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Vacation rentals in Skyros

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Top-rated vacation rentals in Skyros

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Top guest favorite
The image captures a traditional whitewashed building with green doors, featuring a small outdoor seating area. A bell tower stands nearby, framed by rolling hills and greenery. The sky is overcast, casting a soft light over the scene, contributing to the tranquil atmosphere.
Home in Skyros
4.94 out of 5 average rating, 49 reviews

Kochylia trad. House 3 for 1 person

Our complex is open all year and consists 5 apartments of different sizes and facilities. Built in accordance with the strict skyrian rules of architecture and decoration, the apartments attract the attention of sophisticated and conscious visitor, who is willing to take a walk in order to enjoy the unique atmosphere of the traditional Chora and the location of the apartments. Due to the absolute tranquility, the strictly traditional ambience and the enchanting view over the whole Chora up to the monastery, there are no parking possibilities near the building. However there is a steep concrete street available for transport as well as loading and unloading luggage. The street requires a car with four-wheel drive. Long term parking is not allowed here Apartment 3: for 1 person (14m2) 1st Floor - cypress green (Owner residence - agreement on a monthly basis) Entrance courtyard (8m2). Small cafe table and director's chair with a fantastic view over the village, monastery and castle. Apartment (14m2): This room contains a single bed, wardrobe, a small kitchenette, a bathroom with shower and W / C. 2.50 m2 a small veranda overlooking the village and the castle

Superhost
A charming outdoor seating area is visible, featuring a wooden table adorned with a vase of flowers, fresh fruit, and traditional dishware. The green double doors are framed by natural greenery, creating a cozy, shaded atmosphere for outdoor dining.
Home in Aspous
4.83 out of 5 average rating, 30 reviews

Harites -Thalia

Exceptional location:situated in a 4000m2 garden and only 3 min. on foot to the beach, 20 min. from the airport, between the port and the main village of Skyros. While in close proximity to restaurants and mini market, these seaside houses allow visitors to enjoy numerous leisure activities such as swimming, diving, horse-riding, and hiking. Renovated this winter of 2020 with respect and love to the island's traditional architecture. The house consists of an open space without separate rooms.

Superhost
A panoramic view captures the serene coastline of Kalamitsa, framed by gentle hills and lush vegetation. The landscape transitions from sandy shores to tranquil waters, reflecting soft hues of the setting sun. The mountain backdrop adds depth to the scene, enhancing the natural beauty of the area.
Cottage in Skyros
5.0 out of 5 average rating, 4 reviews

Cottage with Breathtaking View

The farmhouse is built on the slope of a mountain overlooking the beach of Kalamitsa, within a 70-acre estate. It consists of a ground floor and a first floor. Both levels have bedrooms, bathrooms, kitchen and living room. Access to the floor is from an external staircase so that the two levels are completely independent and autonomous. It is fully renovated and equipped with all the necessary means for a comfortable and modern living. The view from all the openings is unique!

Guest favorite
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
4.95 out of 5 average rating, 20 reviews

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

Guest favorite
A traditional living area features a whitewashed stone wall complemented by wooden accents. A cozy seating space is created with a light-colored sofa, while rustic decor includes a hanging light fixture and a display of dried plants. A wooden door adds warmth to the setting.
Cycladic home in Skyros
4.95 out of 5 average rating, 39 reviews

THE MANSION OF "PASHA"

Perched for a century on the castle town of Skyros, the Pasha's Mansion, bathed in the light of honey and the scent of thyme, awakens memories of everyday life, the manners and customs of a bygone era. Built simply with the colors of ash and stone and the white of purity. Its poetic view and the Mansion's Charm make it stand out and promise an unforgettable and wonderful stay. "With deep appreciation and immense love for my ancestors."

Top guest favorite
A view shows the distinctive white dome of a traditional structure nestled among whitewashed buildings. The roof tiles of nearby homes contrast with the lush green hill in the background, under a partly cloudy sky.
Cycladic home in Skyros
5.0 out of 5 average rating, 22 reviews

Unique Anoi House - In the Heart of Skyros

Located in the heart of Skyros village, an intimate escape with many treasures to discover awaits you. A bright, spacious and fully equipped house that is only footsteps away from the town's main cobbled road, surrounded by restaurants, cafes, bars and shops. Close to action when you want it and retreat to your private escape when you need it. A Stylish and pleasant space has been created to make your stay comfortable and memorable.

