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Vacation rentals with a pool in Skiathos

Find and book unique homes with a pool on Airbnb

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 favorite
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.

Top guest favorite
An outdoor terrace features a large olive tree surrounded by a stone-paved area. Colorful planters and lounge chairs provide seating options, with a view of the pool and distant mountains visible in the background.
Home in Skopelos
5 out of 5 average rating, 17 reviews

Villa Nirvana

Escape to your own private paradise at our stunning villa, nestled just 1.5 km away from Skopelos town. Surrounded by fragrant pine and olive trees, this luxurious retreat offers the perfect blend of tranquility and convenience. With elegantly furnished spaces, and a fully equipped kitchen, our villa has everything you need for a comfortable and memorable stay. Lounge by the pool, soak up the sun on the terrace, or explore the charming town and the beautiful beaches of Skopelos with ease.

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.

Top 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.

Guest favorite
An outdoor area features a private pool surrounded by lounge chairs and a dining table with four chairs. The villa stands two stories tall, with a balcony overlooking an olive grove and the surrounding hills. Sunlight brightens the space, enhancing the serene atmosphere.
Villa in Sporades
4.96 out of 5 average rating, 50 reviews

Penelope - Private Pool Villa near stafilos beach

This fully equipped home offers everything you need for a comfortable and relaxing stay. Located just a 10-minute drive from Skopelos Town, it provides easy access to restaurants, shops, and the island’s charming harbor, while still offering complete seclusion. The road leading to the property is fully paved, and with no neighboring houses around, you’ll experience absolute tranquility — ideal for couples, families, or anyone seeking a quiet getaway close to nature

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, 43 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 favorite
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 in Skopelos
5 out of 5 average rating, 11 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 out of 5 average rating, 4 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.

Guest favorite
An aerial view of a modern villa with a terracotta roof, surrounded by olive trees. A sparkling swimming pool is seen in the foreground, complemented by a patio area with outdoor seating. A gravel driveway leads to the villa, with a vehicle parked nearby.
Villa in Sporades
4.94 out of 5 average rating, 35 reviews

Villa Pebbles #1

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.

Guest favorite
An infinity pool extends toward the Aegean Sea, framed by olive trees and sun loungers. The serene water reflects the sky, and distant islands can be seen on the horizon. The minimalist design complements the tranquil setting, ideal for relaxation.
Home in Sporades
5 out of 5 average rating, 17 reviews

Hydrea Villa by Pelagoon Skiathos

The mesmerizing Pelagoon Villa in the quiet village of Achladies on Skiathos Island, is a beautiful example of minimalism and contemporary architecture. The chic home boasts sublime views over the glistering Aegean Sea and is easily one of the most exceptional villas on the island. Set among olive trees and verdant greenery, it is the perfect haven for those seeking tranquility and seclusion during their stay.

Top guest favorite
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, 36 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.

Superhost
The exterior of the villa features a charming pink facade with blue window shutters and door. A small table with chairs is placed on a stone patio, surrounded by lush greenery and blooming flowers, providing a serene entrance to the residence.
Cottage in Skopelos
4.68 out of 5 average rating, 108 reviews

Charming pink villa in olive grove

Armoloi villa, 1,5 km from town, easy walk, shared pool with Armoloi, 'Charming villa in an olive grove' Armoloi Cotto,very private, cool, amongst trees , beautiful garden. Sleeps max 3, supermarkets next door, 'Rosemary ' cafe and restaurant,at 2 minutes walk. Ideal for couples searching for a peaceful vacation.

Popular amenities for Skiathos rentals with a pool

Quick stats about vacation rentals with a pool in Skiathos

  • Total vacation rentals

    Explore 40 vacation rentals in Skiathos

  • Nightly prices starting at

    Skiathos vacation rentals start at G$12,496 GYD per night before taxes and fees

  • Verified guest reviews

    Over 420 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Skiathos vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Skiathos rentals

  • 4.8 Average rating

    Skiathos stays are highly rated by guests—averaging 4.8 out of 5!

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