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Cycladic house vacation rentals in Trypiti

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Popular amenities for Trypiti cycladic house rentals

Family-friendly cycladic house rentals

Top guest favorite
Cycladic home in Milos
4.96 out of 5 average rating, 71 reviews

Loulou House

NicoleRating, 5 stars8 months ago
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!
Superhost
Cycladic home in Milos
4.94 out of 5 average rating, 54 reviews

Villa | Fully equipped with amazing view

MarwinRating, 5 stars9 months ago
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.
Superhost
Cycladic home in Pera Triovasalos
4.84 out of 5 average rating, 56 reviews

MILOS SUN VILA, 3 BEDROOMS WITH SEA VIEW

TitouanRating, 5 stars4 weeks ago
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
Guest favorite
Apartment in Pollonia
4.92 out of 5 average rating, 71 reviews

Amalia Apartment in Pollonia

EabhaRating, 5 stars2 days ago
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
Top guest favorite
Cycladic home in Trypiti
4.98 out of 5 average rating, 51 reviews

zanart maisonette

NidiaRating, 5 stars5 days ago
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.
Top guest favorite
Apartment in Adamantas
4.99 out of 5 average rating, 101 reviews

Proteus, Cozy Apartment in Adamas

KarenRating, 5 stars8 months ago
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.
Top guest favorite
Cycladic home in Adamantas
4.96 out of 5 average rating, 55 reviews

The Serenity House-Villa Apollon

JamesRating, 5 stars9 months ago
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!
Guest favorite
Cycladic home in Milos
4.91 out of 5 average rating, 66 reviews

Summer Villa

HelenRating, 5 stars2 weeks ago
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

Superhost
Villa in Vagia
5 out of 5 average rating, 5 reviews

Homa pool villa1 in Serifos Vagia beach

Rebecca TimmsRating, 5 stars11 months ago
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.
Apartment in Ramos
4.67 out of 5 average rating, 6 reviews

Niel apartment with sea view

HenningRating, 5 stars11 months ago
totally nice and helpful hostess. very good accommodation. everything is fine. Definitely a recommendation
Guest favorite
Villa in Artemonas
4.92 out of 5 average rating, 37 reviews

Blue Calm Luxury Villa in Sifnos

NinaRating, 5 stars3 weeks ago
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.
Villa in Platis Gialos
5 out of 5 average rating, 5 reviews

Nesea Sifnos - Villa Kymo

BradRating, 5 stars2 weeks ago
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.
Guest favorite
Cycladic home in Serifos
4.86 out of 5 average rating, 22 reviews

'Vorini'Chora,Serifos,Castle.

NichRating, 5 stars2 weeks ago
Great place, clean and in a beautiful location. Fontini was very responsive and we had a lovely time on Serifos. Would happily come back!
Guest favorite
Villa in Apollonia
5 out of 5 average rating, 10 reviews

Newly renovated Villa in the heart of Apollonia

MarcoRating, 5 stars9 months ago
Maria's place is fabulous, that sums it up.
Apartment in Platis Gialos
New place to stay

At La Plage Residences 01

NachoRating, 5 stars2 days ago
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!!
Cycladic home in SIFNOS
4.89 out of 5 average rating, 9 reviews

4-BEDROOM CYCLADIC HOUSE WITH POOL

AndrewRating, 5 stars21 months ago
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

Guest favorite
Villa in Sifnos
5 out of 5 average rating, 13 reviews

Apollonia Summer Villa

LaraRating, 5 stars1 month ago
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!
Guest favorite
Apartment in Platis Yialos
4.88 out of 5 average rating, 16 reviews

Moschoula's Apartment

TomRating, 5 stars8 months ago
Outstanding room on a beautiful beach with nearby restaurants and coffee shops. Moschoula is an amazing hostess! She kept bringing us fresh baked treats!
Guest favorite
Cycladic home in Agkali
4.95 out of 5 average rating, 20 reviews

Perigiali Family Apartment in Folegandros

IreneRating, 5 stars12 months ago
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.
Superhost
Cycladic home in Serifos
4.85 out of 5 average rating, 20 reviews

Serifos Lemon. Authentic Medieval house in Chora.

AndrewRating, 5 stars8 months ago
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.
Cycladic home in Folegandros

Green Luxury Villas: 4 Bedrooms, 4 Bathrooms

RomainRating, 5 stars35 months ago
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.
Cycladic home in Agios Georgios
5 out of 5 average rating, 6 reviews

House of Harmony on the beach

NoraRating, 5 stars34 months ago
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
Superhost
Apartment in Adamantas
4.8 out of 5 average rating, 10 reviews

White Rock ☆ Agali Suite

ZenRating, 5 stars32 months ago
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!
Home in Folegandros
4.35 out of 5 average rating, 17 reviews

Green Luxury Villas: 2 Bedrooms, 2 Bathrooms

SebastianRating, 5 stars34 months ago
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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