Vacation rentals with outdoor seating in Ermoupoli

A truly exceptional stay at Uppolis House in Syros Uppolis House is an absolute gem. Perched above Ermoupolis, it offers breathtaking views of the town, the sea, and nearby islands like Mykonos, Naxos, and Tinos. The house itself is beautifully designed, impeccably clean, and thoughtfully equipped with every amenity you could imagine — and more. It's clear that great care has gone into every detail. Aggeliki is a wonderful host — kind, responsive, and incredibly accommodating. Our stay exceeded all expectations, and we can't wait to return.

We loved every second of our stay! Katerina was an amazing host — she accommodated our every need and gave excellent recommendations. The home was perfectly equipped with all the items & tools we needed. We will be back for sure :)

Comfortable stay with a large yard that helped with the kids. Great Hosts. Thank you so much we had a great time!!

Louis & Thanos's place was lovely and just like described. They were really proactive in their communication and helpfull in their tips for restaurants and beaches. Thanos was there to greet us and showed us around when we arrived. There were also two beaches just next to the house, one rocky with lot of fish and other with sand. They even provided beach umbrellas and diving masks and kids beach toys. Travelling with a kid and family the set-up with two "separate" apartments with us downstairs with out 3 year old was really handy as then everyone didn't have to wake up at 6 o'clock. We couldn't have expect for a better experience!

𝗖𝗼𝘀𝘁𝗮𝘀’s place was really nice with amazing views and a very nice outside space. There were great authentic details throughout the apartment and outside terrace. Costas was also a great host being proactive recommending nice restaurants & beaches and even making us reservations. Would recommend to anyone.

This house is amazing, brand new, has all the amenities you could want. There is also a beach which is accessible through a gate in the fence. The beach couldn’t be closer. It is a very nice, small beach with umbrellas and chairs provided on the beach, but it isn’t an “organized beach” so you don’t have to pay for using it. You can access an organized beach just 5 minutes drive away which is very nice and has restaurants and chairs with umbrellas. The house has 5 nice rooms which are all private and several of which have their own bathroom attached. This place is an ideal stay for a family. Especially if the beach is what you are after.

We had a wonderful stay at Onar Villa. Our host, Vana was the best host we have ever encountered using Air Bnb. She brought us baked goods and had gifts for all our kids. The house was beautiful and super clean. Internet worked perfectly. We will definitely stay again next time we come to Syros. Thank you Vana for a fantastic stay!

My family and I had a very pleasant stay in 2 bungalows in Bernard and Georges's beautiful estate. We were welcomed in an extremely warm and friendly way. The infinity pool is beautiful with views to the hills and the sea. The estate and garden are very beautiful thanks to the talents of the owners. I highly recommend this rental, to spend moments of relaxation and fullness thanks to the landscapes. It is also a good starting point to discover all the beaches of the island which are numerous and very pleasant.

Very well located apartment, with stunning views from the terraces. Very quiet environment, parking available. Only a few minutes to several beaches and very nice restaurants. Impeccable cleanliness inside and out. The peaceful pool is an asset of the residence. Communication with the host is easy and very clear. We were hosted very well. I would recommend this place and I'd love to come back. This superb residence allowed us to have a great vacation in Syros.

Had a wonderful time here, Georgios is an excellent host. Place is even more beautiful than the photos, with a stunning view of Syros and a lovely courtyard to hang out and watch the sunset. Ano Syros is charming and rustic, always felt safe and enjoyed exploring by foot. Georgios was very responsive to all messages, super helpful, and gave good recommendations. Overall absolutely recommend this place and host (as long as you’re good walking up some stairs)!

We had a wonderful stay in Syros at Rodo and George's AirBnB. We loved waking up in the morning surrounded by beautiful views of the sea, exploring the local beaches, and strolling to dinner each night! The complimentary massages were an added bonus!

