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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 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
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 homes 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.

Superhost
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 homes 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!

Guest favourite
Two bamboo lounge chairs are positioned on sandy ground, facing a calm sea with a rock arch in the background. A small table holds a wine cooler with two glasses of rosé, offering a serene ambiance with clear blue skies above.
Cycladic homes in Milos Island
4.94 out of 5 average rating, 102 reviews

AQUA HOUSE 2

An open space beach house, of 60 s.m. for 6 pax with 1 double bed, 2 sofa beds and 2nd room with 2 single beds very stylish and comfortable. It is decorated with boho and cozy design styling combined with Cycladic culture. The house has direct access to a sea view veranda, with a big dining table. It is situated on a small bay, with similar moon white rocks as Sarakiniko that form a secluded cove in front of the house, together with Aqua house 1 & 3. Welcome basket with local products offered.

Top guest favourite
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, 131 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 favourite
The cottage house, set against a backdrop of hills, features a white exterior and a pergola-covered terrace. A few shrubs and flowers adorn the entrance, while the surrounding landscape consists of natural vegetation and rocky terrain, creating a serene and rural atmosphere.
Cottage in Milos
5 out of 5 average rating, 132 reviews

Ralaki Cottage 2

This extraordinaire cottage house is located in Ralaki, near Chalakas, a rural area of Milos, with great mountain view and vegetation. The house sleeps 4 persons in one double bed and one sofa bed in the spacious living room. It has a fully equipped kitchen and bathroom, parking space, air conditioning and a gorgeous veranda to enjoy the fresh air and the view to the mountain and the sea. Road is near and the access with car is easy. Triades and Ammoudaraki beach are only 10 minutes away.

Top guest favourite
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 homes in Mandrakia
4.99 out of 5 average rating, 158 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.

Top guest favourite
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, 125 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.

Guest favourite
A spacious sleeping area features a large white bed with neutral bedding, accompanied by a smaller bed adorned with patterned textiles. Decorative wall hangings and modern lighting fixtures enhance the serene ambiance. A woven rug complements the light-colored tiled floor.
Apartment in Adamantas
4.85 out of 5 average rating, 188 reviews

Adamas Studio| 100m to the beach | Kalliopi Vikeli

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, at only 100 meters distance from the sandy beach of Lagada, overlooking the green and the mountain to enjoy a carefree and enjoyable holiday on the island of Aphrodite, Milos, famous for to the more than 75 small and big beaches of crystal, deep blue waters.

Top guest favourite
A balcony is presented with a vibrant purple railing, offering views of clear turquoise waters and distant boats. A round table showcases a selection of food and drinks, while two comfortable rattan chairs invite relaxation against the coastal backdrop.
Cycladic homes in Klima
5 out of 5 average rating, 122 reviews

The Colourful Land Klima, Milos

You've likely heard of Klima if Milos island is on your bucket list. The colorful seaside village tops all must-see lists. A long strip of multi-colored traditional fishermen houses, known as “syrmatas” lie along Milos Bay. Come at golden hour and stay for a magnificent sunset over the bay. The colors of the sky complement the dynamic boathouses for a night you won't soon forget. An authentic experience and the most picturesque spot on the entire island.

Guest favourite
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 homes in Adamantas
4.84 out of 5 average rating, 195 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 favourite
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, 147 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!

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 $112 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,650 verified reviews to help you choose

  • Wifi availability

    30 of Trypiti vacation 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!