Vacation rentals with a pool in Ermoupoli

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Top-rated rentals with a pool in Ermoupoli

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Stone steps lead up to a pale cream farmhouse surrounded by lush greenery, palm trees, and terracotta pots. Green shutters enhance the charming exterior, while shaded areas invite relaxation. A sense of seclusion is provided by the surrounding foliage and the carefully arranged gardens.

Cottage in Manna

5 out of 5 average rating, 7 reviews

Delightful Farmhouse with Plunge Pool on Syros

Manna is a wonderful, much loved, 19th Century 4 Bedroom, 4 Bathroom Farmhouse which has been cleverly restored to retain many of its original features. Set among 8 acres of Mediterranean pine trees and olive groves, with a plunge pool, this pale cream house with green shutters is one of Syros' hidden treasures. Just a 10 minute drive to Ermopoulos or the beach, with its treasure trove of antique furniture, original tiled floors, thick stone walls and hidden courtyards, this is genuine Syros.

Top guest favorite

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.

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

5 out of 5 average rating, 6 reviews

Poseidonia Syros Cozy House

A fully renovated property with an artistic touch located in Poseidonia, nearby Agathopes and Comito beaches. The main building area is 86m2, consisting of 2 bedrooms, 1 living room with two sofa beds, 2 bathrooms (one en suite) and a fully equiped kitchen with a balcony and a dinning table. Outdoors there is a pool in the middle of a large garden! A pergola shading the garden dinning table and a barbeque. If you want to relax with your family, this is the perfect place!

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.

Top guest favorite

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

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

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!

Guest favorite

Apartment in Megas Gialos

4.95 out of 5 average rating, 37 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!

Superhost

An outdoor seating area is furnished with two striped sofas and a small table holding a bowl of fruit. An infinity pool extends towards the sea, offering unobstructed views of the Aegean. A pergola provides shade while the surrounding landscape features rocky terrain.

Villa in Syros

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.

Guest favorite

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.

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

5 out of 5 average rating, 16 reviews

Villa Lefko

Villa Lefko is a new beautiful house with minimal decoration on the beach of Megas Gialos in Syros. It is located in a beautiful location and overlooks the endless blue. It perfectly combines your relaxation by the pool, but also for sea lovers, villa Lefko is a few meters away from the beach. The small isolated coves or the large organized beaches of Megas Gialos, Vari and Agathopes are very close.

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, 16 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.

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Popular amenities for Ermoupoli rentals with a pool

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Pool

Free parking on premises

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House rentals with a pool

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

4.83 out of 5 average rating, 35 reviews

Easy life on the Cyclades

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.

Home in Syros

5 out of 5 average rating, 3 reviews

Villa Saloustros

Home in Manna

The Stone Project

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

Home in Poseidonia

5 out of 5 average rating, 14 reviews

Lovely Private House with a private pool ( for 2)

A white villa features blue shutters and arched doorways, set against a clear sky. A private swimming pool is surrounded by a stone terrace and lounge chairs. Lush greenery and colorful flowers are visible in the foreground, enhancing the natural landscape.

Home in Kini

5 out of 5 average rating, 13 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.