Vacation rentals with a pool in Ermoupoli

An outdoor area features a private pool surrounded by lounge chairs and Mediterranean landscaping. The villa’s modern architecture is highlighted by smooth lines and warm lighting, providing a relaxed atmosphere in the evening. Potted plants are positioned throughout the space.

5 out of 5 average rating, 7 reviews

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.

5 out of 5 average rating, 7 reviews

Villa in Poseidonia

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.

The villa is positioned on a hillside, surrounded by lush greenery, with a private infinity pool visible in the foreground. The minimalist white structure features blue shutters and expansive outdoor spaces, providing a serene view of the surrounding landscape.

5 out of 5 average rating, 7 reviews

Villa Delfini, beachfront, best 2-16 guests, Syros

Located on a exclusive private hillside, this magnificent greek white villa with its infinity pool and superb sea views offers luxury, privacy, and tranquility. It boasts expansive panorama views towards the Aegean that are laid out across 2 spacious levels. Villa Delfini is gorgeous for 2 to 12 guests - easily accomodating up to 16 persons. Only a 15' drive from Ermoupoli, it has its own rocky beach, situated close to Kini beach - one of the best sandy beaches of Syros.

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.

Apartment in Megas Gialos

An infinity pool reflects the bright blue sky, seamlessly merging with the sea beyond. Comfortable lounge chairs are placed along the pool's edge, offering a relaxing space to enjoy the views. Foliage adds touches of green to the serene atmosphere.

5 out of 5 average rating, 22 reviews

Aloe Mare Suite 3

With Cycladic design and bohemian approach, with warm colours and handmade wood furniture, indulge into a luxury yet elegant suite for your Holidays. Swim into the ecological infinity pool with sea water watching the breathtaking seaview and enjoy the sun laying on a daybed by side of the pool. There is also a private beach under the settlement of Aloe Mare suites. Drink your cocktail on the small second pool in front of the suite. We re looking forward to welcome you!

5 out of 5 average rating, 16 reviews

An outdoor terrace features a stone wall, wooden beams overhead, and a dining area with wooden chairs. A shimmering swimming pool reflects sunlight, while the sea and sky blend into a blue horizon. Potted plants add greenery to the inviting space.

Villa in Megas Gialos

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.

4.97 out of 5 average rating, 32 reviews

A wide stone terrace is seen, featuring a swimming pool and lounge chairs under a shaded pergola. Natural stone walls and vibrant greenery create a harmonious outdoor space. The serene landscape of hills and distant structures frames the view, enhancing the tranquil environment.

Home in Île de Syros

Balcony, SYROS, petite maison, piscine partagée

ONE OF THE 4GUEST HOUSES OF OUR SMALL FARME. SWIMMING POOL SHARED. Comme un village, cette fermette, Loukoum vacations, au sommet d'une colline, restaurée par ses propriétaires, architecte, paysagiste, scénographe propose "Balcony" une des 4 dépendances (Voir aussi MARINA, FLY, MÉTÉORITE). Piscine 8.5X3.5, beau jardin 11.000m². Au milieu de l’lle de Syros, plages à 4 km. Vue imprenable sur collines, Ano Syros, mer, Tinos, Mykonos. Calme total, voisinage lointain.

Superhost

An indoor pool area is surrounded by natural stone walls, featuring large windows that provide ample light and scenic views. A woven basket sits nearby, adding a touch of warmth to the space. The calm water reflects the serene atmosphere.

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!

Place to stay in Galissas

4.9 out of 5 average rating, 70 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.

5 out of 5 average rating, 16 reviews

A serene space is highlighted by a heated small pool, featuring soft blue water that reflects gentle lighting. A water feature cascades from the wall, creating a tranquil atmosphere within the room.

Home in Ermoupoli

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.

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Popular amenities for Ermoupoli rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An inviting infinity pool is observed, reflecting the clear sky and surrounding landscape. Sun loungers are positioned beside the pool, and a spacious stone structure is visible in the background. The tranquil setting embraces the essence of relaxation and outdoor living.

Villa Saloustros

A tranquil garden surrounds a clear pool, with vibrant pink bougainvillea cascading over whitewashed walls. Blue wooden doors and windows provide contrast, enhancing the inviting outdoor space. Sunlight reflects on the water's surface, creating a serene atmosphere ideal for relaxation.

4.83 out of 5 average rating, 35 reviews

Traditional country home (child friendly)

An outdoor area features a private swimming pool with crystal-clear water, surrounded by a stone deck. The setting sunset paints the sky in warm hues, while distant hills and the sea create a serene backdrop. Comfortable seating options are visible nearby.

Home in Poseidonia

5 out of 5 average rating, 4 reviews

Mont' Rock villas 3

The open living space features a white sofa and an ornate wooden cabinet, complemented by large windows that allow natural light. A rustic dining table is set with wicker chairs, while decorative candles and a chandelier add to the room's elegant atmosphere.

Home in Ermoupoli

5 out of 5 average rating, 16 reviews

Beautiful vacation home in Parakopi,Syros

5 out of 5 average rating, 13 reviews

Home in Poseidonia

Lovely Private House with a private pool ( for 2)

5 out of 5 average rating, 6 reviews

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

Poseidonia Syros Cozy House

5 out of 5 average rating, 8 reviews

A beautifully renovated neoclassical building is presented in soft pink tones under a clear blue sky. The structure is accentuated by white detailing and balconies with decorative railings. Cobblestone pathways lead to the entrance, creating a welcoming setting.

Home in ΣΥΡΟΣ

Veranda Syros House