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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
A view from the top of a staircase, showcasing patterned tiles beneath tan sandals. Potted red flowers add a touch of color, while a wall painted in light blue stands nearby. The scene conveys an inviting and relaxed outdoor atmosphere.
Townhouse in Sporades
4.83 out of 5 average rating, 12 reviews

Cutest townhouse in Plakes Old Town above harbour

Cute, traditional & quaint- my holiday house "Zoula's Spitaki"in Eikonistriaz Street, Plakes This adorable 60 sq mtr double story townhouse is exactly what you need for a wonderful stay in Skiathos.Great attention to detail. With a peek a-boo view of the sea from upstairs. Enjoy an evening drink on the Juliette balcony upstairs. Situated in the quiet Old Town of Plakes & 2 minute walk to the closest swimming beach & town. Winding, cobbled streets will lead to your front door. Live like a local!

Superhost
A serene beach is framed by rocky cliffs and lush greenery. The clear water displays shades of blue and turquoise, gently lapping against the sandy shore. The coastline curves gracefully, leading further into the tranquil landscape under a bright sky.
Apartment in Sporades
4.75 out of 5 average rating, 16 reviews

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.

Top guest favorite
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.
Home in Skopelos
4.77 out of 5 average rating, 31 reviews

Townhouse in Skopelos

Located in the village of Skopelos, near the church of Papameletiou, a stay in our house will give you an overview of the traditional life of the village. You will be close to your favorite outdoor activities, the beach, water sports. We prioritize the traditional way of life, away from roads and noise, in the middle of the village, with access to port activities and easy distance from one of the beaches (Glyfoneri). The air conditioning is installed, after a steamy summer, regretfully.

A sunset view over the Aegean Sea is captured, highlighting soft hues of orange and pink in the sky. Olive trees surround a dining area with white tables and chairs, set against the backdrop of distant islands. A thatched roof partially shades the scene.
Home in Elios

Klima: houses with stunning sea views

In a typical tranquil village without cars 3 charming little village houses connecting through terraces overlook the Aegean Sea with stunning views of the setting sun and the horizon as far as the eye can see. Each accommodation is independent with its own bathroom +toilet and allows you to live at its own pace to enjoy the place. A beautiful vineyard and lemon trees complete the landscape. The sea and shops are very close and easy to access. Charm and authenticity guaranteed

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
5 out of 5 average rating, 8 reviews

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

Superhost
A serene outdoor seating area is shown, featuring a round table and two wooden chairs. A person is seated, gazing out at the calm sea and distant mountains. Lush greenery and stone walls frame the view, providing a tranquil ambiance.
Tiny home in Stafylos
4.9 out of 5 average rating, 31 reviews

Pigi cottage

Nested in the beautiful mountain hills of Stafylos beach, Pigi Cottage has everything you will need to spend your holiday in a memorable way. Being secluded right above the beach, will give you the long waited piece and quietness you were looking for all year. The cottage is self catering with all the amenities you will need to prepare your breakfast and dinner.

Guest favorite
A comfortable sleeping area is positioned on the upper level, featuring a spacious bed adorned with light blue linens. Soft lighting is provided by table lamps, and a few books are displayed on a nearby shelf. The walls and ceiling are painted white, creating a bright atmosphere.
Home in Skopelos
4.93 out of 5 average rating, 67 reviews

Achinos guest house, Skopelos

A cozy studio (sleeps 2) located in the heart of Skopelos town, a short walk from the port, shops and restaurants. The modernly renovated studio is built on 2 levels and is comfortably equipped with air conditioning, wi-fi, TV. Need more room? Can be combined with our 1-bedroom (sleeps 2) house on Airbnb that is rented separately.

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 Platamon
4.92 out of 5 average rating, 77 reviews

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"!!!

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
4.95 out of 5 average rating, 63 reviews

Traditional stone house in Trikeri

Πρόκειται για ένα πέτρινο τριώφορο αναπαλαιωμένο σπίτι, του 1789, χτισμένο με την παραδοσιακή μοναδική αρχιτεκτονική του Πήλιου. Βρίσκεται στο ορεινό χωριό Τρίκερι του Νοτίου Πηλίου και είναι ιδανικό για ζευγάρια, οικογένειες με παιδιά και για οποιονδήποτε επιθυμεί χαλάρωση, ήσυχες και εναλλακτικές διακοπές.

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
4.67 out of 5 average rating, 3 reviews

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

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 Skopelos
4.69 out of 5 average rating, 36 reviews

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.

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
4.8 out of 5 average rating, 15 reviews

Raches home Glossa Skopelos

Σε οικόπεδο 4 στρεμμάτων είναι χτισμένο το σπίτι 100 τετραγωνικών μέτρων.Ηλιόλουστο με μπαλκόνια στον πρώτο όροφο(Σκαλιά),περιτριγυρισμένο από πράσινο και θέα τη θάλασσα. Απέχει τρία λεπτά οδικώς απ' τη Γλώσσα και δέκα λεπτά απ'το λιμάνι της Γλώσσας.

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