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Vacation rentals in Trypiti

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Top-rated vacation rentals in Trypiti

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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!

Top guest favorite
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, 149 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.

Top 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, 302 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
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 home 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

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!!

Guest favorite
A cozy bedroom features a spacious bed with neutral bedding and decorative pillows. A large window allows natural light to brighten the space, revealing views of the sea. Open shelving holds clothing and decor, while soft textures are added by a warm throw and curtain drapes.
Home in Mandrakia
4.96 out of 5 average rating, 137 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.

Guest favorite
A dining table is set outside with plates featuring fresh watermelon slices and grapes. Two glasses and a bottle of beverage are positioned on the table, with the clear Aegean Sea and distant rocky coastline visible in the background, under a bright blue sky.
Cycladic home in Milos
4.96 out of 5 average rating, 176 reviews

Traditional Waterfront House

Our traditional cycladic house is a hundred years old and used to be a summer retreat for our family..It is located on the seafront in the picturesque fishing village of Mandrakia on the North coast of the island.Our home is sitting right on the water's edge. and therefor has a panoramic seaview .From our veranda you will enjoy breathtaking views of the Aegean Sea and have direct access to the water.You walk out the front door,go down a staircase into the sea for snorkeling or swimming.

Top guest favorite
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, 127 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 favorite
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!

Top guest favorite
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 home in Milos
4.94 out of 5 average rating, 138 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 favorite
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, 374 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 favorite
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 apartment rentals in Trypiti?

    Experience the best of Trypiti with our apartment rentals, starting at about $50 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 cycladic house rentals in Trypiti have air conditioning?

    Absolutely! We offer over 30 cycladic house rentals with air conditioning in Trypiti. Enjoy a tailored experience with all the comforts you desire.

  • Do cycladic house rentals in Trypiti have a kitchen?

    Absolutely! We offer over 30 cycladic house rentals with a kitchen in Trypiti. Enjoy a tailored experience with all the comforts you desire.

  • Do cycladic house rentals in Trypiti have wifi?

    Absolutely! We offer over 30 cycladic 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 20 apartment 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 130 vacation rentals in Trypiti

  • Nightly prices starting at

    Trypiti vacation rentals start at R494 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 5,320 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Trypiti vacation rentals include wi-fi 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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