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Family-friendly vacation rentals in Trypiti

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Top-rated family-friendly rentals in Trypiti

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Top guest favorite
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, 122 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!

Guest favorite
Lush green foliage frames a tranquil view of the coastline, with clear blue water lapping at the shore. A rocky landscape rises in the background, showcasing the natural beauty of the serene environment. Comfortable seating is positioned nearby, inviting relaxation by the waterfront.
Cycladic home in skinopi
4.96 out of 5 average rating, 140 reviews

Skinopi Fisherman's Dream

Many years ago a fisherman was living in Skinopi. He was often dreaming about how wonderful it would be to transform the garage of his boat to a small but cosy house just half a meter away from the seafront. In present days his dream became true. Fisherman's Dream House is lying exactly on the coastline... In a quiet old fishermen's community away from sounds and stressful situations of a daily life. It is the ideal place for those discerning travellers who seek to develop their Summer Memories.

Guest favorite
A clear view of the coastline features calm turquoise waters gently meeting rocky shores. White buildings are nestled along the water's edge, surrounded by patches of greenery. In the distance, a mountainous landscape complements the serene atmosphere.
Cycladic home in Milos
4.98 out of 5 average rating, 157 reviews

The Cove | Beach House (Lower)

Step right onto the sand in this stylish yet authentic beach house, crafted by our family's mariner ancestors in the late 19th century. Nestled by a sandy beach, less than 10 steps from the water, it rests in perfect harmony with nature and provides an ideal spot to unwind and relish seaside living. Eco-friendly and freshly renovated in 2022. What sets us apart is our commitment to annual maintenance, ensuring a perpetually refreshed haven. Explore the timeless allure of coastal living with us!

Top guest favorite
A small outdoor table is set for two, accompanied by wooden folding chairs. A pair of glasses and a bottle of water are placed on the table, with a bright pink flower nearby. The sea can be seen in the background, framed by palm trees and distant mountains.
Apartment in Adamantas
4.99 out of 5 average rating, 127 reviews

Esperos seaside suite in Adamas, Milos

Esperos seaside apartment in Adamas, Milos, is new, beautifully designed and can accomodate 4 persons. Many amenities, aircondition, kitchen, sitting room and balcony to ensure a comfortable vacation by the sea. It is in walking distance from the port, near the restaurants, the shops and all other services. Only a few meters away from the beach, in a quiet neighborhood and offers parking space. Because of its position its can also become your starting point to exlpore the island of Milos.

Top guest favorite
A colorful hammock drapes between two trees, offering views of the shimmering blue sea in the distance. Lush greenery surrounds the area, and the sunlit horizon stretches out, creating a peaceful outdoor space perfect for relaxation.
Cycladic home in Mandrakia
4.99 out of 5 average rating, 157 reviews

Ikia Moraiti

We are located in Mandrakia, a scenic village by the sea, in Milos. If you’re looking for a tranquil spot on the island to spend a relaxing vacation by the seaside, Ikia Moraiti (Moraiti’s home), will win you over and become your home away from home. Whether you’re staying indoors or lounging on the patio, you will enjoy the best of Milos: peace and quiet, magnificent sea vistas, a blue horizon as far as the eye can see, and nothing to distract you but the soothing sounds of Nature.

Guest favorite
An outdoor dining area is featured under a shaded pergola, with a wooden table surrounded by four light wooden chairs. The tranquil waterfront setting offers views of calm blue waters and nearby white structures, providing a serene backdrop for meals.
Cycladic home in Milos
4.98 out of 5 average rating, 116 reviews

Achinos By The Sea Milos

Did you spent your time working on stressing situations away from your family and friends? Do you feel like you need time away from the everyday routine? “Achinos By the Sea” is the place for you and your fellowship! Spend your vacation at this traditional Sirma (boat-house) and get in line with the sound of the sea and the waves. Let the pure north Aegean wind take away all your consideration!Take advantage of our Greek hospitality and let your self travel like the summer breeze!

Top guest favorite
A bright bedroom features a spacious bed adorned with crisp white linens. Natural light enters through a window with soft curtains, revealing a glimpse of the outdoor view. A modern light fixture adds a subtle touch to the room's minimalist design.
Villa in Plaka
4.94 out of 5 average rating, 124 reviews

Sunset Mansion

Where history meets modern design… Welcome to our “Sunset Mansion”. This is a fully renovated luxurious contemporary house of the 1840s, previously owned by nobles of the traditional settlement of Plaka. High ceilings, very ample spaces,, a veranda offering a unique sunset view and a design which combines simplicity and luxury are some of the key aspects characterizing this special house. We can welcome up to eight guests, each one featuring its own private bathroom.

Top guest favorite
An outdoor patio area features several red lounge chairs arranged around a circular stone wall. A clear blue sky and distant sea views create a tranquil backdrop. The ground is finished with smooth concrete, enhancing the spaciousness of the setting.
Cycladic home in Milos
4.98 out of 5 average rating, 129 reviews

Calimeren

Situated within an estate of 500m2 in the picturesque village of Plakes you will find the stone house of “Kalimerena“. A small (35m2) functional and very quiet house, away from the noise, very close to the capital of Plaka (a 5 minute walk) and the centre of the island. Built at the beginning of the 20th century out of stone the house was recently renovated and combines a traditional atmosphere with the comfort of a modern and simple decoration.

Top guest favorite
A spacious outdoor terrace features a large dining table surrounded by comfortable seating. A vibrant centerpiece is placed on the table. The landscape reveals rolling hills and a panoramic view of the sea under a partly cloudy sky.
Home in Trypiti
4.98 out of 5 average rating, 159 reviews

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!

Top guest favorite
Home in Pera Triovasalos
4.95 out of 5 average rating, 197 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.

Superhost
A view of a garden space featuring various plants, including cacti and an olive tree. Steps lead up to the house. A small seating area with white chairs is visible, framed by shadows cast by the structure, with a scenic vista of the sea in the background.
Home in Trypiti
4.85 out of 5 average rating, 69 reviews

CASA MILOS

Casa cicladica ristrutturata con vista sui mulini e sul mare. A meno di dieci minuti dal porto, dalla plaka e dal mare. La casa offre vista fantastica di alba e tramonto, grande privacy, calma assoluta e contatto con la natura. BENVENUTI !!!

Top guest favorite
An inviting mini private pool is seen on the veranda, surrounded by lush greenery. Two glasses and a bottle of wine rest within the pool, with a scenic view of hills and the sea visible in the distance.
Cycladic home in Trypiti
4.94 out of 5 average rating, 200 reviews

Casa Rustica-Luxury Cavehouse with view

An extraodinary cave house, right in the traditional village of Trypiti. A fully renovated 1800s house, part of it carved into volcanic rock. Sleeps up to three persons, offers facilities of a modern house along with tradional character!

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