Family-friendly holiday rentals in Trypiti

My partner and I had such a wonderful week staying at Anna’s. Her place is beautiful and thoughtfully designed with geological elements from the island. She has honored and maintained the original architecture while adding in modern amenities. We loved laying out on the back porch by the mini pool in the afternoons and having breakfast in the private garden. We rented an atv from an agency a block away and used it to explore the beaches, scenic overlooks and fishing villages of the area. We also enjoyed walking around Plaka in the evenings. It’s a truly peaceful setting.

This property is absolutely beautiful and Eleni was very accommodating! Eleni recommended some restaurants and make sure we knew what to expect getting to Milos!

We had a great time at Mikros Vorias. The apartment is so charming, well equipped and spotless clean. The communication was super easy and quick and the place looks exactly like it does in the pictures. The location is very convenient. Would absolutely recommend staying there!

We loved our stay here - amazing views, easy walk to the best beach on Sifnos, great cafes and restaurants. The house is fantastic - well set up, very comfortable and almost brand new. We will be back in 2025!

We had a fantastic stay at this Airbnb in Paros. The house was spacious, spotless, and very practical—equipped with everything you might need for a comfortable stay. The thoughtful touches, like water in the fridge, a bottle of wine, and a sponge cake, made us feel right at home from the moment we arrived. The location is in a peaceful village, so a car is essential, but that wasn’t an issue for us. In fact, we loved the quiet and privacy, along with the beautiful views of Antiparos and the stunning sunsets. Highly recommend this place for anyone looking for a relaxing and well-appointed stay on the island!

Peaceful stay and beautiful location. Host had great recommendations and made us feel right at home. Would love to stay again

My wife and I had a wonderful stay here during our honeymoon. The property was beautiful and comfortable, and the view from the deck (with a hot tub, lounge chairs, and large table) was stunning. Would also be a great space for families and couples traveling together. Walking distance to town while also being quiet and private up on a hill. Would definitely stay here again if/when we visit Paros again in the future.

Aris' place is spotless & beautiful. The area is very quiet & peaceful. However, the best part of the stay was Aris himself; he met us at the Airbnb, helped us bring luggage to the room, & gave us a lot of recommendations that were spot on with restaurants, points of interest, etc. Aris is very responsive if you need to reach him. When our AM small ferry to Naxos was cancelled due to weather, I immediately called him to ask him what we should do. His solution was the best, although we had to leave Milos that day to go to Athens & take a larger stable ferry to Naxos the next day. We had to leave Milos within 2 hrs, & Aris arranged for a taxi to pick us up from the airport car rental to bring us to the port. Because of him, we were not in a bind like the dozens we saw at the ferry kiosk who were at a loss, missing the chance to do what we did. While we were frantically packing, I thought I left my passport in a tour van! Aris called them for us, but turns out I had it.

We absolutely loved our stay. I would highly recommend and hope to come again one day.

Odigitria was great, she responded promptly to our queries and was so helpful in arranging our transfers from and to the port, fantastic as there is only one taxi on the island and when we were there the only bus had broken down! She had also thought of everything you might need, 2 big bottles of water in the fridge ( which was on!) when we arrived, plenty of toilet rolls! a kettle and anti mosquito coils and matches! plus plug in mosquito repellent and tablets! Everything was spotless,the towels fluffy. the aircon was a real lifesaver as was the very effective free standing fan. OK the stairs to the bathroom were steep but there was an excellent handrail to hang onto, so not a problem. The terrace was fab, a great large space to sit in with lovely views. The plants were lovely and very pretty. Finally the house was in a great position,quiet but a just a few minutes walk to the supermarket and tavernas and a short 15 to 20 mins walk to the port. Thank you

We had the chance to stay for 4 days at Marilena's. What a delightfull stay it was. The house is fully equiped and climatised. If you want to rest on the outside you got plenty of very pleasents areas to take a nape. Marilena and her familly are very kind people, they left us some food and drinks at our arrival, communication was great, we couldnt have hoped for a better tenant. I'll recommend this place for people how wants to see something different than usuals harbors of the island. Just be sure to rent a vehicule in order to get to the house. We'll surely comeback with great pleasure if we got the opportunity to.

