Vacation rentals in Trypiti

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Top-rated vacation rentals in Trypiti

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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, 154 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 favorite
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, 168 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 favorite
A balcony offers a view of the Aegean Sea, featuring several boats anchored in the water. Two wooden chairs are positioned beside a small table, with a plant placed on the table. The surrounding landscape includes gently rolling hills under a clear blue sky.
Home in Klima
4.99 out of 5 average rating, 166 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 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, 145 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 favorite
A wooden table is set on a balcony overlooking the Aegean Sea. A bottle of wine and two glasses sit on the table, with a cluster of grapes nearby. Boats can be seen floating in the clear blue water, framed by distant mountains.
Cycladic home in Klima
5 out of 5 average rating, 97 reviews

Capetan Nikolas Boat House

In the quietest area of this fishing village there is a two storey boat house . On the 1st floor, the apartment of Captain Nicolas named from the initial owner, built with stone and natural materials. In a particular Cycladic architecture (cave house) , makes the visitor travel through time, experiencing an old time, simple way of life with all modern facilities by the sea. Due to the natural construction of the boat house the temperature is maintained in natural conditions.

Top guest favorite
A bright bedroom features a spacious bed adorned with crisp white linens. Natural light enters through a window with soft curtains, revealing a glimpse of the outdoor view. A modern light fixture adds a subtle touch to the room's minimalist design.
Villa in Plaka
4.95 out of 5 average rating, 132 reviews

Sunset Mansion

Where history meets modern design… Welcome to our “Sunset Mansion”. This is a fully renovated luxurious contemporary house of the 1840s, previously owned by nobles of the traditional settlement of Plaka. High ceilings, very ample spaces,, a veranda offering a unique sunset view and a design which combines simplicity and luxury are some of the key aspects characterizing this special house. We can welcome up to eight guests, each one featuring its own private bathroom.

Top guest favorite
A bright hallway leads into the kitchen area, showcasing a light color palette. A wooden bar with two stools is positioned against the wall, complemented by a decorative bowl. An arched entrance adds architectural interest and softens the overall space.
Cave in Trypiti
4.92 out of 5 average rating, 62 reviews

Authentic Cave House in Trypiti, Milos

Donkey’s Cave is a renovated traditional cave house in Trypiti, Milos, close to the Ancient Theater and the spot where the Venus de Milo was discovered. Ideal for couples, small families, or groups of up to 3 guests. It features one double bed and a sofa that converts into a bed (180 x 105 cm), suitable for one person, a private veranda, and offers an authentic and romantic stay experience. There is also the option to book a second accommodation next door upon request.

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, 139 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
Two lounge chairs are positioned on a terrace, facing a sunset over the water. The sun casts a warm glow reflecting on the sea, with silhouettes of nearby boats visible. Gentle hills frame the background, contributing to the serene coastal atmosphere.
Cycladic home in Klima
5 out of 5 average rating, 18 reviews

White Coral

This boathouse of 40 m² used to be the traditional storage for fishermen's boats. It is situated in Klima and only 100 metres from Klima Beach, White Coral features accommodation with sea view, free WiFi and free private parking. The air-conditioned "boathouse" consists of 1 bedroom, a living room, a fully equipped kitchen with an oven and a coffee machine, and 1 bathroom with a shower and bathrobes. A flat-screen TV is available. It also offers a terrace.

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, 165 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 private veranda features two minimalistic tables and a telescope, positioned to overlook the calm sea. Soft clouds drift above, framing the expansive view of the surrounding islands and horizon, creating a tranquil space for relaxation and observation.
Apartment in Plaka
4.98 out of 5 average rating, 85 reviews

Cliffside residence (@Eight Suites)

This is a unique residence located at the cliffside location of the traditional village of Plaka (the capital of Milos). Hanging at the edge of the settlement our guests will be able to enjoy a "caldera-like" view and magnificent sunset but without the crowds. A spacious renovated one bedroom residence able to accommodate two persons (only two persons, adults only) and offer a memorable stay combining luxury, privacy and panoramic views.

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
4.95 out of 5 average rating, 147 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.

