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Vacation rentals in Trypiti

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Top-rated vacation rentals in Trypiti

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

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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.

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, 309 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!

Top guest favorite
Cycladic home in Milos Island
4.94 out of 5 average rating, 107 reviews

Aqua House 2

An open space beach house, of 60 s.m. for 6 pax with 1 double bed, 2 sofa beds and 2nd room with 2 single beds very stylish and comfortable. It is decorated with boho and cozy design styling combined with Cycladic culture. The house has direct access to a sea view veranda, with a big dining table. It is situated on a small bay, with similar moon white rocks as Sarakiniko that form a secluded cove in front of the house, together with Aqua house 1 & 3. Welcome basket with local products offered.

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, 141 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
Cycladic home in Milos
5 out of 5 average rating, 114 reviews

Milos By The Sea - Eco House

"Milos By The Sea" is a brand new, traditional solar powerhouse, 100% eco-friendly, located in a fishing village only 600 meters from Plathiena beach. It is an Eco friendly house as it is completely powered by solar energy. The picturesque settlement called "Areti", provides an exquisite view, since it is surrounded by the beauty of nature. Waking up to the sound of the waves is a unique experience for our guests who need to enjoy absolute tranquility during their vacation.

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 balcony is presented with a vibrant purple railing, offering views of clear turquoise waters and distant boats. A round table showcases a selection of food and drinks, while two comfortable rattan chairs invite relaxation against the coastal backdrop.
Cycladic home in Klima
5 out of 5 average rating, 129 reviews

The Colourful Land Klima, Milos

You've likely heard of Klima if Milos island is on your bucket list. The colorful seaside village tops all must-see lists. A long strip of multi-colored traditional fishermen houses, known as “syrmatas” lie along Milos Bay. Come at golden hour and stay for a magnificent sunset over the bay. The colors of the sky complement the dynamic boathouses for a night you won't soon forget. An authentic experience and the most picturesque spot on the entire island.

Guest favorite
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.
Apartment in Triovasalos
4.97 out of 5 average rating, 135 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 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, 395 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
An outdoor dining area is featured under a shaded pergola, with a wooden table surrounded by four light wooden chairs. The tranquil waterfront setting offers views of calm blue waters and nearby white structures, providing a serene backdrop for meals.
Cycladic home in Milos
4.98 out of 5 average rating, 122 reviews

Achinos By The Sea Milos Beachfront Boathouse

Achinos by the sea Milos is a beachfront boathouse in Agios Konstantinos with direct access to the sea and beautiful Aegean views. This traditional space combines authentic Cycladic charm with comfort. Enjoy the sound of the waves, relax by the water, and experience Milos like a local. Ideal for couples, families, and travelers looking for a peaceful and authentic island stay.

Guest favorite
A bright yellow door opens to a scenic view of the sea, framed by stone walls. The outdoor deck features a railing, providing a vantage point to observe boats on the water. Sunlight filters in, creating a warm and welcoming entrance.
Home in Milos
4.97 out of 5 average rating, 293 reviews

The Yellow Boat House

The little fishing village known as Klima is located right on the waterfront quite close to the entrance of the huge natural harbour of Milos. The tiny hamlet is much admired for its little boat houses with their brightly painted doors and windows.

Guest favorite
A series of colorful houses line the coastline, each with vibrant doors and wooden balconies. The structures feature a mix of traditional architecture and modern elements, set against a backdrop of a gentle slope and water gently lapping at the shore.
Cycladic home in Klima
4.87 out of 5 average rating, 244 reviews

Sirma Irene - the Boat House on the Sea.

Klima is a traditional fishing village with colourful houses extending all the way to the small coast. It is located below the village of Trypiti and the Catacombs. The "Sirma" -a used to be winter hideout for fishing boats- was recently revamped.

Popular amenities for Trypiti vacation rentals

Frequently Asked Questions

  • 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.

  • 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.

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 G$6,276 GYD 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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