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Holiday rentals with a pool in Syros

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Syros

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, 12 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, 10 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
An expansive outdoor area features a private infinity pool overlooking the Aegean Sea. A dining table with white chairs is positioned nearby, accompanied by sunbeds. Lush greenery and a decorative planter add natural elements to the serene space, under a shaded pergola.
Villa in Syros

Villa Semeli in Syros

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! Offering a panoramic view to the Aegean and the colourful sunset from all its indoor and outdoor areas, villa Semeli is a newly constructed property of modern design with a refreshing outdoor private pool and various relaxing outdoor areas. Villa Semeli can accommodate up to 8 guests, and 2 more guests can be accommodated at the sofa bed.

Superhost
A private outdoor swimming pool is visible, surrounded by stone tiles and offering direct views of the Aegean Sea. The landscape features rocky hills and white buildings nestled along the coastline, under a clear blue sky. A sun lounger is placed nearby for relaxation.
Townhouse in Isternia
4.88 out of 5 average rating, 32 reviews

Tinos-isternia (Blue Dream)

Welcome to our beautiful Cycladic house with 120 sq.m. which consists of two independent studios. One studio can accommodate up to 3 guests and the other up to 4-5 guests. Both studios offer an amazing view and have functional kitchens, as well as their own courtyard. There is also a private outdoor swimming pool with dimensions of 4.20 m by 2 m and a view of the Aegean Sea. The apartments are located just a 5-minut walk to the beach and local restaurants, like the famous Thalassaki.

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

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, 9 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.

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
An inviting room showcases two spacious beds, one with crisp white bedding and the other adorned with decorative cushions. Natural textures are incorporated with a woven wall art piece and light wood accents. A wooden table and chairs provide a casual dining area.
Apartment in Megas Gialos
4.94 out of 5 average rating, 51 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!

Superhost
An outdoor area features a swimming pool surrounded by a sun terrace. Lounge chairs and shaded seating are arranged alongside colorful plants and greenery. The patio is paved with stone, providing a spacious area for relaxation and enjoyment.
Home in Île de Syros
5 out of 5 average rating, 5 reviews

FLY, in LouKouM sweet dreams, with small kitchen

Comme un petit village d'une douzaine de maisons, cette fermette construite au sommet d'une colline entre 1890 et 1930 restaurée par ses propriétaires, architecte, paysagiste, scénographe propose "Fly" une des dépendance, à la location. Piscine 8.5X3.5, beau jardin 11.000m². Située au milieu de l’île, plages à 4 km. Vue imprenable sur collines, paysage agricole, Ano Syros, mer, Tinos, Mykonos. Calme total, voisinage très lointain.

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
The exterior of the villa features a modern architectural design with spacious areas for lounging. A private pool reflects the surrounding landscape, while comfortable seating arrangements are positioned under shaded terraces. Large windows allow glimpses of the interior and stunning views of the sunset.
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.

Popular amenities for Syros rentals with a pool

When is the best time to visit Syros?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$705 NZD$705 NZD$691 NZD$389 NZD$450 NZD$326 NZD$440 NZD$524 NZD$440 NZD$408 NZD$493 NZD$798 NZD
Avg. temp10°C10°C12°C16°C20°C24°C26°C27°C23°C19°C15°C11°C

Quick stats about holiday rentals with a pool in Syros

  • Total holiday rentals

    Explore 180 holiday rentals in Syros

  • Nightly prices starting at

    Syros holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Syros holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Syros rentals

  • 4.9 Average rating

    Syros stays are highly rated by guests—averaging 4.9 out of 5!

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