Vacation rentals with a pool in Ermoupoli

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Ermoupoli

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Superhost

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, 4 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.

Superhost

A shared swimming pool is framed by a stone patio and surrounded by lush greenery. A pergola with hanging plants provides shaded seating nearby. The serene water reflects the architecture of the adjacent structure under a soft sky, creating a calming atmosphere.

Home in Ano Manna

5 out of 5 average rating, 5 reviews

2 semi-detached houses for 4, kitchen pool

ONE OF THE 3 GUEST HOUSES OF OUR SMALL FARME. SWIMMING POOL SHARED. Like a village, this farmhouse, Loukoum vacations, on a hillside, restored by its owners, architect, landscaper, scenographer offers MARINA-FLY (see our listings for Balkony, Meadow). 2 independent bedrooms, kitchen. La Piscine 8.5X3.5 TO SHARE WITH THE OTHER 2 OUTBUILDINGS. Beautiful garden 11000m2. In the middle of the island of Syros, beaches 4 km away. Views of the hills, Ano Syros, sea, Tinos, Mykonos. Total calm.

Guest favorite

A tranquil shared pool is surrounded by natural stone walls, featuring clear blue water. Two wooden loungers are positioned nearby, providing a space for relaxation. The area is well-lit by sunlight, highlighting the stone patio and the pool's clean lines.

Apartment in Poseidonia

5 out of 5 average rating, 14 reviews

AquaBlu Syros beachfront house 3 w/ Pool

Welcome to our beautiful one-bedroom, one-bathroom beachfront house in Agathopes, Syros, Greece! Located right in front of our Airbnb is the popular and protected Agathopes Beach, perfect for sunbathing, swimming, and even diving. The beach features natural beach lilies with blooming white flowers, several sunbeds and umbrellas, and taverns offering traditional lunches. The nearby coastal area of Delagratsia is also great for a walk to admire the neoclassic mansions with lovely gardens

Superhost

A sleek infinity pool is positioned adjacent to the villa, surrounded by natural stone accents. Sun loungers are placed nearby, and the clear blue water reflects the sky. Large glass doors offer a view into the villa, complementing the modern architectural design.

Villa in Syros

5 out of 5 average rating, 3 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

An inviting entrance to the villa features an archway with a red wooden pergola overhead. Lush greenery and potted plants frame the pathway leading into a bright interior space, accentuated by natural light and traditional stone walls.

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 favorite

Apartment in Megas Gialos

4.96 out of 5 average rating, 28 reviews

Aloe Mare Suite 7

This small but incredible beautiful suite it's located on the top of aloe mare suites. It have a really big private terrace and enjoy all the benefits of the ecological infinity pool with sea water and the private beach. It it's designed with handmade wooden furniture and top quality fabrics and equipment. Enjoy a glass of wine looking the breathtaking sea view from the terrace and indulge in the tranquility of the suite. We are looking forward to host you!

Guest favorite

Place to stay in Galissas

4.88 out of 5 average rating, 58 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.

Guest favorite

A sunlit outdoor area features a clear swimming pool surrounded by a spacious stone deck. Comfortable loungers line one side, while the white villa with blue accents is visible in the background. The landscape includes distant hills and a clear blue sky.

Cycladic home in Poseidonia

5 out of 5 average rating, 15 reviews

Syros villa "Villa Selma" with view and pool

Syros Villa "Selma" welcomes you in one of the most charming and attractive areas of Syros. Treat yourselves to a magical and unforgettable holiday in a private villa which is offered exclusively. It is lying on the top of the hill overlooking Poseidonia (or Della Gracia as the locals call it) & Foinikas Bay with incredible view, spectacular sunsets, swimming pool, ideal for entertaining and relaxing.

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.

Home in Syros

4.82 out of 5 average rating, 34 reviews

Traditional country home (child friendly)

This beautiful traditional country house is ideal for families with children and for groups of friends. It is spacious; the garden with its lovely pool is magical. To get here you enter a little dream-like road with fig trees, olive trees and vineyards which ends at the house where you can easily park your car. There is everything you need here. Laundry service and Internet connection provided.

Top guest favorite

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

5 out of 5 average rating, 15 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 favorite

A wooden dining table is set up on a private veranda, overlooking the azure sea and distant coastline. Two comfortable chairs flank the table, which is adorned with a plate of fruit and two glasses. Clear blue skies and lush greenery enhance the scenic view.

Apartment in Finikas

4.88 out of 5 average rating, 49 reviews

Reggina's Apartment with Sea View

(45 sqm) It is located on the first level. The apartment consists of a separate bedroom with traditional iron beds ( 1 king or 2 twins) and a sitting room with a fully equipped kitchen. Both of rooms have a panoramic sea view with a large private veranda. There is an iron sofa bed in the sitting room. It has capacity of 4 persons.