
Vacation rentals with a pool in Syros
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Top-rated rentals with a pool in Syros
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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.

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

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!

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 Cycladic View Syros
“Villa Cycladic View Syros ” is a unique property , offering its guest breathtaking views from the Aegean Sea ! Our Villa accommodates 11 guests comfortably and provides privacy to its guests You could either spend your time in and out of the water in your private pool that offers a breathtaking sea view ! Moreover, the villa is only a few minutes walk to the neighbouring Azolimnos’ beach , 4.5km from the city center /port of Syros and 2km from the airport

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, swimming pool, 12 min walk to the beach
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.

Syrians
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
House rentals with a pool

Traditional Cycladic country home

Mont' Rock villas 3

Syrose Private Suites

Maison Loretta 2: Rooftop, Pool, Jacuzzi & Garden

Lovely Private House with a private pool ( for 2)

Veranda Syros House

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.

APARTMENT WITH PRIVATE POOL AND SEA VIEW
Condo rentals with a pool

Quiet One Bedroom Mykonos Town Apartment with Pool

Ornos white house

avissalou apartments : Filyra

Cozy Summer House

Tinos Sky View 2

Dream view

Admiralty's House • ideal for 4-6 guests

Sea Wind Villas (Stone room1 with hot tub-jacuzzi)
Other vacation rentals with a pool

Superior Aprtm Sea View

Aloe Mare Suite 4

Villa Baby Blue Syros

Blueros - Orange Suite

Aloe Mare Suite 2

Aloe Mare Suite 1

Seaview Villa Loukoumi & private pool, 4 bedrooms

Reggina's Two Bedrooms Apartment-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 | $320 CAD | $334 CAD | $351 CAD | $319 CAD | $369 CAD | $267 CAD | $361 CAD | $429 CAD | $361 CAD | $278 CAD | $370 CAD | $365 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 170 vacation rentals in Syros

Nightly prices starting at
Syros vacation rentals start at $70 CAD 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 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
160 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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- Agios Georgios Beach
- Aghia Anna beach
- Kimolos
- Kini Beach
- Livadia Beach
- Kalafati Beach
- Plaka beach
- Batsi
- Logaras
- Apollonas Beach
- Kalafatis Mykonos
- Grotta Beach
- Azolimnos
- Maragkas Beach
- Agios Petros Beach
- Mikri Vigla Beach
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- Delavoyas Beach
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