located in the centre of Ermoupoli, just 50 metres from the port. The accommodation has two bedrooms with all the amenities that the guest needs, a bathroom fully equipped as it has a washing machine and dryer, a fully equipped kitchen in an open area with the living room and the kitchen dining area. Also inside the property there is a heated small pool/jacuzzi.

Guest favourite
A refreshing pool is framed by a stone terrace, leading to a shaded seating area under a pergola. The villa features smooth grey walls and dark wooden shutters, while vibrant bougainvillea adds color. Soft furniture is arranged for relaxation near the water.
Home in Kini
5 out of 5 average rating, 8 reviews

Syriani

SYRIANI is a tastefully furnished villa with private pool, in a quiet and magnificent area just above the beautiful Kini bay on the west coast of the Cyclades island Syros. From the villa you can enjoy an unobstructed, spectacular view across the Aegean Sea.

Popular amenities for Syros rentals with a pool

Quick stats about vacation rentals with a pool in Syros

  • Total rentals

    170 properties

  • Nightly prices starting at

    $70 CAD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

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