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Family-friendly vacation rentals in Trypiti

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Top-rated family-friendly rentals in Trypiti

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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, 124 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 favorite
An outdoor terrace features a spacious dining table surrounded by woven chairs, with a stunning view of the sea and rocky coastline beyond. Natural light fills the space, and the serene atmosphere is enhanced by the palm trees and distant hills.
Cycladic home in skinopi
5 out of 5 average rating, 148 reviews

Skinopi Fisherman's House

A folk fisherman's house from the 50's, has been carefully renovated with detail. Located in the traditional fisherman's village of Skinopi just next to the shore, it will offer you exceptional holidays away from stressful .Daily life If we have to give a name to that house..it would be the house of colors! Introducing all tones of colors of a daytime like sky's blue and sun's gold or even orange and purple of a sunset. Also night's dark hues have been set as an illusion between moon and stars.

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, 158 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
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!!

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, 117 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
Home in Pera Triovasalos
4.95 out of 5 average rating, 198 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.

Guest favorite
A charming terrace is showcased, featuring a small dining table and chairs arranged for outdoor enjoyment. Potted plants add color, while views of the harbor can be seen in the distance. Natural light fills the space through large glass doors.
Cycladic home in Adamantas
4.84 out of 5 average rating, 192 reviews

Milios Home

Το παραδοσιακό σπίτι μας βρίσκεται στο χωρίο του Αδάμα(λιμάνι).Η διαρρύθμιση του χώρου είναι ιδανική για χαλάρωση και ηρεμία!Τα χρώματα στο εσωτερικό του σπιτιού παραπέμπουν στην κυκλαδίτικη αρχιτεκτονική και σε κάνουν να νιώθεις ως μόνιμος κάτοικος του νησιού!Ενώ υπάρχει η δυνατότητα πολύ εύκολα να βρεθείς στην αγορά του νησιού(supermarkets,restaurants ,souvenir shops).

Guest favorite
A glass of wine rests on a light-colored surface, accompanied by folded towels in vibrant hues. The background features a tranquil sea at sunset, with soft pastel colors illuminating the sky and distant mountains.
Villa in Plaka
4.88 out of 5 average rating, 145 reviews

Sunset Villa

This is a very cosy place with direct view towards the famous sunset of Milos from the capital of Plaka. It is a two minutes walk from the center, still in a very quite location offering privacy. Right in the traditional village of Plaka!

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, 201 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!

Top guest favorite
The spacious terrace features a dining table and white chairs, offering unobstructed views of the sea and surrounding islands. The setting sun paints the sky with warm hues, creating a peaceful atmosphere perfect for relaxation.
Villa in Trypiti
4.97 out of 5 average rating, 118 reviews

Family Villa, Amazing Sunset View

This Villa is ideal for families and provides the relaxation needed during vacations. Enjoy on the first level the panoramic sea view to Adamantas bay. On the terrace the best spot of the Villa you can witness the best sunset in Milos.

Popular amenities for Trypiti family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Trypiti

  • Total vacation rentals

    Explore 40 vacation rentals in Trypiti

  • Nightly prices starting at

    Trypiti vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Wi-Fi availability

    30 of Trypiti vacation rentals include wi-fi 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!