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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, 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!

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!

Guest favorite
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 home in Milos Island
4.94 out of 5 average rating, 101 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 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 natural stone pathway leads to a beautifully built farmhouse featuring a mix of textured stone and white exterior walls. Lush greenery and flowering plants enhance the surroundings, while the clear blue sky provides a warm, inviting backdrop.
Villa in Milos
4.97 out of 5 average rating, 254 reviews

Valeria's Apartment

Private, high-ceilinged farmhouse apartment with bedroom and bathroom. Special kitchen corner, preparation of breakfast & cold dishes. 2 balconies (40m2 in total), with a panoramic view of the port in front and the sea of ​​Sarakiniko behind (the lunar landscape is only 15 minutes away on foot). Distances: 4 minutes from the port and 7 from the airport by car, Plaka: 5km, Pollonia: 7km, Fyriplaka-Tsigrado in 15 minutes. Recently landscaped garden, natural environment with privacy & tranquility

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
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, 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 favorite
Home in Pera Triovasalos
4.95 out of 5 average rating, 199 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 bright bedroom features a spacious bed with decorative pillows, complemented by soft yellow curtains. Natural light fills the room from the sliding doors, which offer views of the outside. A television is mounted on the wall opposite a simple storage unit.
Home in Katifora
4.86 out of 5 average rating, 109 reviews

Comfy Central Home

Cozy house ideal for families, couples, or groups up to 4. Sunny and comfortable, located in the center of Triovasalos village, close to the market, attractions, restaurants, and beaches. Quiet area with private parking available. Self check-in: Collect keys from the key case. Please provide your arrival details (time, ferry or flight). We’re happy to help with taxi arrangements or any other assistance.

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, 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 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, 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!

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!

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 G$16,737 GYD 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!