Cycladic house vacation rentals in Thessaly

Find and book unique cycladic house rentals on Airbnb

Top-rated cycladic house rentals in Thessaly

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

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Superhost

Apartment in Sporades

So Nice studio, wild beach and little port by foot

Alonnisos the secret island is unique. Located in sporadic it combines the tranquility of the nature with a rich variety of activities. Quiet and so beautiful, Alonnissos give you tranquility and wonderful beach with pure water. Spartines beach is one of the best wild beach and accessible 10 minutes by foot. From the studio, in Votsi village, you down to the little port 10 minutes by foot to drink a coffe and swim in the wonderful sea. Studio is confortable with all accommodations and AC.

FamilyLocationWalkability

4.78 out of 5 average rating, 18 reviews

A terrace area features a small round table surrounded by four wooden folding chairs. The sun casts soft shadows, highlighting the inviting space. The view beyond showcases the bay and hills, creating a serene backdrop for relaxation.

Townhouse in Skópalos

Townhouse in Skopelos

Located in the village of Skopelos, near the church of Papameletiou, a stay in our house will give you a glimpse of the traditional life of the village. You will be close to your favorite outdoor activities, the beach, and water sports. We favor the traditional way of life, away from roads and noise, in the middle of the village, with access to port activities and within easy reach of one of the beaches (Glyfoneri). Air conditioning is installed, after a hot summer, unfortunately.

LocationFamilyIndoor spaces

4.74 out of 5 average rating, 38 reviews

Guest favorite

A multi-level traditional stone house is illuminated softly at night, showcasing a welcoming entrance and terraced landscaping. Pathways are lined with subtle lighting that enhances the natural stone walls, while the surrounding greenery contributes to a serene atmosphere.

Home in Agios Andreas

Christy's House Sea View

New luxurious house, located at the ground floor it is part of a 3- floor complex of traditional houses built in 2016 with amazing view of Pagasetic gulf. Enjoy the sea view and dreamful sunsets in a such a peaceful and relaxing place. Consisted out of a well equipped kitchen along with 1 bedroom, 1 bathroom and a living room (80 sq. m total). Take pleasure in the stone yard, admiring the ideal view. Free wifi, 2 a/c and private parking. PRIVATE ENTRANCE

LocationCleanlinessView

5.0 out of 5 average rating, 13 reviews

Guest favorite

A decorative welcome bell is mounted on a white wall, featuring an ornate design. The bell is situated at the entrance of a pathway, framed by an arched entrance way and greenery, leading towards a serene coastal view.

Home in Πλαταμώνας

Unique holiday home with sea view...

If you are a nature lover... Relax in this calm, elegant space, on the hill, in a combination of mountain and sea... with direct access to the sea only 100m away! Walking in a picturesque alley... and 700m from the center of Platamonas and the nightlife... Fantastic location... that enchants you... "Agiasma"!!!

LocationFamilyGrill

4.92 out of 5 average rating, 88 reviews

Guest favorite

A rooftop terrace features a blue table and two chairs, complemented by flower pots. The view encompasses the town, harbor, and distant hills, showcasing a serene waterfront scene. A gentle sun bathes the area, creating a pleasant outdoor space for relaxation.

Home in Skópalos

Agapi Nefeli artisthouse roofterrace islandseaview

Original townhouse in Skopelos old town. The house is situated in Christos, Skopelos most historic district. Situated in a quiet traffic-free area of the old town, this is a really lovely house, one of the most picturesque of Skopelos old town, the location for the Mama Mia movie. Roofterrace with 360° view.

LocationBathroomIndoor spaces

4.85 out of 5 average rating, 41 reviews

Villa in Pefkochori

Megan Luxury villa with private pool

A brand-new villa with a private swimming pool, located in Pefkochori, just 300 meters from the sea. The property is part of a villa complex, with the option to rent additional villas for larger groups. It is also close to well-known beach bars, offering easy access to the beach and summer entertainment.

FamilyValueCleanliness

4.47 out of 5 average rating, 17 reviews

Top guest favorite

A panoramic view of the Pagasetic Gulf is displayed, featuring calm waters and a lush green landscape. In the foreground, traditional red-roofed houses are visible, set against a backdrop of rolling hills and distant mountains under a partly cloudy sky.

Home in Trikeri

Traditional stone house in Trikeri

This is a stone three-storey renovated house, of 1789, built with the traditional unique architecture of Pelion. It is located in the mountainous village of Trikeri in South Pelion and is ideal for couples, families with children and for anyone who wants relaxation, quiet and alternative holidays.

LocationValueWalkability

4.96 out of 5 average rating, 70 reviews

A spacious terrace features a reclining lounge chair overlooking vibrant greenery and a tranquil view of the Aegean Sea. The stone-paved surface offers a comfortable setting, with distant hills visible against the clear blue sky.

Home in Neo Klima

Grand View Elios

Brand new villa with amazing view to Elios beach. Easy access to famous Elios beach, restaurants, minimarkets. located almost in the middle of the island provides the best location for exploring Skopelos and gives easy access to great beaches such as Milia or Panormos

LocationFamilyNearby

4.86 out of 5 average rating, 7 reviews

The bedroom features a spacious double bed, flanked by two bedside tables with lamps. A distinct wall with a brick-patterned design serves as a backdrop. Neatly arranged towels are displayed at the foot of the bed, adding to the room's organized ambiance.

Home in Skópalos

Emily's House at Skopelos

A fully equipped house that combines the modern with the traditional style of Skopelos, in the village of Neo Klima, next to one of the most beautiful beaches of the island (Hovolo) and just 25 minutes away from the town. Ideal for families and couples.

ValueLocationBathroom

4.71 out of 5 average rating, 41 reviews

Guest favorite

The exterior of the traditional two-story home features whitewashed walls and green shutters. A small balcony is adorned with a potted plant. Clay pots sit on the ledge, contributing to the home's charming aesthetic.

Home in Skiathos

Théros / Θέρος Home

Théros / Θέρος Home is located in the centre of Skiathos town, in one of the numerous "sokakia" (small roads). It is fully renovated, ideal for families and friends who look for a quiet and pleasant stay in the traditional neighbourhood of the town.

FamilyValueAmenities

4.86 out of 5 average rating, 71 reviews

A dining table is set with plates and glasses, surrounded by four chairs. The table is situated on a terrace overlooking the sea. Vibrant flowers add color to the setting, while the expansive blue water and sky create a serene backdrop.

Apartment in Agios Ioannis

Uranus Blue Residence Agios Ioannis Papa Nero

Uranous Blue Residence Agios Ioannis Papa Nero is located 150m from the beach and offers beachfront accommodation and views of the sea. This accommodation has 1 bedrooms, 1 bathrooms, a kitchen with an electric kettle, kitchenware and glassware.

LocationAccuracyComfort

The image features a modern house with a light-colored exterior. A staircase with softly illuminated steps leads to the entrance. Surrounding greenery, including a flowering bush with pink blooms, adds to the tranquil setting against a cloudy sky.

Home in Glossa

Raches home Glossa Skopelos

On a plot of 4 acres is built the house of 100 square meters. Sunny with balconies on the first floor (Stairs), surrounded by greenery and sea view. It is three minutes by road from Glossa and ten minutes from the port of Glossa.

LocationFamilyWifi

4.8 out of 5 average rating, 15 reviews