Vacation rentals with outdoor seating in Skiathos

Pick-up at the harbor and transport to the accommodation, alone you will certainly not find it in the small winding alleys, where not even Google Maps can locate you. 🤍 Great care, Sophia comes to clean if desired and has even baked cookies and filled the lemons from her own harvest as a welcome. You feel just like Sophie on Kalokairi. Like in the movie. Great terrace with friendly purring part-time pets that greet you in the morning.

Villa Ohlive is tucked away high up on the island. The drive up can be a bit nervy but the view when you get there is incredible. If you have kids that want to party in the old town and catch a taxi back just a reminder it’s around 50euro per trip. The villa is a piece of heaven to escape from the heat and hustle and bustle after a day of sight seeing.

This is our second stay at this accommodation and we will try to book it again for next year as soon as we know the dates. There was a problem with the electrical supply (from outside of the property itself). We contacted the host and the problem was solved in remarkably quick time (involving several workers, a cherry picker, all replacing overhead cables). The hosts father kept us informed and made sure we were Okay. Such nice, friendly, helpful people who go over and above what is reasonably expected! Thank you!

This is the third house we have rented in Glossa and certainly the best !

We visited Greek in the last days of August and stayed at Dimitris and Fryni's accommodation. The house is easily accessible, with a beautiful view from the balcony and a cozy garden for relaxing in the morning or afternoon hours but also for children to play. All spaces were spotless, and the kitchen was fully equipped and comfortable. A unique surprise is the French pool table in the space and the toys for the kids. A beautiful renovated house that I highly recommend to those who are thinking about visiting the area. Outside the house there is a private space for parking. The beaches in the areas are all beautiful. Of course I can't help but serve the children. The communication with them was direct and friendly. The kids were very helpful and willing to help us and let us know about any questions. From the bottom of our hearts, a big thank you from us Dimitris and Fryni for your impeccable hospitality!!!! ♥️

Very pretty cottage, renovated with attention to detail. Very well equipped, beautiful with the terrace and small balcony and very good location. You can even reach the cottage without stairs. Everything is in walking distance. Absolutely recommended.

We loved our stay at Blue Heaven Villa. I find myself still dreaming of beautiful Skopelos & wishing we were still there. We had 2 weeks in Greece starting off in Athens then taking a train, cab & a ferry to Skopelos where Anna met us at the port to pick us up w/ our luggage. Anna gave us a tour of their beautiful home & answered any questions. She left us with homemade treats made by her mother. Loved that! She messaged me 1/2 way thru our trip to check on us & visited with us our last night with the sweetest send off! The location of the home was perfect & even though we had a rental car to see the entire island (best way to see all the beaches & other towns), we still walked in to town every night. It was perfect. That alone will be a memory I’ll forever cherish w/ my kids. So many great restaurants & shops within walking distance & things are open late. Just be prepared for a steep walk home but it’s worth it. We loved Blue Heaven Villa & hope to stay there again. 💙

We had a wonderful stay at Chestnut Tree Cottage. The location is incredibly peaceful and the accommodation was clean and contained everything we needed. Pipitsa was incredibly helpful and we couldn’t recommend this accommodation highly enough.

Fabulous little apartment, pretty well equipped, and Spyros is super quick to respond to queries, and provide anything you might need. Highly recommend

The location of the apartment is excellent, in the centre of the town, close to the port, restaurants, shops, bars and sights. It is an older apartment, 2 levels with good balcony views over the harbour and port. There are 2 chairs and tables on each balcony. Although there are restaurants underneath we were not disturbed by any noise. Furnishings are good however the kitchen was not fully equipped (no toaster, iron, chopping board) when we arrived but this was rectified promptly. We would recommend a stay here if you are visiting Skopelos.

Denis was a super host. Available at all times and thoughtful in welcoming us to his apartment. He gave us a lot of information about the most beautiful beaches and the best restaurants on the island. His apartment is very nice, cozy and comfortable; it is also in a strategic location. Recommended!

