Family-friendly vacation rentals in Pyrgos Kallistis

We had a wonderful stay at this breathtaking Airbnb in Oia, Santorini. The location is absolutely stunning—perched right on the caldera with jaw-dropping views that made every moment feel like a postcard come to life. That said, be prepared for a bit of a trek to get down to the property (and back up!). The stairs can be quite challenging, especially for those with mobility or health concerns, so it's definitely something to keep in mind when booking. The host arranged for a porter to help with our luggage during both check-in and check-out, which made a huge difference. Still, it's important to know that getting around requires some physical effort—but the view at the end of the journey is 100% worth it. The host was great at coordinating everything—from taxi transfers to porter service. Upon arrival, a designated greeter met us and guided us to the room, offering helpful tips to remember the location (which is key—Oia’s winding pathways can be confusing, especially at night). Our r

It was a great place to stay! Full kitchen, 2 beds with their own bathrooms and a half bath for guests. Plenty of space inside and out. Plus he has a sound system with both indoor and outdoor speakers. This is one villa he uses as an AirBnB out of three on that street, each one has its own electric gate along with a main gate to gain access to all three. The area is private and relatively quiet and clean. This was my second time back to Mykonos and my third time in Greece. I would 100% stay here again or in one of the other villas he owns.

This stay was fantastic, from the complimentary breakfast, to the concierge assistance renting ATVs, this trip was unlike any we have been on and Katerina helped with it all. We would recommend this Airbnb to anyone! (There is a pretty good effort walk to and from the air bnb with many steps, for some it might not be super accessible) for us it was perfect!

This little gem was amazing! Set up as two separate apartments on 2 floors, the privacy and space was great for 2 single travelers. The hot tub was a perfect way to relax after being on our feet all day. The location couldn't be better - The town of Pyrgos is not bustling with non-stop tourists. We were able to take photos with no one in them, and really enjoy the views. We took the bus up to Ois for a day trip and were shocked with how many people were there (many from the cruise lines that let off hoards of folks.) Although it was a great place to visit, we were so happy to get back to our quieter town which has amazing views, good restaurants and is centrally located to visit beaches and other sites. This was a perfect choice for us!

Anna and Teo were very responsive and helpful, especially with a tour guide and pickup at the port and drop off at the airport. Very nice to provide little snack and drink gifts too. Perfect location - close to everything.

Our stay was fantastic! The location was close to everything in Fira and we walked everywhere. The home itself was wonderful. Perfect space for a family of four with two teenage girls. The view was spectacular and the outdoor space made our entire visit. We could definitely stay again if we visit Santorini again.

The house is literally right at the water. The final drive down to the house is extremely steep, and with a larger vehicle it was a challenge to turn the car around. We became pros at this about halfway through our 15-night stay!! With only three of us in the house, we had plenty of room. We thoroughly enjoyed the two living rooms (first and second levels). We also enjoyed the multiple decks to sit out and enjoy the water sounds. We used the outside table by the pool a few times and appreciated the extra shade provided by the electric awning. The pool was a bit cold for us, but we did use it. The lichen had everything we needed, which we appreciated. The house far exceeded our expectations!! Rania was very helpful, as she provided great suggestions for restaurants, activities, etc.

This Villa was phenomenal! We had assistance with luggage transport and someone to meet us at check-in, breakfast delivered each morning, and the location was even more beautiful than we imagined. If you are looking for a private Villa in the heart of Oia, book this place!

From the minute I met the hosts at the ferry port I knew this vacation was going to be special! They are both so warm and welcoming and I now have new friends for life. The home was the ideal place that I dreamed of...it overlooks the Aegean Sea, just 10 minutes outside of the port city, close to a grocery market and numerous beaches. The sunset right from the porch or from the shore is heavenly and different every night. There's a path down the cliffside right to the water. The home itself is exactly as it appears in the description and the pictures. I absolutely plan to visit here again as this home is exactly the relaxing environment I was hoping for. I highly recommend it!

A stunningly beautiful, charming, and clean place. They thought of every detail. The hosts are charming and welcoming, and it's clear they love what they do. The house is equipped with everything you need. Rich, fresh, and satisfying breakfasts are served in the most aesthetic and joyful way. We had a wonderful time, we were sorry to leave and would love to come back again. Thank you for three wonderful days!

excellent! best Airbnb experience that we had. beautiful surroundings, very calm and private. also great with kids. super lovely garden and balcony. Myron's mother is very hospitable and the house has all the amenities and small details that you might need during your stay! thank you very much!

