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Holiday rentals with a pool in Ermoupoli

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ermoupoli

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

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Guest favourite
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.
Home in Syros
5 out of 5 average rating, 11 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.

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 minimalist studio bedroom features a small round green table with two cups and an open book. Beside the bed, a sleek black bedside table holds a glowing lamp. Soft white light illuminates the space, highlighting the smooth concrete ceiling and light-colored walls.
Apartment in Ermoupoli
4.8 out of 5 average rating, 10 reviews

Maltese Cross Domino Syros

Domino apartments are from 3 loft apartments. Maltese cross which is on the ground floor on the main path, Draw Game on the first floor and the Block Game on the second floor. Guests are sharing a large indoor plunge pool when the Curfew is not in effect. The plunge pool is operated May to September and is located at the back of the ground floor easily accessible from all the guests The property is located down town, between to the 1st high school of Greece established in 1833

Top Guest favourite
A spacious terrace features a private infinity pool overlooking the Aegean Sea. Two chaise lounges are positioned for relaxation, with clear glass railings providing unobstructed views. The calm blue water and sandy beach are visible in the distance, creating a serene coastal setting.
Villa in Syros
5 out of 5 average rating, 8 reviews

Villa Marelia - Seafront villa with infinity pool

Villa Marelia is a waterfront villa with private infinity pool right on the sandy beach of Megas Gialos in Syros. It is equipped with high speed Wi-Fi, all modern amenities and comforts to make your stay unforgettable. It is located just 10 mins from the main town of Ermoupoli offering a pristine and peaceful environment with unobstructed views of the Aegean Sea from every part of the villa. The beach of Megas Gialos is only 20 meters away. Restaurants and amenities are nearby.

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.

Guest favourite
A serene sleeping area features a spacious bed with crisp white linens, set against a backdrop of textured wall art. A cozy seating area, adorned with neutral cushions, offers additional comfort. Soft lighting and minimalist decor evoke a calm ambiance.
Apartment in Megas Gialos
5 out of 5 average rating, 24 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!

Top Guest favourite
A calm swimming pool reflects the surrounding landscape under soft evening light. A shaded area with a simple white bench is positioned beside the pool. Lush greenery partially frames the view, with distant hills visible beyond the water.
Home in Île de Syros
4.97 out of 5 average rating, 32 reviews

Balcony, SYROS, small house, shared pool

ONE OF THE 4 GUEST HOUSES OF OUR SMALL FARM. SHARED SWIMMING POOL. Like a village, this farmhouse, Loukoum vacations, at the top of a hill, restored by its owners, architect, landscaper, scenographer offers "Balcony" one of 4 outbuildings (See also MARINA, FLY, METEORITE). 8.5 X 3.5 pool, beautiful 11,000 m² garden. In the middle of the island of Syros, beaches 4 km away. Stunning views of hills, Ano Syros, sea, Tinos, Mykonos. Total calm, distant neighborhood.

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!

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.

Superhost
A modern villa features white walls and a spacious terrace surrounding a turquoise pool. Comfortable lounge chairs are arranged near the water, while outdoor seating areas are positioned for relaxation. Lush mountain scenery can be seen in the background under a clear blue sky.
Villa in Syros

Villa Semeli

A property of inviting beauty and an oasis of tranquil comfort, villa Semeli is a haven offering a serene escape, a beautiful home away from home and a flourishing investment opportunity. The stunning property is located in the rapidly growing project of Cavo Fregada Syros Seaside Hotels and Villas, in the area of Harasonas in the island of Syros famously known for its beauty, tradition, history and culture.

An outdoor seating area is shaded by a wooden pergola, featuring a lounge chair and two plush beanbags. The expansive view of the ocean is visible beyond the pool, with clear blue skies overhead, creating a serene atmosphere for relaxation.
Cycladic home in Megas Gialos
5 out of 5 average rating, 3 reviews

Villa Casa Greca

Η Villa Blue Gem είναι μια ηλιόλουστη ανεξάρτητη κατοικία στην περιοχή Μέγας Γιαλός, η οποία απέχει περίπου 200 μέτρα από την παραλία. Σε κοντινή απόσταση υπάρχουν ταβέρνες για μεσημεριανό γεύμα, υπέροχα εστιατόρια για δείπνο, καφετέριες και μίνι μάρκετ.

Superhost
Home in Kini
5 out of 5 average rating, 4 reviews

Syrolia Village - Phos

Experience the tranquility of Greece's countryside and bask in the shade of majestic olive trees at our unique Airbnb, where the ancient symbol of peace and prosperity, and the serene embrace of the sea, all come together to enrich your stay.

Popular amenities for Ermoupoli rentals with a pool

Quick stats about holiday rentals with a pool in Ermoupoli

  • Total holiday rentals

    Explore 10 holiday rentals in Ermoupoli

  • Nightly prices starting at

    Ermoupoli holiday rentals start at $285 NZD per night before taxes and fees

  • Verified guest reviews

    Over 60 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Ermoupoli holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ermoupoli rentals

  • 5 Average rating

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

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