Popular amenities for Trypiti vacation rentals

Frequently Asked Questions

  • What are the best places to stay in Trypiti?

    Stays around Trypiti’s village center are frequently suggested for walkable access to tavernas, historic sites, and views. Traditional whitewashed homes provide a locally rooted experience and a sense of Cycladic heritage.

  • What are the best things to do in Trypiti with kids?

    Kids often enjoy wandering through quiet alleyways, exploring the entrance to the catacombs, and sampling sweet treats from local bakeries. Open-air cafés and village squares make it easy for families to relax together.

  • What are some of the best things to do in Trypiti?

    Explore the ancient catacombs, wander narrow village streets, and relax at local tavernas serving regional dishes. Visiting traditional churches and admiring the hilltop views are also frequently suggested activities.

  • How is the weather in Trypiti?

    Weather in Trypiti generally brings warm, sunny summers and mild winters, typical of the Cyclades. Light breezes and clear skies are common, so light clothing and a hat are useful throughout much of the year.

  • When is the best time to visit Trypiti?

    Late spring and early autumn are often recommended for milder temperatures and quieter lanes. Summer brings lively festivals and vibrant outdoor gatherings, with warmer, sunnier days.

  • What are the best places to visit in Trypiti?

    Explore the ancient catacombs, visit Saint Nicholas Church, and wander lanes lined with Cycladic homes. Local bakeries and small galleries add cultural flavor to an afternoon in the village.

  • What are some hiking trails in Trypiti?

    Trypiti has scenic hiking routes that wind through classic Cycladic landscapes, olive groves, and hills. Explore trails near ancient catacombs, local chapels, and panoramic viewpoints for a mix of nature and history.

  • What are some family activities we can do in Trypiti?

    Families often enjoy exploring the ancient catacombs, visiting small chapels, and sharing pastries from local bakeries. Village squares and open-air seating make it welcoming for everyone.

  • What are some of the best day trip ideas from Trypiti?

    Explore nearby fishing villages, relax at local beaches, or discover archaeological sites around the island. Coastal walks and traditional workshops often appeal to travelers seeking a deeper local connection.

  • Are there any pet friendly accommodations available in Trypiti?

    You can find pet friendly stays in Trypiti, with many welcoming dogs or cats by request. Village surroundings and open-air patios make it easy to enjoy time outdoors together.

  • What are some local tips for visiting Trypiti?

    Wear comfortable shoes for cobblestone paths, bring a hat for shade, and sample local bread or sweets at family-run bakeries. Early mornings are often quieter for exploring sites around the village.

  • What is Trypiti known for?

    Trypiti is known for its ancient catacombs, classic Cycladic architecture, and relaxed community vibe. The village’s hillside location provides wide views and a peaceful atmosphere.

  • What are the best hidden gems to explore in Trypiti?

    Trypiti is known for tucked-away chapels, quiet alleyways with Cycladic architecture, and serene spots near the ancient catacombs. Small local bakeries and artisan shops invite curious travelers to explore further.

  • What are the best foods to try in Trypiti?

    Trypiti has local specialties like cheese pies, honey-drenched pastries, and fresh seafood. Traditional stews and Cycladic meze plates are frequently suggested at family-run tavernas.

  • What should I bring for a trip to Trypiti?

    Pack comfortable walking shoes for stone paths, a sun hat, and light layers for varying weather. A reusable water bottle and a camera are helpful for exploring outdoor sites and village scenes.

  • What is the nightlife in Trypiti like?

    Trypiti has a relaxed nightlife scene centered around village tavernas and cafés, where guests gather for conversation and music. Expect evenings with a local flavor rather than large clubs or late-night venues.

  • What are the most popular events or festivals in Trypiti?

    Trypiti often celebrates with religious feast days and community gatherings at local churches, which are especially lively in the summer months. Folk music, dance, and regional dishes are part of many local festivals.

  • Are there family friendly vacation rentals in Trypiti?

    Trypiti has a variety of vacation rentals that often include features like kitchens, multiple bedrooms, and patios suitable for families. Many hosts provide helpful amenities to welcome guests of all ages.

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 ﺩ.ﺇ 110 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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