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Holiday rentals in Trypiti

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Quick stats about holiday rentals in Trypiti

  • Total holiday rentals

    Explore 130 holiday rentals in Trypiti

  • Nightly prices starting at

    Trypiti holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 5,320 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 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

    120 of Trypiti holiday 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!

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
5 out of 5 average rating, 157 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
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
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 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
4.96 out of 5 average rating, 150 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
The traditional windmill is prominently featured against a night sky, showcasing its stone structure and wooden sails. The surrounding area includes a wooden railing and nearby modern buildings, merging historical architecture with contemporary design.
Windmill
4.99 out of 5 average rating, 168 reviews

The windmill in Milos' port

Experience the charm of Milos Island from the unique vantage point of our traditional windmill, nestled in the heart of Adamas, the island's port. Dating back to the 19th century, this meticulously renovated windmill offers a one-of-a-kind retreat. Spread across two floors, the windmill features a cozy living room on the ground floor & a comfortable bedroom with an attached WC on the upper floor. Step outside and be greeted by breathtaking panoramic views of the gulf of Adamas.

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
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
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
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
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
A small outdoor terrace is framed by lush greenery, featuring a white table and two blue chairs. The table is set with two beverages and a plate of food. A window, partially obscured by light fabric, offers a glimpse of the interior.
Flat
4.97 out of 5 average rating, 140 reviews

Matilda - Cycladic Apartment

Our Apartment was built respecting the Cycladic, traditional architecture and following minimal aesthetics. The apartment is suitable for 3 up to 4 persons! We are located in Triovasalos village, where the closest beaches are Fyropotamos, Plathiena and Sarakiniko. Plaka, the capital city of the island, is only 800m away. By foot you can also reach Tripiti village, the Ancient Roman Theatre, Catacombes and the fishing villages Klima and Mandrakia.

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
4.95 out of 5 average rating, 150 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.
Flat
4.99 out of 5 average rating, 411 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 woman sits on a sunlit terrace, capturing the serene view of the blue sea with a camera. A small table beside her displays a glass of orange juice and fresh fruits, complementing the expansive coastal landscape visible in the background.
Home
5 out of 5 average rating, 103 reviews

Mytakas House Full Sea View

Από το σπίτι μας μπορείτε να απολαύσετε το απέραντο γαλάζιο και τα ωραιότερα ηλιοβασιλέματα! Βρίσκεται στο παραδοσιακό χωριουδάκι Μύτακας .Το σπίτι έχει απόσταση 2 λεπτά με τα πόδια από την θάλασσα! Είναι πρόσφατα ανακαινισμένο(2021) και πλήρως εξοπλισμένο για πολυήμερη διαμονή διακοπών. Ιδανικό για οικογένειες και ζευγάρια για honeymoon!

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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