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Holiday houses in Trypiti

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Top-rated holiday rentals in Trypiti

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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 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 favourite
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 favourite
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 favourite
A spacious outdoor area presents a tranquil shower feature alongside sun loungers, highlighted by a stunning view of the Aegean Sea. The scene captures the soft hues of sunset reflecting on the water, with subtle landscaping visible in the foreground.
Apartment in Areti
4.99 out of 5 average rating, 370 reviews

Echoes Milos

Milos Echoes is a triumph of Greek architectural design and hospitality floating above the Aegean Sea. This intimate complex of six suites honors the Greek tradition of simplicity and is oriented only for adults. Echoes Suites' stunning location is perfect for sunset lovers. As the sun starts to slowly sink into the Aegean Sea our guests settle into comfortable private terraces that blend into the landscape and enjoy the enchanting spectacle. The universal Greek word “echo” is our inspiration.

Guest favourite
A traditional paved alley is featured, with seating arranged around small tables. A sunset casts warm hues outside the open entryway, creating a serene environment. A plate of grapes rests on one table, alongside a glass of refreshingly chilled beverage.
Apartment in Trypiti
4.88 out of 5 average rating, 142 reviews

Ianthini traditional room in Trypiti Milos

The traditional house "Porphyra" is located in the village of Tripiti in Milos. It is on the lower floor of a two-storey house, it has been renovated in 2020. Outside there is a traditional paved alley. Delivered clean. We will be happy to host you. To παραδοσιακό οίκημα  «Πορφύρα» βρίσκεται στο χωριό Τρυπητή στη Μήλο. Είναι στον κάτω όροφο διώροφης κατοικίας ,έχει ανακαινιστεί το 2020 . Εξωτερικά υπάρχει παραδοσιακό πλακόστρωτο σοκάκι. Παραδίδεται καθαρό .Θα χαρούμε να σας φιλοξενήσουμε.

Top Guest favourite
Two wooden lounge chairs are positioned on a sandy shore, facing a calm sea. A small table holds two glasses of orange beverages, offering a clear view of distant hills and boats gently bobbing on the water.
Cycladic home in Klima
5 out of 5 average rating, 128 reviews

The Colourful Land Syrma

The Colourful Land "Syrma" is a partly cave-like boat house, fully transformed on 2022 that offers comfort, relaxation and wonderful view of Western Milos hills. The values of Cycladic architecture combined with a touch of luxury defined the design philosophy. The unified vaulted interior welcomes you with kitchenette, living room and highly eleveted king size bed which are connected with the bathroom. Surraunded by archeological hills and belong to the sea.

Top Guest favourite
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, 160 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!

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 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).

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.

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!

Top Guest favourite
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 holiday rentals

Frequently Asked Questions

  • What are the most popular amenities for Cycladic House Rentals in Trypiti?

    Enhance your stay in our Cycladic House Rentals with the most popular amenities: over 10 homes with free parking, over 30 homes with wifi, over 30 homes with a kitchen, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Trypiti have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Trypiti. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Trypiti?

    Trypiti has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Trypiti have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Trypiti. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Trypiti?

    Four-legged friends are welcome in Trypiti. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do house rentals in Trypiti have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Trypiti. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Trypiti have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Trypiti. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Trypiti?

    Yes! Work meets play with ease at over 20 vacation rentals in Trypiti featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about holiday rentals in Trypiti

  • Total holiday rentals

    Explore 120 holiday rentals in Trypiti

  • Nightly prices starting at

    Trypiti holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Trypiti holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Trypiti rentals

  • 4.8 Average rating

    Trypiti stays are highly rated by guests—averaging 4.8 out of 5!

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