Guest favorite
A refreshing outdoor pool glistens under a clear blue sky, surrounded by lush greenery and neatly arranged lounge chairs with umbrellas. The space promotes relaxation, with steps leading to a gentle spa section integrated into the pool design.
Home in Molos
5.0 out of 5 average rating, 15 reviews

Skyros Seaside Retreat, Serenity & Beachside Bliss

Discover the perfect vacation destination at our beautiful maisonette, located just 1km away from Gyrismata and Molos beaches. With stunning views from the private balcony and access to the establishment's pool, you can unwind in style. Plus, our prime location makes it easy to explore Skyros' many sights and attractions. Enjoy free WiFi and private parking during your stay. Book your unforgettable Skyros getaway today!

Guest favorite
A wooden dining table features a decorative bowl at its center, set against a stunning coastal view of the Aegean Sea. The horizon meets the blue waters, while the distant shoreline showcases a charming blend of white structures and sandy beaches. The calm ambiance invites relaxation.
Home in Skyros
4.96 out of 5 average rating, 50 reviews

In Between Blue ΙΙ - flying over the Aegean sea

Perched on the rocks of Chora under the Castle that existed from the prehistoric years, the most peaceful and picturesque part of the old town of Skyros. In front of the endless horizon of the Aegean, watching the sun and the moon rising from the sea. The house provides all the comforts to relax and to enjoy an unforgettable stay.

Top guest favorite
A compact white exterior presents a quaint studio, framed by lush greenery and a stone pathway. Light blue window shutters contrast with the wall color, enhancing the building's charm. The surrounding garden area features various plants, creating a natural and serene environment.
Tiny home in Magazia
4.93 out of 5 average rating, 14 reviews

Tiny House at main beach Skyros

Autonomous studio 26 m2. One double bed and a single bed. TV set and aircondition. Hot water in the bathroom. The kitchen has a mini-oven and stoves. (multi-kitchen) The house location is next to the main beach of Skyros (100 meters). It has a private veranda overlooking the castle of Skyros. Parking space for one car.

Guest favorite
A serene outdoor seating area features a curved sofa adorned with blue cushions, surrounded by lush greenery. A calm view of the Aegean Sea is visible in the background, with gentle waves lapping against the rocky shoreline.
Home in Skyros
4.94 out of 5 average rating, 48 reviews

Villa Myrto Skyros

One Of the finest and most photographed houses in Greece. Villa Myrto is located right on the beach and the view of Aegean Sea is breathtaking and can offer hospitality to 7-8 people. It is fully equipped and surely will offer a unique experience to its guests.

A traditional kitchen is characterized by wooden beams on the ceiling and terracotta tiles. A long dining table is set with a tablecloth, surrounded by wooden chairs. The walls display decorative copper plates, adding a rustic charm to the space.
Home in Evvoías
4.78 out of 5 average rating, 37 reviews

Traditional House 1' from the castle with sea view

If you dream of a different, nostalgic vacation experience, living the authentic, atmosphere of handmade Skyrian houses, then this perfectly preserved house of the late 19th century will take you back in time and to the special color of the Sporades.

Guest favorite
An outdoor seating area features a small table and two chairs, positioned under a shaded canopy. Vibrant bougainvillea plants add color to the surrounding area, while the entrance to an indoor space displays a neatly arranged bed and hanging clothes.
Home in Molos
4.95 out of 5 average rating, 42 reviews

Sunny Island Guest Houses II

An elegant space has a yard with plants and trees and the private parking. It is located on the Central beach (Magazia) of the island , just 100 meters from the sea. The distance from Skyros town is 5 minute drive.

Popular amenities for Skyros vacation rentals

Frequently Asked Questions

  • Where is Skyros located?

    Skyros is part of the Sporades islands in the Aegean Sea, known for its coastal scenery, wooded areas, and small villages. The island is situated near the central part of Greece, surrounded by blue waters and rocky shores.

  • When is the best time to visit Skyros?

    Late spring and early fall are often recommended for milder weather, with temperatures around 68-76°F (20-25°C) and fewer visitors. Summer has warmer days for swimming and outdoor activities, while winter is generally cooler and quieter.

  • What are some things to do near Skyros?

    Skyros has traditional villages to explore, such as Chora, with its whitewashed houses and local shops. You can discover historic monasteries, sandy beaches, and trails through pine forests that often attract hiking and nature enthusiasts.

  • How is the weather near Skyros?

    Skyros has mild, wet winters with temperatures from 43–59°F (6–15°C) and drier, warm summers reaching 87–88°F (31°C). Early autumn and late spring see comfortable conditions, making outdoor activities and beach visits popular during these months.