Holiday rentals in Trypiti

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Quick stats about holiday rentals in Trypiti

  • Total holiday rentals

    Explore 150 holiday rentals in Trypiti

  • Nightly prices starting at

    Trypiti holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    140 of Trypiti holiday rentals include wifi 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!

Top-rated holiday rentals in Trypiti

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 158 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 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 home in Milos
4.94 out of 5 average rating, 313 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 home in Klima
4.93 out of 5 average rating, 149 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 favourite
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, 174 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 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, 152 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 favourite
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, 99 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.

Guest favourite
An outdoor terrace features two wooden lounge chairs positioned beside a white coffee table. The surrounding walls are painted in white, creating a bright and open space. A clear blue sky and distant coastline are visible, providing a serene backdrop.
Cycladic home in Plaka Milos
4.96 out of 5 average rating, 118 reviews

Sunset Nest!

Set in Plaka Milou, 2.4 km from Gerania Beach and 2.4 km from Catacombs of Milos, Sunset Nest, offers air-conditioned accommodation with a patio and free WiFi. This apartment includes 1 bedroom, a living room and a flat-screen TV, an equipped kitchen with a dining area, and 1 bathroom with a shower and a washing machine. Sunset Nest offers a terrace for watching breathtaking sunsets . A car rental service is available at the accommodation, while hiking can be enjoyed nearby.

Top guest favourite
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
4.93 out of 5 average rating, 69 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 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, 177 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
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, 142 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.

Guest favourite
The interior living space features two comfortable sofas, accented with green and blue cushions. A wooden coffee table sits centrally, adorned with a book and a glass. Wide glass doors open to reveal a serene sea view, leading to a terrace with seating.
Cave in Mandrakia
5 out of 5 average rating, 16 reviews

Sirma Maris

Think of a paradise. With the stunning sea view and distinctive contemporary finishing touches. This is the place! Our accommodation is located in Mandrakia Village. The sea is just 5 m away. It has two queen beds, two sofas, 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 the sea at your feet! The port of Adamas is 5 min. away with a car.

Top 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 home in Milos
4.95 out of 5 average rating, 151 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 holiday 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.

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