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House holiday rentals in Trypiti

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Top-rated house rentals in Trypiti

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Top guest favourite
A sunset over the Aegean Sea is captured, with vibrant orange and yellow hues illuminating the sky. Silhouettes of distant hills outline the landscape, while reflections shimmer on the water's surface, creating a tranquil scene.
Home in Milos
4.93 out of 5 average rating, 125 reviews

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!

Top guest favourite
The image captures a hillside village set along the coastline, showcasing colorful fisherman houses lining the shore. A rocky terrain rises behind, adorned with greenery and scattered white buildings. The tranquil Aegean Sea is visible in the foreground, reflecting the muted tones of the sky.
Home in Klima
5 out of 5 average rating, 159 reviews

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!!

Guest favourite
A well-lit bedroom features a queen bed adorned with a light-colored coverlet. A flat-screen TV is mounted on a white wall unit alongside a storage area. Large glass doors lead to a terrace that overlooks the sea, with sheer curtains gently diffusing the light.
Home in Mandrakia
4.96 out of 5 average rating, 137 reviews

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.

Guest favourite
A bright red door opens to a stunning view of the sea, with mountains in the distance. A small table is set with a bottle and plate of food. Soft sunlight filters in, creating a serene atmosphere, while a figure is seen walking past the entrance.
Home in Klima
4.91 out of 5 average rating, 108 reviews

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

Top guest favourite
Home in Mandrakia
4.94 out of 5 average rating, 135 reviews

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.

Top guest favourite
Colorful houses line the waterfront, showcasing vibrant blue, green, and yellow balconies. A rocky shore is visible, with waves gently lapping against the stones. A traditional fishing boat is positioned nearby, adding to the coastal charm of the scene.
Home in Klima
4.97 out of 5 average rating, 174 reviews

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.

Guest favourite
Home in Pera Triovasalos
4.95 out of 5 average rating, 200 reviews

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.

Top guest favourite
A balcony view presents a small table with two chairs, overlooking vibrant turquoise waters. Nearby, a traditional fishing boat is anchored, and a Greek flag flutters gently. The backdrop features rugged cliffs, creating a serene coastal atmosphere.
Home in Firopotamos
4.97 out of 5 average rating, 134 reviews

"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.

Top guest favourite
A serene view is captured from the veranda, featuring a bottle of white wine and two glasses on a wooden table. The sunset casts warm colors across the sky, reflecting on the calm sea. Scenic rocky islands are visible in the distance.
Home in Pollonia
5 out of 5 average rating, 102 reviews

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.

Superhost
A bright sleeping area is showcased with a spacious bed, complemented by two bedside lamps. Light-colored walls contrast with the dark wooden ceiling beams. A small vase with flowers sits atop a minimalist dresser, and natural light enters through the window with sheer curtains.
Home in Trypiti
4.89 out of 5 average rating, 134 reviews

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.

Guest favourite
A serene outdoor space is presented, featuring two lounge chairs positioned beside a small wooden table. A light pink blanket drapes over one chair, with a straw hat resting on the table. The backdrop includes the crystal blue sea and a clear sky.
Home in Milos
4.94 out of 5 average rating, 102 reviews

Mytakas House Sea View

From our house you can enjoy the infinite blue and the nicest sunsets! Located in the traditional village of Mitaka, the house has a 2 mins walk from the sea! It is recently renovated(2021) and fully equipped for multi-day vacation stay. Ideal for families and couples for honeymoon!

Guest favourite
A large door opens to reveal a panoramic view of calm sea waters, with a sandy shore and distant hills visible. A tiled floor extends into the foreground, complementing the blue walls that frame the scene.
Home in Firopotamos
4.99 out of 5 average rating, 101 reviews

ERGINA’S BOAT HOUSE

Ergina's Boat House is a traditional house built in the sea front! It is a two storey building offering the very basic facilities. On the ground floor there is the kitchen with the big door overlooking the sea water and on the upper floor there is the bedroom with the balcony.

Popular amenities for house rentals in Trypiti

Quick stats about house rentals in Trypiti

  • Total holiday rentals

    Explore 30 holiday rentals in Trypiti

  • Nightly prices starting at

    Trypiti holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    30 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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