
Cycladic house vacation rentals in Trypiti
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Top-rated cycladic house rentals in Trypiti
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Popular amenities for Trypiti cycladic house rentals
Family-friendly cycladic house rentals

Loulou House
Our stay at Loulou House was one of the highlights of our trip! The house is well designed, clean, functional, spacious, and was equipped with everything we needed. The setting is quiet and peaceful with incredible views in all directions. It truly felt like we were in a painting! We loved seeing the goats every day. Angeliki went above and beyond as a host. She helped us navigate to the house, showed us around the property, answered our questions promptly, stocked the house with plenty of food and water, and even left us with a parting gift. Highly recommend this place for an authentic and relaxing experience!

Villa | Fully equipped with amazing view
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.

MILOS SUN VILA, 3 BEDROOMS WITH SEA VIEW
Many thanks to Anna for her welcome, her availability and her advices throughout our stay. We really appreciated her responsiveness and kindness and it made all the difference to our visit to the island. The house was superb, perfectly suited to our expectations, and has left us with some very fond memories. We had an excellent time there, in a setting that was as comfortable as it was pleasant. The view was breathtakingly beautiful. The house had all amenities and was close to the centre (5 mins drive). We greatly recommand the house

Amalia Apartment in Pollonia
A great place to stay, very clean and has everything you need. The owner left fresh Greek pastries every morning and was very welcoming. Really recommend

zanart maisonette
Staying at this place was fantastic. You fell so peacefully. Location is convenient and the host very attentive. This is the place to come back over and over to relax at Milo’s.

Proteus, Cozy Apartment in Adamas
We thoroughly enjoyed our stay. Irene and her husband were very welcoming and responsive. He was waiting for us, even though we arrived past 9:00 pm, and spent time acquainting us with the island (via map), including sights and restaurants. The home was spotless and well situated just a couple streets (and a short walk) from the waterfront. The only drawback we found was the shower. As others have noted, it is tiny. But we managed and had a wonderful stay. We would recommend this home to others.

The Serenity House-Villa Apollon
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!

Summer Villa
We had a wonderful stay in Adamas at the summer villa! The house was clean and beautiful, it had everything we needed, and it was close to all attractions. Very friendly host! Thank you 🙏
Cycladic house rentals with a patio

Homa pool villa1 in Serifos Vagia beach
Staying here was so special, magical, really was out of this world. Takis and team were fantastic, warm, kind and professional. Outstanding place, completely faultless. Thank you so much Takis and team, from all of us.

Niel apartment with sea view
totally nice and helpful hostess. very good accommodation. everything is fine. Definitely a recommendation

Blue Calm Luxury Villa in Sifnos
We felt we were in paradise ! Blue Calm is beautiful, totally relaxing, yet with plenty of walking paths to follow, surrouunded with the scent of wild thyme and fennel. Villages on the island are interesting and all different, with great eating places. Our host greeted us with delicious coffee , fresh cheese and olive oil and did everything possible to make our stay a delight. We have stayed in many places all over the world, none matches this. Thank you.

Nesea Sifnos - Villa Kymo
A beautiful quiet and secluded apartment with great facilities including a spa and shared pool. A 10 minute walk into the bars and restaurants in town. Danni was a great host and provided all the assistance we needed including renting a car - which you will definitely need if you want to explore the island.

'Vorini'Chora,Serifos,Castle.
Great place, clean and in a beautiful location. Fontini was very responsive and we had a lovely time on Serifos. Would happily come back!

Newly renovated Villa in the heart of Apollonia
Maria's place is fabulous, that sums it up.

At La Plage Residences 01
Thank you George, I had a very relaxing stay at your Platis Gialos apartment, which is what I was looking for. Brand new unit, spacious, nice finishes and well equiped from the Kitchen to a washer and dryer which are very useful while traveling through Europe and the greek islands. Everything is brand new and worked perfectly!! The beach across the street is amazing for a walk, swim or to relax in a lounger on any of the beach restaurants. George, I wish you a great season ahead, thank you for your Hospitality, I hope we meet again some day!! Thank for the ride to port. Blessings!!

4-BEDROOM CYCLADIC HOUSE WITH POOL
We had a really lovely stay. David and the local contact were extremely accessible and helpful. The house was excellent. Lovely views of Kastro below. Very well equipped for cooking and eating outside. Small but lovely pool with stunning view. Great local walks, great restaurants and Taverna’s. Whole family loved it. Would definitely come again.
Cycladic house rentals with a washer and dryer

Apollonia Summer Villa
We had a wonderful stay in Sifnos! The house was beautiful—spacious, comfortable, and thoughtfully equipped, especially the kitchen. The beds were cozy, and the location was perfect—just a short 10-minute walk to the grocery market and 5 minutes to the bus station. While the bus schedule was limited during our stay, we mostly walked or used taxis, which worked well. That said, if you're planning to stay longer be sure to rent a car. There are plenty of hiking trails accessible directly from the house. Our favorite was a 6-mile route that took us through charming villages, along the coastline, and through peaceful farmlands and hillsides—absolutely breathtaking. We also did a boat excursion on The Amanda Boat, which was a fantastic way to see the island from the water. Our hosts were incredibly helpful and kind, offering excellent recommendations for local restaurants and things to do. It was an unforgettable trip, and we’re already looking forward to coming back one day! Thank you!

Moschoula's Apartment
Outstanding room on a beautiful beach with nearby restaurants and coffee shops. Moschoula is an amazing hostess! She kept bringing us fresh baked treats!

Perigiali Family Apartment in Folegandros
A very nice small hotel in a great location on the most beautiful sandy beach of the island (and 2 within 10 min walking distance). Nice host, good breakfast smoothies and great beds! We felt home. Newly renovated studio. Nearby some good alternative taverns. 10 min drive from Chora. I highly recommend this! Also for a couple with young children sharing the studio.

Serifos Lemon. Authentic Medieval house in Chora.
Probably one of the most unique places I’ve ever stayed. Serifos Lemon is high on the hillside and tho location and atmosphere is really something else and an insight into the traditional way of living. Nikos was ready for me, allowed me to check in early and personally guided me to the house and assisted with my bag. A truly friendly and generous host. Highly recommend this place for a unique stay in Serifos.

Green Luxury Villas: 4 Bedrooms, 4 Bathrooms
Perfect stay. Picture are very relevant. Beautiful sunset, confortable house. Nice welcoming. Would recommand/ come back again without a doubt. Just Make sure to rent a quad or Jeep/Suzuki to access the house bécasse the road is bumpy.

House of Harmony on the beach
We absolutely loved our stay in House of Harmony! The location couldn’t be better, right next to the most beautiful beach on the island. Everything you can dream of is in the house: from kids toys to Yoga mat to decaf coffee . We would love to come back every year! Thanks so much Eva & Vasken

White Rock ☆ Agali Suite
Christos was an excellent host, he helped us book both a rental car as well as a boat trip. We really appreciated all of his food and beach recommendations, they were all excellent. He was also very responsive, and always willing to go above and beyond. The accommodation was perfectly located, comfortable, clean, and had a fridge stocked with breakfast items. I would definitely recommend this stay if you are in Milos. Thanks Christos!

Green Luxury Villas: 2 Bedrooms, 2 Bathrooms
The house is very modern and well designed and the view is incredible. The sunsets are magical. Luca was very responsive. Great place!
Quick stats about cycladic house rentals in Trypiti
Total rentals
30 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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