
Vacation rentals with a pool in Syros
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Syros

Total vacation rentals
Explore 160 vacation rentals in Syros

Nightly prices starting at
Syros vacation rentals start at G$14,609 GYD per night before taxes and fees

Verified guest reviews
Over 1,450 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
150 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!
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.
LocationFamilyCondition

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.
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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.
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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
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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.
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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.
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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.
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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!
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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.
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Aloe Mare Suite 5
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 side pool. There is also a secret beach under of our suites. It is located in Megas Yialos Syros. You can also book your private chef experience with our michelin star experience owner. We are looking forward to host you!!
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Superior Aprtm Sea View
(45 sqm) It is located on the second level. It consists of a separate bedroom with traditional iron beds (1 king or 2 twins beds) and a sitting room with a fully equipped kitchen. There is a wooden sofa bed in the sitting area. Both of rooms have a panoramic sea view, 360 degrees, with 2 large private verandas. It has a capacity of 3 persons. A 4th guest can be accommodated at an extra bed.
LocationFamilyComfort

Syrolia Village - Phos
Experience the tranquility of Greece's countryside and bask in the shade of majestic olive trees at our unique Airbnb, where the ancient symbol of peace and prosperity, and the serene embrace of the sea, all come together to enrich your stay.
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Popular amenities for Syros rentals with a pool
House rentals with a pool

Traditional child friendly Cycladic home
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Villa Saloustros
LocationFamilyQuiet

AquaBlu Syros beachfront house 5 w/pool
LocationFamilyQuiet

Syrose Private Suites
ValueLocationAccuracy

Beautiful vacation home in Parakopi,Syros
LocationFamilyPool

Lovely Private House with a private pool ( for 2)
LocationViewIndoor spaces

Poseidonia Syros Cozy House
LocationFamilyOutdoor spaces

Veranda Syros House
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Other vacation rentals with a pool

AquaBlu Syros beachfront House 1 w/Pool
FamilyLocationCondition

AquaBlu Syros beachfront House 2 w/Pool
LocationAmenitiesBeach

Villa Casa Del Sol, Syros
LocationDecorGetting around

Villa Cycladic View Syros
LocationCheck-inView

Charming Greek Villa Near the Beach | Garden Oasis
FamilyLocationCleanliness

Villa Angels | Beachfront Escape
FamilyLocationCleanliness

Eco-Chic Villa Malia: Tranquility, SeaViews & Luxe
LocationDecorView

Mont' Rock villas 1
LocationBeachIndoor spaces
When is the best time to visit Syros?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$86,192 GYD | G$86,192 GYD | G$84,523 GYD | G$88,697 GYD | G$60,731 GYD | G$57,183 GYD | G$53,844 GYD | G$64,070 GYD | G$53,844 GYD | G$49,879 GYD | G$60,314 GYD | G$97,671 GYD |
| 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 |
Destinations to explore
- Condo rentals Syros
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- Cycladic house rentals Syros
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- Waterfront rentals Syros
- Bed and breakfasts Syros
- Rentals with pools Greece
- Mykonos Town Hall
- Agios Georgios Beach
- Aghia Anna beach
- Plaka beach
- Golden Beach, Paros
- Kimolos
- Ornos Beach
- Santa Maria
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Kolympethres Beach
- Alyko Beach
- Temple of Apollon, Portara
- Castle of Sifnos
- Apollonas Kouros
- Panagia Ekatontapyliani
- Μουσείο Μαρμαροτεχνίας
- Armenistis Lighthouse
- Kolympithra
- Aghios Prokopios beach
- Archaeological Site of Delos
- Moraitis winery
- Agios Petros Beach





