
Holiday rentals with a pool in Ermoupoli
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Top-rated rentals with a pool in Ermoupoli
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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.

Villa Baby Blue Syros
Built in the private elite project Cavo Fregada above the historic Agios Stefanos, moments away from Galissas Beach and approximately 30 minutes from Ermoupoli, 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. *Excluded Charges: Climate Resilience Tax at 15 euro per night.

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

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.

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.

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!

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.

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!

Anassa Cycladic Village - Double/Twin Room
Our bungalows are designed in minimal, Cycladic style, using local materials and featuring handmade details, bathed by the nourishing natural light and fresh breeze of the island. With gorgeous shaded patio with seating area and amazing views, they will revitalize your spirit and give you the feeling of staying at a village within a village. Serenity, privacy, comfort with all the amenities of the Anassa Cycladic Village next to you.

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.

Superior Aprtm Sea View
(45 sqm) It is located on the second level. It consists of a separate bedroom with traditional iron beds (1 king or 2 twins beds) and a sitting room with a fully equipped kitchen. There is a wooden sofa bed in the sitting area. Both of rooms have a panoramic sea view, 360 degrees, with 2 large private verandas. It has a capacity of 3 persons. A 4th guest can be accommodated at an extra bed.
Popular amenities for Ermoupoli rentals with a pool
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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 £193 per night before taxes and fees

Verified guest reviews
Over 90 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Ermoupoli holiday rentals include wifi 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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- Rentals with pools Greece
- Agios Georgios Beach
- Mykonos Town Hall
- Aghia Anna beach
- Plaka beach
- Kimolos
- Golden Beach, Paros
- Mikri Vigla Beach
- Santa Maria
- Temple of Demeter
- Ornos Beach
- Aghios Prokopios beach
- Kolympethres Beach
- Alyko Beach
- Panagia Ekatontapyliani
- Hawaii Beach
- Castle of Sifnos
- Temple of Apollon, Portara
- Apollonas Kouros
- Μουσείο Μαρμαροτεχνίας
- Armenistis Lighthouse
- Moraitis winery
- Kolympithra
- Archaeological Site of Delos