Thank you so much again Sofia and Konstantinos! This beautiful apartment on Kini beach is one of the best AirBnB’s I’ve stayed in. It’s clean, spacious and about a 50m walk to the beach! Its location is perfect for those wanting a beach holiday retreat, whilst having the comfort of knowing you’re only a 15minute drive to a major Greek port and town. The apartment itself was stocked really well with water, juice, milk and olive oil which was a very nice touch. There’s also a gorgeous little terrace where you can hear the sound of the waves! I would really recommend this apartment and Syros itself.

Amazing location that has the best views on the island! Host was helpful and responsive.

We loved staying at George’s place and will definitely be staying again!

We are definitely coming back. Dominic Villas and Finikas are very close to the top of our worldwide list ( and we travel!!! )

a great place to stay. Maria is excellent to deal with and very helpful. lotd of goid tips on buses etc the accommodation is very close to the beach. the use of the kitchen is great and you can stock up on provisions in the small mini mart. there is a fresh fish place and a great bakery, close by.

The Welcome Home Port View apartment is very centrally located right opposite the ferry terminal. Access is easy with lift to 3rd floor. Excellent view of the port and activities. Everything for an enjoyable stay, good kitchen, quiet main bedroom, lounge area spacious with additional room with twin beds to the side through sliding doors. Very good bathroom. The apartment is very well fitted out with new fittings and recently redecorated with a new feel. Iavankia was a very good host, friendly and responsive to any queries we had.

beautiful and clean house. Irini is a very good host, very hospitable with several suggestions for walks, food and drink. The house had enough stuff for breakfast, fresh fruit, and fully equipped.

It was a WONDERFUL stay! Elpis and her husband were very accommodating. The location was right in the heart of the city with all of the shops, restaurants and cafes. The apartment was as described and pictured in her Airbnb post. Very clean and well furnished. If and when we ever come back to Syros... we will definitely look to book again. Once again Eplis.... thank you for a perfect stay at "Polis Suite"

We met Anna upon arrival and she gave us the keys to the place. She was so nice and friendly and showed us around the unit. She provided water and local treats for us to enjoy during our stay. We had arrived a little early and she allowed us to check in early. The beds were very comfortable and everything was super clean and well maintained. Anna checked in with us a few times to make sure we were happy and had everything we needed. It was very quiet and peaceful, exactly what we were looking for. There is not much to do within walking distance so I highly recommend getting a car. But for our purposes Anna’s place was perfect.

We booked last minute 3 nights when Asimina had a cancellation - how lucky we were! The apartment is fabulous with three bedrooms, lovingly presented by Asimina and excellent air conditioning in all. The bathroom, kitchen and living room are all spacious and have everything you could need. The neighbourhood is very peaceful & quiet, but there is a mini-market just 1 minute walk away and it was less than 10 minutes walk to the port, main square and all the bars and restaurants. Asimina was fantastic - very responsive to messages and she went above and beyond to get the flat ready so that we could check in early when our ferry arrived so we did not have to wait around for hours with our bags. We are so grateful we had the chance to stay here and would recommend to anyone who needs a clean and comfortable place to stay in Ermoupoli.

Had a great stay here while we visited Syros :) Although the Airbnb is small, it has everything you need and is fairly close to the port, restaurants, grocery stores etc. Kalliopi was very helpful and responsive with check in and welcome information upon arrival. The Airbnb also has a great view of Ano Syros (which is walking distance, lots of stairs included). Although we didn't use the bus system, there also appeared to be a few stops near the Airbnb. Overall enjoyed our stay!

The apartment was lovely, comfortable and very well equipped, in a very nice location. The hosts and Mrs. Eleni were very friendly and helped us with her suggestions.We will definitely visit it again!!!

Super nice and great place to stay! The host kindly picked us up by car from the train station. The AirBNB is super nice and has a magnificent view. You should only be in reasonably okay physical condition for the steps up to the apartment or rent a car or scooter. Otherwise 100% recommendation