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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, 123 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
The serene coastline features clear turquoise waters gently lapping against rocky shorelines and sandy patches. A few white buildings are nestled along the waterfront, providing a harmonious blend with the natural landscape. The backdrop includes rugged hills and distant islands under a clear blue sky.
Cycladic home in Milos
4.94 out of 5 average rating, 301 reviews

The Cove | Beach House (Upper)

Escape to serenity with the soothing sounds of waves and the elegant ballet of boats, a legacy crafted by our family's mariner ancestors in the late 19th century. Nestled less than 10 steps from the water, the house rests in perfect harmony with nature and provides an ideal spot to unwind and relax. 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 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!

Guest favorite
A cozy bedroom is presented with a black bedspread covering a spacious bed, complemented by two dark accent pillows. Three decorative wall hangings create visual interest above the bed. Soft lighting is provided by unique lamps on both side tables, while a pale green wardrobe is visible.
Condo in Adamantas
4.84 out of 5 average rating, 158 reviews

Adamas Boutique Apt | 100m to the beach| Kalliopi

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. If you want a quiet, more special stay in high quality apartment, our accommodation and our beautiful island, Milos, will offer you unforgettable holidays.

Top guest favorite
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 home in Klima
5 out of 5 average rating, 121 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.

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.

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).

Superhost
A series of colorful houses line the coastline, each with vibrant doors and wooden balconies. The structures feature a mix of traditional architecture and modern elements, set against a backdrop of a gentle slope and water gently lapping at the shore.
Cycladic home in Klima
4.87 out of 5 average rating, 240 reviews

Sirma Irene - the Boat House on the Sea.

Klima is a traditional fishing village with colourful houses extending all the way to the small coast. It is located below the village of Trypiti and the Catacombs. The "Sirma" -a used to be winter hideout for fishing boats- was recently revamped.

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!

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 R1,391 ZAR 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!