
House holiday rentals in Trypiti
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Top-rated house rentals in Trypiti
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A dream of a Cycladic house overlooking the sea
Welcome to Greece, to my home! It's a family home, typically Cycladic. It belonged to my grandparents and I tried to keep the spirit, while adapting it to the demands of today's life. A village house, accessible by a charming staircase, it is totally protected from road noise. Facing south, (very important, because sheltered from the meltemi, north wind that blows in bursts all summer), it overlooks Klima, a picturesque fishing village (20 min walk and 3 min drive) and the entire inner bay. Very quiet environment of Greeks who live there all year round and who must be respected. Terraces where you can have breakfast and enjoy the fiery sunsets. Inside, a first large common room, kitchen, living room with a small sofa, shower room and toilet, a beautiful bedroom with its "doulapi" (closet) included in the wall. The ceilings have remained traditional, beams and kalami recently whitewashed and whose virtue is to protect from noise and heat, but not from mosquitoes, spiders and insects that can visit us despite the constant care taken to keep the house clean! Despite everything, even if we are very close to the sea, we are also in the Greek countryside, that of olive trees, cypresses, and a typically Cycladic flora; the song of cicadas and crickets, at nightfall. With in the distance, the bells of sheep and the braying of a donkey. This will make your stay exotic and I hope unique!

Drougas' Sea House
A traditional Fisherman house. One bedroom with double bed.Fully equipted bathroom. In the living room (bed/sofa for a 3rd visitor) you can find and a fully organized kitchen and a dining table.Balcony with amazing view to the Aegean Sea! One traditional “SIRMA” in which fishermen storage their boats for the winter. It's located into the fishermen village called Klima. Fully renovated (2019), with many traditional tips from its past. Perfect place for teleworking ... gazing at the Aegean Sea!!

Milos Dream House 2
Think of a paradise. With the stunning sea view, Cycladic design and distinctive contemporary finishing touches. This is the place! Our accommodation is located in Mandrakia Village. The sea is just 50m away. It consists of one bedroom with one queen bed, fully equipped kitchen and a bathroom (with complimentary toiletries), smart TV, air conditioning and Wi-Fi. You can enjoy food & drinks on its terrace with spectacular view of the deep blue Aegean. The port of Adamas is 5 min away with a car.

Fisherman's House in Klima
The picturesque village of Klima with the traditional colorful houses built in the water. In the southern part of the island. The village drives you to the ancient theater, the catacombs and the place where the statue of Venus was discovered. A traditional fisherman’s house known as “sirma”, where a huge door on the lower part of the house protected the boat. one room with a double bed, a second room with two single beds, kitchen, bathroom and balcony right above the sea. NOW RENOVATED

Mandrakia Apartment
A cozy seaside stay in the picturesque village of Mandrakia, just steps from the sea. Ideal for up to 3 guests, perfect for relaxing moments by the water. One extra guest can be accommodated at an additional cost. Close to swimming spots and a traditional seaside taverna. Wake up to the sound of the sea and enjoy the authentic charm of Mandrakia. A peaceful escape with natural light, island simplicity, and a true sense of Aegean living — perfect for slowing down and reconnecting.

Blue Sea House
It consists of two levels. The lower floor has two sofas that can accommodate two persons, a fully organized kitchen, a dining table, and a small w.c. The internal wooden staircase leads to the upper floor where there are two rooms that contain a double bed, two single beds, a toilet, a shower and a balcony with a wonderful view. There is a nice restaurant 250 meters from the house and some really interesting walk paths that lead you to a variety of destinations.

Adamas Cosy Apartment| 100m to the beach| Kalliopi
If you want a quiet, more special stay in high quality apartment, our accommodation and our beautiful island, Milos, will offer you unforgettable holidays. You are welcome for your lovely vacations to a friendly area, only 100m distance from the sandy beach of Lagada overlooking the green and the mountain, to enjoy a carefree and enjoyable holiday in Milos the island of Aphrodite famous for to the more than 75 small and big beaches of crystal, deep blue waters.

Anemolia House
Detached house of 55 sq.m with modern design and traditional touches.Fully renovated in 2016.It's located in a quiet location with unique view to the bay of Milos!Just 1,5 km from Plaka (capital), 850 m from the Catacombs and 3,5 Km from Adamas port. The house is suitable for couples and families with children. It has a fully equipped kitchen, 2 bedrooms with sea view balcony, living room, bathroom and 2 large verandas with unobstructed view!

Dust in The Wind. Small house, stunning view.
The house is located in a quiet location with a breathtaking view and, at the same time, 10 minutes walk away from taverns, shops, supermarkets, banks etc. Moving around: In a 5 minutes walking distance there is a bus stop. By car, it is a 6 minutes drive to Sarakiniko (the moon beach), 7 minutes drive to the port and 15 to the airport. We're also very close to Plaka village (the capital of Milos) and Mandrakia fishing village.

"Armira" Boat House in Firopotamos
Armira Boat House is located literally a few steps away from the sea in the small, remote, traditional seaside community of Fyropotamos. Originally built by my ancestors in the early 1900s to serve as a fisherman’s cottage and boat house traditionally known as “sirma”, it is a unique example of Cycladic traditional architecture and is one of the very few of its kind.

Maison Esperia
Built at a beautiful location in the picturesque village of Pollonia, Maison Esperia offers free, limitless sea view towards the Aegean sunset which will amaze you. The maisonette is only a few steps away from the center of the village. Built in 2020, it is an ideal choice for couples or families since it can accommodate up to 5 people.

Old Wine Press Room
Traditional small studio in Trypiti, created with love inside an old wine press that has become a warm retreat for two. Peaceful courtyard, free parking, and an authentic sense of Cycladic serenity. Ideal for those seeking calm, natural light, and moments of relaxation in a genuine Cycladic village.
Popular amenities for house rentals in Trypiti
House rentals with a pool

uncle's house "giagia" luxury suite

The Serenity House 2- Villa Aphrodite

Fylakopi Private Pool Retreat for 6

Infinity Sea Front Villa

Vilianna Milos

Luna Rossa Milos - Olive Home
Weekly house rentals

AURORA HOUSE WITH GARDEN

Porto Vista Milos

Million Fantasy House

Lenio grandma's house

Melisses Sea View House

Captain's Boathouse, Klima Beach

Milos Waves Apartments (Ground Floor)

Almyra House
Private house rentals

Mistral Maisonette. Milos, Adamas.

Seaside Nest

Areti's Milos Guesthouse

Villa Ellania Milos

Kryni Deluxe House 2

Fegaropetra Studio Milos

Sea & Sunset View Parasporos House, Adamas Milos

Zefyria Studio
Quick stats about house rentals in Trypiti

Total holiday rentals
Explore 20 holiday rentals in Trypiti

Nightly prices starting at
Trypiti holiday rentals start at $115 SGD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
20 of Trypiti holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Trypiti rentals

4.9 Average rating
Trypiti stays are highly rated by guests – averaging 4.9 out of 5!
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