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Vacation rentals in Glossa

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Top-rated vacation rentals in Glossa

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Home in Sporades
5.0 out of 5 average rating, 4 reviews

Antāma - Earth & Nature Retreat, Skopelos

Antāma is a private retreat in Agia Marina, Skopelos, where open horizons, olive trees and the calm of nature define experience. Designed with simplicity and elegance, it blends into its surroundings with uninterrupted sea and hillside views. Spend your days by the private pool, soaking in the sun and stillness or enjoy slow moments as the light shifts across the landscape. The space invites you to disconnect from the pace of everyday life and reconnect with what matters-rest, nature and quiet.

Top guest favorite
The outdoor space features stone-paved pathways surrounded by lush olive trees. Two separate buildings are visible, connected by a serene garden area. A table with a vase of fresh flowers is positioned in the foreground, providing a welcoming atmosphere. Comfortable lounge chairs are positioned for relaxation.
Cottage in Sporades
5.0 out of 5 average rating, 19 reviews

Apomero Cottage - Almyra Living

Tucked away in a private 4,000 m² olive grove with views of Skopelos town and the Aegean Sea, Apomero Cottage offers peaceful seclusion just a 15-minute walk from town. Once used during olive harvest season, the cottage blends traditional Greek island architecture with modern comfort. It consists of two buildings: one with a bedroom and bathroom, and another with a living room, second bathroom, and a sheltered, fully equipped kitchen and dining area. An organic vegetable garden is also a plus.

Top guest favorite
A wooden dining table with matching chairs is positioned on a stone patio, offering a view of a vibrant sunset over the Aegean Sea. Lush greenery frames the scene, while string lights overhead add a warm ambiance as the day transitions to evening.
Home in Glossa
4.94 out of 5 average rating, 78 reviews

Yalee Grandpa's house

A fully equipped cottage house located on the beautiful village of Glossa with stunning view of the Aegean Sea and the amazing sunset! Suitable for easy living vacation! Furniture and decoration is made from natural materials creating a carefree atmosphere . The position of the house at the end of the village, in a quiet area, makes your stay relaxed. At the same time you are 10 min. away (walking distance) from market place,small shops,bakery,restaurants,coffee shops and bus station.

Top guest favorite
A wooden dining table is set on the furnished balcony, surrounded by several chairs. Two glasses are placed on the table. The blue sea is visible beyond, framed by the arched opening and the balcony railing, creating a serene outdoor dining space.
Apartment in Sporades
5.0 out of 5 average rating, 28 reviews

"Philoxenia" Sea front apartment

Philoxenia Apartment ( 85 sq.m.),features an open plan living space with French doors, fully-equipped kitchen and dining area. Fully air conditioned with a washing machine, free Wifi, flatscreen TV/DVD player. The large balconies facing south and west provide huge sea views and are fitted with a dining table and chairs, comfortable chairs and sun blinds providing shade. From the balcony and the lane below you look directly over the pretty little harbour of Loutraki.

Home in Glossa
5.0 out of 5 average rating, 4 reviews

Larimis House

This special place is located in the heart of the picturesque Glossa of Skopelos, within walking distance of the traditional taverns, bakeries and narrow cobbled streets of Glossa. It combines traditional charm & modern comfort with sea view The fully renovated shelter comfortably accommodates 4 people, making it the perfect choice for families or groups of friends. Its privileged location allows you to live like locals, without losing your peace and privacy.

Top guest favorite
A stunning view of the sun setting over the shimmering Aegean Sea is framed by green shutters. The tranquil waters reflect golden hues, while distant hills create a serene backdrop, enhancing the peaceful atmosphere of the elevated location.
Cottage in Skópalos
4.98 out of 5 average rating, 46 reviews

Clifftop - Breathtaking sunset & sea views

Clifftop is a treat for the soul. Nestled at an elevated location on the northern edge of charming Glossa. It offers comfort, peace, and solitude while being a short walk to all amenities. The cottage features two spacious rooms & a fully-equipped kitchen & bathroom. Spacious terraces feature incredible sea and sky views, equipped with sun loungers, and dining table. Master bedroom and living room make an ideal space for holidays or for romantic getaways.