The view and location is excellent , you do need a car but you need transport anyway for the island ! Medusa the closest restaurant was one of the best we found and the most reasonably priced. The accomodation is cute and nicely decorated and very clean - well thought out. Very relaxing and a view that’s amazing ! Mandrakia the little fishing village down the road is charming with a coffee shop plus the local bakery is fab ! We thought we wanted to stay in Polonnia but we are very glad they had no accommodation, as we definetly preferred here. Loved our stay and would return

Check in went very smoothly, Viktoria was very helpful, gave us amazing recommendations! The Airbnb is walking distance to the beach and the port (where all of the amazing restos are). I would 100% recommend to book this place for you next Milos trip!

We just loved, loved, loved our stay in this stylish, beautiful and functional decorated accomodation! So much attention to detail! Especially the little chickens with stone eggs at several places 😁 We had the best welcome ever, warm heartedly greeted with delicious local foods, water and wine, for our anniversary we were celebrating. The cottage is very well equiped, even with umbrella’s to take to the beach. We had perfect weather and also enjoyed the outdoors: the 3 seating areas on the patio, the daybed AND the hammock! The seating area inside is a bit limited. The car has to be parked a few minutes walk to the cottage, with the last 35 meters an uneven walking path, so with heavy suitcases it might be a bit of a challenge. It is a centrally located for the whole of Milos, with stores and restaurants on walking distance. And it is a quiet environment, so good nights sleep, apart from the roosters ;-) So highly recommended!!!

Great location. Very walkable to Plaka. Ask for a sea view room.

We had a perfect stay! Manolis’ home was a fantastic choice for relaxation. He provided brilliant recommendations, brilliant directions and is overall a brilliant host. Highly recommend this property to explore the best of Milos.

Sissi was kind enough to meet us at the port and escort us to the house. The views are stunning. The grounds are beautiful and just like the photos. The location feels private with easy access to things with a car. Lovely clean pool. Sissi is very helpful with recommendations and checking in to see if all our needs were met. Would definitely recommend Sissi’s place! Would stay there again.

Wonderful stay as a family of four in Serifos, Great retreat, and had a dreamy week. YOU WILL NEED A VEHICLE IF TOU WANT TO GET ABOUT REGULARLY! Knowing this we booked a car and came and went happily and regularly. Good when it’s windy, lovely when the wind settles, all in all a cracking stay

We had a wonderful stay - lovely and spaceous studio, relaxing pool area and spectacular view. Hope to come back!

Wonderful days in Villa Giorgiana! Margarita's house is a haven of peace and tranquility. Everything was very clean and the Aliki area is beautiful. I hope to be back soon!

Stay was fantastic, stunning views, walkable from the town of aliki and a small beach. Would recommend bringing bug spray, lots of mosquitoes at night. Great host!

It's hard to put into words how perfect our stay was at the Serenity House! From the moment we arrived, Lila was there to greet us, direct us to the secluded villa, and show us around. Her and her poolboy ( husband haha) keep the property immaculate and they anticipate every need you might have. Contacting Lila during our syay was always easy and she never once made us feel like we were intruding. We felt like we were visiting family. The property itself was beyond any expectations we had! The pictures do not even do it justice. It's quiet and secluded, tucked away up on a hill - the road in is an adventure in itself, making it feel even more magical. The pool is perfect. The first views as you walk through the breezeway are breathtaking. The space was perfect for our group of 4. I will never forget our days in Milos. Thank you, Lila and Costas!

We absolutely loved this Airbnb! Tonia welcomed us when we arrived and she was so helpful and kind. She gave us lots of tips on the island. Our room was very clean with lots of extra touches, such as shampoo, conditioner, and lotion and some snacks in the fridge. The property was very well maintained and cleaned. The view was even better than the photos. We rented a car on the island and our favorite beaches were Santa Maria, Kalogeros, Faragas, and Molos. We highly recommend staying here.

Perfect location, amazing view from the terrace! We were sad to leave such an great place