Vacation rentals with a pool in Skopelos

5 out of 5 average rating, 29 reviews

A clear, oval-shaped pool reflects the landscape while surrounded by a stone terrace. Olive trees are visible in the background, and a quaint cottage is positioned to the side, with rolling hills beyond. The scene is soft-lit by natural sunlight.

Home in Sporades

Gorgeous Elia Cottage - private pool and sea views

A beautifully designed and rustic country cottage, set in an olive grove overlooking the sea, with a private pool. Elia Cottage is a completely private, detached villa - not overlooked at all. It is well set up for indoor/ outdoor living with several gorgeous outside terraces for eating and relaxing by the pool and enjoying the amazing views of the little island town and the sea beyond. Comfy beds, Egyptian cotton linens and top quality furnishings make this a truly special place to stay.

The villa is reflected in the still waters of the infinity pool, showcasing modern architecture with a smooth wooden deck and well-lit entrance. Comfortable outdoor lounge areas and the surrounding landscape create a serene atmosphere at twilight.

4.93 out of 5 average rating, 14 reviews

Villa Grace

Discover unparalleled luxury on enchanting Skopelos island. Surrounded by majestic pine-clad peaks, our villa offers an oasis of serenity. Lounge by the infinity pool, enveloped in breathtaking views, or retreat to the tranquil garden oasis. Our spacious outdoor areas, including a built-in seating area, invite moments of relaxation and al fresco dining. Inside, a sumptuous kitchen awaits, ensuring every moment is one of indulgence and comfort. Your ultimate Greek island escape beckons.

4.92 out of 5 average rating, 24 reviews

Two sun loungers are placed by a private swimming pool, surrounded by a stone-paved area. Planters with flowers add color to the scene, while an outdoor covered area with chairs and greenery is visible in the background.

Home in Skopelos

CHESTNUT TREE COTTAGE PEACEFUL RURAL SETTINGS

3 cute cottages, named Mulberry tree, Daphne and Chestnut tree, with private pool each one, and very nice surrounded terraces full of trees, plants and flowers, located at Potami (means river) area, between Agnontas beach and Panormos beach. They are full of character with elegant interior decors, entirely suited to the gloriously peaceful rural setting. They are set on the hillside overlooking the Potami valley, on land that has been in the owner's family for over 100 years.

5 out of 5 average rating, 26 reviews

A modern villa with a white facade stands in a scenic setting. The private pool is surrounded by a stone terrace with comfortable sun loungers, olive trees, and steps leading to the entrance. The clear blue sky complements the tranquil atmosphere of this outdoor space.

Home in Sporades

Villa Olive Skopelos

Indulge in a luxurious retreat at our Villa perched atop the hills overlooking the Aegean Sea. This stunning property offers a private pool and a magnificent sun terrace with unparalleled views of Skopelos village, the harbor, Aegean Sea and the majestic mountains. Immerse yourself in the tranquil ambiance of our location, surrounded by lush greenery and hiking trails, just minutes away from the beach, making it the perfect getaway for your vacation on Skopelos.

5 out of 5 average rating, 37 reviews

Skopelos Blue Heaven Pool Villa in olive grove

Welcome to your perfect getaway! Blue Heaven Pool Villa is a flat villa that offers everything you need for a relaxing vacation. The villa is just 1.3 km from Skopelos Chora and 3 km from Staphylos beach. Enjoy your private pool, where you can soak up the sun or take a refreshing dip. The outdoor BBQ area is perfect for al fresco dining and making unforgettable memories with loved ones. Book your stay today and experience the ultimate comfort and relaxation!

A modern villa is presented, featuring a private pool set against a backdrop of lush greenery. Large glass doors open onto a sunlit terrace, with two chairs positioned on one side. The exterior showcases a combination of white walls and wooden accents under a clear sky.

4.93 out of 5 average rating, 29 reviews

Brand new Villa 100m from the sea in Skopelos Town

Enjoy your stay with friends and family in full privacy in this elegant villa with full amenities. The villa has three comfortable bedrooms with en suite bathrooms. An extra WC with storage space and laundry facilities provide extra comfort to your stay. The kitchen is fully equipped including all appliances for a convenient stay Entertainment system with smart TV and media player allowing you to access your Netflix or other accounts.

5 out of 5 average rating, 16 reviews

Villa Kingstone 2

Η νεόδμητη βίλα Kingstone βρίσκεται σε απόσταση 800 μέτρων από το κέντρο της χώρας της Σκοπέλου. Σ' ένα ειδυλλιακό τοπίο με ελιές, μόλις 300 μέτρα από την πλαζ, με την πιο υπέροχη πανοραμική θέα, φτιαγμένη με μεράκι και αγάπη στην φύση και στον άνθρωπο. Ένα υπέροχο αρχιτεκτονικά κτίριο με δική του πισίνα, προσφέρει εξαιρετική διαμονή στους ταξιδιώτες του κόσμου που αγαπούν να έχουν μια από τις καλύτερες επιλογές για τις διακοπές τους.

5 out of 5 average rating, 16 reviews

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

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.

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.

5 out of 5 average rating, 21 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.

Superhost

The villa's exterior showcases a two-story structure with a tranquil pool surrounded by stone pathways. The patio is furnished with seating under shaded trees, while the windows reflect the warm evening light. Lush greenery enhances the serene outdoor environment.

Home in Sporades

5 out of 5 average rating, 13 reviews

Villa Driades Hilltop Residence

Located at the top of Raches Hill above Skopelos town, Villa Driades is an ideal luxury vacation home for a family or a company of friends. It is build with the traditional Skopelos mountain house style, while at the same moment it is equipped with modern touches to make your stay as comfortable as possible. Enjoy a spectacular view of the Aegean Sea and the surrounding mountains while relaxing at your private pool.

An outdoor terrace featuring a private pool overlooks a stunning coastal landscape. Surrounding olive trees frame the view of the sea and mountains in the distance, while the clear blue sky enhances the serene atmosphere of the setting.