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Holiday houses 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 $69 NZD 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 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

    140 of Trypiti holiday rentals include Wi-Fi 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
5.0 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
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, 175 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!

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
4.92 out of 5 average rating, 151 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, 176 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 light-filled room features a single bed positioned beside a minimalist wooden table. A large window offers a view of the sea, while a door leads to a private outdoor seating area with wooden chairs, allowing for relaxation by the water.
Cycladic home in Fyropotamos
5.0 out of 5 average rating, 68 reviews

Spilia Milos

Welcome to Spilia Milos, your tranquil retreat in Firopotamos village on Milos island. Our charming syrma, a traditional fisherman's shelter, offers a blend of modern comforts and rustic charm, perched atop cliffs overlooking the Aegean Sea. Whitewashed walls adorned with bougainvillea create a picturesque setting, while inside, curated furnishings evoke Cycladic allure. At Spilia Milos, escape to your own private paradise by the sea, where every moment is a cherished memory in the making.

Top 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
5.0 out of 5 average rating, 100 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 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, 72 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
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
5.0 out of 5 average rating, 144 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 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, 417 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 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, 153 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
Cycladic home in Nomós Kykládon
4.96 out of 5 average rating, 158 reviews

Manolis And Filio Home -By The Sea

Μanolis and filio home by the sea is on the first floor while on the ground floor there is another independent home (belongs to another owner) The building is right in front of the beach, where you can swim with the most beautiful the sunset. The home is 5 minute walk from Alogomandra, one of the most exciting beaches in Milos.

Top Guest favourite
A large door opens to reveal a panoramic view of calm sea waters, with a sandy shore and distant hills visible. A tiled floor extends into the foreground, complementing the blue walls that frame the scene.
Home in Fyropotamos
4.99 out of 5 average rating, 117 reviews

Aquamarine I

Ergina's Boat House is a traditional house built in the sea front! It is a two storey building offering the very basic facilities. On the ground floor there is the kitchen with the big door overlooking the sea water and on the upper floor there is the bedroom with the balcony.

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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