
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.

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 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. *Excluded Charges: Climate Resilience Tax at 15 euro per night.

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.

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.

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!

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!

Cycladic house, pool, beach 12 min walk
Relax with the whole family at this peaceful place to stay. It is a typical island house, restored by its architect and landscaper owners in the spirit of tradition enhanced with touches of modernity! In a very quiet corner of Galissas, between vineyards and orchards, only a 10-minute walk to the beach and the restaurants and bar of the lively village! Beautiful shaded garden, logia to stay cool and small pool in the sun!

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.

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
House rentals with a pool

Traditional Cycladic country home

Villa Saloustros

Santa Marina Syros

Mont' Rock villas 3

Syrose Private Suites

Lovely Private House with a private pool ( for 2)

Poseidonia Syros Cozy House

Veranda Syros House
Other vacation rentals with a pool

Villa Lina Syros

The Stone Project

with private pool for 8 people and 2 children in Mega

Atlas

Marconi's seaside villa

Maison Loretta 2: Rooftop, Pool, Jacuzzi & Garden

Pnoe Aelia|4 Guests Private Pool

APARTMENT WITH PRIVATE POOL AND SEA VIEW
When is the best time to visit Syros?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $313 CAD | $327 CAD | $343 CAD | $312 CAD | $361 CAD | $261 CAD | $353 CAD | $420 CAD | $353 CAD | $327 CAD | $395 CAD | $640 CAD |
| Avg. temp | 10 °C | 10 °C | 12 °C | 16 °C | 20 °C | 24 °C | 26 °C | 27 °C | 23 °C | 19 °C | 15 °C | 11 °C |
Quick stats about vacation rentals with a pool in Syros

Total vacation rentals
Explore 180 vacation rentals in Syros

Nightly prices starting at
Syros vacation rentals start at $68 CAD per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
170 of Syros vacation rentals include wifi 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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