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Vacation 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 favorite
A private outdoor infinity pool reflects the blue sky, with a shaded outdoor lounge area featuring dining tables and chairs nearby. The traditional white Cycladic cottage showcases blue window shutters, surrounded by well-maintained gardens and stone walls, providing a serene atmosphere.
Villa in Finikas
4.93 out of 5 average rating, 15 reviews

Cycladic Aura - Traditional Holiday Cottage

Located in Finikas Syros, 150 m away from the nearest village and steps aways (100 m) from sandy beaches, this unique holiday home has the sea at its doorstep! Renovated in 2021, this eco-friendly property offers 400 sqm of patios, sun terraces and verandas, boasts a private outdoor infinity pool, garden space, free private parking, a BBQ fitted outdoor lounge and unobstructed panoramic sea views. The traditional Cycladic cottage comes with 4 rooms & bathrooms, a fully equipped modern kitchen.

Guest favorite
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, 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.

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 favorite
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

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.

Guest favorite
A modern villa features a serene pool area surrounded by stone walls and lush greenery. Soft lighting enhances the outdoor space as the sun sets, casting a warm glow across the exterior. Expansive glass doors provide views into the welcoming indoor areas of the home.
Villa in Megas Gialos
5 out of 5 average rating, 16 reviews

Villa Lefko

Villa Lefko consists of two independent villas — Villa Lefko West (3 bedrooms) and Villa Lefko East (4 bedrooms). Each has its own private pool and outdoor space. They can be rented separately or together — perfect for large families, friends traveling together, or private celebrations by the sea. When combined, Villa Lefko can host up to 18 guests, offering both privacy and shared areas for gatherings, special events, or memorable parties under the Aegean sky.

Top guest favorite
A calm swimming pool reflects the surrounding landscape under soft evening light. A shaded area with a simple white bench is positioned beside the pool. Lush greenery partially frames the view, with distant hills visible beyond the water.
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
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 favorite
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, 49 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!

Guest favorite
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
A modern villa features white walls and a spacious terrace surrounding a turquoise pool. Comfortable lounge chairs are arranged near the water, while outdoor seating areas are positioned for relaxation. Lush mountain scenery can be seen in the background under a clear blue sky.
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.

Guest favorite
A refreshing pool is framed by a stone terrace, leading to a shaded seating area under a pergola. The villa features smooth grey walls and dark wooden shutters, while vibrant bougainvillea adds color. Soft furniture is arranged for relaxation near the water.
Home in Kini
5 out of 5 average rating, 8 reviews

Syriani

SYRIANI is a tastefully furnished villa with private pool, in a quiet and magnificent area just above the beautiful Kini bay on the west coast of the Cyclades island Syros. From the villa you can enjoy an unobstructed, spectacular view across the Aegean Sea.

Popular amenities for Syros rentals with a pool

When is the best time to visit Syros?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,945 GYDG$50,039 GYDG$52,551 GYDG$47,736 GYDG$55,273 GYDG$39,989 GYDG$54,017 GYDG$64,276 GYDG$54,017 GYDG$41,664 GYDG$55,482 GYDG$54,645 GYD
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Quick stats about vacation rentals with a pool in Syros

  • Total vacation rentals

    Explore 170 vacation rentals in Syros

  • Nightly prices starting at

    Syros vacation rentals start at G$10,468 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,360 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Syros vacation 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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