Family-friendly holiday rentals in Pyrgos Kallistis

Book this NOW. This was hands down our favorite stay on our 2 week honeymoon in Greece. The location is peaceful and at the top of a cliff with the most stunning sunsets. The patio is airy, spacious and bright. Our room was cleaned daily. We rented an atv to explore the island (highly recommend). Our first night we ordered in pizza and wine and watched the sunset from the hot tub. Maria (the property manager) was quickly responsive and gave us lots of great suggestions. She was so friendly and accommodating. I don’t really even know how to explain how wonderfully peaceful this airbnb was - if I could have stayed another week here I would have - I watched the sunrise every morning with a coffee & a book and stretched in the hot tub. Side note: turn on the hot water an hour before if you want to shower longer than 5 minutes.

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!

We had a wonderful stay here! Everything was absolutely perfect! The villa is well equipped with everything you need for a week-long stay (or longer), and situated very close to shops in Lavrio for groceries. Waking up everyday to the beautiful sunrise over the sea with mountains in view was amazing. We were able to very comfortably fit our whole family here without any issues and there was still more space we could have used for additional people if needed. We definitely plan to come back here for more family vacations.

We truly loved our stay at this Airbnb in Fira, Santorini. We had six people comfortably sleep here. The pool and hot tub were amazing amenities on the beautiful multilevel outdoor space overlooking the Caldera. Centrally located on the island in the heart of the busy shopping/restaurant area however surprisingly not loud. One bedroom is open on a loft space so a bit less private for the couple who stayed in that room but still comfortable. We hiked to Oia on our first night, got there just in time for sunset! took us about 2:45hrs with stopping for photos and meandering the busy streets. We also rented ATVs to explore the rest of the island including Pyrgos and the beaches on the other side of the island. Aristotle was very responsive and helpful with booking us transfers for our group from Ferry and to airport. Highly recommend this Airbnb for your group stay in Santorini!!

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!

We loved the stay at Haris. Super central in Oía but at the same time quiet. Beautiful views. Had a microwave and a stove for us needed. It has two bathrooms and two bedrooms with a 2-seater bed. It was comfortable. Marcus helped us with our bags when we arrived and when we left. It does not have oven or washing machine to take it into account. Close to the most iconic blue domes in the area.

I am glad we chose Kostas place! Kostas was very responsive, answered all my questions before and during my stay. I didn't have to wait long for a reply! His checking in was smooth and informative! The balcony is amazing, so relaxling with amazing views! as a family of 3 it was the perfect Hub for us to go off an explore and come back and relax on the roof terrace untill bedtime! Place was clean and fresh if you thinking about booking do it!!

It was a fantastic place, in the heart of AntiParos. Lots of restaurants and bars around. The house is a gem, full of design details - oh my god the bathroom is so pretty!

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!

Everything was great .. the place is beautiful and quiet.

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!

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

Great spot to stay in the middle of Oia in Santorini. Very classic cave living which is pretty cool / unique. We stayed here with another couple and our baby, it worked very well. View is unmatched. Host is extremely responsive, potentially one of the most proactive hosts I've ever worked with. We had some water issues which were island-wide and the host worked with us to manage. We also took a private boat ride setup by the host which was a highlight of our trip.

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 calm and enjoyed the space outside and the possibility of parking while being close to everything. No noise, very pleasant stay. Everything was decorated with great taste. Well done!

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!

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 was such an incredible stay, while we were initially nervous that we were a little bit out of the town, it ended up being perfect because of the late night crowd. Our family enjoyed a quiet time by the pool and easy walk to Vera and whenever we needed something George was available to either help drive us or give us a recommendation on what to do. Our flight was actually delayed by an hour and a half, and because we were going to be getting in so late he had stocked the fridge and ordered pizza so it was waiting for us at the apartment incredibly thoughtful.

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!!!

This was the loveliest Airbnb we have ever stayed at! Serene and beautiful, the best part being Katerina (Anastasia’s mother). She was the sweetest woman ever, made us delicious fresh breakfast and was so nice to be around her. Definitely recommend staying here!

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!