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Vacation rentals with a pool in Skopelos

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Top-rated rentals with a pool in Skopelos

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A sunlit terrace features a private pool, set against a backdrop of lush hills and a scenic view of the sea. A shaded pergola shelters a dining area, providing an inviting space for outdoor meals.
Guesthouse in Glossa
4.97 out of 5 average rating, 37 reviews

Ysyhia - Private cottage with pool.

Ysyhia is modern, bright and airy & has a private pool which is the perfect size for flopping about in. The cottage comprises one open-plan living space including kitchen, dining and lounge, plus separate bedroom and bathroom. It is set in olive and almond groves and looks out across the sea. 1½km from the village, no other buildings are visible from here. Our house is up the hill on the same plot. Each house has its own private access and a fence separates the 'farm' from Ysyhia and its garden.

Top guest favorite
A private pool is encircled by lush greenery, offering a serene outdoor space. Olive trees provide shade and contribute to the natural setting. The cottage is framed in the background, blending harmoniously with the landscape under a clear sky.
Home in Sporades
5 out of 5 average rating, 32 reviews

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.

Top guest favorite
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.
Villa in Sporades
4.89 out of 5 average rating, 19 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.

Guest favorite
Cottage in Skopelos
4.96 out of 5 average rating, 26 reviews

MULBERRY TREE COTTAGE A PERFECT ESCAPE

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.

Top guest favorite
Lounge chairs are positioned on a lush green lawn beside a sparkling pool. Olive trees provide shade in the background, while a dining area is visible, surrounded by potted plants. The clear blue sky enhances the serene outdoor setting.
Villa in Sporades
5 out of 5 average rating, 40 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!

An inviting swimming pool is surrounded by a stone deck, featuring a sun lounger and a large umbrella for shade. The serene sea views stretch across the horizon, framed by lush green hills, creating a tranquil outdoor space.
Villa in Klima
4.71 out of 5 average rating, 14 reviews

Olea villa 1 bedroom swimming pool and sea view

Olea Skopelos villas are located in a green hill in Skopelos island. In 1800 it operated as an olive oil distillery. Some of the old equipment is refurbished and displayed on the property. Our houses are ready to provide you everything you need for your vacation. Next to Glossa village & some of the most famous beaches the houses combine great sea view & a magical nature scenery. The property has a swimming pool, spacious bathroom & parking space.

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 out of 5 average rating, 18 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 out of 5 average rating, 23 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
A contemporary villa features a stone façade and expansive windows overlooking a private pool. Sun loungers are positioned on a paved terrace, surrounded by lush greenery, with olive trees visible in the background. The structure integrates with the natural landscape, offering inviting outdoor living space.
Villa in Skopelos,Magnisia,Greece
5 out of 5 average rating, 22 reviews

Villa Kingstone

Η βίλα μας βρίσκεται σε απόσταση 600 μέτρων από το κέντρο της χώρας της Σκοπέλου. Σ' ένα ειδυλλιακό τοπίο με ελιές, μόλις 200 μέτρα από την πλαζ, με την πιο υπέροχη πανοραμική θέα, φτιαγμένη με μεράκι και αγάπη στην φύση και τον άνθρωπο. Ένα υπέροχο νεόκτιστο 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.

Guest favorite
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.
Villa in Sporades
4.96 out of 5 average rating, 49 reviews

Skopelos Villa "Konstans"

The abundant bright and unlimited view from the users mood of the house, rejuvenate the soul and relax the spirit! Enjoy dinner or your child, adding the text to fill with the endless blue of the tunic and the sea! The home is only available to one customer. The pool is private and only for customers renting the house. There are no other people staying in the area of the house.

Guest favorite
A serene setting is showcased with a modern stone villa beside a tranquil salt-water pool. Olive trees frame the scene, and the warm hues of sunset paint the sky. The outdoor terrace is visible, providing a comfortable area for relaxation.
Villa in Skopelos
5 out of 5 average rating, 18 reviews

Villa Serene - Petrino Villas

Stunning Villa Serene within a short drive from Skopelos Town and the main port. Excellent location with magnificent views, built for your comfort and peace of mind. Equipped with all modern amenities and a private pool for a totally relaxed holiday.

A serene pool area is framed by lush greenery, featuring sun loungers positioned for relaxation. A stunning view of the sea and hills is visible in the background, while a large tree offers shade nearby.
Apartment in Skopelos
4.85 out of 5 average rating, 79 reviews

Del Sol Sea front Studio 12

Amidst olive groves, the whole complex occupies a 7000 metres block of land. The main accommodation buildings are situated in front of the plot, while pool and tennis court are behind, in a tranquil olive grove away from it all, for the exclusive use

Popular amenities for Skopelos rentals with a pool

Quick stats about vacation rentals with a pool in Skopelos

  • Total rentals

    50 properties

  • Nightly prices starting at

    R1,219 ZAR before taxes and fees

  • Total number of reviews

    790 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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