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Cycladic house holiday rentals in Trypiti

Find and book unique cycladic home rentals on Airbnb

Top-rated cycladic home rentals in Trypiti

Guests agree: these cycladic home rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A sunset over the Aegean Sea is captured, with vibrant orange and yellow hues illuminating the sky. Silhouettes of distant hills outline the landscape, while reflections shimmer on the water's surface, creating a tranquil scene.
Home in Milos
4.94 out of 5 average rating, 126 reviews

Un rêve de maison cycladique surplombant la mer

Bienvenue en Grèce, dans ma maison ! C’est une maison familiale, typiquement cycladique. Elle a appartenu à mes grand-parents et j’ai essayé d’en garder l’esprit, tout en l’adaptant aux exigences de la vie d’aujourd’hui . Une maison de village, accessible par un charmant escalier, elle est totalement protégée des bruits de la route. Exposée plein sud, (très important, car à l’abri du meltemi, vent du nord qui souffle en rafale tout l’été) , elle surplombe Klima, un pittoresque village de pêcheurs ( à 20mn à pied et 3mn en voiture) et toute la baie intérieure. Environnement très calme de grecs qui vivent là toute l’année et qu’il faut respecter. Des terrasses où prendre son petit déjeuner, et profiter des couchers du soleil incendiaires. A l’intérieur une première grande pièce commune, cuisine, salon avec un petit canapé, une salle de douche et WC, une belle chambre avec son « doulapi » (placard ) inclus dans le mur. Les plafonds sont restés traditionnels, poutres et kalami récemment blanchis à la chaux et dont la vertu est de protéger du bruit et de la chaleur, mais ni des moustiques, araignées et insectes qui peuvent nous rendre visite en dépit des soins constants apportés à la propreté de la maison ! Malgré tout, même si nous sommes tout près de la mer, nous sommes aussi dans la campagne grecque, celle des oliviers, des cyprès, et d’une flore typiquement cycladique; du chant des cigales et des grillons, la nuit tombée. Avec au loin, les clochettes des moutons et le braiment d’un âne. Ce qui rendra votre séjour dépaysant et je l'espère unique !

Guest favourite
Two wooden lounge chairs are placed near a calm sea, overlooking a natural rocky arch. A small table holds a chilled bottle of wine and two glasses, inviting relaxation. The sandy area is surrounded by smooth, light-colored rocks and a clear blue sky.
Cycladic home in Milos Island
4.89 out of 5 average rating, 102 reviews

Aqua House 1

An open space beach house, of 60 s.m. for 5 people, with one double bed, 2 single beds and 1 big sofa, very stylish and comfortable. It is decorated with boho and cozy design styling combined with the 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 2 & 3. Welcome basket with local products offered.

Top guest favourite
Home in Mandrakia
4.94 out of 5 average rating, 136 reviews

Mandrakia Apartment

A cozy seaside stay in the picturesque village of Mandrakia, just steps from the sea. Ideal for up to 3 guests, perfect for relaxing moments by the water. One extra guest can be accommodated at an additional cost. Close to swimming spots and a traditional seaside taverna. Wake up to the sound of the sea and enjoy the authentic charm of Mandrakia. A peaceful escape with natural light, island simplicity, and a true sense of Aegean living — perfect for slowing down and reconnecting.

Top guest favourite
Two white, high-back stools are positioned beside a railing overlooking the sea, with a scenic view of rocky shores and distant mountains. A decorative tray holds two cups, complemented by a pair of sunglasses resting nearby, suggesting a relaxed outdoor environment.
Cycladic home in Milos
5 out of 5 average rating, 111 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 favourite
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, 129 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 favourite
A serene bedroom is depicted with a spacious bed dressed in white linens, complemented by textured black throw blankets. Natural wood accents are featured in mirrors and wall art. A small table and a woven basket complete the room's minimalist design, with soft lighting enhancing the ambiance.
Apartment in Adamantas
4.86 out of 5 average rating, 194 reviews

Adamas Boutique Studio|100m to the beach| Kalliopi

You are welcome for your lovely vacations to a friendly area, only 100 meters distance from the sandy beach of Lagada, overlooking the green and the mountain to enjoy a carefree and enjoyable holiday on the island of Aphrodite, Milos, famous for to the more than 75 small and big beaches of crystal, deep blue waters. If you want a quiet, more special stay in high quality apartment, our accommodation and our beautiful island, Milos, will offer you unforgettable holidays.

Guest favourite
A bright living space features an arched ceiling and light-colored walls. A cozy seating area with decorative cushions is paired with a round dining table surrounded by black chairs. Simple decor elements like a fan and wall art add a touch of character.
Home in Adamantas
4.87 out of 5 average rating, 188 reviews

Adamas Cosy Apartment| 100m to the beach| Kalliopi

If you want a quiet, more special stay in high quality apartment, our accommodation and our beautiful island, Milos, will offer you unforgettable holidays. You are welcome for your lovely vacations to a friendly area, only 100m distance from the sandy beach of Lagada overlooking the green and the mountain, to enjoy a carefree and enjoyable holiday in Milos the island of Aphrodite famous for to the more than 75 small and big beaches of crystal, deep blue waters.

Top guest favourite
An outdoor patio area features several red lounge chairs arranged around a circular stone wall. A clear blue sky and distant sea views create a tranquil backdrop. The ground is finished with smooth concrete, enhancing the spaciousness of the setting.
Cycladic home in Milos
4.98 out of 5 average rating, 130 reviews

Kalimerenas

Situated within an estate of 500m2 in the picturesque village of Plakes you will find the stone house of “Kalimerena“. A small (35m2) functional and very quiet house, away from the noise, very close to the capital of Plaka (a 5 minute walk) and the centre of the island. Built at the beginning of the 20th century out of stone the house was recently renovated and combines a traditional atmosphere with the comfort of a modern and simple decoration.

Top 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.
Serviced apartment in Triovasalos
4.97 out of 5 average rating, 134 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 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, 162 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!

Guest favourite
Cycladic home in Plaka
4.81 out of 5 average rating, 104 reviews

Aelia House Plaka

Aelia House is located in one of the most picturesque places of Milos. Plaka village which is the capital of the island, is on a hill with overwhelming view of the Aegean sea. At the Castle which can be found on the top of the hill, people can take panoramic photos of Milos island. Plaka is a pure taste of Cycladic architecture and culture.

Guest favourite
Flat in Adamantas
4.97 out of 5 average rating, 114 reviews

Proteus, Cozy Apartment in Adamas

Large, independent, spacious apartment, 65 m2, fully renovated, stylish and modern. It is on the ground floor, with front patio and back-yard where you can enjoy your meal or drink. Located in a quiet place, close to Adamas port and Papikinou beach, but away from the noisy town centre. It has two rooms plus kitchen room plus bathroom+WC.

Popular amenities for cycladic home rentals in Trypiti

Quick stats about cycladic house rentals in Trypiti

  • Total holiday rentals

    Explore 30 holiday rentals in Trypiti

  • Nightly prices starting at

    Trypiti holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    30 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!