Top guest favorite
An aerial view of Villa Skopelita reveals its whitewashed exterior next to rocky coastline. A spacious patio with outdoor dining furniture provides a scenic spot, while the vibrant blue sea contrasts with the natural greenery surrounding the property.
Home in Skópalos
4.97 out of 5 average rating, 30 reviews

Villa Skopelita

The fully renovated three-story Villa Skopelita offers a double bedroom, a twin bedroom with two single beds, and an extra single sleeping option via a pouf bed in the living room, ideal for a child. It includes two bathrooms and a bright living area. Highlights include its unique style and a spacious patio with breathtaking, uninterrupted sea views. Due to its location and overall buety, Villa Skopelita, is one of the island’s most photographed homes!

Guest favorite
An outdoor dining area features a wooden table set for breakfast, accompanied by four chairs. Green shutters frame the window, while decorative elements such as a lantern and wall hangings add character. The space is shaded, providing a comfortable atmosphere for meals.
Home in Glossa
4.96 out of 5 average rating, 55 reviews

CapeVerde

The house "CapeVerde" is located in the village of Glossa Skopelos. It overlooks a large part of the village as well as the entire front view of the sea of Glossa and Skiathos. The neighborhood is dominated by silence and the freshness of nature. Ideal for families and groups of friends. The distances from the beaches are closer from our village than from the country of the island. Also the island of Skiathos is 18 minutes away by boat.

Top guest favorite
A covered outdoor seating area features two wicker armchairs and a small table, positioned to capture views of the sea. A sunset casts warm hues across the horizon, while sheer curtains billow gently in the breeze.
Villa in Glossa
5.0 out of 5 average rating, 21 reviews

Aigaio Villa, gaze the sunset over the Aegean sea

In a rural area following the olive groves landscape just 2 kilometers away from the picturesque village of Glossa, Aigaio pool Villa appears with spectacular sea and mountain views. Gazing the sunset over the Aegean, where the sea meets the horizon, is a unique asset for our guests to utterly enjoy in serenity and complete silence. Experience the ultimate get away, discover local treasures & enjoy this ideal place for relaxation.

Top guest favorite
A large private pool shimmers under the evening light, surrounded by wooden sunbeds and umbrellas. The stone-paved terrace features cozy seating areas, enhancing the outdoor space's inviting ambiance. Olive trees frame the scene, completing the tranquil hillside setting with views beyond.
Villa in Sporades
5.0 out of 5 average rating, 31 reviews

VillaAvaton magnificent sea view and Skopelos town

Villa Avaton is a jewel of pure and sophisticated Skopelitian architecture: a 140 square meters, two-level property, all in white, perched on a hillside with breath-taking, panoramic views over the Skopelos town and Alonissos boasting a large open plan living area indoors and outdoors and offering privacy and seclusion in a very idyllic spot. In the premises of the house a large private pool boasts, with panoramic sea views.

Top guest favorite
An infinity pool extends toward the Aegean Sea, framed by olive trees and sun loungers. The serene water reflects the sky, and distant islands can be seen on the horizon. The minimalist design complements the tranquil setting, ideal for relaxation.
Home in Sporades
5.0 out of 5 average rating, 20 reviews

Hydrea Villa by Pelagoon Skiathos

The mesmerizing Pelagoon Villa in the quiet village of Achladies on Skiathos Island, is a beautiful example of minimalism and contemporary architecture. The chic home boasts sublime views over the glistering Aegean Sea and is easily one of the most exceptional villas on the island. Set among olive trees and verdant greenery, it is the perfect haven for those seeking tranquility and seclusion during their stay.

Superhost
Villa in Loutraki
5.0 out of 5 average rating, 4 reviews

LemonTree Villa | Rooftop Jacuzzi & Sea Views

A Luxurious 3-Bedroom Retreat in Skopelos with a Spectacular Rooftop Terrace. Escape to Villa Lemon Tree, an exquisite 3-bedroom villa in Skopelos that masterfully combines modern elegance with the timeless charm of the Greek islands. From its sophisticated interiors to its breathtaking rooftop amenities, this property is designed to provide an unforgettable luxury experience.

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