Cycladic house holiday rentals in Skyros

Find and book unique cycladic home rentals on Airbnb

Top-rated cycladic home rentals in Skyros

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

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Guest favourite

A modern villa is presented with a sleek swimming pool located at the forefront. The exterior features a covered porch with seating arrangements and blue shutters on the windows. A clear sky enhances the overall bright and airy feel of the surroundings.

Villa in Skyros

Deluxe Skyrian Villa 1

Enjoy all Skyros has to offer in this high-end villa. Be one of the first to enjoy this brand new house and all its amenities. The swimming pool will dazzle you as you enjoy the beach views and a view the xorio. A walk down a scenic path delivers you to a beautiful beachfront with calm crystal waters. The villa is tucked away in a quite neighborhood at the foot of the Skyrian village - a cool breeze off the water will be the only thing to interrupt the peace and quiet

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4.95 out of 5 average rating, 20 reviews

A vibrant display of blooming bougainvillea adds a splash of color in the foreground, while a rocky hillside rises in the background. The hill features historic buildings, offering a glimpse of local architecture against the clear blue sky.

Cycladic home in Skyros

House In the Center Of Skyros, First Floor

A two-story house built in the late 19th century, located in the traditional settlement of Skyros Island, near “Agora” (the center of the island), surrounded by restaurants, coffee-shops, bakeries, pharmacies, shops, etc. It is one of the few houses of the traditional settlement, which has a large garden (400m2) with a large variety of trees (lemon tree, vine, jasmine, etc.) and it is also within walking distance from the town’s main parking area.

FamilyLocationIndoor spaces

4.86 out of 5 average rating, 7 reviews

Guest favourite

A balcony offers a view of the surrounding area and sea, featuring a small table set with plates, cups, and fresh fruit. The space is complemented by a wooden chair and a railing, enhancing the outdoor dining experience.

Home in Skyros

Lovely Traditional House

Very pleasant and nice studio, decorated according the local tradition, located in the heart of Skyros Town. The studio has been recently renovated and can accommodate up to 3 persons. Air condition keeps the studio comfortable during hot weather. A balcony offers you a panoramic view over the town, the country and the sea in the distance. Please note, that pets are not admitted. Linen and towels are changed twice a week.

LocationValueIndoor spaces

4.85 out of 5 average rating, 13 reviews

Guest favourite

A terrace with six sun loungers is visible, facing a tranquil infinity pool that seamlessly meets the horizon. The backdrop features distant hills and the expansive sea under a clear blue sky, offering a sense of serenity and openness.

Cycladic home in Pefkos

Villa Giulsa

Very beautiful and « cosi » villa at 10 min from linaria’ port or from Skyros village, A bit retired with the most beautiful view of the island. Huge terrasse and pool. The villa has two dining areas on the terrace with a magnificent view of the sea and Pefkos on both sides. 800m from one of the most beautiful beach of the island, 15 min from the beach bars. You will need a car to stay at Villa Giulsa.

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5.0 out of 5 average rating, 19 reviews

The villa features a private pool surrounded by sun loungers and umbrellas. Verdant landscaping adds a touch of nature, while outdoor seating areas provide spaces for relaxation. The building has a clean, modern design with multiple outdoor areas that connect to the pool and gardens.

Home in Achilli

Villa d'amour

Villa d'amour is a newly built 170 sqm building located in the central part of the island, near the settlement of Aspous. A luxurious accommodation that is close to the most popular beaches and attractions. It is sunny, with cool air and tall vegetation, ideal for a quiet vacation. It provides complete privacy in your daily life, away from prying eyes, while also having a nice view of the countryside.

Top guest favourite

An outdoor terrace features a wooden dining table surrounded by four beige chairs, offering an unobstructed view of the ocean and distant hills. The clean, white walls and gray flooring create a calm and spacious environment, ideal for enjoying meals or relaxation.

Cycladic home in Kalamitsa

Sunny Home

Newly built seaside house, on a private plot of 4 acres, right in front of the central beautiful beach of Kalamitsa. The residence (50m2) is located on the floor of the building and has two large verandas (60 m2) with unobstructed sea view. Enjoy a quiet and relaxing vacation, in an exclusively private space, which has the amenities of a fully equipped house.

FamilyLocationGetting around

5.0 out of 5 average rating, 16 reviews

A shaded outdoor seating area is illustrated, featuring a circular table positioned under a wooden pergola. Two light-colored chairs are arranged around the table, with potted plants visible in the background. Lush greenery and distant mountains create a serene backdrop.

Home in Skyros

Skyrian Room

A wonderful villa located in a quiet place. It has an independent large sized room of 24 square meters. The room is decorated based on the traditional culture of Skyros, including all the necessary room facilities such as a fridge, coffee pot, etc. Moreover, the place provides privacy and a unique beautiful yard, surrouded by aesthetic foliage plants and lawn.

FamilyLocationOutdoor spaces

4.83 out of 5 average rating, 12 reviews

Guest favourite

A ceiling of traditional stone is complemented by a soft fabric canopy over a spacious bed, adorned with crisp white linens. A small lamp provides gentle illumination alongside a decorative plant on the headboard, creating a serene sleeping area.

Home in Skyros

Jasmine house, Town of Skyros

Jasmine House : Lovely house located in the upper part of Chora of Skyros, between the ancient fortress and the uphill paved streets for pedestrian use only: The house is renovated with almost all its ancient traditional elements intact. It accommodates 3 to 4 persons.

LocationFamilyAir conditioning

4.89 out of 5 average rating, 38 reviews