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Holiday rentals with a pool in Skiathos

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Skiathos

  • Total holiday rentals

    Explore 40 holiday rentals in Skiathos

  • Nightly prices starting at

    Skiathos holiday rentals start at $91 SGD per night before taxes and fees

  • Verified guest reviews

    Over 470 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Skiathos holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Skiathos rentals

  • 4.7 Average rating

    Skiathos stays receive an average rating of 4.7 out of 5 from guests

Top-rated rentals with a pool in Skiathos

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

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Guest favourite
The villa is set on a gentle slope, framed by green shrubs and tall cypress trees. The white exterior contrasts with the terracotta roof, while a spacious balcony provides a view of the surrounding nature.
Villa in Sporades
4.95 out of 5 average rating, 22 reviews

Spectacular villa in the heart of a nature reserve and near the sea

In the heart of a nature reserve, a new, quiet and luxurious villa with a swimming pool and a three-minute drive from the most beautiful beaches in Skiathos and 10 minutes from the city center. The villa consists of 3 double bedrooms with air conditioning in each room. The downstairs apartment includes a bedroom, a large and luxurious bathroom, a living room, a fully equipped kitchen, a work area, and a spacious dining area. The upper apartment includes a separate entrance, two luxurious bedrooms, a living room, a bathroom, a fully equipped kitchen, and a balcony overlooking the nature reserve and the sea. Air conditioning in all rooms, smart TV in all bedrooms and living rooms, and internet available throughout the house.

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 in Sporades
4.91 out of 5 average rating, 23 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
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, 49 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!

Top 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.
Villa in Skopelos
5 out of 5 average rating, 16 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
An outdoor terrace features a wooden deck, a circular table, and comfortable seating. Nearby, a swimming pool reflects the evening sky. Soft lighting illuminates the surroundings, enhancing the view of the town and hills in the distance under a twilight backdrop.
Villa in Sporades
5 out of 5 average rating, 19 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.

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 in Sporades
5 out of 5 average rating, 28 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.

Guest favourite
An aerial view of a private pool surrounded by a stone terrace features two sunbeds with towels neatly placed on them. A small side table is positioned next to a sunbed, offering a convenient space for refreshments. Lush greenery is also visible, creating a serene atmosphere.
Villa in Sporades
5 out of 5 average rating, 23 reviews

Villa Mariel Skopelos

Inspired by Greek island architecture, Villa Mariel is a newly built private villa located on the hillside above Skopelos Town. Featuring whitewashed interiors and minimal décor, the home offers a serene and contemporary island experience with complete privacy. Guests can enjoy a private pool, a lounge patio, and a gas barbecue, making it ideal for relaxed outdoor living and entertaining.

Top guest favourite
The tranquil pool is illuminated under the evening sky, reflecting soft light from the surrounding area. The villa's exterior is visible, paired with outdoor seating under a shaded structure. Lush greenery decorates the hillside in the background, contributing to a serene atmosphere.
Home in Skiathos
4.97 out of 5 average rating, 39 reviews

Banana Beach Villa

With breathtaking sea view and a three minute walk (on a private path) to the amazing Banana Beach, our newly built 70sqm villa is the perfect place for a private, quiet and safe vacation. Banana Beach, world-renowned for its turquoise waters, golden sand and mesmerizing sunsets, is considered among the most beautiful and exclusive beaches of Skiathos island.

Guest favourite
An airy living and dining area features large windows with ocean views, complemented by natural light. A comfortable sofa and a cozy pouf are situated near a minimalist entertainment unit. A wooden dining table with six chairs invites leisurely meals, while a textured rug enhances the space.
Villa in Sporades
5 out of 5 average rating, 6 reviews

Villa Phos Two Skiathos

Experience the perfect blend of comfort, elegance, and breathtaking surroundings at Villa Phos Two Skiathos, a beautifully designed upper-floor retreat that invites you to relax and unwind. Spanning 120 square meters, this villa is an ideal haven for couples, families, or groups of friends seeking a serene escape in the heart of the Aegean.

Guest favourite
A serene pool area is framed by lush green grass, offering expansive views of the Aegean Sea and distant mountains. This space features a private swimming pool, sun loungers, and an umbrella-shaded seating area, ideal for relaxation and outdoor dining.
Home in Σκοπελος
5 out of 5 average rating, 49 reviews

Villa Savvina with stunning view

1 bedroom villa exclusively for 2 pax, mostly for couples With private swimming pool (8.00x3,80) Shower cabin made of transparent glass Washing machine in the shower / toilet restroom Big terrace with comfortable built in sofas under the shade of a sturdy sun tent. Total sq: 106m2 Essential car.

Guest favourite
The image captures a private swimming pool with crystal-clear water, overlooking a panoramic view of the sea and distant coastline. Lush greenery frames the pool area, enhancing the serene setting. A gentle skyline of hills and towns adds depth to the landscape.
Villa in Skiathos
4.94 out of 5 average rating, 31 reviews

Villa Katerina

Fully renovated with private swimming pool, Villa Katerina located in the hill with an amazing panoramic sea view. This place is very quiet, suitable for 6 people fully equipment with jacuzzi. Provide certain degree of privacy in a 12000m2 landscaped garden with numerous olive trees.

Guest favourite
Home in Skopelos
5 out of 5 average rating, 10 reviews

Villa Nanoula

Tucked into the lush hillsides of Skopelos, Villa Nanoula invites you to slow down and soak in breathtaking views, Mediterranean sunlight, and pure island calm. This thoughtfully designed villa features a private pool surrounded by nature, perfect for peaceful relaxation.

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