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Vacation rentals in Trypiti

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Top-rated vacation 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!

Guest favourite
A spacious balcony is equipped with a wooden table and four woven chairs, offering views of the sea and surrounding landscape. The structure features a thatched roof providing shade, while clear blue skies enhance the outdoor dining experience.
Cycladic homes in Milos
4.92 out of 5 average rating, 119 reviews

Anemosyrma

Anemosyrma is a traditional beach house in the magnificent island of Milos. Located in the small picturesque village of Agios Konstantinos, Anemosyrma (“anemos” greek word for wind & “syrma” for Melian boat house) is actually the upper floor of a traditional “syrma”, where people used to drag and store their boats to be protected from the sea. The apartment of 50m2 in an open space plan, has a balcony overlooking the sea and it preserves a modern country style featuring unique Cycladic elements.

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.

Guest favourite
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 homes 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 favourite
A spacious view from indoors reveals the sandy beach leading to calm waters, where a canoe rests beside a folding chair. Gentle waves reflect the soft light of the day, and distant hills create a serene backdrop.
Cycladic homes in Klima
4.92 out of 5 average rating, 145 reviews

Mimallis Syrma in Milos

Welcome to our enchanting two-story Cycladic house, nestled right by the sea in the picturesque fisherman's village of Klima, located in the heart of Milos bay. Immerse yourself in the idyllic seaside lifestyle, where each day is adorned with breathtaking sunset views and the gentle lull of the waves. Our quaint little boat with paddles and a canoe adds an extra touch of magic to your summer getaway, allowing you to explore the pristine waters at your leisure. Discover the beauty and charm of

Guest favourite
A well-lit bedroom features a queen bed adorned with a light-colored coverlet. A flat-screen TV is mounted on a white wall unit alongside a storage area. Large glass doors lead to a terrace that overlooks the sea, with sheer curtains gently diffusing the light.
Home in Mandrakia
4.96 out of 5 average rating, 138 reviews

Milos Dream House 2

Think of a paradise. With the stunning sea view, Cycladic design and distinctive contemporary finishing touches. This is the place! Our accommodation is located in Mandrakia Village. The sea is just 50m away. It consists of one bedroom with one queen bed, fully equipped kitchen and a bathroom (with complimentary toiletries), smart TV, air conditioning and Wi-Fi. You can enjoy food & drinks on its terrace with spectacular view of the deep blue Aegean. The port of Adamas is 5 min away with a car.

Top guest favourite
Colorful houses line the waterfront, showcasing vibrant blue, green, and yellow balconies. A rocky shore is visible, with waves gently lapping against the stones. A traditional fishing boat is positioned nearby, adding to the coastal charm of the scene.
Home in Klima
4.97 out of 5 average rating, 174 reviews

Blue Sea House

It consists of two levels. The lower floor has two sofas that can accommodate two persons, a fully organized kitchen, a dining table, and a small w.c. The internal wooden staircase leads to the upper floor where there are two rooms that contain a double bed, two single beds, a toilet, a shower and a balcony with a wonderful view. There is a nice restaurant 250 meters from the house and some really interesting walk paths that lead you to a variety of destinations.

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.

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 dining area is set on a spacious terrace, featuring a glass table surrounded by rattan chairs. Plates of food and glasses of drinks are arranged on the table. The vibrant sunset casts a warm glow over the bay and hills in the background.
Cycladic homes in Milos
4.94 out of 5 average rating, 134 reviews

"Ianthini" Milos sea view houses in Trypiti

The traditional house "Ianthini" is located in the village of Tripiti on Milos. It is ideal for a quiet vacation. It is on the upper floor of a two-storey house, has been renovated in 2020 with sensitivity to the traditional Cycladic architecture. There is a large terrace overlooking the entrance to the bay of Milos. The house is delivered clean. We will be happy to accommodate you.

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 Exclusive Suite

Relax in the Echoes Exclusive Suite at Echoes Milos, perfect for 2 guests seeking comfort and tranquility. Snuggle up in the king-size bed, enjoy a coffee from your Nespresso machine, and take in the breathtaking sea views. The suite features a mini-bar, fully equipped outdoor kitchenette, and indoor and outdoor showers, ensuring a cozy and private stay with all modern conveniences.

Top guest favourite
A balcony view presents a small table with two chairs, overlooking vibrant turquoise waters. Nearby, a traditional fishing boat is anchored, and a Greek flag flutters gently. The backdrop features rugged cliffs, creating a serene coastal atmosphere.
Home in Firopotamos
4.97 out of 5 average rating, 134 reviews

"Armira" Boat House in Firopotamos

Armira Boat House is located literally a few steps away from the sea in the small, remote, traditional seaside community of Fyropotamos. Originally built by my ancestors in the early 1900s to serve as a fisherman’s cottage and boat house traditionally known as “sirma”, it is a unique example of Cycladic traditional architecture and is one of the very few of its kind.

Popular amenities for Trypiti vacation rentals

Frequently Asked Questions

  • 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.

  • How much does it cost to stay in house rentals in Trypiti?

    Experience the best of Trypiti with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • 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.

  • Do house rentals in Trypiti have air conditioning?

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

  • 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.

  • Do apartment rentals in Trypiti have wifi?

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

  • Do cycladic house rentals in Trypiti have free parking?

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

Quick stats about vacation rentals in Trypiti

  • Total vacation rentals

    Explore 120 vacation rentals in Trypiti

  • Nightly prices starting at

    Trypiti vacation rentals start at $41 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    110 of Trypiti vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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