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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 $165 SGD per night before taxes and fees

  • Verified guest reviews

    Over 490 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

    30 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
4.96 out of 5 average rating, 23 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
Home in Sporades
5.0 out of 5 average rating, 5 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 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
4.93 out of 5 average rating, 27 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
5.0 out of 5 average rating, 53 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 Skópalos
5.0 out of 5 average rating, 19 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.

Superhost
An aerial view showcases a private pool surrounded by a spacious patio. Two sun loungers are positioned near the edge of the pool, with two umbrellas providing shade. An outdoor dining area is visible, featuring a shaded pergola and lush greenery enhancing the setting.
Home in Sporades
5.0 out of 5 average rating, 8 reviews

Villa Aster

Unwind at this beautiful luxury villa located just a few minutes from the best beaches of the island. Α marvelous, comfortable and fully equipped 3 bedroom villa, that can accommodate up to 6 people, featuring a private pool and breathtaking sea view. Nestled in a picturesque landscape just over Tzaneria and Sklithri beach, this newly built villa offers an idyllic escape for those seeking both relaxation and adventure in the heart of the Aegean.

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
5.0 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.

Guest favourite
The modern villa is surrounded by lush greenery, featuring a private pool with sun loungers and umbrellas arranged nearby. Natural stone walls complement the structure, which has a welcoming glow from the interior lights. Panoramic views of the landscape are visible in the background.
Home in Skopelos
5.0 out of 5 average rating, 8 reviews

Villa Ascend - Petrino Villas

Spectacular Villa Ascend Nestled in a privileged location just a short drive from Skopelos Town and the main port, Villa Ascend offers breathtaking panoramic views and a peaceful setting designed for ultimate relaxation. Enjoy long sunny days by your private swimming pool, unwind on the spacious terraces overlooking the stunning Skopelos landscape, and experience complete privacy surrounded by nature.

Guest favourite
Villa in Sporades
5.0 out of 5 average rating, 25 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
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 Magnisías
5.0 out of 5 average rating, 25 reviews

Villa Kingstone

Our villa is located 600 meters from the center of Skopelos. In an idyllic landscape with olive trees, just 200 meters from the beach, with the most wonderful panoramic view, built with passion and love for nature and people. A wonderful newly built building with its own pool, offers an excellent stay to travelers of the world who love to have one of the best options for their holidays.

Top guest favourite
The villa is showcased at twilight, highlighting the private infinity pool surrounded by stone pavers. Elegant sun loungers are positioned invitingly by the pool, while a spacious dining area and pergola are located to the side, creating an appealing outdoor living space.
Villa in Sporades
4.95 out of 5 average rating, 22 reviews

Stargaze Villas - Orion

Villa Orion is a brand-new building of 100 sqm with 2 bedrooms, 1 sofa bed and 3 bathrooms that can accommodate 4-6 guests. The villa has its own entrance and parking, while the comfortable outdoor area is complemented by the impressive private infinity pool, two beautiful living areas covered with a roof and pergola and a built-in barbecue with a spacious dining area.

Guest favourite
A tranquil pool area is highlighted by a sparkling blue pool surrounded by a stone patio. Two wooden lounge chairs provide a comfortable resting spot under the shade of trees. The distant sea view is complemented by clear skies and the peaceful atmosphere.
Home in Skópalos
4.96 out of 5 average rating, 25 reviews

Pool Villa Maria O with stuning view

Villa Maria O is located 1.3 km outside of Language, it is almost at the top of the hill. There are great views towards the sea, the sunset, and the woods. The lovely outdoor spaces (pool area, terrace area) have complete privacy . The house is built in traditional style, it is cozy and fully equipped and has private parking. Mother's NO.: 0756K91000442401

Popular amenities for Skiathos rentals with a pool