
Vacation rentals with a pool in Ermoupoli
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Quick stats about vacation rentals with a pool in Ermoupoli

Nightly prices starting at
Ermoupoli vacation rentals start at €218 per night before taxes and fees

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Over 70 verified reviews to help you choose

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!
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.
5.0 out of 5 average rating, 15 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.
5.0 out of 5 average rating, 14 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
4.8 out of 5 average rating, 10 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.
5.0 out of 5 average rating, 10 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.
5.0 out of 5 average rating, 4 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.
4.97 out of 5 average rating, 34 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!
5.0 out of 5 average rating, 7 reviews
Villa Cycladic View Syros
“Villa Cycladic View Syros ” is a unique property , offering its guest breathtaking views from the Aegean Sea ! Our Villa accommodates 11 guests comfortably and provides privacy to its guests You could either spend your time in and out of the water in your private pool that offers a breathtaking sea view ! Moreover, the villa is only a few minutes walk to the neighbouring Azolimnos’ beach , 4.5km from the city center /port of Syros and 2km from the airport
5.0 out of 5 average rating, 10 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!
4.94 out of 5 average rating, 62 reviews
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.
5.0 out of 5 average rating, 5 reviews
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.

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.
5.0 out of 5 average rating, 18 reviewsPopular amenities for Ermoupoli rentals with a pool
House rentals with a pool

Santa Marina Syros
5.0 out of 5 average rating, 11 reviews
Poseidonia Syros Cozy House
5.0 out of 5 average rating, 12 reviews
Syriani
5.0 out of 5 average rating, 9 reviews
Traditional child friendly Cycladic home
4.84 out of 5 average rating, 38 reviews
Villa Saloustros
4.86 out of 5 average rating, 7 reviews
A magnificent free standing Villa in an elevated position. Stunning views of the Aegean Sea and 5 other islands. A beautiful wet edge swimming pool and landscaped gardens. Wonderful outdoor dining and entertainment area. 10 minute walk to 2 beaches.
4.93 out of 5 average rating, 14 reviews
Stunning home in Ampela, Syros
4.77 out of 5 average rating, 13 reviews
Beautiful vacation home in Parakopi,Syros
5.0 out of 5 average rating, 16 reviewsOther vacation rentals with a pool

Villa Casa Greca
5.0 out of 5 average rating, 6 reviews
Eco-Chic Villa Malia: Tranquility, SeaViews & Luxe
5.0 out of 5 average rating, 5 reviews
Villa Angels | Beachfront Escape
5.0 out of 5 average rating, 9 reviews
Cycladic Aura - Traditional Holiday Cottage
4.94 out of 5 average rating, 18 reviews
Villa Casa Del Sol Syros
4.86 out of 5 average rating, 7 reviews
Relax & Swim with Stunning View 02 (Syros Island)
4.83 out of 5 average rating, 82 reviews
Oceania House with sea view (4 person)
5.0 out of 5 average rating, 9 reviews
Caldera Suites "Ακτή"
5.0 out of 5 average rating, 3 reviewsDestinations to explore
- Plaka beach
- Aghia Anna beach
- Agios Georgios Beach
- Mykonos Town Hall
- Golden Beach, Paros
- Kimolos
- Ornos Beach
- Santa Maria
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Alyko Beach
- Castle of Sifnos
- Kolympethres Beach
- Temple of Apollon, Portara
- Panagia Ekatontapyliani
- Apollonas Kouros
- Μουσείο Μαρμαροτεχνίας
- Armenistis Lighthouse
- Kolympithra
- Archaeological Site of Delos
- Moraitis winery
- Aghios Prokopios beach
- Agios Petros Beach