Very nice apartment and very nice welcome from the host ( small surprise basket). The 2 terraces are superb, the accommodation is very clean and very spacious. Martha gives instructions and responds quickly to messages. The apartment is also very well located, just downstairs there is a convenience store and a few minutes walk ( less than 3 mins) from restaurants and 7-8 min from the port. Thanks for this beautiful stay

We had an amazing time at Katerina and her family place! The location was perfect - in the heart of Stafylos close scooter ride to Skopelos city and beaches around, including beautiful Velanio beach. Our apartment was ideal for 3 people- two single beds in one room and one couch turned to proper bed in another room were perfect. Calm location, clean, with beautiful balcony and small fridge to keep the stuff cool. We have spent in total one week in Katerina's place and highly recommend to everyone who wants to experience a great family hospitality in Skopelos, plus was also a possibility to check in earlier and straight after our ferry arrival. Thank you once again for a great experience in Skopelos that made our holidays extremely enjoyable!

Can’t recommend Ionnas guest house enough. Breathtaking views, very quiet and relaxing area. Stafylos beach is a short stroll down hill. Stafylos is one of the best beaches in Skopelos! The taverna down the road is also amazing. Highly recommend! I also loved that this location is a short drive from Skopelos Town—which for us was perfect. Skopelos is definitely an island I recommend having a car to get around. Aside from the taverna and the beach canteen there isn’t much else like a supermarket, so be prepared with any supplies you might need. Looking forward to returning and staying in Stafylos :)

The perfect place to stay!! Far enough from town to be peaceful but close enough to walk. The views across the harbour looking back at town were spectacular even at night. Maria recommended some fantastic restaurants to eat at. We thoroughly enjoyed our stay here. Thank you so much for your hospitality Maria. 🌟

The house is awesome ! Very close to the port, the beach, in very beautiful shops! Access is easy and not tiring at all, the bus stop that takes you to the beaches of the west (only Unfortunately) side is 4-5 min walk! No view, it's inside an alleyway, it's not an issue for someone who won't be sitting at home! Mrs. Nina helpful and communication - cooperation is maximum! Sparkling clean and beautiful spaces!

🌟 Amazing Stay in Skiathos! 🌟 We just returned from an amazing vacation in Skiathos, and we can’t say enough good things about our stay at Stathis' place! From the moment we arrived, we felt right at home. Stathis was incredibly welcoming and made sure we had everything we needed. The accommodations were not only comfortable but also beautifully decorated, and the location was ideal - right next to the port, beaches and Old Town. Stathis also shared some fantastic recommendations for restaurants and activities that really helped us make the most of our time on the island. Overall, we had a fantastic experience and can’t recommend this place enough. If you’re planning a trip to Skiathos, definitely consider staying here. We can’t wait to come back! 🏝️

We really enjoyd our stay at Giasemi house!We stayed there for two weeks with our 3 year old, wich worked out perfectly. The apartment was really beautifully furnished, clean, bright and comfortable. Would really recomend staying here! You need to climb some stairs up from the port, so not the easiest if you need to use a stroller for your child. It only had aircondition on the second floor, but fans on first floor made it cooler also downstairs. It was a little noise from the closest bars at night, but with closed windows it didnt bother us that much. Thank you again for the stay!

Lovely small apartment that has everything as a big one, right in the center of the vibrant town, easy to access. Nice and warm people.

Lovely location and good value. Wifi connection was a little weak for our room, but not a big issue. Giannis was always friendly and helpful! Recommended!

Martin and Lisa are a very nice, likeable couple. Very humorous and if you have any questions, they are happy to help. Unfortunately, we had a motorcycle accident after four days and had to cancel the vacation. Martin and Lisa helped us so much, we were all very sad. We'd love to come back. It would have been such a nice vacation, the apartment is beautifully located in nature, very quiet, super relaxed and decelerating. For those seeking peace, a really very pleasant location with a great owner couple. Dear Lisa, dear Martin, thanks again for everything.

Stauroula was a wonderful host! She met us near the apartment and directed us to the apartment. She even carried our suitcase up the many steps to the apartment from where we parked, which we greatly appreciated. The view from the rooftop terrace was wonderful, and so we ate there in the evening as well as breakfast. It was a short walk down the hill to the waterfront and to the restaurants there (a longer walk UP the hill, but still very easy). She gave us homemade "Skopolos pie" - a feta cheese/filo delight! She also gave us a homemade cake and fruit. Couldn't ask for a better place to stay in Skopolos!

We loved staying at Julie's apartment. We recommend staying here when visiting Skiathos.

Beautiful and authentic home with spectacular terrace. Hosts very hospitable. Would definitely recommend!