Ioannis’ apartment was the perfect place for our stay on Hydra. The apartment is very well located just off one of the main streets up from the harbour. It was spotless and well equipped, with everything we could possibly need during our stay including basic cooking essentials and even a few toiletries. It has AC and fans to keep you cool, and has a little courtyard to sit out in with a beautiful lemon tree (and a talkative cat). What really made the stay special was Ioannis’ hospitality. He met us at the harbour with Penelope the donkey, who carried our bags up to the house. He showed us the best supermarket and ATMs to use on the island and talked us through how everything worked in the house. He smiled and waved when we saw him around town during the week, and then met us on the last day to carry our bags back down, even bringing a little present with him for us to use. The whole experience was fantastic, and we’ll be recommending the house to our family and friends!

We enjoyed a memorable time at Nikolao’s house. We very much appreciated the comfort of the house, the view, and the direct access to the beach. We also appreciated that the house was very well equipped and the kind welcome gestures. Definitely recommended!

Amazing location, home and host! The home looked just like the photos and had the most incredible view. It was easy to access and the host was always responsive and went above in beyond to take care of us. Would definitely recommend and return again! Thank you!

This is such a cute lovely house. Its rustic but full of character. We had everything we needed (not just toiletries but also beach necessities, SuP board and bikes). We enjoyed our morning coffee and evening wine everyday at the little 'beach' infront of the house. We had dinner everyday at Maori tavern 1min away. Wifi is ok and stable (if you want to work remotely). Will definitely come back!

So worrh the walk up the hill. We had minor questions upon arrival, but Dina answered promptly. We would stay again for sure

Wonderful accommodation, charming touches on arrival, great communication with the host, we had recommendations for the whole stay and he checked in with us every day. The cleaning was done regularly. We were both quiet and enjoyed the outdoor space and the possibility of parking while being close to everything. No noise, very pleasant stay. Everything was tastefully decorated. Bravo!

Location was great - in the heart of Oia but above the main busy walking street. The host, Faye, was very helpful in providing local recommendations that were accessible and also more local. (There are SO many restaurants in the area) Dimitris was also really helpful with our luggage, especially amidst the harrowing mid day crowds. They met up with us immediately when we arrived and communication was clear and prompt. The home was really special, and with both indoor and outdoor pool and a beautiful view of the sea. Great touch with the bottle of wine and local gifts too! We felt very well taken care of and our every need was thought of. Would definitely recommend!

Really nice stay, taxi service was very helpful and the villa views were beautiful. Only issue is there aren’t any enough sun beds for the number of guests if all the villas were full.

This is place is great for people who love the beach . Walkable to a lot beach beach club but away from the noise. Host is very responsive and very helpful . Super clean, the Private pool with a view and the bar service is outstanding. Everything is outstanding highly recommended.

I can’t say enough about how great of a host Petros is, and how great of a place this was to stay. The place is as beautiful as it looks in the listing photos. Incredible view, incredible outdoor space, and warm and welcoming indoor space. The property is a little bit further outside of the town than we would have wanted to walk - I’d recommend renting a car or scooter if you stay here. With a vehicle you can be in the center of town in about 5 minutes. Petros is a perfect host - always available if you need him, friendly and helpful, and ready to provide great recommendations for food and activities all over the island. I highly recommend staying at this place.

This place was a highlight in our time in Greece. Not only was the property absolutely stunning with breathtaking views, but the hosts went really above and beyond for every element of our stay. We asked about how to get around and they offered to organise a car, which they then had delivered to us, at a discount, within half an hour. Then when we celebrated my birthday during the stay, Katerina showed up with a surprise birthday gift including wine. Both Katerina and Markos were super friendly and accessible, and Katerina knew the area in detail and gave lots of great personalised recommendations of where we could eat when I told her I was vegan. The room was made up daily with fresh sheets and towels and the entire stay was five-star hotel-level. My partner and I couldn’t recommend this place more highly! Honestly, do not go to Mykonos without staying here.

Perfect stay for my group of 5! 🤍 the Villa is absolutely stunning. Moshoula and her entire team are the absolute best! Service 10/10. Highly recommended!!!

Excellent experience & amazing view and peaceful area. The host was very friendly, communication was very good and they were very understanding as I had my bridal preparation there. Definitely recommended!