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Holiday rentals with a pool in Skopelos

Find and book unique homes with a pool on Airbnb

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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Superhost
The exterior of the house is presented, featuring white walls and teal shutters. An umbrella provides shade over a seating area. Olive trees frame the serene setting, enhancing the peaceful surroundings of the hillside location.
Cottage
4.93 out of 5 average rating, 14 reviews

Michael's Country House

Το ρομαντικό και ήσυχο σπίτι βρίσκεται στο λόφο του Σταφύλου ανάμεσα σε δέντρα. Στο ισόγειο βρίσκεται το καθιστικό καθώς και το w/c ντους. Μία ξύλινη σκάλα οδηγεί στο υπνοδωμάτιο. Η κουζίνα έχει ξεχωριστή είσοδο και είναι πλήρως εξοπλισμένη. Το πετρόχτιστο καλντερίμι οδηγεί σε αγροτικό δρόμο που με τη σειρά του οδηγεί στον κεντρικό επαρχιακό δρόμο, καθώς και στις κοντινές παραλίες, Στάφυλος και Βελανιό. Η πόλη της Σκοπέλου απέχει 4,5χλμ και είναι προσβάσιμη με τα πόδια(περίπου 50 λεπτά).

Top guest favourite
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
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.

Top guest favourite
A dining area features a table set with fruit and drinks, surrounded by white chairs. An umbrella provides shade, and panoramic sea views are visible in the background, enhancing the serene ambience. The scenery includes hills and clear blue waters under a bright sky.
Villa
5 out of 5 average rating, 35 reviews

Stunning Sea Views, Infinity Pool, Peaceful, wI-FI

Peaceful pool villa, two floors, spacious, 800m from Stafilos beach, 4 km to Skopelos town and port.There is private infinity pool. The house is set in its own fenced grounds with fabulous views across the Aegean and is surrounded by almond and olive trees. You are free to walk over the private grounds. It is reached from the main road through a 500m long dirt road .The place is good for couples, families,nature lovers . Fast Wifi. Both bedrooms and living room are airconditioned.

Guest favourite
Cottage
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 favourite
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
5 out of 5 average rating, 41 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!

Guest favourite
A serene outdoor space is showcased with a modern pool overlooking the sea and town of Skopelos. Sun loungers are positioned beside the pool, while gentle clouds drift across a colorful sky. Natural stone and a smooth deck enhance the tranquil atmosphere of the surroundings.
Home
5 out of 5 average rating, 10 reviews

Jonina Resort

Jonina Resort is for those who are looking to stay at a small paradise on earth with a breathtaking view of the sea and the town of Skopelos. If you have relaxation and tranquility as a priority on your holidays then you are looking for the right accommodation! Here you will find privacy and enjoy the filling of calmness and peacefulness beside the pool waterfall. Visit Jonina Resort so you can make unforgettable memories in your own small heaven on earth.

Top guest favourite
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
5 out of 5 average rating, 24 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 favourite
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
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 favourite
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
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 favourite
A sunlit villa showcases a private pool bordered by comfortable loungers. A BBQ area is visible nearby, nestled within a spacious terrace. The two-story structure features a porch with blue shutters, surrounded by lush greenery and stone pathways, creating an inviting outdoor space.
Home
5 out of 5 average rating, 11 reviews

Villa Daphne

Welcome to your perfect Mediterranean getaway! Nestled close to the vibrant heart of Skopelos town, our sun-drenched white villa offers an idyllic retreat for up to 4 guests. Enjoy the perfect blend of comfort and tranquility in this charming island haven.

Guest favourite
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
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.

Superhost
A softly lit outdoor bar area features a stone countertop with a wine bucket, two glasses, and a woven placemat. In the background, distant lights from the coastline are visible against the darkening sky, while a pool reflects the evening ambiance.
Villa
4.94 out of 5 average rating, 51 reviews

Villa Koukounaria

Η βίλα Κουκουνάρια είναι κοντά,σε παραλίες και χώροι εστίασης.Αυτό που θα σας αρέσει στη βιλα μας, είναι η απεριόριστη θέα στη χωρα της Σκοπέλου,και το άνετο περιβάλλον.Η βίλα Κουκουνάρια είναι κατάλληλη για ένα ζευγάρι,και Οικογένεια!

Popular amenities for Skopelos rentals with a pool

Quick stats about holiday rentals with a pool in Skopelos

  • Total rentals

    50 properties

  • Nightly prices starting at

    £52 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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